Free Shemale sex stories. Shemale erotic stories post.

A guy is madly in love with the girl he met in Brazil, she is really hot and sweet but she wouldn’t allow to have sex with her, it’s only on a wedding night, so it comes and there is a big surprise waiting for the guy…

Tonight is our wedding night! It is the night when all my dreams should come true! Sativa and I had never had sex until this day. Many times I’ve tried to do sex, but she always said I needed to wait. I said OK coz I loved my sweetheart! Moreover, when I kept attempting to persuade her, she would say I didn’t love her. Sativa is a very sexy Brazilian chick; I met her during my vacation in Rio a couple of years ago. She has a slim, model body, she is also graced with a nice round ass, blue eyes and juicy lips resembling me that of Angelina Jolie’s. We’ve known each other for 2 wonderful and magic years and every time we kissed looked like it was our first one! Ever since I’ve known her, she has always been a mystery to me because I only knew some of her friends, but never met her family. She explained that her family told her that they rejected her and even didn’t want anything to do with her. I never knew why until this day. We had a private wedding because Sativa didn’t want to see many guests and she felt that was the right time for her to have sex and she was ready to lose her virginity. I loved her and she loved me. We both trusted each other. We had to go through various check ups and testing of all sorts to make sure that we were clean of all diseases. I was always looking forward for this day. (more…)

A beautiful babe with nice boobs goes for a check up to the doctor, a doctor is pretty surprised to find out that a beautiful girl has a dick, so, what will the check up turn into…

Hi! My name is Anita, I live my life always wearing lace and satin. I have always loved the way those materials feel against my soft skin. I have long red hair and bright green eyes. My friends used to call me Charles but about 12 years ago I had this epiphany of feeling that being a woman was just what I really felt! It happened once at night when I was out at a club with some friends, I realized that being a man was against my nature. In any case, it was my guess and I don’t think I committed some sin or was wrong in my choice.

It’s been a long way but I’m so much happier now than ever before. You may ask a question whether I had female breast or my chest was sort of hairy! :) Let me assure you that my boobs were round and big coz it took me pay a bundle of bucks to get the breast of my dream. So I had really big tits.

The first time when someone ever found out I had a penis occurred about 10 years ago. I went to a new doctor for some antibiotics for some throat ache that had been bothering me for a couple weeks. I thought that my first doc had talked about me with his colleague and the new one knew my thing. Or something like that, I’m not really sure. But when I entered the room I found the male nurse who was in the room with me, looking at me funny. I asked if something was wrong and he just grinned. He leaned close and asked me if “it” was true. I knew what he was talking about but I played unawareness. I thought it would be funny to hear this. (more…)

A guy who feels really lonely goes to the bar hoping to meet a nice girl he can hook up with, he gets lucky and he meets this girl, she even invites him to her place, everything is fine but is she really a girl?

There was a guy, he was very horny and all his life he kept trying to find girls for fuck. Sometimes he was about to succeed but things turned wrong in the last moment. But most times all his attempts collapsed, he was not as charming as Johnny Depp, but he was rather handsome and good looking son of a bitch. So, once in the night he decided to go out to a bar to pick someone up for a good fuck. When he entered the bar and he looked around, he saw the most beautiful woman he had ever seen in hi entire life. She had long smooth legs and nice boobs; she was black haired stunning brunette with bright eyes and tight ass. Without further ado or any hesitation our hero approached her and settled besides hoping she would notice him in several minutes. A few minutes had passed and the woman noticed him staring at her she asked:

- “Can I help you?” she smiled openly and his reply was:

- “Well, I just couldn’t help noticing you are sitting here alone, and I think that a beautiful creature of God like you should have some company! By the way, my name is John!” and he stretched his hands for a handshake. She gazed on him for a few seconds, then smiled and replied:

- “Nice to meet you, John! I’m Eva” and they shook hands. (more…)

A guy breaks up with his girlfriend and can’t think up the ways to forget her, his best friend comes for help and invites him to a trance club…

It was the worst day in my life. My girlfriend Ally and I had been quarreling and rowing for several weeks, we were on the verge of breaking up. I just wanted her to be happy. I lived my life for her. I guess I stood no chance to make her smile at me again. We broke up. Ally said everything was changing and her feelings for me had changed too. She didn’t love me anymore.

I couldn’t get it. I’d been worshipping her for five years. We’d been together since I was 18. We were meant for each other. She was my first girl. I was dreaming of our love to last forever. But… Nothing lasts forever. It wasn’t fair! I was in despair. I could have never thought such things could happen to me.

I wasn’t really into drinking. I’d been drinking socially, just a glass of wine or a bottle of beer. That night was an exception. I wanted to get wasted. I wanted to lose the reality maybe just for a while. Steve, my best friend, knew about Ally, so it was he who offered me to go to a pub and drink some. I agreed, of course. It was 10.30pm. We decided to drop in some pub.

Neither Steve nor I had ever been in that part of the city before, so it was sort of a labyrinthine rout for us.

-Hey man, we’re lost! – I told Steve.

-Bullshit. We’re not. We’re just looking for a pub, that’s all, man.

I just couldn’t believe that. Hardly had I decided to go somewhere to get drunk as we got lost in that damn city! (more…)

Everything can happen in a bus, you are going to read something that happened in real life and it’s for you to choose whether you believe it or not.

I was looking forward to meeting her in the bus. I’d changed my working schedule since the first time I saw her. I did everything just to see her every day in the bus. She was always sitting in the front. I remember the first time I saw her. I got on the bus and when I turned round to take a seat I saw her. I was standing rooted to the spot. She was so beautiful that it made my head feel dizzy.

She was smiling at me. I was always sitting behind her in the bus. I desperately wanted to sit near her, to feel her soft hair tickle my elbow. I badly wanted to start chatting with her. Just idle talking, nothing special. But the bus was always empty and I guess it could be very impudent to sit close to her, when there were so many vacant seats around. Especially after my non-ambiguous glances.

She was a tall gal with wonderful brown hair. She had plump lips and enchanting blue eyes. She didn’t seem to be into fashion, she was very conservative, as it seemed. But her business suit looked so damn sexy. She always wore high heels, pearl earrings and a necklace. I could smell her perfume. So, she was a real mystery to me, and I could never stop wondering what such an ideal woman could be doing in our bus. (more…)

Have you ever been stuck in a lift with a pretty chick who later turns out to be a shemale? Well, it’s going to be a nice time, I assure you!

Today was fucking damn day! It’s been one of ugliest days in my life. My company sent me, as a representative to take part in some high level financial talks in Japan; it was my first step to be making a good financial analyst. But my day started very bad, as I could say, my flight was delayed on 2 hours, and while I was finding my way out of the airport, and then reached the hotel I where I was supposed to stay in, I was already 3 hours late for meeting. The second tour was put off on 8 pm, so I asked a concierge lady to wake me up at 7.30 pm, but they didn’t. I was very angry, so, having shaved somehow, I made my way to the meeting.

Finally, I stopped one taxi and talked the driver into taking me to the downtown that was 15 minute drive from where I stayed at. As I entered the business center I rushed to the lift and began to push 23 floor button willing to get there as fast as possible. As the door closed I found there was one Japanese girl with me in the lift. Her long black hair was ponytailed and angel face looked so innocent. I saw a grin on her face; she smiled and told me something in her Japanese. I said: “Hi” in broken English she said her name was Lily. I complimented her with her English, and I thought she was smiling at the clots of shaving foam left on my face. (more…)

This guys fixes up in a job in a clothes shop and immediately gets a crush on his sexy boss, when it comes to intimacy he sees that the boss is a stunning tranny, but there’s no way back!

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Having just graduated from college in Miami I took up fashion as a career! Impressed? In fact, I managed to land a job as a clerk in ready-made clothes shop. Sounds not as impressive as I’d like to have but that is just a beginning. You think there are no other interesting places in the whole city, but this shop? Flop you! Shop’s owner, lady Jessie left me a whole list with what I was supposed to do until she got back from her trip to the country.

To be honest, I had no troubles with my job, it was obviously clear to me. By the lunch time I had already finished my tasks, and then some stupid boredom fell onto me. But then I became a witness of further interesting events as my story now unfolds. I received a call from some warehouse and they said the have new batch of dresses and I was supposed to take them to the shop by this time. So I did, this warehouse was located in a very criminal block, some bad place, I hardly found my destination site with small tablet: “Pandora’s House”. When I called the ring, it turned they had all gone to have lunch, so I had to knock the back door. Some woman’s voice answered: “You may come in, but there’s nobody in, you might wait a bit until my assistant comes back” I moved upstairs and entered some vast spacious room, full of rolls of cloth and fabric, mirrors and mannequin, also, I saw there tall sexy thirtish woman with bright Spanish eyes and black hair. She was wearing short leather skirt and light top that fitted her nice tits perfectly. He long locks fell onto her shoulders; she looked very adorable in this half-lit space. That was not just a hottie, she was like a sex bomb, when she bent down poking her ass, I just felt my cock engorged a lot. She turned to me:
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What’s a tranny’s contest like? Wanna go there? Well, you should read what they do to prepare for it, they are all dreaming to win the first place, but there are some ways to help it!

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34C – 26 – 39. It’s not a part of my ID card number, these are proportions of my shemale figure.

Breast implants - and I have 34C-size of my boobs. Girdle on my waist makes it just 26 inches in girth. And my butt is really 39 inches in girth. Don’t I look sexy?

-Stacie you must take part in this contests, - Nick, my lover and pimp, said to me. – Do you know “Tranny 2000” contest?

-Nick, do you really think I stand a chance?

-A chance, babe? They must be blind bustards if they don’t let the best ass in New York win!

To prove that, he pulled me to the bedroom. He threw me on the bed, pulling off my panties. Then he jumped on the bed too, getting his dick in my mouth. When the cock was hard enough, he turned me on my belly and owned my butt in one mighty thrust. He was brutally fucking me for some five minutes, cumming right into my anus. Then he took his half flaccid pecker out of my hole and made me suck into it. He loved me to suck his cock after it had been ramming my asshole. He kissed me then. I used to hate sucking his dick before. I didn’t like to lick off the sperm from my rectum, but believe me the taste is much better than it seems. (more…)