Sex Stories - Shemale - PAGE 14

A very special lady

I knocked at the door, unsure of what to expect. Living in a big city for the last year, where I didn't really know anybody, had certainly put a crimp in my sex life. Where I used to live, in a much smaller town, during my high school years, I'd been able to get my dick into many tight, warm and willing holes. Unfortunately, all the sexy teen pussy had graduated from high school, and had gone on to college. With the pickings mighty slim, and me not compromising my standards, there was no choice but to head for a bigger city. Jake, one of the few people that I had gotten to know reasonably well, had set me up on this blind date. Her name was Chantel, he said she was a knock out, a wonderful, sexy blend of her mother's Thai and British heritage, and her Dad's ... Read More»

Lilith RIDes Again

I had almost given up all hope of finding a man online in time before my girlfriend and kid came home the next day. Finally at 4am a reply, his name was Todd. HE was on his way, one hour later he arrived. I got really dolled up for him this time; makeup, my favorite pink mini skirt and thigh highs on my smooth legs. When i let him in and disrobed he smiled and said "YOu are beautiful arent you?" I blushed a little as we sat down next to each other. HE put his hand on my thigh and i looked at him " DO you like my legs baby?" I reached over and felt a rod growing in his pants. impatiently i went for his zipper and pulled it out. "OH MY GOD!" I discoverd an 8" monster. I had to see how much of it i could fit into my mouth. HE laid back and i took hold of his ... Read More»

Retail Therapy

It began, as many of these stories do, with a pair of panties. I love lingerie as much as the next girl, but never overly indulge, as money was a little tight. My new husband Alexander and I had finally settled into our post-college lives and were reasonably well off, but had a plan to pay off college and house debts that left us on a budget. Alexander loved the items I did have- a babydoll here, some satin bras and fully lacy underwear. One pair in particular always got his attention: a pair of fully lacy boyshorts, white as snow and fully covering my ass and shaved vagina. He loved those panties, and even requested me to leave them on one night during sex. We're a pretty experimental couple, so I agreed. However, what came out of his fascination was something I ... Read More»

That ass was amazing

another adventure from fb i met a friend thru a relative only thing is he was playing and i was not he asked me if i would fuck this girl not to attractive but with the kind of ass i like plump,juicy u see i,m strictly top and i luv to fuck expecially ass,the bigger the better so i sent her a friend request she accepted and we talked exchanged #ers and talked somore i couldnt resist to let her know how i came to see and desire her she seemed intrigued and let me in on a secret she was a tranny,my dick instantly got hard ,call me a tranny chaser passable luv it,since i,m in another city i had to go to my home town to get with her it was the moment of truth and my dick screamed extacy when i arrived to her house i could not ignore that big horse of an ass so i ... Read More»

Strip Gaming gets violent with Kelly

After taking an extremely boring Christian ethics class (required by my college, not by choice) on a late Friday afternoon, I checked my cell to see I had a few messages. It was Kelly and she was celebrating a well deserved A on an Calculus test. The first message read: "Got an A in Calc. Vodka n strip gaming my place" Strip gaming is something Kelly got me into and it usually led to sex. However, we quickly learned that there are certain games you just don't play against the other. Kelly absolutely refused to play me in Super Street Fighter II and she would just destroy me in Guitar Hero. Although we had several different games we would play this with, it would usually come down to one certain game since the odds were pretty even, Super Mario Kart. ... Read More»

Prince to Princess

You arrive at the station and I meet you on the platform, we walk along the road to my flat. We are just chatting about nothing, knowing that there is an undercurrent of tension following our discussions and emails over the previous few weeks. I let us in and you follow me up the stairs. I take you round the flat so that you know the layout. You put your weekend bag in the bedroom. I take you into the living room, you note that the curtains are closed although it is still daylight. I offer you a drink; having met you a few times now I know your preferences and we sit on separate sofas, sipping the drinks slowly. I get up and, bending over you, kiss you deeply. I tell you to stay where you are and relax. I leave you and go to the back of the flat. You ... Read More»

Bookstore sissy slut

My name is dollie I love to be a girl and being very petite and pretty long black haired its easy for me too feminize. And until now I wouldn't go out, dressed up, sometimes a quick walk around or a short drive but nothing real. And one time in college I walked around the campus. Anyway I ignored all the signs being overly sensitive for a boy It should of clicked when I was diagnosed with disphoria. I knew I liked being girly but I really thought all teen age boys were like me. Always being a pretty-boy girls always came my way but they all end the same I get hurt because just like a girl I lack self esteem and I'm not controlling enough. Also I lack the testosterone to compete with other Men and now that older and I realized that I'm terrified of women. And ... Read More»

My First Time

This is my first ever story written about my first ever sexual encounter with a transgender woman. I really hope you enjoy and want to leave me some feedback… I have slept with many women in my life. I have been married, had more girlfriends than I can remember, several fuck buddies and far too many one nighters to tally up. Up until recently I have always been a guy exclusively into women, natural born female variety. Sure, probably like most guys, I have considered other options but always recoiled at the thought of getting it on with another guy. Oh God no, I could never do that! I kind of always thought, I can understand why girls want to be with other girls, but how can chicks ever possibly really be into men? We are not attractive. So yeah, I guess that ... Read More»

Horny Aerobic Instructor

Carla is big on aerobic workouts and she loved watching her instructor's muscles as he worked out hard with them. His hot sweaty muscular body did wonders for Carla's sexual appetite. She puffed around the room when he did, did step-ups when he did them she always worked out at the front of the class where he could get a great view of breasts. Carla's cleavage was superb, firm tits under a tight aerobics top, was enough to turn any man to jelly, but Carla only wanted one man. In the back of her mind she worried about surprising him with other assets that no other woman has. Wanting to invite Paul home she couldn't pluck up the courage, so she kept on flirting in a hope that he would get the hint and invite her out. Finally the opportunity of a lifetime ... Read More»

How it all began.....

How it all began..... It all started 7-8 years ago, coming home after a night out in the town and feeling horny... My shoe's left in a heap by the door and a trail of kebab meat leading up to my bedroom, I was knew that my happy wank time was about to commence. As soon as I got in my room my jacket was flung onto the floor, I was humming my favourite tune as I used my toe switch on my computer. Man, I was so drunk and turned on, just looking for something hot to get me hard and blow my load. The computer loads up and I'm already down to my boxers, sitting on my chair, one hand hand on cock the other on the mouse. Google > safe search off. I'm scanning some images of "porn", there are hot chicks, cocks, wet fanny and cum pics all over my ... Read More»

My weekend with Kelly part 4

After we got out of the tub and ate dinner I asked her if she was ready for dessert. Her eyes sparkled and said "Of course my dear". I told her I'll meet her in the living room. She stood as I moved her chair back from the table. I kissed her lightly on her lips. Then, leaving the kitchen and going to the master bedroom to get myself ready. I applied some lube to my favorite dildo and slid down on it stretching my hole to ready myself for her. Walking out into the living room and finding her relaxing on the coach. She didn't hear me come into the room as I snuck up behind her. I reached over the coach back, lightly touching her breasts as she looked up at me, I leaned over and again lightly kissed her again. Moving around the end of ... Read More»

My Greek Goddess

I'm Caroline. I'm 27 years old and I work as a solicitor in the West End of Edinburgh. I'm generally considered quite attractive, five-feet-five tall with dark blonde shoulder length hair and a pretty face, featuring big green eyes and pouty lips, and a nice figure with C-cup boobs. I've been blissfully married for three years to Rab, a successful self-employed builder and general tradesman. In that time I've never so much as looked at another man, let alone a woman...until that day at the gym. It's actually a small private health club, in the shadow of Calton Hill. I'd done my usual workout and had just emerged from the showers. The place had been quiet – it usually is just after lunchtime – but one other user had caught my eye: a tall woman, probably six ... Read More»

Home alone, at last

At last, home alone for a while ….. So, I managed to have a whole day home alone. My life is quite complex with people arriving and leaving regularly, then there’s me being away for short stays whilst I’m working so being home alone can be difficult. But the problem was that I was missing being naughty, so I planned a whole day for FUN !!! I started advertising that I was available on two French contact sites a couple of weeks ago, lots of interest and messages but as usual, quite a lot of nonsense, fantasists or guys without the real interest in some serious action. But one of the sites is good for almost instant rendezvous so yesterday morning I went on line early, marked my profile as ‘receiving’ – being able to accommodate – and voila, two serious ... Read More»

Pleasantly Surprised

It was Friday night and Robert was sitting at home alone. His roommates were both out on dates, and his girlfriend, correct that ex-girlfriend, had moved all of her things out three weeks ago. It had been one of the dullest months in his adult life; four weeks of sitting in front of the television, eating pizza drinking beer and watching absolutely nothing had him going stir crazy. He needed to get out and do something. A man can only sit at home flogging the dolphin for so long, he thought. "Fuck it," he proclaimed to the empty house. "I'm going out. There's nothing wrong with that right, Mikey?" The small brown and white dog in his lap cocked its head to the right and looked at him questioningly. "That's right. I knew you'd agree." After a quick ... Read More»

Gina Thank You Surprise

I get pretty excited when my company sends me to Cincinnati for the week. I think my wife can sense something and I have been getting a little nervous she might be catching on. Over the last year I have made the trip seven times and on the first trip I met up with Gina a nice 35 year old CD I friended on Xhamster. We started out slow and met for a quickie but the last couple of trips we spent the entire night together feeling more comfortable and excited with each meeting. Gina has always met me at my hotel, but this time she invited me to her apartment. After my nightly call home I jumped in the rental car and followed the GPS. She quickly greeted me at the door. As the door shut I took her in my arms and tasted her sweet lips. As our embrace broke my cock ... Read More»