Shemales Porn Stories
Page 7

He transformed me to his bitch

This happened during summertime. Just after the end of school period, last summer before college. All of my friends had left the city for a beach house they rented. I was to go several days later. So I was alone in an empty city, since everybody was away for the summer holidays.
I was waiting at the bus station when a stranger came and asked me if I knew some decent place to have a beer. I suggested him a few pubs that were close when he asked me to join him. I was surprised and a bit scared, so I kindly declined saying that my friends were waiting for me. He insisted suggesting to meet for ... Continue»
Posted by georgette32hk 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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I'm sure many of you have seen a number of movies or television programs based on prison life behind bars. Having recently spent some 29 months in an undisclosed New England State Pen, I'll now share with you first hand, some of the wildest and most unbelievable sexual experiences one could ever imagine.

While still on parole now, I will change my name here and not mention the state facility involved. Other than to substitute a few names for some of the real ones involved, all of what I'm disclosing here actually happened between late July of 2007 and Dec. of 2009. My work... Continue»
Posted by cddixie 9 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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Becoming a Black studs ultimate fuck toy

It all started the day I laid my eyes on my first BIG BLACK COCK ,I had been dressing up as a girl since the age of about 12 wearing my mums panties and pantyhose around the house getting turned on by the feel of the pantyhose and panties . At the age of 15 I realized that I loved pretending to be a girl as much as being a boy ,one day I approached my mum to tell her of my sexual orientation. My mum so supportive and helpful I was really surprised with how she reacted . Son you will always b... Continue»
Posted by foxxiroxxi 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Paying Mommy’s Mortgage

As long as I can remember I have had a penchant for wearing nylons and lingerie: pantyhose; stockings; silk, satin or nylon panties (not those horrible cotton things or G-strings that are like candyfloss in your arse crack -- I mean, full cut panties, cami-knickers, or boy leg panties); garter-belts; slips -- both half and full; basques and corsets.............I can go on but you get the picture.

I also have a fetish for high heel shoes: sandals, pumps, courts, stiletto heels, kitten heels, stacked heels, Cuban heels, platforms, open-toe, "Pilipino bar girl fuck-me shoes"; you name the hig... Continue»
Posted by sparkyking 1 year ago  |  Categories: Anal, Shemales, Taboo  |  
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Start of a new life

One day I got a text massage on my mobile while I was at work, it was from an unknown number, it said come home now. So as I only work down the road from where I lived and also I was just going on lunch so I made the 5 min drive home. When I got there, there was a man standing in my door with a box in his hand. When I got to him he said do you live here and is your name Lucie, I said yes but a bit puzzled as I only use Lucie when I am dressed as a girl. He said good now open the door and let me in. After we got in he gave me the box and a letter. I read the letter it was from my master, it sai... Continue»
Posted by dallasrose 1 year ago  |  Categories: BDSM, Gay Male, Shemales  |  
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After School Dick-tention

I was late for class. Again. I slowly opened the door to my classroom, hoping Ms. Peterson was absent. Just as I managed to open the door enough to peer inside the class, I saw her. She had her back to me, as she was writing down notes for the students to copy, on the blackboard. I couldn't help but admire her form. This was her first year teaching high school history, and she had no shortage of teenage boy admirers. She was tall, I don't know how tall she was bare foot, but in heels (which she always wore) she was taller than most in the school; faculty or student. If I had to guess, I would... Continue»
Posted by SlaveX 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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Holloween with a surprise

I read this story on literotica and just had to share it with my Xhamster friends.
Here goes.

Halloween my favorite holiday of the season. If you think a twenty five year old does not like going to costume parties, you've' got no idea what goes on in my life. Everyone I hang out with likes to enjoy themselves to the best of their advantage, and Halloween is one of the best ways we can accomplish that. This year, like the last four years in a row, I was hosting a Halloween party at my apartment with a number of friends coming over and naturally, it was a costume party. There was Jessie who... Continue»
Posted by miguym4m 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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First big cock.

So I'm deciding to post a story about an experience I had about a year ago. Ill start with a little background about me, I'm a bi crossdresser 22 years old 5'8" 140lbs, newly exploring bottom, very passable crossdresser. And extremely selective.

I tried an online dating site and eventually met a white guy in his 40s well built professional that likes to top. I told him that I was a beginner at being a bottom and that I thought he was really handsome but his cock was just way too big for me to have sex. We became friends and chatted all the time. Until one weekend he got a hotel room and sa... Continue»
Posted by Cutiecdny22 8 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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True story of an old man in the woods

I was just a young lad the first time i did any thing with another guy, i was still living with mom in the house she inherited from her father after he died in a small village that mainly had elderly people living in it.
There certainly wasn't any one my age about so contact with other youth's was limited to school.
Most of my time was spent playing alone or helping mom about the house, then some thing happened that was to change me for ever.
It was a Sunday morning and mom was home doing some house work, i was watching cartoons on the TV when she called to me to help her get the washing in... Continue»
Posted by fun_boy_fan 7 months ago  |  Categories: Gay Male, Mature, Shemales  |  
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Male to Female Transformation

Male to Female Transformation

Genre : TG SOS or Surgery/Transformation Male to Female
Story : Cristine Carter
CH - 1

The last thing I could remember was walking out of the Bank
and crossing the road to my car. I had just been to see my
bank manager to discuss transferring some money from one of
my accounts into a high interest savings account.

I had won quite a bit of money on the Lottery, enough to
change my life. I was unaware just how much my life was
going to change.

I had just reached my car door when I felt someone bump
into me. Then everything went blank...
... Continue»
Posted by cristinestone7575 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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A Bra And Panties?

It had been a long day, my friends and I had been on long ride in our local forestry area. We always parked our cars away from the usual cyclist parking areas so it was pretty well deserted. As we approached where we had parked we saw what looked like a lady by a tree in her undies. As we got closer we could see it was a guy in women’s underwear, stockings, suspenders, bra and silk panties. We had a small giggle and rode past but as I, looked it appeared that he was tied to the tree.

At the cars, my friends loaded their bikes and left so I got on my bike and cycled back to where the guy was... Continue»
Posted by ClassicCockx 10 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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sissy blackmailed by teamviewer and exposed

my fantasy about being blackmailed and totally ruined

watch out this could happen to you

im a sissy faggot I live in st Louis mo im in the closet no one knows i dress in femine clothes I was married when I was 20 and straight after a year I caught her cheating on me , we only had sexy 3 times I couldn't get hard with her , I was allways thinking of men, masters, tops, at home I stole her panties bras high heels lip stick, and would dress around the house, after the divorse I got the house and I started to wear panties to work everyday and shave my legs smooth , somedays i wear stocking... Continue»
Posted by sissypattie 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Shopping with my s****r - Part 2


We drove along chatting freely, laughing when we saw guys checking out the two hot babes in the car next to them. Jane told me what purchases she planned for me, practically a whole new wardrobe I thought to myself, but hey who am I to complain. Jane pulled up in a quiet corner of the carpark and leant over and kissed me gently on the lips, her tongue probing mine. "Come on Dannii, lets go shop!" she giggles.

I climbed out of the car as ladylike as I possibly could, feeling the fresh air up my skirt and flow over my balls felt amazing, a nervous excitement building in... Continue»
Posted by ukdan78 4 years ago  |  Categories: First Time, Shemales, Taboo  |  
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My First Time

It must have been 4 years ago.
I was alone and curious, and had been for a while now. I had plenty of girlfriends and knew I was not gay. I just never had feelings for guys, only women. But sex..... sex is sex I thought.
Looking at pictures, watching videos, toying with myself while dressing up in panties and other girly things, had kept me amused up until now. But my desires had grown too strong.

I had frequented a few chat sites, getting into kinky conversations with guys, loving the way they all hit on me and tried to seduce me. It drove me wild and gave me more confidence all the whil... Continue»
Posted by MissieUK 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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My First Time

when i was 18 i first started to dress up when my mom was out and i loved it. well this is a story of my first time and i would like to share it with everyone. me and my mom live alone and she used to always bring guys back to the house and i used to always hear them having sex and it really turned me on so i tried to peek into the doorway each time and one time a guy left is underwear in the hallway so i picked them up and smelt them and it made me really horny. however this guy turned out to be my moms boyfriend so he came to our house on a daily basis but one time when my mom was out and i ... Continue»
Posted by MegCD 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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A Friend's Treat

had recently split with my wife and was feeling very down.

I was invited to spend a few days with my old friend Dave and his wife Tracey.

The first night I was there Tracey turned to Dave and said that we needed a boys' night out and why not go to his club. Dave agreed it was a good idea and within minutes Tracey was dropping us outside what appeared too be a Georgian townhouse.

I hadn’t known that Dave was in a club and was surprised to find he was a member of one. He had refused to reveal what type of club we were going to.

The door opened as we approached and a dinner suited do... Continue»
Posted by maninnylons 1 year ago  |  Categories: Gay Male, Shemales  |  
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Lodgers Surprise

I had started my first job after leaving university. Having moved to a small town where I knew no one I had taken lodgings with a couple who had a large house a short walk from my office.
The couple were called Jenny and Mike. They were both in their fifties and had retired early and took in the occasional lodger. Jenny was about 5 foot 2 and was plump and sexy. She had good tits and fine legs which I often admired when I thought she wasn’t looking. To my joy she always wore nylons either stockings (I could see the garter bumps) or tights when she was wearing tighter clothes.
Mike was 5’11” ... Continue»
Posted by maninnylons 8 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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The Neighbor...

My next door neighbor had never shown any interest in me before. He was married and straight, as far as I could tell.
One night, however, there was a knock at my door. I looked through the peephole and saw my neighbor standing there. He was tall and stocky, with a beer gut that I found sexy.
I answered, not knowing what to expect.
"Hi. I'm sorry to bother you so late." He said.
"Its ok. Is there something wrong?"
"Look, I don't really know how to do this... so I'm just going to be blunt. I know that your gay. My wife and I have seen several different men coming and going at all... Continue»
Posted by bttmblw 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  
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Tranny teacher

Hi Al, how is your house sitting summer going ? Pretty good Tim a little boring but the beach is nice. By the way, I didn't mean to but I saw you last night through my window... you were wearing woman's underwear. OH I hope I didn't disturb you Al. Actually I was totally turned on, especially when you pulled out your hard cock.

Really, if you like I can arrange for a private show ... interested ? I don't know I have never seen a man up close before. Ah.. well if you pretend I'm a lady I can walk you through some fun. So you will put on your stockings and the silky things. OH yes and a wig ... Continue»
Posted by TenderLoins 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
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Becoming a Sissy Cocksucker (true story)

I always loved feminine things. I'd wear my s****rs panties as often as I could. I loved the way they felt, the soft fabric, the high cut legs, and especially the frilly lace edging! I graduated to bras and padding them and wondered what it'd be like to be a girl.

I always loved watching porn where a guy is sucked off by a
woman. I started to realize, what turned me on the most about it was watching his cock when it orgasmed! I LOVED watching the cum shoot out and on to her face and in her mouth! I used to watch it (and still do) dressed in panties. Well, fantasy eventually took over, I wo... Continue»
Posted by vickiebicd 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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