Kasey’s Confession Ch. 02

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After Mike left, I stood in front of my big mirror and stared at myself. I kept thinking of all the excuses I had given myself, and other people, about why I shaved my legs and liked wearing short shorts, skirts, high heels and stockings.

All that had changed in a single afternoon, although the writing had been on the wall for a long time. Even before I had let Alan jerk off on my legs I had been fantasizing and masturbating while imagining men dominating me and making me satisfy them sexually. I’d always told myself it was only fantasy and it wasn’t really what I wanted.

Looking at myself in the mirror, the same mirror I had admired myself in while going down on Mike, and seeing his cum drying on my face it was impossible for me to deny the truth.

I had sucked cock and I had absolutely loved it.

When I finally got around to going into the bathroom to wash my face, the first thing that hit me was my lack of makeup. I wanted to look pretty for Mike, or for any man interested in me, and not just be a guy with great legs in a skirt and heels. I wanted to do my hair up like a woman. I wanted to wear earrings.

I had a lot of trouble sleeping that night. So many fantasies involving men were running rampant through my imagination. The fantasies were so intense that I had to get myself off three times during the night.

When my alarm clock went off to wake me up for work I was barely able to manage consciousness. After a shower and a cup of coffee I started getting dressed in my boring guy clothes for work.

The phone rang. It was Mike.

“Good morning, cocksucker.”

“Good morning, sir.”

“I’m going to come over around seven o’clock tonight,” he told me. “I’m going to introduce you to a friend of mine.”

After I took a moment to collect myself, I told him, “Okay.”

“Get all pretty for him,” Mike said. “Make me proud.”

Mike saying that didn’t feel as weird as my reaction to his words did. I felt both flattered and excited. The idea of a man thinking of me as being pretty, or at least capable of becoming pretty, made me feel good. I didn’t flinch at all at the thought of meeting another man. I loved showing off and dressing up for men.

And if there was one thing I’d come to realize after going down on Mike, it was that I wanted to suck cock. I wanted to suck a lot of cock.

I was distracted all day at work. Sitting there at my desk, dressed in my regular guy clothes, I daydreamed about coming to work dressed in my girl clothes. I knew it would shock most of the people I worked with and that some would be hateful and disgusted if they knew about my encounters with men.

When I got home I took out the makeup I had bought to experiment over the years. I took a shower and shaved my entire body so I was smooth and clean all over. I put on fake fingernails and painted them pink to match my toes. I had one bra, which I put balled up socks in and put on. It was far from a perfect semblance of real breasts, but it was as close as I could get with what I knew and had to work with. I put on my shortest miniskirt, thigh-high fishnet stockings, my platform heels, then pulled a pink t-shirt over my pretend breasts.

I spent more than two hours trying to get my makeup to look fairly decent and made a mental note to see if I could get some sort of instructional video online before my next “date.”

I already had long hair, so I used a lot of hairspray and mousse while blow-drying it to the best semblance of a woman’s hairstyle I could.

After I finally felt ready to meet Mike and his friend, I barely was able to sit down for ten minutes before the doorbell rang.

I took a deep breath, exhaled, looked at myself one more time in my full length mirror and strutted to the door in my heels.

Normally, I looked through the peep hole to see who was at the door before opening it, but under the circumstances I wasn’t thinking. I assumed it would be Mike and his friend, but hadn’t even realized it was barely past six o’clock and they weren’t due until seven.

I pulled open the door, expected to see Mike kartal escort standing there and then froze in shock when I saw it wasn’t him. It was Bill, my next door neighbor.

“Uh,” he mumbled, shocked to see me dressed the way I was. “Yeah, um, you left your keys in your door.”

He was holding out my keychain with all my keys dangling from it. In my rush to get inside and get ready for Mike and his friend, I had forgotten to take the keys out of the lock after I opened my apartment door to go inside.

“Oh, uh, thanks,” I stammered and took the keys from him. “Yeah,” I added, looking down at myself, “this is a long story having to do with a… um, dare… my girlfriend… yeah, long story.”

“Hey, whatever floats your boat, man.”

“Thanks again,” I mumbled and closed the door.

Once inside, I breathed a long sigh of relief and got myself a beer. Once I recovered from my feelings of humiliation, I found myself thinking about how Bill was a really cute guy and wondering if he’d ever let me go down on him.

I finished four beers while pacing in nervous anticipation of the arrival of Mike and his friend. When they did arrive, just ten minutes past seven, I made sure to look through the peep hole in my door before opening it.

“Hi,” I breathed out in my best effort at a feminine voice.

“Holy shit, Mike,” blurted out Mike’s friend, “you weren’t kidding me.”

“Are you going to let us in?” Mike asked as I stood there stunned.

“Yes, sir,” I said. “Come on in.”

“This is J.J.,” Mike said as they came into my apartment.

“Hi, J.J.,” I said. “Nice to meet you.”

“You have got some amazing legs, Kasey,” J.J. said as he looked me up and down.

“Thank you,” I giggled.

“Get us a couple of beers,” Mike said before they sat down on my couch.

“Yes sir.”

When I handed them the beers, J.J. was licking his lips and continuing to look me over, his eyes lingering over my thighs where they were bare between the tops of my stockings and the bottom of my skirt. I smiled at him.

“I like to watch, Kasey,” Mike told me. “Once I get first dibs, I like to watch my projects develop into submissive sissy cocksuckers.”

I said nothing, and instead stared as J.J. pulled off his shirt, revealed the well-muscled body of someone who worked out very regularly. He continued to strip off the rest of his clothes until he stood before me completely naked, displaying his chiseled physique, which almost resembled that of a professional bodybuilder.

“Oh my gosh,” I breathed out as I looked down at his huge cock, which was hard as a rock with a pair of gigantic balls hanging below.

“I think she likes you,” Mike told J.J. with a laugh.

I stood there staring at J.J.’s cock and his body and found myself wanting him, but at the same time my mind started fighting my desires. I started crying as I dropped down on my knees in front of him and reached out to feel his massive erection with my hands.

“Still hasn’t been completely tamed yet,” Mike told J.J.

“That’s when they’re the most fun,” laughed J.J. while I stroked his cock and looked up at him with a smile on my face and tears running down my cheeks.

He brushed my hair away from my face and told me, “You’re already a cocksucker, why keep fighting it?”

Physically, I could not resist, but my mind and emotions kept telling me to stop, that this wasn’t who I was, that I liked women, and that this was a game that had gone too far. My thoughts could not win against my compulsion and desire. I wanted that cock in my mouth.

My body quivered, my eyes leaked tears, but my head leaned forward and I kissed the tip of J.J.’s cock before sliding the full head of it in my mouth.

I sucked back and forth on the head of J.J.’s cock several times before he pulled it back and away from me. I made the most pathetic, weak, whining sound as he did, shocked and surprised and hoping I hadn’t done something wrong.

“BEG FOR IT.”

I stared at him, my lip quivering, trying to say something maltepe escort but unable to speak.

“BEG FOR IT or I will get dressed and walk out on your sissy ass right now,” J.J. said.

I thought about all the fantasies I’d been having for years, imagining myself in situations much like this one, as well as the more outrageous fantasies where I went down on groups of men or sucked cock in parking lots and public men’s rooms. I looked up at J.J. with my lips quivering and tried to say the words.

“Please,” I said. “Please let me suck your cock.”

“BEG.”

“P-p-p-please…”

J.J. grabbed the back of my head and pulled it closer so that his balls and the base of his cock were just a couple inches away from my mouth. I was panting and shaking.

“You want to lick my balls, faggot?”

“Yes sir. Very much, sir. I do.”

“Then why is your tongue still in your mouth, crybaby?”

My tongue instantly shot out and began licking his balls, running up and down the meaty sack and over each of his juicy balls. As I continued to enjoy licking them, I found myself unable to stop moaning and gasping out an almost constant “Mmmm.”

My lips slid over one of J.J.’s balls and I drew it into my mouth. I looked up at J.J. and instinctively reached up to take his cock in my right hand. I slowly stroked it as I gently sucked on his testicle, looking up for approval.

He was smiling, so I let his first ball slip out of my mouth and slid my mouth over the second one and gently worked it the way I had the first, lightly sucking on it while tasting it with my tongue inside my mouth.

“Fuck yeah,” he moaned.

I looked over at Mike, who had taken off his pants and was stroking himself while watching me. Then I let J.J.’s swollen nut slip out of my mouth and told him, “I need your beautiful cock in my mouth.”

“Suck it,” he told me.

I pulled it down towards me and ran my tongue over the length of it, down and then up, and drew the head slowly into my mouth. My own dick was so hard it strained against my thong panties and eventually popped itself free and rubbed against the fabric of my tight little skirt.

Mike got up and walked over to me. Standing there, he took my free hand and placed it on his cock. My body shuddered and seized for a moment, almost as if I were having an orgasm, and I began stroking Mike while continuing to suck J.J.’s cock.

“Gosh this is so awesome,” I blurted out as I let J.J.’s cock slip out of my mouth for a moment. I kept stroking it with my hand as I looked at Mike and asked, “Should I suck your cock too, sir?”

Mike smile exploded across his face. “You should go back and forth sucking both our cocks,” he said.

I immediately turned and lowered my head towards his cock.

“Every time you switch from one to the other, I want you to yell out loudly that you love sucking cock.”

My lips parted and I took the head of Mike’s cock into my mouth. I sucked on it for a few seconds and then slid down on him until his cock hit the back of my throat and made me gag.

When I pulled back to catch my breath, Mike sighed a sigh of disappointment. “You have GOT to start getting better at that.”

“I’m trying, sir,” I said and slid my lips back over his cock. I took it down as far as I could again, trying very hard not to gag so hard I had to pull back to catch my breath again. I managed to gag only slightly and was able to continue.

“Back over here, sissy,” I heard J.J. say.

I sucked up and down on Mike’s cock a few more times before letting him go and turning back to J.J.

Mike grabbed my hair and turned me back towards him and tilted my head back so I was looking directly up at him. “What do you say when you switch between us?”

“I love sucking cock,” I whimpered.

“Say it LOUD and PROUD, sissy boy.”

“I love sucking cock,” I said.

“Like you mean it, bitch. Loud!”

“I LOVE SUCKING COCK!” I yelled.

“That’s what I’m talking about,” he laughed. “Go suck J.J. some more.”

They pendik escort would keep me going, back and forth, for the next half hour. I’d only spent a couple of minutes on each of their cocks before the other called me back to work on them. At first I could not believe I was really doing this, but I was so hard and my dick kept rubbing against my skirt and driving me crazy, making me so horny I could barely concentrate on anything other than how badly I wanted to get both of these guys off with my mouth.

My knees hurt and my mouth felt numb after the first half hour, and when that turned into an hour my legs were sore and my knees were badly rug-burned. Then Mike stopped calling me back to him, leaving me to work solely on his friend. I had gotten to really love how every time I switched back from one cock to the other they had slightly softened without my attention and then turned rock hard after I resumed sucking on them, but now I just really needed to get them both off.

I was furiously sucking back and forth on the head of J.J.’s cock, knowing how that had always been the key to my getting off when a former girlfriend had given me head, when J.J.’s body stiffened and he pulled my head down on his cock.

He pulled me down so hard that his enormous cock pushed into my throat so fast and forcefully that I could barely react. My head was almost upside down and I was fighting to breathe, when J.J. grunted loudly and his cock exploded, shooting a tremendous amount of semen straight into my throat.

When he let go of my head, I started coughed and gasping desperately for air, ripping my head off of him and falling backwards. Being on my knees, I ended up falling sideways as I coughed up J.J.’s cum to keep from choking on it.

Mike stood up, asked me if I was okay, and after I nodded with fresh tears in my eyes he helped me get up on my feet. He remained naked from the waist down, with his cock mostly still hard. J.J. was lying back on the couch looking pleased.

“I don’t want to disappoint you,” I sobbed, reaching down and stroking Mike’s cock.

“You have the desire and the hunger,” Mike said as I continued stroking him while standing in front of him, “all you need is a lot more practice.”

“I know,” I said quietly and looked down at his now completely hard cock. “I’ve dreamed about this for so long,” I said. “Being dressed all sexy and sucking off two men in the same night…”

“Get down there and finish me off, then,” Mike told me.

I crouched down and found it too uncomfortable, so went back down on my red, rug-burned knees. I slowly brought his cock to my lips and kissed the head of it passionately before swallowing it almost to the base. I drew back, all without gagging, and then kissed the tip.

“Much better,” Mike said with a smile.

“I want to be a great cocksucker,” I told him before sliding my lips back over the head of his cock and sucking him hard and fast, then slowing down and working the underside of his cock head with my tongue. “I want to walk down the street and have men say, there goes a hot pair of cocksucker legs.”

My talk seemed to excite Mike even more, so I went down on him again and stroked him as I sucked. His legs got shaky for several seconds before his knees locked and he moaned loudly, blasting a loud of cum directly into my mouth.

I held onto most of it, but couldn’t stop it all from dripping out of my mouth. I struggled to try to swallow it. Part of me was resistant to doing so, but I wanted Mike to be proud. When we finished, I realized J.J. had gotten dressed and was in my kitchen having another beer.

Mike got dressed while I tried to straighten myself out.

“Thanks,” I told them. “I had a really great time.”

J.J. went out the door, but Mike came back for a moment to tell me, “Here’s the thing, Kasey. I really only like girls like you when you are out looking for your first time, and it gets boring for me after that. You know plenty of guys from that chat room, and with those legs strutting around, you could go out to meet guys in a number of places in this city.”

“You don’t want to see me again?” I bit my lip.

“I’ll see you around, but you need to start dating on your own. If I stick around to play with you, then you’ll get attached to me. I’m not going to be your boyfriend and I’m not into the whole full time sissy and master thing. I got you started. What you do now is up to you.”

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Joanna Jax

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This story is about a man, Aaron, visiting a transsexual pornstar who he has adored for many years. There are only two characters and when writing the story I imagined them as both being forty years old.

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He stood hesitantly at the door of the apartment and, even at this late stage, wondered whether he could go through with it. It had been several hours on the train followed by a taxi from the railway station to arrive here and he was finally standing on the threshold of fulfilling his greatest fantasy. The reception had taken his name, called up to her, and then allowed him access to the private lift taking him up to the penthouse in a matter of seconds. So smooth he didn’t seem to be moving. Would the person on the other side of the doors be the same in person as he had seen on screen? He’d been told the doors would open automatically when he reached his destination so he stood there, unable to move, waiting an eternity.

It was only a few seconds before the doors slid silently apart. He had wanted to make a good impression and had dressed in his best suit, shirt and tie, and a pair of leather shoes on his feet that shone like black mirrors with the hours of polishing.

He just stared at her. She was as gorgeous in real life as on the screen. His obsession. His goddess. His transsexual temptress – Joanna Jax.

Her long blonde hair spilled onto her shoulders. A white satin blouse with a black skirt and a wide belt at the join of the two. She was wearing stockings and on her feet a pair of black five inch spiked shoes with shiny silver heels, which brought her up to his five feet nine inches. An emerald necklace encased her neck with matching emerald pendant ear rings. Her makeup was subdued except for perfect red lips just inviting to be kissed. Not that he would dare.

She spoke to him in that gentle voice, always with that hint of a giggle, he had heard so many times before when watching the videos to which he was addicted.

“Close your mouth, sweetie,” she said, with a smile, “and please come in.”

Stretching out her hand, he looked down, not wanting to take his gaze away from her hypnotic blue eyes, and felt the smoothness of her skin. How long she held he had no idea before she took hold of him by the elbow, and led him into the room. He looked around in awe. How much must it have cost to decorate and furnish? She watched him as his eyes swept the room.

“What do you think of my apartment?” she inquired, with a gesture encompassing the room.

“I think it looks wonderful, Miss Jax. Must have cost a fortune.” As soon as the words emerged he regretted them. He’d only been inside for barely two minutes and he was making comments about how wealthy she must be. Had he insulted her? Apparently, not the case.

“It did indeed. All my own work, or should I say all my ideas. I told a very good interior designer what I wanted, this was the result, and he didn’t charge me a penny.”

“He must be a very good friend to do it for free,” he stammered.

“Oh, it wasn’t free. In return I gave him the best day of his life. Which made a change from him paying me.”

They had exchanged e-mails before arranging to meet so she knew his name, but she had deliberately asked him to give her the minimum amount of information about himself. Apparently she preferred to find out all about a first time client by having a chat before getting down to the business at hand.

“Please come sit with me,” she said, taking him by the hand. “Let’s have a chat. Would you like a glass of wine?”

He now noticed for the first time that there was a bottle of wine on the coffee table already opened together with two glasses. Still finding it difficult to speak, because of finally being in the presence of his goddess, he just nodded.

“No need to be nervous. Perhaps a glass of wine will help relax you? Would you like a large one?” she asked, with a broad smile.

Again he could only nod in agreement, but did wonder if it had been an innuendo. She poured and, in passing the glass to him, her fingers grazed his skin sending a tingle through his body.

She placed her hand on his arm. “Just to confirm what you said in your e-mail, this is your first time with a lady such as myself?”

Again all he could do was nod in agreement, sipping his wine with a shaking hand.

“No need to be shy. I’ve really been looking forward to meeting you. It’s not often that I meet a lovely guy with a virgin arse.” She moved closer to him, putting her arm around his shoulder. “Occasionally, very occasionally, when I’m shooting a movie I sometimes get lucky. The guys have to start somewhere,” she said, looking him in the eye and smiling. “Where better but on the end of my little old fuck stick.”

He discovered he had a voice. “I don’t have a virgin arse. I’ve been fucked with a strapon a few times.”

She smiled at him and murmured, “there is a big difference between a piece of rubber and the real thing. That’s why you’re here isn’t beylikdüzü escort it? To experience the real thing? Trust me, the two of us are going to have a good time together. I will make it really enjoyable.”

Raising her glass to her lips, she took a sip of the wine, savouring it before swallowing. She put her finger in her mouth, withdrew it and stroked it along his lips before sliding it into his mouth.

“Suck on it, Aaron. Get the first taste of me. The first taste but not the last.”

After taking the glass from hand and placing it on the coffee table, she leaned in further, curving her arm around his shoulders, pressing her soft lips to his, her tongue prising them apart and intertwining it with his own.

“Just relax and go with the flow,” she whispered. “Leave everything to me. I’m going to take you on an adventure you will never forget.”

She turned towards him, her breasts against his chest, gently but positively forcing him to lay back on the couch. Still holding him prisoner with her lips she reached down to stroke his hidden cock. He was dismayed when their lips lost contact.

“What have we here? This may be your first time with a lady like myself but it does seem to be having a positive effect. Let’s see what we can do.”

She unzipped his pants with a practiced hand, slid inside his underwear, and took hold of what was going to belong to her for the rest of their time together. She caressed him, sliding just her fingertips along his length, watching him with a smile as his breathing increased. Suddenly she removed contact.

“First things first. Let’s have those clothes off. Undress and I’ll be back shortly.” With that she stood and walked, followed closely by his adoring eyes, through an open door into what was obviously a bedroom. As beautifully, and tastefully, decorated as the room he was in.

When she came back from the bedroom, with two coat hangers, she looked at him without comment as he stood there in his boxers. She hung his clothes on to the hangers, picked up his shoes, and without a word walked off with them into the bedroom. When she returned she knelt in front of him.

“I don’t think we’ll be needing these either will we, sweetie? Time to show me properly what you’ve brought to town for me, sweetie.”

She yanked his boxers down to his ankles. His fully erect cock instantly sprang directly towards her waiting mouth, lining up perfectly. Her tongue emerged from between her deliciously full red lips, softly caressing the tip of his cock. Swirling it around and dipping it into his slit as she kept her eyes locked on his. She slid her mouth over him, her warmth descending towards his balls, stopping and then continuing, building up the tension and his pleasure with small, gentle thrusts as if she was making love to his mouth. He tried as much as he could to relax to enable her to push all the way into him.

He suddenly realised that the only part of her body that was touching his was her mouth, and that there was complete silence in the room apart from the sound of his breathing. He wanted to hold her head and pull her on to him, but this was so erotic all he could do was to stand there tingling with sensation from head to toe. The reaction of his body increased, he began to shake, and she released him.

“We don’t want to rush things, do we?” That familiar giggle he’d heard coming through the speakers on his laptop so many times, with his hand under his desk.

He found his voice. “No, Miss Jax.”

“Oh my. That’s very polite, but I think we’ve moved on from Miss Jax. Please call me Jo.”

“Thank you, Miss… I mean Jo. It’s just… I never imagined… I would live my dream of being with you and have you…”

“Suck on your cock?” She grinned. “That’s nothing compared with what’s to come.”

She stood, took his face between both hands, and kissed him passionately. Her tongue thrust into his hungry mouth, tasting each other’s desire. She showered kisses on his face, on his neck, exploring his ear with her tongue.

“Let’s sit on the couch,” she murmured. “I want to spend a little more time enjoying your cock. Just relax and let me do the work, sweetie.”

He sat down and she knelt before him, separated his knees, leaning forward. “Just relax, sweetie. That way we’ll both enjoy it.”

She lifted his cock out of the way and licked his balls, taking them into her mouth one at a time, whilst still holding his cock out of the way. Her soft, feminine hand slid down his length, holding his stiffness firmly at the base, his excitement mounting as he anticipated what was going to happen. She fondled one of his balls as she sucked on the other, alternating between the two. He was so glad he’d had the foresight to shave his balls and around his cock before setting off. He’d read shemales preferred hairless cock and balls, both on themselves and others. She licked the pre-cum oozing from his member before devouring him again. He could feel the roof esenyurt escort of her mouth and then the back of her throat as she took him in as far as he could go. His breathing increased, his fists clenched, and his body began to twitch. She stopped and pulled back, her fingers tight around the base to kill his release, looking up at him and seeing his dismay at the object of his desire being taken from him.

“Enough of that for now. I can’t have you come too soon. Time for you to repay me in kind.”

She climbed on the couch, laid back, lifting her skirt up to her waist, giving him a clear view of the bulge in her panties. Unveiling her semi flaccid cock, she took it in both hands, and within seconds it was almost fully extended. He trembled at the thought of it ending up inside him.

She hooked her fingers into her panties, raised her arse and then her knees as she slid the skimpy covering off. Gazing at him through lidded eyes she murmured, “would you like to say hello to my little cunt fucker? Lean forward and give her a kiss.”

He tentatively put his head down, his eyes glued on his target. He was eager to worship her cock but his mouth was dry from trepidation. He screwed up his courage, leaned forward, and kissed her tip.

“Now caress it with your tongue. Try and follow how I was sucking your cock,” she said, keeping her voice quiet and calm and gently leading him where she wanted him to go. The same place he wanted to go.

He slipped his tongue from between dry lips and gently licked her. A quiet moan escaped her lips as he opened his mouth and, with more than a little difficulty, he managed to envelop the end of her cock.

“Suck it. Make it wet for me, sweetie. Try and breathe through your nose, not your mouth. That’ll make it easier. You must know how from sucking a strapon. However, it won’t be exactly the same. If it becomes too much just touch my arm.”

As he sucked, and became more comfortable with what was happening, he felt his mouth become wetter. She slowly pushed further into him, stopping to let him get used to it and then pulling back to allow him to get a little air through his mouth before she pushed in again. She soon had five inches inside him and the feel of her hands on the back of his head guiding him was perfect.

“Okay with it?” The concern in her voice was evident.

Unable to speak he nodded his head as best he could. She took a firmer grip on his hair and steadily forced herself down his throat, holding it there for a few seconds, and then pulled out sufficiently for him to breath, before again thrusting all the way in and him feeling her balls against his chin. She pulled out, lifting his head and looking into his watering eyes.

“Different texture from sucking a strapon, isn’t it?” He knew the question was rhetorical.

“I haven’t felt anything like it. Your skin is so smooth and warm. Although you’re hard it’s not rigid like a strapon. It’s so soft to the touch I feel as if I could bend it, although it’s so rigid I know that’s not possible.” His voice evidenced the revelation he was experiencing.

“I can promise you that by the time you leave here you will not only be able to take all my cock without a problem, you will never want to suck a strapon again. You will be addicted to the real thing and will crave the chance to enjoy a shemale cock at every opportunity. You also won’t want anything but a real cock up your arse, because I’m going to show you the road to heaven with my cunt fucker. I’m going to convert you to being a devoted follower of shemale delights.”

She took hold of his face in her hands. “For the moment just concentrate on pleasuring me with your mouth.”

She covered him with her skirt, caressing his head through the material, as he engulfed her again, his head bobbing up and down. It felt wonderful to him, and doubtless to her from her whimpering cries of delight. He was cut off from the outside world and completely lost in his own mind between her smooth thighs, the feel of her nylon stockings heightening his pleasure. So lost was he in himself that he didn’t realise her cock was starting to pulse. He tried releasing her, but she held his head down and her cum erupted into his mouth. One blast after another. She thrust hard, trying to drive further down his throat, all the time holding him in a vice like grip. So much he couldn’t swallow it all and could feel it dripping from the sides of his mouth, running down his chin.

Finally she finished coming, released her grip on his head, and pulled her skirt up to her waist. Her arms flopped by her side as she sought to regain her breath, looking down on him with gleaming eyes, an apology on her lips.

“Sorry, sweetie, but I was unable to resist. For a first time cock sucker you were doing a fantastic job. That’s the best blowjob I’ve ever had from a virgin mouth.”

Her praise spread through him with a warm glow. He felt overwhelmed. One of the world’s most famous shemale başakşehir escort pornstars was complimenting him on his ability to suck her cock. His very first blowjob. He couldn’t believe it. He decided to push his luck.

“I want to do it again before I leave,” he blurted out.

“I’ll see what I can do,” she laughed, “but we still have much more to enjoy and I recuperate very quickly.”

She took hold of his ear and directed his gaze to her now semi-hard cock.

“Look at what a mess you’ve made. Now get to work cleaning it up you dirty, naughty, boy.”

She spoke firmly but when he looked at her she had a big grin on her face, but only for a moment before her face changed to an obviously mock, stern expression.

“I won’t tell you again. Start with cleaning my cock, then my balls, and then lick it from my thighs.”

He eagerly undertook his task. He had been surprised when she had come in his mouth. Not only with the amount of cum, but with the taste which was completely new to him. Not an unpleasant taste, but not one he could compare with anything else.

He took her cock in his mouth and sucked off the excess, licking all around, sinking down to the base and then pulling upwards keeping his lips firmly wrapped around her shaft, before cleansing her balls. Taking them one at a time between his lips and lovingly sucking up every remnant of her cum as she moaned in delight. He moved back to the shaved area around the base of her cock and finished off licking what was left of the cum from the inside of her thighs, his tongue taking its time not wishing to miss a single morsel and also wanting to prolong the enjoyment. For both him and his mistress. What a way to finish off his very first fellating of a shemale, his first real cock, and from the woman of his dreams.

“You deserve a reward for cleaning me so well. Come and sit beside me.” He sat up next to her and she put her arm around him. “Unfasten my blouse.” An instruction, but not a command.

As he undid one button after another her breasts were revealed. When he had first seen her he had thought she wasn’t wearing a bra, and he now saw he was right. He was able to see them in all their naked glory.

“Touch them. Feel my nipples. Fondle them. Caress them.” She took hold of his hand and placed it exactly where she wanted it to be. Exactly where he wanted it to be.

He had no hesitation in following her instruction and caressed her smooth breast and nipples. Taking his head in her hand she pulled him down.

“Kiss my tits, sweetie. Grip my nipples between your lips. Taste me. Please me. Enjoy your reward for your blowjob.”

He eagerly set to work, making sure he was gentle and not rough. Her nipples stuck out dangerously, likely to put your eye out if you were careless. He moved from one breast to the other, and then back again, and as he licked he could feel the effect it was having on her body, and could hear her breathing becoming ragged.

“Yes. Mmmm. Oh yes. Keep up the good work. Don’t stop, sweetie,” she exclaimed, her voice hoarse and ragged.

After several minutes, alternating between each, her fingers cutting through his hair as she encouraged him, she murmured, “that’s enough. You’re making me very happy but we must move on.”

She lifted his head, her finger under his chin, and again glued her lips to his, kissing him and sending him to somewhere he’d never been.

“Time to go into my boudoir,” she murmured in his ear. “Much more to come in there.” The innuendo was not lost on him as, taking a firm grip on his cock, she led him into the bedroom.

Her bedroom was as impressive as the rest of her apartment. The four-poster bed could easily accommodate three, maybe four, people. Black satin sheets hung over the edge, the matching pillows plumped up at the head. He noticed the posts at each corner of the bed had large metal rings screwed into them, and it didn’t need much guessing to know for which activity they were used. There were other rings fixed higher up the bedposts at the head of the bed that would also be used. He’d seen enough bdsm videos and had spent enough sessions with different mistresses to have a good idea what went on in that bedroom, apart from fucking. The view from the window was stunning but it was a penthouse apartment after all. No need to close the curtains because you couldn’t be overlooked.

His bare feet sank into the deep carpet as he walked towards the bed. It was as if the soles of his feet were being caressed by fur mittens. One wall was covered by the mirrored doors of her wardrobe which had a built in dresser, all in light oak. The only other furniture was a couch, facing the end of the bed, and covered in some type of rich velvety material. Dark red with patterns outlined in gold. He suddenly realised the patterns showed couples copulating in various positions. The window was totally covered floor to ceiling with black velvet drapes. He watched intently as she stood proud and beautiful, removing her blouse and skirt and casually tossing them on the couch. She was still wearing the black five inch spikes with the shiny silver heel and because of that she was just slightly smaller than him. She was also still wearing the emerald necklace and matching dangling pendant ear rings. He was also finally able to see properly the stockings and black garter belt that held them up.

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I Really Don’t Know Ch. 02

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Not knowing what she has in store for me next, and wanting to get off my knees. I get up and sit down on the bed. As I sit down Sara sits beside me, putting her arm around me, smiling.

Me “S, Sara?” She looks over to me.

Me “I’m not so sure I’m going to like this whole, being a woman thing.” I look up to her but can’t seem to look her in the eyes. She’s not looking towards me, and I just can’t bring my eyes up to see her … in disappointment or shame.

Sara “You will, don’t worry, it’s good … trust me.” She puts her arm around my back and rubs my hip. With a puff of purple smoke the genie reappears in front of Sara.

Genie “Did you enjoy your wish Master?”

Sara “It’s great.” After a brief moment of awkward silence.

Sara “I feel more comfortable if you were a woman.”

Genie “As you wish Master.” With a quick puff of smoke covering the genie, it changes into a buxom raven haired beauty.

Genie “Is this more to your liking Master?” Sara nods yes. Another moment of awkward silence goes by.

Sara “Genie … Ashley is having a hard time adjusting to being a woman.”

Genie “Master, You wished for me to leave her mind as it was – being male it cannot easily comprehend it’s new position and role as the submissive sex. Also, having his mate, you, becoming a shemale is not an easy thing to process. Her mind was spared from any real change save for making her more submissive and willing to be dominated by you Master.”

Sara “Yeah … That’s not much help. I’ll need to think of something I can do … Oh, I wish so I can use my mind to touch, feel and manipulate her and other people without actually physically touching them or hurting them, so like I can play with her clit and nipples the next sarıyer escort time she sucks me off.”

The genie smiles at her new request.

Genie “Your wish is granted Master.” Purple smoke emanates from the Genie and I feel as if someone is rubbing my butt cheeks, but I’m sitting down. I look over to Sara who smiles back.

Sara “Feel good?” I stop for a moment, actually it does feel good.

Me “Ya. You’re doing that with your mind?” Sara Shakes her head yes then her eyes dart open and her head snaps back to the genie.

Sara “I wish that Ashley and I can carry on a conversation is our heads — telepathically.” The genie smile lessens a bit.

Sara “Also if I tell Ashley to do something, as long as it’s sex involved and won’t hurt her or I, she has to do it.” My eyes dart open, the genie smiles with delight.

Genie “Done my Master.”

Sara “Let’s try it out, shall we?” She turns to look at me.

Me “Wait, what?”

Sara “Ashley, crawl on your hands and knees to the genie, take her skirt off, and lick her pussy, but make it so I can watch.” My body takes over and pulls me down to the floor, I crawl over to her, pulling her skirt to the floor. I keep my head to one side as I lick up and down her already wet snatch. The Genie moans in pleasure, enjoying this wish, as I lap up her sweet, sweet pussy juice.

Me “Mmmm.” I moan into her pussy, the vibrations hitting her little clit. I glace over to Sara who is leaning back really enjoying the show.

Sara “G, genie.” She says laboring her breathing from having her heart racing.

Sara “I want you to stay around, no disappearing. I want you to stay with Ashley and I. I have big plans that gop escort I know you will enjoy.”

Genie “Yes… Mmmm… Master. Ahhh, I’m cumming!” She sprays pussy juice all over my face and I greedily lick it up. She falls over onto her butt on the floor, her orgasm was too much and she needs time to recover.

The genie and I sit on the floor, propped up against each other, I feel more at ease now, soft of relaxed.

Me “What’s your name?” I ask the Genie.

Genie “My Master has yet to give me a name Ashley.”

Sara “Oh… Your name is Jess… no…I’ll call you Jana, named off of Jana Cova, the beautiful lesbian porn star.”

Jana “Shall I make my appearance, voice, and personality match that of Ms. Cova?”

Sara “You can do that?

Jana “But of course, as long as my appearance will sexually stimulate you Master. My code binds me that I can only grant wishes that involve sex.”

Sara “Oh, right … For now I think you can stay the way you are. You are really hot. But out in public, please don’t call me Master, it will draw too much attention.”

Jana “As you wish.” Jana, the genie, scoots up to the bed and lies down, smiles at us then rolls over to her side, tired. Sara looks at her and smiles, then looks down to me.

Sara “Let’s see. I came — check. Jana came — check. You came — no? Well, looks like you’re up sweetie.” She gets off the bed, and with a hidden power, she grabs my hips and lifts me off the ground like I only weighed 5 pounds. She effortlessly carries me like a new bride to the living room in our apartment and sits me on the couch, getting on her knees in front of me.

Sara “You don’t know how many times, when I arnavutköy escort was giving you a blowjob, on this very couch, that I wished this was happening instead.” My heart sinks. She lowers her head to my pussy and tiny cock, which has been super hard the whole time but is only 3 or 3 and a half inches long.

Me “W, why did you keep this?” I ask as she glides her fingers over it, grazing my clit, which is sensitive sending hot shivers up my spine, making me want her to touch it more.

Sara “I guess … I wanted to keep a bit of your old body. It still works, I or Jana can give you a blowjob still, but I doubt it’s big enough to fuck, feel free to try on Jana. I only want my pussy to be licked from now own, same with my little ass.” She giggles and puts her lips on my clit and licks up and down.

Me “Oh! Geez!” Her touch makes me jump. Every lick I feel with intensity and pleasure like I never knew. I grab her head and push it into my mound, she licks at me harder.

Me “Fuck, Ahhh! Yes! Lick me!” Sara runs her hands up and down my thighs as her tongue assaults my virgin pussy.

Me “Oh baby! I’m gonna cum.” My body spasms, pulling her into me more. I feel as if I’m about to burst. Sara sends me over the edge and put pussy gushes it’s juice all over her mouth and face.

Me “AAAHHHH! FFUUCCKK!!!!” I convulse and shake like made, it’s far more intense than when I was a guy. Holy shit. My muscles hurt, from spasming so much. Sara pulls her head away from my crotch and comes up to me. I eagerly stick my tongue in her mouth and kiss her hard, licking my own juices. She presses her body against mine, pushing our nipples together. I feel her soft member glide against my soaked pussy. Even soft it’s massive.

Me “I love you so much.”

Sara “I love you.” She rests her head against my shoulder and rubs my arms up and down as I come down from my orgasm. I came so hard, but I feel like I can do it again, and soon.

*

We are busy working on my chapters, once this is accepted we will put them up in succession. Any ideas just let us know.

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An Embarrassment of Riches

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I like Saturday mornings.

Not because of any great affinity for being yanked from my slumber by wildlife singing or the sight of the rising sun burning off the previous night’s fog. The enjoyment is more prosaic, a pure bout of escapism from my shitty one bedroom apartment with its exposed pipes along the wall, my shitty dead-end job with its shitty bosses (plural), and my shitty personal life without any closeness or intimacy in the foreseeable future. It’s the moment when even I, “Crazy Daisy”, can get some measure of enjoyment out of my twisted freak show of a body and I am going to savor every second.

I take hold and whip the covers off from the bed, letting them settle on the floor, to be dealt with later. I fully open my eyes as I roll onto my back, grasping my t-shirt and pulling it up, staring at the yellowing plaster and broken fan on my ceiling as it goes. Hmm, that image won’t do, not at all sexy, so I close my eyes as I let my hands wander. My breasts never amounted to anything at all, barely enough there to miss qualifying as flat-chested, but my nipples were something special: plump and long and sensitive, they stuck out like the barrels of a pirate ship’s cannons and sent jolts of pleasure through my body that electrified me to the core. So they are the natural starting point, my fingers flicking them lightly, taking their time before massaging what little in the way of tits I can claim, then heading down my chest at a deliberate pace to my belly button, circling it lazily with one finger.

Goosebumps rising across my almost translucent skin, following my tentative touch, I close my eyes tighter and try to think of today’s fantasy… mmm a guy, bashful and submissive, a virgin? No. Not that, not today. Aggressive, mean even, with experience under his belt, that’s what he’ll be. What does he look like? He’s tall for starters, absurdly tall, like six foot seven and built like a linebacker – all muscle, but not too over the top. Muscular, tall, dominant, what else? Let’s take it up a notch further, make him black as well, and not the mainstream cream-in-your-coffee black, but the kind of deep, rich ebony that bleeds into being violet when he’s hit by the right light. He’s strolling through my door in mind’s eye, the small details filing in: shape of his eyes and lips, a half snarl, half smile expression on his face, hairless nude body with a long scar from his left pectoral down to his eight pack abs, his massive hands with scarred up knuckles, and his package – dark like German chocolate, the head a belligerent shade of purple, thick and flared out behind the circumcised head, with angry looking veins crisscrossing the shaft and a set of smooth, fat balls to top it off. It’s a powerful fantasy I’ve constructed and a powerful name pops into mind, completing his character: Jackson.

My fingers come up from my belly, rubbing against my closed lips, imagination in overdrive to turn them from the three pale white digits they are in reality to Jackson’s luscious dick of my reverie. Unhurriedly I lick at them, barely extending past my lips before imagination provides me the next step, Jackson growing impatient with my amateur efforts and cramming his manhood into my mouth. In response, I jab my fingers in, keeping up with the façade, surprising myself with kayaşehir escort my surprise at my own movement, giving my nipple in hand another firm tweak. By now I’m leisurely wriggling on my bed, my arousal rising as I push my fingers a bit past two knuckles deep in my mouth – the veneer of fantasy turning it into a third of Jackson’s fat dick, stretching my lips wide as he slides in and out at his pace, not mine. I take my time with it, the mental guiding the physical, sowing the fields for what’s yet to come, letting myself spend several long minutes just working with my mouth.

But it’s not enough to satisfy me in and of itself, not by a long shot. Thankfully, my brain tells me Jackson has other plans. My fingers slide gracefully from my lips, becoming his deliciously wet cock sliding down my chin and I shudder, taking the moment to hook my thumbs in the waistband of my panties. Raising my legs off the bed I slide the plain white cotton affair off my legs and deftly toss them nowhere in particular. I’m sure to keep my eyes closed, not wanting to see the aberration below my waist, even as I plan to pleasure it, since I know it will retard my utopia’s progress to face a stark reminder of my own self. Jackson takes it out on me, giving my other nipple a light slap with wet fingers, drawing a sharp intake of breath as he pushes his cock, even thicker now, back into my open mouth. I want to be a good girl so I suck, four fingers in my mouth now, going well beyond the second knuckles, my tongue licking to earn its keep. God, it’s such a wicked thing, so wicked in fact I abandon my nipples for more erogenous pastures, wet fingers flat against my belly, sliding past my stiff cock, pressing my balls together, slipping down either side of my pussy, playing with the outer lips. It’s a bit of a squeeze, but a pleasurable one, making my meat twitch between my fingers as I slowly rub the fingers up and down the fleshy bits, tendrils of joy creeping upwards, taking my time with it.

In mind’s eye, Jackson is becoming more imposing, his thickness hitting the roof of my mouth, threatening to advance onto the back of my throat, while in reality I need more than four fingers for this part. I tighten my lips, flicking my tongue as the invaders are slowly withdrawn with a soft, wet smack, moaning at their absence as I raise my knees to my chest, keeping my eyes closed and mentally staring Jackson’s cock right in its eye. I’ve never actually pulled this off before, but I’ve been practicing and there’s a first time for everything.

My hand is allowed to fall away from my face, instead gripping the sheets to stabilize myself. I bend my lower body upwards, my legs extending without a conscious thought, seeking purchase on the wall by my head. In my mind, his manhood is even closer now, must be closer now, thick with blood and glistening wet with my spit. I open my mouth, extending my tongue, my toes touching the cracking plaster and walking their way down, bringing it even closer. By now my hips are in the air, weight shifting to my shoulders, only inches away from my goal so I crane my neck, stick out my tongue and at the apex, run it against the tip of my boytoy. Such success, such sweet success, joy rushing down the shaft, causing yenibosna escort it to jerk, slipping across my tongue again before its withdrawn.

The hand between my legs is still playing at its own pace below the balls, my pussy ready for digital action of the manual sort, and I need no further invitation to sink one in lightly. I smile as I gently graze my spot. I’m tight and hot and wet, clamping down on my finger as I curl it slightly. It’s so encouraging I bend my body again and flick the tip of my girlcock, causing goosebumps to rise all over my skin. Jackson is back to mind, roughly handling my pussy as he straddles my chest and teases me with occasional tastes of the fat, shiny purple crown of his penis.

It’s a nice mental picture, but I need to step it up with the real thing and, more pragmatically, I’m losing feelings in my feet, so I reluctantly take them off the wall, flopping sideways and rolling off my bed onto hands and knees with about as grace as a container tumbling off an eighteen wheeler; another benefit of my lonely existence is that no one is around to see that particular maneuver. I don’t even bother attempting to stand on my semi-numb legs, I just reach to the bottom drawer of my dresser, rummaging around until I find my favorite yellow shoebox, plastered with stickers: Nirvana, Microsoft, Boeing, the Powerpuff Girls, a time capsule of my childhood years. I take off the lid and indelicately remove several items inside – a smooth plastic vibrator, some egg vibrators, pasties and rubber bands – then throw them onto the bed and slam the box shut. It’s time to get serious.

Careful to avoid snapping them, I use the rubber bands to hold one egg to the base of my girlcock, just above my tight, hairless balls, letting them double as a cockring. Then I attach one egg each to my fat nipples, using the pasties to keep them in place, ensuring I still have a good seal against the skin. Setting aside the last egg, I stand, examining my handiwork before sliding down on my bed again. I Take my plastic vibrator in-hand and give it a slow slurp before my hand brings it down between my legs – spreading them wide and lifting my balls with my free hand – teasing my slit before hurriedly pushing it inside and setting it on low. A soft moan escapes my lips as the motion works my insides, my free hand letting go of my balls and picking up the egg’s controller and turning them on, causing an even more drawn out, raspy moan. The tingles of erotic pleasure spread like wildfire through my body, threatening overstimulation but never quite crossing the precipice. It isn’t like anything else I’ve experienced so my fantasy quickly becomes an opaque haze, the details washed out by the sensations.

My hand starts up a steady beat of the vibe in and out of my pussy, while the egg around my cock hums away. Even the lowest setting is sufficient to cause my balls to tighten up and tremble when being attacked from two directions but I’m not satisfied with that, so I grab the eggs’ controller and push it up a notch, letting the vibe settle halfway in. The room fills with a dull, resonating hum and the sound of strained gasps barely getting through gritted teeth for the next few minutes, a symphony of self-love.

Forcing maslak escort my eyes open, I look down, my cock poking up between the twin mounds of excited flesh, alternating between pointing at the ceiling and pointing at my face as I breathe and it twitches, a string of precum connecting it to my stomach. I reach to the end of the vibrator inside me and turn it up, way up, only one position away from max. My mouth goes dry as sweat glistens across my skin, but my mind wants to damn the torpedoes and go full speed ahead, so I do, cranking the eggs to full. The opacity of my mind increases and in its place I literally see stars, wild multicolored patterns across my vision, the strained breathing now replaced by a pained groaning.

This is torture and I’m doing it to myself. My hand pumps the vibe faster, my hips bucking then hitting the bed with a wet smack, and I realize my juices have spread to my thighs, dripped down my ass and pooled on the sheet beneath, leading to me land in the damp spot. Sacrifices must be made. I refuse to let up, the bands around my girlcock constricting me, forcing the egg tighter as my pussy clamps down around the vibrator, the buzz modulating and my cry rising louder in my throat. Further up my body, the feeling of impeding orgasm has slowly been radiating out from my nipples, and I switch my mental focus to pushing it along.

The waves of joy spread, not slowly, nor quickly, but at the perfect speed and my free hand grips the sheets tight. My orgasm hits unexpectedly, limbs bucking and locked into a series of spasms, my head thrashing as I let out an animalistic squeal, wetness running free from my pussy. But I’m nothing if not merciless on myself and I continue pumping the vibrator in and out as my insides clamp down, causing the sound to modulate.

I spend the next few minutes riding the waves, alternating between deep plunges and rapid thrusting, the eggs attached to my girlcock and nipples rattling my teeth until finally it’s too much and I have to peel them off. It takes a while for me to float back down to Earth. I’m lying back, panting and covered in sweat, my toes curling. The rubber bands had held my girlcock off from cumming and so I know what to do next.

Next thing I know, I’m in the shower with a new toy, a realistic dildo with suction cup at the base, which I moisten and stick to the wall upside down, then turn and face the clear shower door. I reach between my legs to work the dildo inside slowly; it’s not very big, but slipping up my ass it feels huge and the image of Jackson floods my mind again. Pressing my face against the glass, bending lower and lower, I force myself against dildo, relaxing my hole as it pushes deeper, its upside orientation making it kiss my prostate. My girlcock is delighted by this, wagging like a puppy’s tail as it drips precum, swinging back and forth with every thrust. It won’t be long now.

I feel my balls tighten up, even without direct stimulation on my cock, and begin taking longer strokes, easing out gradually and slamming myself onto the dildo until finally it smashes into my prostate and I hold it there, the longest three seconds of my life. My girlcock essentially explodes at that point, painting the glass with thick, creamy ropes of cum, unloading everything my balls have to offer while my legs go wobbly. Unable to hold myself steady, I slide down to my knees, water cascading over my body as I whimper, exhausted in the most delightful manner possible.

After a few minutes, I stand, turning off the water and stepping out of the shower to dry off, admiring myself in the mirror, satisfied. Today is a new day.

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John Learns About Herself Pt. 01

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John was 32 years old. He was living with a woman and they had kids but he was not happy. John held a secret: he was a cross-dresser. He had been since a youth and it had grown and surged and waned and returned many times since then.

He didn’t really know what he was really. He wasn’t attracted to men in the slightest so he wasn’t gay but every time he relented and put knickers on, he suddenly wanted to please a man. Well, actually, he wanted to play with a man’s cock. The problem was, it would be attached to a man and John knew exactly how much of a dick men could be. There was no love there for men at all… but oh my, the thought of a cock. Now that was enticing. But only when John was dressed in female clothing. It was like putting on another person that took over John’s maleness. Even dressed up, he didn’t fancy men but he wanted to please them, sexually.

John had had two experiences with men in the past:

The first had come about through an online chatroom whilst he was at work. The bloke was older and just wanted to meet up with John to chat. John was wary for the obvious reasons but he was also not feminine-looking in anyway. Well, yes, he had long hair but he also had a beard and his face was masculine. John thought that would be off-putting to another man: in his head, John was trying to be seen as feminine but I guess other men didn’t care about that – ultimately, they just wanted their cock played with. By whomever.

One day, John cracked and agreed to meet up at the local shopping centre at lunchtime. The minutes dragged by until he had to leave work and drive and park up and then walk to the place described by the mystery man online.

Sure enough, the correctly coloured car was waiting in the spot described and John stopped and took a deep breathe before walking up to it and knocking on the passenger window. The window came down and the voice inside said “Get in. We can chat”.

John hesitated and then opened the door and climbed in. He turned to the driver and saw an older man, roughly maintained and overweight. Definitely not a turn on.

“Oh well” he thought “we can chat and see what happens, I guess”.

They chatted about nothing and then the man finally escalated the situation by suggesting they move to one of the empty parking lots across the road – the business park was in a downturn and companies had closed down and left. The area was fairly quiet now. John agreed.

The ride took all of three minutes and they stopped in a secluded car park behind a building and surrounded by a four foot high hedge. The man unzipped himself and told John to lean over and rub his cock. John refused – he was not feeling feminine in any way and that was needed to desire cock. Right now, he was a bloke in a car with another older bloke. Not conducive to doing this for the first time.

The man was almost wheedling by now. “Just touch it through the material for a bit. It would be a shame to come all this way for nothing. Just a quick feel…” This carried on for a few minutes and John was getting irritated by it, certainly not turned on. But then again, he had touched his own cock so many times that another one, through the material… what was the big deal, really? Wasn’t this why he was here? He growled at himself, silently.

Finally, he nodded and sighed and his hand moved hesitantly over, stopping by the gear stick. The man had gone quiet having achieved his goal. He sat there in anticipation.

As John’s fingers finally, tentatively, touched the man’s groin, feeling the bulge of the cock lurking under the material, the man shuddered and groaned and then apologised profusely. He had come in his pants, already.

John withdrew his hand and muttered pleasantries about beykent escort it being OK and then said he had to get back to work. He opened the car door and was getting out when the man leaned over and apologised again for the speed of his orgasm. John locked his gaze on the driver and then just nodded and stepped out.

That was John’s first experience with a man. In the sexual Halls of Saga, this must rate pretty low down the list. At least for John. The driver probably loved the expectation and the build up and that first touch. It was electric enough to send him over the edge and come in his pants.

John laughed to himself as he walked back to his own car in the shopping complex across the road. “Bloody men” he thought to himself.

Months later, John was back in the chat rooms. He couldn’t keep away – it was the only place he could chat as a female version of himself. He had to trawl through the dross of manhood there, trying to find someone he could trust enough to be around as the female him. One day, he struck up a chat with a local man who sounded normal, normal enough to chat with for several days. The bloke was called Tony and he laughed at John as John teased him online… this was something that John was very good at. He knew what men wanted (he was one himself, after all) and how to tease them with that promise.

One day, Tony came out and just said “Come round mine tomorrow and you can dress up for me”. John was floored for a moment. This next step had come out of the blue. He paused before replying but finally typed “OK. What time?”

Tony said his wife was out until 4pm so any time well before that. They arranged for noon the next day and John’s heart raced at the prospect.

The following day, John left work in plenty of time and drove the short distance across town to Tony’s street. He parked his car, collected his bag of clothes and walked down the street before standing before the door, the green door with the number 56 on it. John took a breathe and knocked.

A man, probably in his 40’s opened the door and looked John up and down. “You could have shaved” he said.

“My wife doesn’t like me smooth-skinned” John lied. He didn’t shave because he didn’t like shaving – it was too masculine a chore and besides, his skin was always burning red raw afterwards.

“Come in. Do you want a drink? Something to take your nerves away?” Tony offered.

John thought about it and then nodded. “Just a small one – I am driving. Where can I get changed?” he asked.

Tony had disappeared into the kitchen and so John stood in the lounge, looking around at this man’s belongings, looking into his life.

Tony came back with a drink and handed it to John. “whisky and coke. OK?”

John nodded and took the drink and sipped it.

“Sit down for a mo.” Tony said and indicated the sofa. John sat, taking another sip.

“What is it you want from this?” Tony asked. John looked at him and related the story about the older man in the car and said that was his only experience with a man and no-one had ever seen him dressed as a woman. Tony nodded in the right places and listened. When John stopped, Tony took up the chat with “And you want to dress for me? I am a dominant bloke. I like submissive women. Are you OK with that?”

John merely nodded slightly and took another drink, thinking nervously about the situation. “I need a man to take charge of the situation. If you let me, I will revert back to the male me.”

“Good. Go upstairs. The bathroom is at the top of the stairs. You can change there.”

John finished the drink in one gulp and stood and left the room, walking up the stairs to then begin undressing and atakent escort arranging his lingerie. He had his very favourite powder blue padded bra and thong set. He also had sheer hold ups that he liked to wear. He pulled the body-clinging short sparkling dress over his head and pulled it down and straightened it in the mirror: he had found it in a charity shop several years ago and always loved the feel of it and the shortness of it. Finally he pulled on the heeled sandals with their little straps around the foot and ankle. They were only a size 7 but being open toed, his size 9 feet could be forced into them. They were another charity shop find.

John looked at himself in the mirror and gulped. With one final brushing down of the dress, he walked downstairs gingerly and then entered the lounge for the second time.

Tony was standing in the middle of the room and he starred at John, appraising him. “Not bad. But you really should have shaved”.

“What do you want me to do?” John asked nervously.

“You haven’t ever done anything with a man before? Apart from touching a cock through material?”

John nodded and Tony merely shrugged.

“I want you to turn around and put your hands on the back of that chair. Spread your legs slightly too”.

John did as he was told and heard Tony approach and then felt hands on his thighs, rubbing them from knee to just inside the hem of the dress over the stocking material.

“Hang your head down and stick your arse up more”. Tony ordered. John obeyed, leaning over as he felt hands running up and over his buttocks. They squeezed his cheeks and a hand ran under, between his legs and around to his belly then back, sliding over his crotch. It was all mater-of-fact and it felt strange knowing that a man was fondling his arse and stroking his groin.

John remained flaccid, much to his satisfaction but he was moving his hips slightly as Tony pawed him roughly, mainly because he had seen women in porn films doing roughly the same sort of thing.

“OK then, come in to the centre of the room and get down on all fours before me. I want you to unzip my trousers now and pull my cock out. Do you understand?”

John’s eyes glazed and his breathing came out in heavy breaths. He nodded and knelt on all fours on the carpet, before Tony.

“Good girl. Now get my cock out” he said and John responded hesitantly by unzipping the fly and sliding a hand inside his trousers and under his pants to feel the cock there, swelling already in anticipation of the hand, now resting against it.

He hooked it out and it rose steadily before John’s face. John looked at it and then up at Tony. Tony smiled down at him and simply said “Suck it”.

John held the cock in his right hand. It was the first cock (apart from his own) that he had ever held. He was so aware of his kneeling position and his clothing against his body and the swelling of the think cock before his face. John blinked slowly, opened his mouth and leant forwards to put that cock into his mouth. He placed it onto his tongue and closed his lips around the shaft, holding the thick cock in his warmth, moist mouth.

John began to suck the cock, trying to do his best. He quickly removed himself from any “oddity” in the situation. He had rationalised it away by think “loads of cocks get sucked every day… people do it and move on… no real issue… that is all I am doing”. And so John sucked his first cock, not sure if he was doing anything correctly or badly – he just moved his mouth back and forth and engaged his tongue whilst holding on to the cock with his hand. Tony seemed to enjoy it because he moved his hips and moaned.

John actually didn’t hadımköy escort mind sucking the cock. It was an OK thing to do – not messy or overly smelly etc. John hissed as Tony took hold of his head in his hand and held his head still as he began to thrust back and forth. The noises were getting messier as Tony’s hips moved more vigorously. John occasionally fought the deeper thrusts by pulling back against the hand holding him. “Oh no, you don’t, sissy. You are there to take whatever I give you. You don’t get to dictate what happens”.

With that, Tony thrust harder for a few thrusts and John whimpered at the feel of that much in his mouth. He was gagging occasionally and he hated that but the cock was moving steadily back and forth now and he was still kneeling on his knees with a hand around the cock that was busy at work in his mouth. “I am actually doing it” John thought to himself then. “I am actually being a cock-sucker. A man is hard because of me and I am performing for him”. With that, he began to rub the shaft in his hand as it moved inside his mouth and Tony groaned deeper in response.

“That’s it baby. Rub my cock. Suck it well baby. Make me come.”

John’s mind was racing. He was definitely femininely-minded now and enjoying the role-play. He wasn’t quite so sure about the prospect of the cock shooting its load into his mouth though but he was still being held by the head and being guided up and down the shaft of Tony’s cock which was thrusting nicely into his mouth. He could feel Tony’s balls slap against his chin and that spurred him on to wank harder and look up at Tony.

That final bit of the puzzle must have been enough because Tony gripped hard on John’s head and thrust deeper into his mouth and his cock changed… John felt the change and then it was spewing out hot, vile tasting liquid that blasted the back of John throat.

John tried to hold it all in his mouth but it was too much and too horrid a feeling to hold. Besides, some had slipped down his throat anyway and he finally gave up and swallowed the rest of the cum. This was not nice but John found himself licking the cock and pulling more of the cum out of the cock even though the taste was not something he enjoyed. He certainly enjoyed making Tony cum though, that was for sure and John’s horniness level was well up by now.

He knelt there before this man, with the man’s cock in his mouth, licking it clean, having made the man cum. He had swallowed it all and the world was still turning and no-one would ever know… he would leave, dressed as a man, knowing that he had been a sissy for a few moments and had done well.

John thought about that. He could do it again – what would it matter in the big scheme of things? He could be trained to be a good cocksucker, subservient to this man… his thoughts raced.

Tony pulled out and waddled over to the sofa. Not bad for your first time, sissy. I get the impression you liked doing it. Did you?” he asked. John, still kneeling, nodded slyly. Tony laughed. “I bet you are all horny now. My wife is always horny after sucking me off. She always was wet and eager to be fucked. What do you say to that?” Tony asked, looking down at John.

John didn’t know what to say. He was certainly horny and had some sense of how Tony’s wife felt after sucking his cock. “I can understand that, yes.” was all John managed.

Tony laughed “I bet you can.” He stared at John in the middle of the floor. “Crawl over here and put my cock away for me.”

John obeyed. He liked to obey. He crawl (hopefully sexily) and performed the act for Tony, zipping up the trousers.

“You had better go upstairs and change back into your other clothes – your lunch hour must nearly be over.”

John was instantly disappointed and stalled then stood and walked out of the room, back upstairs, back into his male, work clothes.

When he came back down, he said his good-byes and left quickly.

That was John’s introduction into the world of being a sissy and pleasing men. It was a long and tortuous and rewarding but costly road.

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Halloween leads to something new

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It was Halloween Eve, Devil’s Night, and my loving younger wife was finishing my makeup. She had decided we should go as Bride and Groom with the gender roles reversed. I wasn’t real thrilled with the idea, even less so as my wife finished with my lips then said, “Time to get dressed.”

“It’s bad luck for the Groom to see the Bride before the wedding,” I reminded her as she took off my tee shirt.

“It’ll be much more bad luck if you don’t relax and enjoy the evening,” she warned as she picked the bra up off the bed.

Yesterday had been one of the most embarrassing days of my life. My more-than-somewhat kinky wife had decided to help me lingerie shop for the costume. We went to Walmart late in the evening, thank God. My wife had worried over the bra, panties, slip, stockings, and finally shoes as if she were shopping for herself. She had me try on the undergarments much to the amusement of the young woman working the department.

“On with it,” she demanded, dangling it from her pointer finger. “No fun no sex for a month.”

The warning wasn’t lost on me. I took the bra, hooked it, slid it over my head. “That isn’t the way you put on a bra,” Alandra said in a slightly annoyed tone of voice.

“It’s the way I put on a bra,” I replied as I grabbed her beautiful ass and kissed her with passion.

“You smeared your lipstick dumbass,” she said clearly annoyed. I silently pulled on the panties, the garter belt, the hose, and then stepped into the slip and pulled it up while she fussed with my lipstick between garments. “What’re we going to use for tits?” she wondered aloud then took off.

“Way too serious she is,” I mumbled.

“Fuck you Yoda,” she said, reaching down my slip and under my bra to pull the cups out before dropping in grapefruits. “You’re stacked babe!”

Satisfied with her work, she motioned I should step into the wedding dress she had borrowed from someone. “You’re a big size 20,” she commented as she zipped up the back of the dress before motioning me to sit down.

She slipped the wig on me, shook her head. “How the hell çapa escort are we supposed to keep this on with your bald head?” she wondered aloud.

“I’m not going to be riding the Harley or anything, it should be fine,” I did my best to assure her before she thought of using Superglue. “You better get ready,” I chided her.

“You never know what you’ll be riding,” she replied as she stuck the headpiece over the wig. “You’re pretty but you won’t ever be a beautiful woman.”

“My heart is broken,” I said with a sniff.

An hour later she pulled into the driveway of her brother’s place. The street was packed with cars; everyone knows my sister-in-law throws fully wicked parties. My wife, er, husband put his arm around my waist as we walked the short distance to the front door.

“Oh! My! God!” my sister-in-law Becka said as we walked in. And yes, she did pause between words. “You two are absolutely adorable! Can I kiss the bride?”

I blushed then she kissed me with more than a hint of tongue. Becka was model material; Junior responded to the affection and poked her a bit. I hoped it didn’t show.

“Bit of a lesbian tendency?” Alandra teased her. “She’s mine! All mine!”

“Who’s the beautiful bride?” my brother-in-law Fred asked. “Do I get a kiss?” he asked and his lips met mine before I could respond. His tongue was pushing hard against my lips, I pulled back aghast.

“What the hell you doing!?!?” I asked, pissed as all her.

“Jesus Jack, I didn’t know it was you!” he sputtered before blanching.

The party was fun and more than a few of the woman hit on me in a maybe just kidding manner. Perversely it aroused me to think I was turning them on while dressed as a woman. Then there were a couple guys who didn’t know I was one too or their doors swung both ways or the other way.

When we got home my husband pretended to try and carry me over the threshold. Alandra was full tilt into the roll playing as she sometime was in our lovemaking. I let her seduce me and undress me like a proper zeytinburnu escort groom would. I demurely acquiesced to her advances and requests as a blushing bride might on her wedding night. To say the sex was the best we ever had wouldn’t be much of a stretch. I learned something new about my wife as we snuggled down and talked in the post-sex aurora of emotions.

The next morning I tossed the soiled lingerie in the wastebasket before heading in to shower. Shortly my wife joined me and we had some soapy fun before toweling each other off. I noticed the lingerie in the laundry basket, asked “Why not just throw them out?”

“Last night was fun,” she said. “Much more than fun. I had the most intense orgasm I ever had. I thought we might hang onto the stuff for a while.”

What could I say? She indulges my fantasies, usually without too much protest. Could I do less for her? Especially in the light of her sexual arousal and fulfillment?

A couple days later Fred stopped by. While Alandra’s older brother wasn’t quite my very best friend, we had a comfort level many would envy with their best friend. We feel free to stop by and walk in each other’s house, having swapped keys years ago. I was in the garage working on my pet project, restoring a 75 Trans Am.

“Looking like new,” Fred said as I hand buffed the paint I’d put on the door a week before. He looked down the panel before saying “You’re a master; you can’t tell anything was wrong. It’s smooth as glass and not wavy like a lot of body work.”

“Thanks,” I said, meaning it. I dropped the rag and opened the mini-fridge and tossed him a beer.

“Um, you know at the party I didn’t know it was you,” he stammered.

I fumbled around in my brain for what he was talking about before remembering the tongue filled kiss. “Not a problem,” I assured him. “But I noticed you tenting your pants after you found out,” I joked with him. “Getting hard now thinking of it?” I asked, messing with him shamelessly.

“I didn’t have wood!” he about yelled. “I merter escort don’t have wood now!” he said while turning away.

“Pull it out and let me see!” I challenged, pushing the button I had just found. “I’ll bet you have a big boner.”

He turned around, opened his belt, and revealed his engorged manhood. “Happy?” he asked.

I was shocked into silence. What the hell was going on? I was just kidding with him and he pulls out his hard-on. A hard-on about kissing me! “Put that fucking thing away!” I croaked, mouth suddenly drier than the Arizona desert.

“Well you asked,” he reminded me with a grin. “Remember that.”

There was an awkward silence while we each sipped our beers not knowing what to say next. The growing silence was broken by the sound of my wife’s car in the driveway. I headed out to help her with the groceries; her brother followed and lent a hand. He stayed for dinner, Beca was at her mother’s for the evening and Fred was a typical guy, helpless in the kitchen.

When he left, I was about to ask my wife if her brother was a bit strange when she said “Come and see what I got you,” while taking my hand to pull me toward the bedroom.

“Why don’t you slip into something more comfortable while I get us some drinks?” she suggested while handing me two Walmart bags.

I opened a bag as she left the room. There were a couple packages of panties. The other bag held a couple nightgowns. I was about to protest when I remembered the outstanding sex we had after the Halloween party. I looked at the panties, thinking what I would like to see Alandra wearing. I stepped out of jeans and briefs in one motion, stepped into the black satin hip hugger panties. Out of the other bag I took the longest nightgown, a satin affair with sleeves down just past the elbows. I was laying on the bed when she walked in carrying the drinks.

“Wow!” she said, blushing as I had gotten her wig and put it on too.

She put in a DVD, laid on the bed beside me. It was a porn DVD. She was fully into the male role and I fell into the female role of secretly being aroused by the porn but acting as if I was repulsed. Alandra seduced me roughly like a guy would take his girl after being aroused by porn. Very little foreplay, just straight into shoving my head down into her crotch. Like the lady I was, I protested and tried feebly to pull away. The evening was filled with raunchy toe curling sex…

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Lap Dance Joke Gone Wrong

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I got a call from my cousin Pete. He is my cousin from the wealthy side of the family, whereas, I am from the poorer side of the family.

Pete invited me to a frat party at his college. He goes to a real college. It is a very prestigious university and people from all over the world go there. You would recognize the name if I told you, but, I probably shouldn’t do that.

I go to a junior college, which is small, ugly and everyone there is local.

I was elated to be invited to Pete’s fraternity party, until I realized he had an ulterior motive. There was a catch. I had to buy drugs for the party.

“That’s fucking insulting, Pete.” I said.

“You think that just because my parents are not as rich as yours, that I hang out with criminals and know where to buy drugs? I have no fucking idea where to buy drugs. I don’t do drugs!” I yelled at him.

“Listen, calm down, bro! You go to a junior college, right? Just ask around; someone will know. Look, I’ve got an incentive for you to sweeten the pot. I’m going to hook you up with a girl, Denise, she’s a horny rich girl with a soft spot for working class dudes like you. If you tell her you are poor and party of the oppressed disenfranchised class, she’ll suck your dick as her way of giving charity to the underprivileged. What do you say? Come on, bro, we’ll make you an honorary member of our fraternity.” He said.

I hate to admit it, but, I was a 19-year old virgin, and the idea of finally losing my virginity was an offer I could not refuse.

“Fine, but, if you are lying about the girl. I’ll send a couple of junior college thugs to break your legs. I’m not kidding.” I said, trying to sound like I was a thug.

“Dude, I know Denise will like you, but, if she doesn’t, there are college girls here that work on the side as high-class escorts to pay for their expensive ivy league tuition. One way or another, I promise to get you laid.” He said.

“You better.” I warned.

We talked about the drugs they wanted for the party, but, I’ll leave that part out of my story out, so as not to incriminate myself.

I called Charlie. He is a big black kid in my intro to philosophy class. We have talked a few times and studied together in the library. I helped him to understand Socrates and Plato.

Charlie lives in the black ghetto part of town. I hoped he would not take offense to me asking him where to buy drugs.

“Hey Charlie, what’s up?” I asked.

“Who is this?” He asked.

“It’s Tim, from intro to philosophy class.” I told him.

“Hey Tim, what’s up?” I could tell he was surprised to hear from me. We had exchanged numbers when we studied together, but, neither of us had ever called the other.

“Charlie, please don’t think I’m an asshole for asking you this.” I paused.

“Do you know where I can buy drugs?” I asked.

“You know, I should kick your ass for the insinuation! That is so fucking racist! You think every black guy has drug connections?” He said in a very pissed off tone.

“No, Charlie, it’s not like that. I’m sorry, man. Just forget I asked.” I said, and I was about to hang up the phone, but I heard him bust out laughing. He said, “I’m just busting your balls.”

I explained to him about my cousin Pete and the drugs they asked me to get for their frat party.

“Look Tim, I don’t do drugs, and I don’t know off the top of my head where to buy them. But, if you want to come over to my neighborhood, I can help you look for them. There used to be drugs dealers in every street corner here, but, it’s cleaned up a lot. I’m sure there are still drug dealers, but, we may have to spend a while looking for them.”

“Charlie, thanks man! I’ll come by in about an hour.” I said.

Charlie gave me directions to take the bus to his house.

I had to get cash using a credit card, but, Pete promised to pay me a 10% commission on top of the price of the drugs.

I rode the bus, and as I was getting closer to Charlie’s neighborhood, I noticed that there were less and less white people, until I was the only white person in the bus. No one threatened me in any way, but, I was glad Charlie had offered to pick me up at the bus station.

Charlie was a big black guy, the kind of guy you want to stand by your side in a rough neighborhood. He was taller than 6 feet, and had big solid muscles. He had been a football player in high school. In contrast, I am a short skinny white guy. He is at least 6 inches taller than me.

When I finally got to Charlie’s stop, I looked around, and there he was waiting for me, smiling.

“Bet you never been to the black ghetto before.” He said.

I looked around and said, “It doesn’t look so tough. They make it look a lot scarier in the movies.” I said.

“Well, wait until it gets dark.” He said, but, I couldn’t tell if he was joking.

We spent the next two hours going from one person to the next asking about drug dealers, but, we found none.

Despite the disappointment of not finding a dealer, it was a lot of fun to hang out with Charlie. He told bayrampaşa escort me interesting and funny stories about people that lived in his neighborhood. He knew everyone and appeared to be well liked in the neighborhood. He was smooth with the girls and I thought I could learn a lot from hanging out with him.

“Man, who thought it would be this hard to find drugs in the ghetto?” I said kidding around.

“It’s really cleaned up a lot.” He said. “It used to be bad about ten years ago.” He replied.

“I know one guy that will know for sure where to get drugs, but, he works at the airport and will not be back for another hour. You want to hang out at my crib in the meantime?” He said.

“Sure.” I replied.

Charlie’s apartment was in an old building, but, I was very impressed to see the inside of his apartment. The living room had classy furniture and decorations, and an expensive-looking high-tech entertainment system.

“How can you afford all this, Charlie.” I asked him.

He looked down. “Look, you can’t tell anyone about this, okay?” He said. “Yeah, sure.” I replied.

“It’s not that I am ashamed or anything. This is really my sister’s apartment. She is a stripper and makes a shit load of money. She is very pretty and the girl knows how to hustle. Right now she is a featured dancer in a new club that just opened in Vegas. She’s probably make like five gees in just a week.” He explained.

“Nothing wrong with being a stripper.” I said.

“I love her, she’s a good girl, and she’s letting me live with her until I graduate from junior college, and then, I’ll probably move out of state to go to a four-year university.” He explained.

He turned on the sound system and put on some hip hop music. Even though hip hop was not my type of music, it sounded pretty good.

Charlie pulled out some beers from the fridge. I sat on the couch and Charlie started dancing to the music. He was a good dancer.

“Oh, you want to see something? I’m going to show you something, just wait here.” He said.

I waited for about ten minutes and then he came out dressed in a stripper outfit. He looked ridiculous and I burst out laughing.

“My sister has quite the collection of stripper outfits.” He said.

He danced imitating a stripper, and it was hilarious to see this big, muscular black guy in a tiny skirt, panties and tank top dancing like a stripper.

He came close to me and said in a fake feminine voice, “Aren’t you going to tip me, big guy?”

“It would be my honor.” I said and pulled out a couple of dollars and put them in his leg garter.

Then, he sat on my lap, but, he was crushing me, so I yelled, “I’ll tip you to get the fuck off me!”

Charlie was hilarious, I don’t remember when I laughed this much, and, the beer was giving me a buzz.

He did a lot of different stripper dance imitations, and then, he got tired, and sat down.

“Come here.” He said.

I followed him to the closet in his sister’s room. She had a big walk-in closet and the whole closet was full of sexy lingerie and stripper outfits.

“Wow!” I said in amazement. “I wish I could see your sister in these outfits!” I said.

He looked at me pretending to be mad, and then, he made a masturbation gesture. “So you could jerk off?” He said.

I touched some of the lingerie and stripper outfits. They felt so silky and sensual.

Charlie said, “It’s my turn to be the customer and your turn to be the stripper.”

I thought to myself, why not? Charlie did it and it was just funny; not gay in any way.

Charlie changed back to his clothes and waited for me in the living room.

I looked at all the nice outfits in the closet and finally picked a red spandex mini dress with cut out sides. I put it on and a g-string underneath and stared at the mirror. Not bad, I thought.

My legs were hairy, but, I was not about to shave them for some silly game. So instead, I found opaque black tights with neon pink fishnet design print on them, that concealed my hairy legs.

It felt weird putting on girl clothes, but, I wanted to put on a good show. I wanted to show Charlie I could be hilarious, too.

There were many shoes on the floor. I tried on black platform boots and they fit me well. I was about five inches higher with the heels, but, I had no idea how to walk.

Last, I grabbed a short pink wig.

I looked in the mirror and was impressed at myself. I just needed some lipstick, and there was plenty of lipstick in the bathroom.

Damn! I looked hot! It was easy to look like a girl with my small and thin body type. I was confident that I would do a much better stripper impersonation than Charlie!

When I finally came out to the living room, I could see Charlie’s jaw drop.

I could barely walk in the platform heels, but, I tried my best stripper dance moves and Charlie laughed hysterically.

After a couple of songs, I walked over to Charlie, lifted up my dress to show him my leg sefaköy escort garter and asked him for a tip.

“Hi handsome, you got something to give me?” I said pointing my garter.

“I’ve got a twenty for you,… if,… you sit on my lap.” He said with a wink and we both laughed. He actually put a twenty dollar bill on my leg garter.

He pulled me down and I sat on his lap, facing away from him.

“Admit it. I make a better stripper than you.” I said, bragging.

“Yeah, I’ll admit it. Maybe my sister can get you a job.” He said.

I was glad to be sitting on his lap, because the heels were killing my feet.

But, then, I felt his erection and I jumped up off him in shock!

“What’s wrong?” He asked.

“What the fuck! You’re getting a hard on!” I told him.

“So what, man! Don’t get all homophobic on me!” He said.

He added, “You look like a girl, that’s all. Don’t read nothing homosexual into it.”

I stood there not knowing what to do. I was stunned! I had not anticipated that my stripper impersonation would cause this awkward situation!

“Sit back down.” He said pointing to his lap.

“No!” I said.

“Sit back down.” He said with a more emphasis and dominance.

“Hell no!” I said with equal emphasis.

“Alright, then, you have to leave.” He said angry.

“Why?” I asked, not wanting to leave. The truth was I was really having a good time hanging out with Charlie.

“Because, you come out looking like this, and, then you pretend to act surprised that I respond physically to it.” He said in frustration. “I hate girls that tease and then leave you horny and frustrated!” He complained.

“Dude! I’m not a girl!” I said, surprised to have to state the obvious.

“All I am asking you to do is sit on my lap for five minutes.” He said.

I was confused. “Why do you want me to sit on your lap for five minutes?” I asked.

“Cause it felt good having you sit on my lap. You look so much like a real stripper and your body even feels like a girl. I just need five minutes, and, after five minutes, I’ll go to the bathroom to rub one out.”

I was not comfortable with this request, but, I saw the sexual tension and frustration in Charlie’s face. I had gotten Charlie really horny. It was weird, awkward, and gross, but, part of me was also flattered.

I started to feel, like maybe, I was responsible for this predicament. After all, I had looked at myself in the mirror before stepping out into the living room, and, I had seen in the mirror how hot I looked. What had I been thinking when I purposely made myself look this feminine and sexy? God, that was so stupid!

I finally reached the conclusion that this was just a joke gone terribly wrong, and, Charlie was a victim of my stupidity! I could not resent him for being turned on by the hot little stripper that I had created.

“Fine” I said. “I’ll keep playing for another five minutes. But, that is it! I mean it!” I said emphatically.

I told myself it would be okay. Charlie would get some stimulation from feeling my weight on his junk, then, when his engine was all revved up, he would run to the bathroom to jerk off. There would be no real harm from this, only some humiliation that Charlie had used me like that. But, you know what? I’ve survived other humiliations in my life. I’ll get over this, I thought.

Charlie was a cool guy and I wanted to keep him as as my friend. I’ll do this only little favor for him to help him get off. I kept telling myself that it is not such a big deal.

When I sat down, I could feel Charlie’s boner more than before, even though we had layers of clothes between us. I felt it rising. It was big, thick and long. I felt it twitching under my ass. I was repulsed, but, I had already promised him five minutes.

Charlie put his hands on my waist, and then, on back of my neck. I pulled his hands away from my body, but, they just kept coming back to my body. I sighted. Whatever. It is just for five more minutes.

I would never admit it, but, after a few minutes it felt nice to be touched on my back, and specially, the back of my neck. The next thing that happened was even more shocking than everything else that had happened up to this point. I felt my own dick twitching and stiffening.

Fuck! Charlie cannot notice my dick getting hard. He would think I am enjoying this humiliation and that I am a homosexual! I tried to think about sports and homework to kill my boner.

Then, I realized that Charlie was subtly moving his hips in a grinding motion on my ass.

“It’s been five minutes.” I said and began to get up.

“No, please, please.” Charlie pleaded. “Just a few more minutes, and then, I’ll rub one out in the bathroom. I promise.” He said.

He added, “My girlfriend broke up with me about two weeks ago and I haven’t been with a girl since then. I’ve been so fucking horny, and, you look so hot right now!”

I did not know what to do. I wanted to be cool and understanding, eyüp escort but, I was feeling very uneasy. It was so humiliating to be used like this, but, I relented and remained on his lap. He whispered, “Thank you.”

I felt him slowly and subtly grinding on me. I wanted to protest, but, I said nothing.

He continued to stroke the back of my neck and my shoulders.

Suddenly, he said to me “You’re getting aroused, aren’t you?”

“Fuck no! This is the most humiliating thing I have ever done!” I protested.

But, he reached his hand down to feel my stiff dick. He said, “That’s a small dick, but, its hard as a rock. You’re fucking loving this!”

“It is just a physical response to being touched like that. Basic human biological response. I’m not gay!” I yelled at him.

“If you stopped resisting and were more open minded to things, we could have an incredibly good time.” He said gently stroking my ear. “It does not mean we’re homos if we just try something one time. People experiment in college, you know.” He said.

I was highly aroused at this point and wanted to give in to him so bad. But, I can’t, I told myself. I could not let Charlie use me like a girl.

“Let me just rub it between your ass cheeks. That’s all, I swear!” He said, sounding very desperate.

I wanted to scream, “No!” and run out of there. But, the alcohol and Charlie’s hands on my body had made me very weak. I felt lightheaded.

“No!” I said trying to sound strong. But, I did not move away. “I don’t know.” I said in a softer voice.

Charlie understood. I could not say ‘yes’, but, I would not stop him. He knew he had won the battle.

He lifted my ass with his big strong hands. He pulled down his pants. He pulled up my dress. He peeled off my tights and panties.

Then, I sat back down on his lap again. Now, there was nothing separating his skin from my skin. I felt a baseball bat rising defiantly between my ass crack.

He moved his hips so that his cock sled up and down my butt crack. I felt it get wet and slippery and I heard Charlie breathing hard and moaning behind me, near my ear.

This was so disgusting! Yet, I was getting so turned on. It was so surreal.

His moaning and groaning got louder. I was probably also moaning at this point.

“Rub your clit so we can cum together.” he said.

“My clit?” I asked.

“Haven’t you ever watched porn? The girl rubs her clit to make herself cum at the same time as the man.” He explained.

“But, I don’t have a clit.” I said. “Oh, you mean my dick is my clit?” I asked.

“What else do you call something so tiny.” He said.

I should have been insulted, but instead, it turned me on in a weird way that he referred to my dick a clit.

When I started stroking my dick at the same time that Charlie teased my ass crack, my state of arousal escalated rapidly. I was breathing hard and moaning.

“Want to feel just the tip of my cock inside you?” He asked.

“No!” I said emphatically. Then, I said, “I don’t know. Maybe.”

Charlie understood, again. I wanted to say ‘yes,’ but, I couldn’t.

“If you want me to stop at any point, I will.” He said, like a gentleman.

He spat on his hand and rubbed the spit on my pucker. He probably did not need to do that, because I felt his slippery pre-cum all over my ass.

I felt something the size of a golf ball being forced up my rectum!

“Ohhhhhh! Ahhhhhh! ” I screamed in pain!

“oh my God! I just lost my virginty.” I told him.

“Really?” He smiled and pulled his cock out of me. My ass made a little popping noise.

Then, he pushed the tip of his cock into me again. He pulled out and pushed back in a number of time. It hurt each time going in, but, started to feel very good when it was inside.

“Deeper.” I said.

“You sure?” He asked.

“Yes, just a little deeper.” I told him.

Charlie sank his shaft about an inch deeper, and I gasped and groaned.

“How much of your dick is inside me?” I asked Charlie.

“About two inches, I think.” He said.

“Let me have two more inches.” I said.

“You sure?” He said surprised.

“Yes, but hold on. Let me take a deep breath… Now.” I said.

“Ohhhhhhhhh!! Fuck!!” I said. That did hurt.

Charlie was thrusting slowly. I could hear his heart beating wildly and his hard breathing. He would not last much longer.

My back arched by itself and Charlie put his big right hand around my neck. This made me so horny!

I had come this far, and, I became determined to go all the way.

In between my hard breathing, I asked him, “Charlie, how much of your cock is inside me now?”

He answered, “About half, I guess.”

I couldn’t believe it! I felt like I had a freight train going in my rectum and so fucking deep inside me, and it was ONLY HALF-WAY IN? Fuck!

“Charlie, I want all of it inside me.” I whispered to him. This would either hurt me so bad that I would never try this again, or, if I liked it, I would have to accept the fact that I was gay and loved big, long, fat cocks.

Charlie put his hands on my waist. “I’m not sure we should do that the very first time. We should probably take it easy.” He said.

“Do it!” I commanded.

“Okay, I’m going to do it very slowly and you can stop me any time… Ready?”

“Yes.” I whispered.

Categories: Uncategorized

Jenny Plays with the Big Girls Ch. 10

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Below is part 10 of my story “Jenny Plays with the Big Girls”. Sorry it took so long for this to come out, but the ideas are starting to take longer to come to me and the stories are taking longer to finish. Again, thanks for all the support and feedback offered during the writing process for this and my other stories.

*

Nearly thirty minutes later, Cindy and Jenny finally arrived at the movie theater where they planned to somehow leave the money they had collected to pay for the damages incurred after last night’s bacchanalian fiesta.

They had left an anonymously written note apologizing for their role in the debacle, and hoped that, along with the $2000, it would be enough to appease the manager’s ire.

“Alright, Jenny,” Cindi said. “You take the envelope on inside and put it on top of the Manager’s desk, pretty much in plain sight so it won’t be too hard for him to find, okay?”

“Me? I’ve got to do this?” Jenny asked, with a squeal. “Why me? Why can’t you do it?”

“Because I’m driving,” Cindi replied. “Look, if we need to make a quick get-away, I’m a lot better driver than you are, and you know it. So I’ll wait for you here. Besides, you know Lori would rather you handle such a delicate matter than me.”

Realizing the truth in that statement, Jenny could only agree to complete the assignment at hand.

Reaching into the glove-box, Cindi pulled out a ten dollar bill.

“Here,” she said. “Go up to the girl and buy a ticket for one of the films. Once inside, sneak off toward the management’s office and, after making sure it’s empty, put the money on his desk and leave. Easy as pie. Okay?”

“Okay, okay,” Jenny said, though not happily.

With that, she exited the car and purchased a ticket for ‘Avatar’. At the window, the girl looked at her funny and said, “Don’t I know you? Are you from around here?”

Looking back at her, Jenny replied, “I’ve only been here once before, and when I was, you weren’t on duty. And no, I’m not from around here. You must have me confused with someone else.”

“No, no, I’m sure it was you,” she said insistently. “Are you in films or something like that? Maybe I saw you there?”

“No, it couldn’t be that,” Jenny answered. “I’m just a student at State, going into my Sophomore year next semester.”

“Hmmm,” She said, shaking her head in amazement. “So fucking familiar. Hard to believe. Well, enjoy the film.”

“Thanks,” Jenny replied. “Have a nice evening.”

After buying a ticket for “Avatar”, Jenny went into the theater, puzzling over the conversation she’d just had with the girl in the ticket booth.

Once inside, after handing her ticket off to the ticket taker, who also seemed to eye her curiously, she veered off to the left, turning toward the restrooms, so as not to appear too suspicious.

Seeing a hallway to the left of the restroom doors, Jenny began walking down it until she came to an open door marked *Manager*.

Noticing it was empty, she went inside and saw a desk and chair, and a calendar on the wall. The desk was cluttered with papers, which gave it a completely professional appearance.

She cleared a spot on the desk so that the envelope could be seen amidst all the clutter, put it down, then turned to leave.

As she turned, she heard the door to the office close and her forward momentum caused her to bump into a rather large though quite handsome gentleman standing there before her.

“Ah ha,” he said. “My little strumpet has returned at long last. I thought perhaps I’d never see you again.”

“Uh…umm…” Jenny stammered, not knowing at all what to say. “Really, I must be going now.”

“Oh, please stay,” the manager insisted. “You’ve only just arrived. It would be a pity if you left so soon. And we’ve so much to talk about — really we do.”

“Well, if you insist,” Jenny answered, totally intimidated by this large, gorgeous man. “But really, I have no idea how you could know me. I’ve never met you before today, but you talk as if we’ve been acquainted for some time.”

“I’m truly sorry about that, my dear,” he replied. “Even though I’ve only known you for nearly all of a 24 hour period, I feel as if I’ve known you all my life, my love.

“Let me introduce myself. My name is Hawthorne, Daniel Hawthorne. I am the Manager of this establishment. You are Jenny Watson, sexy transvestite brother of Lori Watson and friend to a girl named Cindi. How am I doing so far?”

“Oh my god,” Jenny gasped, ready to faint. “How do you…did you…I don’t understand.”

“Oh, well you see, missy,” Daniel started. “That little donnybrook you and your friends played out last night in the balcony here? You may have thought what happened up there was all done ataköy escort pretty much on the QT, but you see, I happen to have some quirks of my own, and one of them is voyeurism.

“I really like peeking on certain people who try to hide what they don’t want others to see. Usually, its just a bunch of kids necking and making out, and occasionally a bit more than that, but you guys last night, well, you really took it way past the next level, I must say.

“Oh, and I should add here, the surveillance equipment I had installed there includes sound as well, so not only did I see everything but I heard it too.

“So, as you can guess, I have watched that sucker all night, all day and the rest of this early evening. I can’t tell you how many times I have cum just watching the things those boys did to you.”

As Daniel continued talking, Jenny began shivering, both in lustful pleasure remembering the previous night’s fun and games, and the fact that this handsome man had been sitting here watching them and was now aware of what they’d done last night as well. Slowly, he advanced on her while continuing his talk, noticing she remained where she was, almost trance-like.

Daniel’s eyes began traveling up her body, stopping at each exciting point on its way to her face.

“It’s been a long time since I saw such a beautiful woman and in such a tiny bikini,” he said. “That you aren’t a real woman makes you doubly so.”

As he talked he was moving closer to her until he was just touching her with his body.

He leaned down and lifted her face up to his. His lips came down to cover hers. Jenny turned her face away. “Stop, Mr. Hawthorne” she protested. “What are you dong?”

“Kissing the sexist woman I have ever seen,” he said. “And call me Daniel, please.”

“Don’t, Daniel, please,” Jenny said. “Someone might come in.”

Daniel noticed that she didn’t put up much resistance. She was mostly worried that someone might catch them. He leaned over and locked the door and turned back to Jenny.

He let his hands trail up her arms. He could feel the chills that passed over her body as his fingers touched her. He leaned forward again and kissed her.

His fingers held her face straight when she tried to turn away. With a hand on each side of her face he turned her face upward until his lips covered hers again.

Jenny tried to move away but he held her in a firm grip. What was happening to her? She had never expected anything like this to happen when the girls asked her to deliver the money here. If Cindi had just come in with her, then none of this would have happened.

Suddenly Daniel’s lips found Jenny’s and his mouth opened as his tongue began playing across her closed mouth.

Once again she tried to twist away but couldn’t move. His body had now pushed her back against the locked door and Jenny could feel his hard cock pushing against her fake pussy, and he wasn’t backing away.

Daniel kept the kiss going. His tongue pushed arduously against Jenny’s mouth, asking her to open to him. He wasn’t having much luck but it was fun and her fake nipples pushing against his sturdy chest were turning him on more and more.

He dropped his hands from her face and noticed she didn’t make any effort to turn away. Jenny was beginning to really like the way he kissed her. It was a struggle not to give in and to just open her mouth and let him have his way.

She hadn’t even realized his hands had left her face until she felt them on her arms. Even then she didn’t try to pull her mouth away, a fact Daniel recognized at once.

When his hands reached her shoulders, Daniel gently slid the straps that held her top from her shoulders. He backed away just enough to let the top slip down, almost baring her breasts to him.

Jenny felt the top slip and quickly broke the kiss and pushed him back. “Daniel! No! Don’t do that.”

Her hands held the top over her tits. He could see some of the nipple through her fingers. “Let me see you.”

“NO!”

“Please?”

He sounded like a young boy begging for a toy. She laughed, despite the situation. “No. Someone might come in.”

“Don’t be daft!” he said. “You saw me lock the door. Nobody’s going to be coming in. Come on, I’ve never seen fake tits on a boy before. Let me see them and I’ll go back out and leave you alone.”

He reached for her hands that held the top up. Gently he pulled at them. At first Jenny resisted, then let him separate her hands until the top dropped to her waist.

He pulled her hands farther apart until she was naked to her waist before him. “I knew they were going to be beautiful, just like the rest of you.” He leaned şirinevler escort forward and kissed the nipple of each one.

Jenny pulled his head away. “You promised.”

Then it was too late. Daniel pulled her body to him and brought his mouth down to hers. She turned her head away from his lips and he kissed the side of her neck. Another bad move on her part. Jenny’s neck was one of her hot points and as soon as his lips found it he knew.

“See that wasn’t so bad was it?” Jenny couldn’t find her voice to talk.

Daniel kissed her neck and ears until she was shaking. The next time he moved to kiss her lips she didn’t back away. His lips found hers and when his tongue went searching her lips she simply opened her mouth to him.

Jenny knew he could do anything he wanted to her now. His tongue was working her mouth over when he pulled the tiny blond girly-boy tighter to him. She could feel her fake tits touching his barrel chest and it was making her so very hot and ready for this man.

Her arms seemed to move by themselves as they moved around his neck to pull his mouth even closer. The thought of sex with this man popped into her mind and she knew now that it had an overwhelming appeal all its own.

She gave her body over to Daniel then. He could do what he wanted with her. “Daniel, Daniel. Please, please, take me, take me here, take me now.”

He broke the kiss but didn’t release her. He could feel her shaking and knew that he had succeeded in seducing her. All he needed now was time and some room to work.

Looking around his office, Daniel realized he’d picked the worst place to begin his seduction of this little morsel, but the more he thought on it, the more it became painfully clear that there was no other place here that was any more secure or available where they could get the job done, as it were.

Finally, not wanting to lose the moment, Daniel simply shrugged and pushed aside all the papers on his desk to the floor with an uncaring shove and lifted our hapless Jenny up onto it and lay her back onto it gently. As he did so, he easily slipped her bikini bottoms off her, without any protest from the girl.

Jenny was, in fact, so far out of it, breathing harshly and staring up at the ceiling, that she was completely unaware of having been stripped of her last vestige of clothing.

Daniel would have laughed at the sight, so amused was he at how this girly-boy had so easily and so quickly been turned into such a slut. Yes, it would have been funny if he weren’t so turned on by the transvestite, and from watching the video of what they’d had him do the night before.

Jenny didn’t know it, but Daniel had made a number of copies of the tape and sold them to movie houses all over the city where they were playing as a special presentation to sold-out audiences already, even after only 24 hours.

He had blurred out the faces and bleeped out any mention of names, but the ass fucking, cum shots and golden showers were all visible in glorious Technicolor. And hearing the girly-boy begging for more was the creme-de-le-creme.

And now, here little Jenny had walked right back into his establishment, into his waiting arms, like Little Red Riding Hood to the Big Bad Wolf and there was no hunter around to protect her. Who would ever have guessed?

Slowly, methodically, Daniel began divesting himself of his clothes. First removing his jacket and tie, he then took off his shirt, shoes and pants. Finally, he slipped off his underwear, leaving only his socks on his feet.

When Jenny saw the size of Daniel’s cock as it protruded out from his loins as though it was some sort of lethal weapon taking aim at her, her breathing grew even more erratic and labored as she felt herself lusting even moreso for this man before her.

“Oh, God,” Jenny gasped involuntarily, as her eyes took in the sight of such a massive delightful tool coming her way. “You’re so big! What is it – nine inches?”

“Closer to ten, really,” Daniel said, then added with a chuckle, “Though not quite, although if I keep looking at you long enough, I may get there.”

“Oh God, then please,” she begged. “You’ve already got me so hot. Please, fuck me now, please, give me the fucking I need.”

Looking down at her, Daniel was really not comfortable with this situation he was presented with.

“Jenny,” he said. “Let’s get you off the desk for a moment.”

When she was off and standing by it, he turned her so that her back was to him. Looking over her shoulder at him with a sexy smile, she then, after a gentle nudge from Daniel, settled herself down on the edge of the desk on her elbows so that her ass was pushed bahçeşehir escort up into the air towards him.

She wiggled her legs apart. She knew she was opened up for him. How wicked this was, how sinfully delightful!

He took in the sight before him. Just like that, her ass cheeks were wide open, exposing the pretty, dark pink anus.

Daniel grasped Jenny’s ass cheeks and pulled them further apart, opening her up as much as possible. His thumbs gripped deep in the cleft of her ass, stretching the tender skin there.

He leaned his torso forward and settled his still achingly hard cock into that valley, fitting it neatly between the plump cheeks so that the underside of his erection dragged across her anus.

Jenny had never felt so alive since these past two days when she’d started taking it up the ass, and it had become so much more enjoyable simply because she accepted that she was now Jenny.

Daniel was in heaven, as well. Every inch of his cock felt electric. He dragged the length of it up and down her ass. Jenny was leaning deeply onto the desk, her head turned away from him so he could only see her golden blonde hair.

He pulled down now, the head of his cock slipping deep into her ass cleft. He looked down and saw it poised right over her anus, his sensitive skin rubbing against the dark wrinkles of her hole.

“Mmmm, nice,” Jenny murmured.

Her rosebud winked at him, like an offering to the gods. It was a feast, and he was determined to partake. He backed up and knelt behind her and began to lick the cheeks of her ass.

“Oh! What are you doing?” Jenny’s squeal turned into a moan as he worked his tongue over her ass, moving ever inward.

“No, Daniel,” she said again with urgency. “No, honey, you can’t dooooo that! Oh, fuck, it’s too fucking dirty, sweetie! Nobody’s ever done that to me before!”

But she made no movement to stop him, her cries only encouraging him to continue. In fact, Jenny felt her hips move back towards him as Daniel traveled the last inch to come into contact with that dirtiest of places.

He felt the wrinkled skin under his tongue and rejoiced in the feel of it. It tasted a little bitter, but then sweet as well, the feel of Jenny’s asshole. He worked around it with his tongue, the rim of muscles bunching against him. Then it pushed against her, and wondrously slipped inside, stimulating her anus on all sides at once.

“Ohhhhhh… Fuuuuuuuck, you sweet, sweet man!!” Jenny moaned.

Her anus captured his tongue and held it there, as he lovingly rimmed her out. Daniel had never done this before, but it felt so natural, so perfect with this woman, this…this…girly boy. He could think of nowhere else he would ever want to be but settled between Jenny’s ass cheeks.

As for Jenny, her dick was pulsing under her fake pussy, and she was continuously groaning into her folded arms, pushing her ass out, fucking against his mouth as Daniel started pushing in and out with his tongue.

It was like a miniature cock inside her, so insistent, moving back and forth within her. Soon, Jenny found herself, almost against her will, pulled over the edge of an incredibly intense orgasm.

“Oh fuck, Daniel! Oh, oh, oh, OHHHHHHHHH!”

She writhed and shivered under his tongue and fingers, the orgasm ripping through her like a hurricane. She pushed hard against him, deep-seating his tongue even further inside her ass, then collapsed down onto the desk, feeling his tongue slowly slip from out of her ass.

“Oh. Oh. Oh, shit, Daniel,” Jenny cried. “Where the fuck did you learn to do that?”

Her breath came in ragged gasps. He leaned his face sideways against her ass, the hot skin like the best cushion in the world.

“It just came naturally, Jenny,” Daniel replied with a grin. “You inspired me, that’s all.”

“Well, if that’s natural to you, I’d hate to see what kinky is,” she giggled, and they both found themselves laughing.

Standing once again, Daniel lodged his massive cock in Jenny’s ass cheeks, then lay himself over her prone body. Looking back, she locked eyes with him.

“Kiss me, you wonderful man,” she smiled.

Daniel leaned into her, that tongue that had just been up her ass now probing forcefully between Jenny’s lips. She tasted herself on him, a thought that up until now would have disgusted her. But how could she deny him, this man who had given her so wonderful an experience?

“Now,” Jenny said, in a voice of exasperation. “Can we finally get around to fucking?”

Suddenly, there was a knock at the door.

“Mr Hawthorne,” someone called out. “Mr. Hawthorne, the manager of the Pussy-Cat theater is here about the film you mentioned you had for him. Mr. Hawthorne.”

“Film?” Jenny asked.

“Oh yes,” Daniel answered. “Did I forget to mention that you and your friends have become the cause celebre in the porn circuit ever since last night’s movie was made. Your film has made you guys the hottest ticket item since Deep Throat!”

“Oh shit,” Jenny said woefully. “And Mother’s still in town!”

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Katsumi Nakasone of Japan

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“My name is Katsumi Nakasone-Hollander, but everyone calls me Kat,” the tall, curvy, raven-haired, thirty-something Asian American businesswoman said with a smile. Jacques Moulin and his wife Renata Urbano-Moulin looked at her and nodded. They were in the City of Randolph, Massachusetts, at the headquarters of Nakasone-Hollander Realty. Interesting pair, Katsumi thought as she greeted her first clients of the day. A lovely interracial couple in their mid-thirties, looking to buy a house and presumably start a family, no doubt.

Business was booming at Nakasone-Hollander Realty, and with thirty eight employees across the State of Massachusetts, they were making some serious headway in places like Boston, Brockton, Hyannis, Natick, Plymouth, Milton and the like. It was all due to the influence of their visionary CEO Katsumi Nakasone-Hollander, the founder of the company and its most well-known member.

Katsumi Nakasone-Hollander emerged on the national spotlight when CW News did a report on her a while back, and it caused a stir. There weren’t a lot of openly transgender Japanese-American businesswomen selling high-end real estate in New England, and the secret of Katsumi’s success was her personal touch. Katsumi liked to connect with her clients, that’s the only edge she had over more established real estate companies like Landmark or ReMax realty.

At five-foot-eleven, with a curvy yet athletic build, Katsumi Nakasone-Hollander looked good in a pantsuit and knew it. The lady definitely had a striking presence, and a beautiful one at that. Indeed, the real estate agent had been told more times than she could count that she looked more like a supermodel, or a Hollywood actress, rather than a realtor. There were billboards all over New England advertising her services, and that’s part of the reason why this couple was here…

“Good to meet you, Kat, I’m Jacques,” the tall and handsome, well-dressed black man said, and Katsumi looked into his soulful brown eyes and smiled. This one is lusting after me right in front of his darling wife, Katsumi thought as she checked out Jacques discretely. Jacques Moulin resembled the Hollywood actor Morris Chestnut, whose movies Katsumi happened to like. Still, this brother was purely Caribbean, she could tell by his accent and the way he carried himself.

“Hello, Kat, I’m Renata, but everyone calls me Nana,” said the short, curvy, dark-haired and bronze-skinned Filipina woman standing beside Jacques Moulin. Katsumi looked at Nana and smiled, then shook her hand. Be nice to the cute Filipina, Katsumi silently reminded herself. Katsumi spent most of her time dealing with Caucasians, in part because she found the inner workings of the vast Asian American community super tedious and tiresome.

Even in the United States of America, the Japanese and the Chinese didn’t like each other, both looked down on Koreans and Vietnamese, and the Filipinos were way down on that particular totem pole. Katsumi, who’d been born in the City of Hakodate, Japan, and raised in Massachusetts by her American adoptive parents, James and Nicole Hollander, typically gave her fellow Asians a wide berth. If only they could stop fooling around and rehashing the past, they’d realize that everyone is human…

While studying business management at Northeastern University in the early 2000s, Katsumi was exposed to a brand new world. Northeastern was where the sons and daughters of Boston’s elite went to study, if their parents were rich but still couldn’t afford bigger schools like Harvard, MIT or Boston College. While there, she met a handsome Chinese student named Paul Yan, and fell in love with him. They had a whirlwind romance, until the day Katsumi asked to meet his parents…

“Katsumi, don’t ask me for that, okay? My family is Chinese and you’re Japanese American, on top of being, you know, transgender, you should know they won’t accept you,” Paul Yan said to Katsumi. The two of them were sitting inside Au Bon Pain restaurant in the Back Bay area of Boston, just a short distance from the Northeastern University campus. Katsumi looked at Paul, whose handsome face was twisted in anger, and shook her head.

“Well, Paul, if you’re not man enough to stand up to your racist parents, you’re not man enough for me,” Katsumi replied, and she got up and walked away. Paul Yan called out her name as she exited the restaurant, but did not chase after güngören escort her. Since that day, Katsumi swore off Asian males, and the Asian communities in general. For the remainder of her university days, Katsumi dated Caucasian males, and sometimes African American men and even Latino men. Anyone but her fellow Asians, whose prejudices she knew to be beyond repair…

“Mr. and Mrs. Moulin, you came to the right place, I may have the perfect place for you, it’s just down the street on Milton, and it is a fixer upper at one eighty,” Katsumi said, and Jacques and Nana exchanged a look. Katsumi looked at Nana and for some reason, she sensed there was something amiss, but she couldn’t tell what it was. Nana Urbano-Moulin looked like a gorgeous Filipina woman, and she seemed very much in love with her Haitian American husband. I must stop overthinking, Katsumi reminded herself.

“Sounds good, Kat, say, would you say that Milton is racially diverse and LGBT-friendly?” Nana asked, and Katsumi once more looked at the cute Filipina, and paused before answering. Jacques and Nana seemed like a regular heterosexual couple, albeit an interracial one. Katsumi would have expected a question about racial diversity from Jacques, on account of him being a big and tall black man, but such a question from Nana puzzled her…

“Nana, we are in New England, right down the street from Boston, the place where gay marriage was first legalized, and we in Massachusetts were the first state to elect a black man, our esteemed Deval Patrick, as Governor, believe me when I tell you that Milton is safe, friendly and diverse,” Katsumi said, smiling. Nana returned her smile, then Jacques took the cute Filipina’s hand and gave it a firm squeeze.

“Nana is very particular, Kat, but I love her just the way she is,” Jacques said, and Nana turned to him and smiled, then kissed him on the lips. Nice couple, looks like all is well, Kat thought to herself as the very attractive interracial couple exchanged a kiss, then proceeded to seal the deal…on paper. They filed out of her office, got in their cars, and followed her to Hollow Crest Road in Milton, Massachusetts, where a certain townhouse awaited.

“You’re going to love this place,” Katsumi said to Jacques and Nana as she ushered them into the townhouse. The place was big, two floors, four bedrooms, two living rooms, four closets, a kitchen, a basement, and two bathrooms. There was a nice yard where a growing family could play. The owner, an old white dude named Jerry Stanfield, wanted to sell the place and move to Florida to be closer to his daughter Nancy and her family.

“Oh wow, Jacques, the place is so beautiful,” Nana said, as she admired the foyer, and Jacques nodded and put his arm around her. Katsumi looked at them as they checked out the place, filled with the wonderment so common to happy couples checking out new homes. Katsumi thought of her last relationship, where she’d dated a bisexual Arab guy named Hassan Ali, and although she wanted to build a life with him in New England, he eventually left her and returned to his family in Lebanon. Some of us never get to have it all, Katsumi thought sadly.

As a beautiful transgender woman, Katsumi Nakasone-Hollander knew that lots of guys, from the straight-but-curious to the downright bisexual types, lusted after her. Most of them only wanted to experience the fantasy, of fucking or being fucked by a tall, sexy chick with a dick. They didn’t want a permanent relationship. Katsumi was thirty two years old, and wanted a long-term boyfriend or perhaps a husband, not just kinky fun with curious guys.

“Um,” Katsumi said, clearing her throat loudly as she watched Jacques and Nana begin to kiss and grope each other. Rolling her eyes, Katsumi turned to leave, thinking that she ought to go to another room. On paper, Jacques Moulin and his wife Nana Urbano-Moulin seemed like the perfect couple. They were both graduates of UMass-Boston, and he worked for the military recruitment office in Brockton while she worked as an instructor at a Boston-area private school. Too bad they were such exhibitionists…

“Kat, where do you think you’re going, cutie?” Nana called out, and when Katsumi turned to face the couple, both Jacques and Nana grinned at her. Kat felt like walking away, but she felt a stir down below when she saw Nana güneşli escort pat the bulge in Jacques pants. The Haitian stud looked like he was packing, and Kat felt her cock stiffen in her panties, even as her butt puckered. Damn you two for getting me aroused, Katsumi thought as she smiled at the couple.

“Jacques, Nana, I am flattered that you find me attractive, but I don’t mess around with my clients,” Katsumi replied, even as her nipples hardened under her blouse, and her cock hardened in her panties. When Jacques and Nana drew closer, Katsumi hesitated for all of two seconds, and then did what her body told her. Katsumi kissed Nana, and felt Jacques strong yet gentle hands caress her big round bum. And that’s how it all began…

“Hmm, Katsumi, Nana and I picked you because we find transgender ladies attractive, I’m bisexual and totally cool with your status,” Jacques said, smiling confidently even as he undressed, revealing his hard, muscular and dark-skinned body. Side by side, naked as a couple of jay birds, Nana and Katsumi knelt before Jacques, beholding the Haitian brother’s masculinity in all of its glory.

“I’m glad you feel that way, Jacques,” Katsumi said, and then she grabbed his long, dark dick and began sucking on it. Nana pinched her nipples and fingered her wet, hairy pussy as she watched Katsumi suck her husband’s dick. Katsumi hadn’t tasted dick in a long time, not since her former lover Hassan returned to his wife and family in Lebanon, and she wanted to make up for lost time. Greedily Kat sucked on Jacques dick, loving the way it smelled and tasted. She’d been with African American men and Jamaican men before, but never a Haitian stud…

“Hey, I want some too,” Nana hollered, and Katsumi smiled apologetically, with a mouth full of Jacques dick, which seemed totally funny to Nana. Nana began sucking on her husband’s balls while Katsumi deep-throated his dick. While the two freaky ladies worked on his dick and balls, Jacques smiled happily and lay on the carpeted floor, happy as can be. When he felt Nana’s sleek fingers up his ass, the Haitian brother did not mind, for he was freaky like that…

“Hmm, Katsumi, bring that dick over here,” Jacques said, and Katsumi stopped sucking his dick and came around. Jacques looked at the tall, busty and big-bottomed Japanese beauty with the angelic face and the big ole cock swinging between her legs. He looked at his darling wife Nana, who was now sucking his dick. Nana was only five-foot-six, curvy and pleasantly plump, with big tits, wide hips and a big round ass. Such a beautiful woman. How did a brother like me get so lucky? Jacques thought happily.

“Jacques, stop talking and start sucking some dick, dammit,” Nana said, and she winked at Katsumi, who smiled nervously. Jacques smiled at his wife, then grabbed Katsumi’s cock and began stroking it. The transgender Japanese businesswoman sighed happily as the big and tall, handsome bisexual Haitian man began sucking her cock like there was no tomorrow. Meanwhile, Nana worked two fingers up Jacques ass and sucked his big black dick, while watching Katsumi and Jacques interactions.

“Katsumi, your cock is delicious, I can’t wait to feel it inside of me,” Jacques paused to say, and Katsumi smiled at him as the brother resumed sucking her cock. Meanwhile, Jacques came, and when he did, his wife Nana sucked every last drop of the hunky Haitian man’s precious cum. Katsumi moaned softly as Jacques sucked her cock, and he worked her over until she came, then drank her seed. Katsumi sighed happily, and nodded at Jacques thankfully. The bisexual Haitian stud and his freaky Filipina wife were full of surprises…

“Can I have some fun too?” Nana said sharply, and Katsumi and Jacques looked at her, and exchanged a smile. They went to Nana, and took care of her. After all, the lady of the house must never be ignored. Jacques drew Nana into his arms and kissed her, then began sucking on her tits. Spreading Nana’s thick thighs wide open, Katsumi inhaled the other woman’s scent, and then began eating her pussy. Nana moaned softly as her hubby sucked on her tits while their gorgeous transgender friend ate her pussy. What more could a horny woman want?

“Fuck me, Kat,” Nana demanded, and Katsumi stopped eating the sexy Filipina’s pussy, and pulled a condom out of her purse. Rolling the condom esenler escort on her big cock, Katsumi rubbed her cock against Nana’s pussy, then pushed it inside. Nana grinned and nodded as the sexy transgender woman began fucking her with slow, deep strokes. Nana’s vaginal muscles gripped Katsumi’s cock almost as tightly as a man’s ass normally did, and she definitely liked the feeling.

“Don’t forget about a brother, now,” Jacques said, and he stood there, and stroked his big black dick while watching his sexy wife get fucked by a well-endowed transgender woman. Katsumi looked at Jacques dick…hungrily. Without another word, Katsumi leaned closer and then began sucking Jacques dick even as she continued slamming her cock into Nana’s pussy, and the brother grinned and caressed the back of her head encouragingly. Clearly he liked what she was doing, and Katsumi was glad of that.

“I need both of you now,” Nana said, and Jacques and Katsumi grinned, then nodded at her and switched positions. Katsumi lay flat on the carpeted floor, and Nana climbed on top of her. The curvaceous Filipina sat astride the sexy Japanese transgender woman and they kissed, then caressed each other’s breasts. Katsumi rubbed her cock against Nana’s pussy, and Nana grabbed that fuck stick and placed it within herself. Bucking her hips, Katsumi slammed her cock into Nana’s pussy…

“Hmm, sweetie, give me that ass,” Jacques said as he came up behind Nana, having taken some lubricant and condoms from her purse. Nana grinned as her husband’s strong yet gentle hands spread her ass cheeks, and he pushed his hard dick into her asshole. At the same time, Katsumi thrust her cock deep inside Nana’s pussy. Filled at both ends, Nana squealed in delight and began riding Katsumi real hard, loving the feel of a thick cock in her pussy while another stiff dick filled her asshole. Few women could handle such intensity. It’s a good thing Nana is one of a kind…

“Hmm, fuck, you two are too much for me,” Nana squealed, after getting her asshole and pussy rammed by Katsumi’s big ole cock and Jacques big dark dick for close to an hour. The voluptuous gal rolled on the carpeted floor, her curvy body covered in a fine sheen of sweat, and she looked at her husband and their new transgender lady friend. They were both horny as can be, and the fact that she was tired wasn’t about to stop them. Indeed, they looked ready to have fun with each other…

“Hey, Jacques, it’s your turn to give me that ass,” Katsumi gently reminded the bisexual Haitian stud, and Jacques grinned, then looked at Renata, who nodded firmly. The sultry Filipina watched as her favorite Haitian stud and their new Japanese transgender gal pal got their freak on. Jacques knelt before Katsumi and resumed sucking her big ole cock, and the gorgeous transgender lady smiled happily, whispering words of encouragement to him.

“Oh yeah, fuck my husband’s ass,” Nana cried out, a little while later, as she watched Katsumi put Jacques on all fours, and then she grabbed condoms and lube and tossed them to the horny twosome. Jacques groaned as Katsumi began working her thick cock into his ass. Nana fingered her pussy and pinched her nipples while the hot man-to-transgender action unfolded before her. This was absolutely hot, and Nana didn’t want to miss it…

“Hmm, I love the feel of your big cock in my ass, go harder,” Jacques moaned, and Katsumi grinned, and playfully smacked his cute ass while ramming her cock into him. Nana, tired of playing spectator, rejoined the action. She lay before her husband and opened her thighs for him. Jacques rubbed his hard dark dick against Nana’s sweet pussy and entered her with a swift thrust. Nana squealed as Jacques began to slam his big dark dick into her pussy, even as Katsumi’s thick cock filled his ass.

In this manner, the sexually adventurous trio fucked well into the early afternoon, and went at it until they lay, exhausted, on the cum-soaked carpeted floor. Katsumi lay there, her curvy, sexy body covered with sweat, her nipples erect, her cock semi-hard, with a big smile on her face. On her right, Jacques was smiling and stroking his dick, and on her left, Nana licked her lips and fingered her pussy. Katsumi smiled at each of them in turn, and nodded. This was the best start of her work day in ages, that’s for damn sure.

When Katsumi Nakasone-Hollander returned to the headquarters of Nakasone-Hollander Realty in Randolph, Massachusetts, she had a big smile on her face. Audrey, her assistant, inquired about Jacques Moulin and his wife Renata Urbano-Moulin, and a smiling Katsumi assured her that the deal was done, and the house had been purchased. I don’t know how Katsumi does it, Audrey thought to herself as she went back to work.

Categories: Uncategorized

Jeff Explores His Fantasies

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It has now been nine years and I never thought things would turn out the way it did. At first, I was skeptical because this was a whole new experience that I’ve never heard of. However, the more knowledge I received about it, the more excited I got. It brought out of me a desire and a passion hidden inside that was begging to come out. It all started with a game of words with friends against an opponent that opened my eyes to a whole new level of sexual experiences that brought me out of my shell. My name is Jeff. I am now 30 and I live alone; which allows me to explore these fantasies without being caught. This is my story.

I love playing word games and words with friends caught my eye. Ever since I was a kid, it has been hard for me to make friends. I thought to myself that this would be a great way to make friends and feel less lonely. At first, it wasn’t bad. There was a couple of people that I’ve been talking to but nothing really came out of it. After about four months of playing, I started losing interest because of how easily I was beating my opponents. The messages started to diminish also and I saw no point in continuing; until I received a message from Jenny, who I was beating by well over a hundred points.

“I am going to punish you for what you are doing to me in this game.”

“Do not tempt me with a good time” I replied.

Those words forever changed my life. She proceeded by giving me the link of a website where people explore their fetishes. We became more and more comfortable with each other. For about a month, we talked about several fetishes and she asked if there küçükçekmece escort were any particular ones I was interested in. I didn’t respond for nearly two days.

“Hi Jenny. How are you?”

“I am good. I was worried about you”

“Awe. There’s no need to worry. I am still your little baby.”

“Mommy is gonna take good care of you, sweetheart.”

Jenny is twenty years older than me. I’ve always been interested in older women. At the time of our initial conversation, she was 41 and I was only 21.

“Did you find anything that peeked your interest?” she asked after a few minutes of silence.

“Yes I did. I get excited every time I see those guys submitting to their mistresses.”

This is when she dropped the bombshell that changed my life.

“Well, I am a dominant and I want you to be my submissive.”

As I previously mentioned, I was skeptical so I was hesitant at first. I told her about it and I was relieved when she said she understood.

“We will ease into it.”

“Ok. Thank you.”

“I want you to create a profile on the website and under relationship, add me as your Mistress.”

Once I made the profile, I followed her instructions and I was now her submissive. Her first message on the website was quite shocking. One message I didn’t expect.

“This is your first punishment for beating me in the game: Go to Victoria secret and buy a pair of thongs. Go to the dressing room, put them on, take pictures and send them to me as proof.”

“Ok I’m a bit scared. But I’ll send halkalı escort the pictures once I take them.”

“From now on, every sentence must include the word ‘Mistress’, you worthless little slut.”

“Yes, Mistress.”

“Good boy. Now go!”

20 minutes later, I got to Victoria Secret and I went to the sales associate in order for her to help me. I told her about what I had to do and she smirked. I took a quick look at her name tag, which read Mia. I must say, Mia is very beautiful. She had piercing light blue eyes with matching eye shadows. Standing at 5’7, her long black hair was curly and landed on her lower back. I was so mesmerized by her beauty that I didn’t notice the slight raspiness in her voice.

“Wow. You’re really beautiful.”

“Thank you ??. Follow me. I have just what you need.”

She grabbed my hand and pulled me over to the thongs section. After looking for ten minutes or so, we agreed on a pair of pink laced and a pair of lacy black thongs. She headed to the dressing room with me, walked in and locked the door behind her.

“What are you doing?” I asked with a bit of shock.

“Thinking about you wearing those panties got me excited.”

I turned around, my back to her. Slightly shy, I took off my shorts and my underwear. I put the black one on first and she took the pictures with my phone. Then came the pink one. As I was looking at myself in the mirror, I noticed that she was only in her underwear. Her breasts were round and firm. I felt the bulge growing in the panties.

In one quick avcılar escort and swift motion, she turned me around to face her, grabbed my shoulder and had me on my knees. I started to freak out when she took off her panties and I was staring at a 12-inch cock. As I opened my mouth to protest, she grabbed my head and shoved her cock in and started face fucking me.

“It is not even fully erect, bitch. Open your throat and take all of it.”

A wave of emotions engulfed my body: shock, confusion, and surprisingly a bit of excitement. I’ve always wondered what it would be like to be with a transgender but never pursued it. Without knowing, I started playing with her balls as I voluntarily sucked her nice cock. I felt it slowly growing in my mouth as I went up and down her shaft, using my tongue every time I went back up.

“Oh my God. This feels so good. I’m about to cu…”

Before she could finish her sentence, she started shaking. She then grabbed my head and pushed it down her cock as she started to flood my throat with loads and loads of cum.

“This is the best I’ve had in a while.”

With her cock in my mouth, a mouthful of cum, I was unable to respond. I swallowed as much as I could but there was still a bit in the corner of my mouth. She leaned down and kissed me, licking the cum off my face. She walked out of the dressing room with a big smile on her face, leaving me on the floor speechless.

I got dressed as quickly as I could. I left the black panties on the seat and grabbed the pink ones. I went over to the cashier and I paid for them. As I was walking out, Mia looked extremely happy.

“Thank you for your shopping. Please come again.” she said as she winked at me, smiling.

“I will.” I replied with a big grin.

As I walked out, I realized that I found out exactly what I was missing in my life. Mia!! I will definitely come back for more. I cannot wait to experience more of this lifestyle.

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