Sex Stories - Shemale - PAGE 17

Josephine's First Day

My life at school was fairly uneventful. I wasn't brilliant academically. I wasn't a talented sportsman, actor or musician. I wasn't one of the popular children. I wasn't in physical fear from bullying, although there was a lot of teasing, name calling and 'jokes' that were funny for everyone else. It was one particular practical joke that went much further than usual, which happened towards the end of my time there that changed my view on life. It was a Wednesday. That year I didn't particularly like Wednesdays, because my timetable started with Physical Education. I was, and still am, skinny. Back in my school days I was teased on a regular basis because of my slimness, my lack of body hair and my high pitched voice. Regular taunts were the accusation that I ... Read More»

My TS experience in India, Pune

Im 6 ft tall fair with handsome looks and regular exercise keeps me fit and healthy. Im also blessed with quite big and thick cock with indian standards. Im total shemale fan and I watch shemale porn crazily every day. I was in search of TS or Shemale in pune since long then one day I was searching through vicesisters website and I got this one. I contacted her and fixed time to meet. She mate me on FC road and I picked her up from there and took her to my apartment. Though she was not exactly like I imagined for but good one looking cute in Indian dress. we reached to my apartment and I took her in my arm as soon as we closed the door behind. and kissed her long. then slowly I removed her top and bottom clothing. she was indeed freshly shaved all over and ... Read More»

A Sissy's Reward

Every time he does this to me he drives me crazy, keeps me addicted to his hand. I feel my sissy-like penis strain to escape from between my legs. I'm very small, only about 3" when hard. I keep it tucked for him, hold it tight between my legs at all times...except for when he does what he's about to do to me now. He's not interested in my tiny thing. Only uses it to do what he calls 'reward' me. Calls it 'milking' me, it's more like remind me just how very owned I am. I'm his completely. He knows that, smiles up at me as I present my penis to him. And he knows that this is a very humiliating thing for me to do, knows I'm very self conscious of the fact that I'm small, not man-like as he is. I part my legs slightly and let it fall out from between them. The ... Read More»

Late for Work

She was dressed only in her plain white cotton bra and a skirt when he called her for breakfast. She was frustrated she could not find her favorite blouse and rubbed at the dark circles under her eyes. Picking through the massive pile of clothing she found a gray tank top with a stain on one side. Wrinkling her nose at it, she sighed and threw it down as he called for her again. Coming up the hallway, she ducked into the kitchen long enough to make up their tea. The toast was his assumed job, but she did it anyway. She was feeling groggy, while she slept well the hot of the July day was looming. He stared at her creamy white skin as she walked across the small living room to the dinette, the two mugs of tea steaming in each hand. Light from the dawning ... Read More»

Tits and Cock 1

I had always wanted to fuck a shemale. The idea of a hot chick with a huge thick cock really turned me on. I called an escort service and asked for a lady with something extra. About and hour and a half later my doorbell rang. I open the door and there stood a tall curvy beauty, must have been six foot at least. At first I thought that the escort service didn’t understand what I was looking for, but she was so hot I thought, fuck it. I let her in and we sat down and had a few drinks. She was wearing white thigh highs, platform knee high boots, a white corset, and a skirt that was about half way down her thigh. We started to kiss and I began to rub her big tits, and she rubbed my cock through my pants. She starts to rub her crotch at the same time. But I see ... Read More»

Fuck My Bitch

I had exchanged emails and photos with Jennifer. She quickly answered the door and I noticed her plus size shape peeking through a sexy black teddy as she guided me in the room. As I stepped in the suite I saw the focus of my attention, Alexia. She was sitting on the hotel couch I was floored by her beauty. She looked a little Hispanic and Asian with blonde hair and black roots peaking through. She looked to be in her upper 20’s with a smooth face covered in a bright orange tinted foundation, light pink lips, light charcoal colored eye shadow all the way around her eyes with dark black eye brows. She wore a grey stripped sweater that only went to the top of her arms and stopped above her belly button followed by a pink skirt that just covered her the top of her ... Read More»

Polish Maid

'You want to get tips,' I explained to Marek, our Polish cleaner, 'You should be more a maid more like her.' Across the street was a girl of about 19, dressed in a fancy dress French maid's costume stumbling home, presumably from a party the night before. She was dressed in a tiny black dress, low cut with a short skirt, white apron, stockings and heels. Marek looked at me blankly. He didn't appear to have got the joke. I never knew how good his English was. Since I'd been working more from home and she had been more at work, my wife had encouraged me that it was worth giving him a tip to make him work better. My response to this was to jokingly point out the differences between Marek and the kind of cleaner I'd have liked to have had, but I felt perhaps ... Read More»

Lucy's Secret

Eliza had been fucking her family for three days straight and she still had a week and half left for break. Eliza however; was due at Lucy-Ann's house in a few hours. She was sucking her father's thick cock and being fucked in the ass by her brother. "Oh yes, Daddy, Ethan. Make me your little fuckslut! Yes Yes!!" Eliza came hard and her mother leaned under her pussy and licked up all the sweet cum Eliza emitted. "Oh baby, the next two day's will be hell without you, my sweet slut." Her dad ran his hands in her red hair. Eliza smiled and sighed happily. She had never felt anything better then fucking her family. Her Dad's cock felt so fucking sweet in her cunt. "I'll miss you too Daddy and all of you. But I'll come back as quickly ... Read More»

Shemale Sherri Arrested for Theft

Sherri had had a tough night. First she was involved a little confrontation with a skinny bitch who thought that just because she had a vagina made her hotter than Sherri (and no, it didn’t), and then Sherri borrowed a bottle of whiskey from some advertising executives who called the police on her. Honestly, this was not what she had in mind when dreaming of being ‘The American Shemale in London.’ So here she was standing at the fingerprint machine, hands cuffed in front of her, next to a burly police officer who had been dragging her around. The reflective screen in front of her told her that she was still hot, indeed the hottest piece of skirt in the station. “Left hand please.” “You know, this would be easier if you un-cuffed me.” “I know but then ... Read More»

VICKI LARA RIVERA,MY SEXY TRANSVESTITE GF

I met Vicki at a hook up site,she had an ad that caught my attention it went something like this "hispanic transexual looking for a serious relationship with an honest man",i read her ad and liked the fact that she was looking for a relationship and not just a one night stand,I`m very much into transexuals and been wanting to get into a serious relationship with one,so i responded to Vicki`s ad and gave her my phone number.To my surprise it took her a whiles to call me but when she finally did,we talked for hours to get to know each other our likes and dislikes,one thing we both had in common we both liked go to dances,so we on a date to a local nite club.When i picked Vicki up i was amazed how beautiful she was,her sexy eyes,her lucious plump lips,she ... Read More»

Karlie

After seven long years of sitting around, questioning my sexuality and fantasizing over the one thing I thought I could never have, I finally decided it was time to make a move. I was going to experiment with my sexuality, I was going to look for a real live hot tranny to meet up with and have sex with and hopefully I would enjoy it as much as I had always fantasized I would. I had been interested in transsexuals since I was in high school, when a freak encounter with one of the computers led me to catch sight of something I did not expect to see. The computers were shared with every class that came into the room throughout the course of the day, and apparently, whoever had used my computer in the class before me had decided it would be funny to leave a ... Read More»

Transexual brothel

While I was on vacation, I went to a famous brothel. It was a large place with several different bars, a room with stripers, a video bar. etc. I wondered around for a while taking it all in. I settled down in a little quiet bar with a classic old black-and-white porno movie playing on the TV. I was propositioned by several women, but they didn't really turn me on so I turned them down. I nice-looking woman set down at the bar across from me. She was a little older than me, probably in her mid-thirties. She didn't look like a hooker. She looked nice. I smiled at her and she smiled back. I went over and set next to her. Her name was Alicia. She didn't proposition me. We just had a nice conversation. I ordered another round of drinks. She was drinking Tequila ... Read More»

Shemale Gangbanged

Hi........readers.......i am a shemale whose presence looks like an angel.......Due to my physical appearance....boobs,ass....whatever boys use to look at is as soft as cream.My story starts with a mistress ....who fucked me twice....but without any payment...So it was a summer and i called him to pay me....he told sure u come to my home .....i will pay you.I thought why he agreed so easily.....but any how i thought what he can do ......maximum he will again fuck my ass and suck my boob snot more than that ....so i went to his home.......OMG....i was shocked....when i saw ...6 to 8 males with huge cocks as like waiting......for me.i suddenly turned around and i thought of run outside....but it was all over 2 men grab me and put their fingers in my ass and pushed ... Read More»

MY first time with a Tranny

So one night i was feeling super horny, and was jacking off all day, i went our that night and got home super d***k and super horny. i called up my local chatline and started talking to this tranny that told me she was horny as well, one thing led to another and i gave her my address. we talked on the phone as she drove to my house, i was completely naked and told her i would answer the door like that. when she finally drove up i could hardly contain myself, she got out of her car in flip flops with the prettiest toes, some tiny pink sexy short shorts, and a yellow tanktop filled with a b cup titties, long flowing hair and very beautiful. she walked in so sexy and confident, she looked at my cock and said " i want your cock papi!" we hurried into the ... Read More»

Latex School Girl

Not many people knew about my crossdressing. My mind would fill with worries about what everyone would think. I did tell two of my friends, David and Nick. They were experimenting with bisexuality and very open minded. Somehow I knew they would be more understanding, and they were. The three of us lived in a small house for the price of an apartment. It seemed to be a much better choice. In apartments, everyone can hear every little word you say and everything you do. We were all discovering new sexual things and we didn't want the whole world to hear us. Though they knew, I found myself dressing up when they weren't home. I guess I wasn't comfortable yet. I'd been dressing for a little over two years and everyone who had seen my pictures online thought ... Read More»