Shemales Porn Stories
Page 65

Loving TS Sex

living in a medium size city 30 years ago, it was necessary to stay into the closet. That way of live is really still the reason why I never outed myself, even after years living in different bigger cities and several countries.

I had acquired a taste for transsexuals, considering them the best of two worlds. Never could resist the view of a beautiful girl knowing that there were a certain something between her legs.

When I felt the urge inside me I cruised into the night looking for the zones were the TS used to hunt. I always made sure to pick up a girl when no other cars were aroun... Continue»
Posted by bloodyhugo 4 years ago  |  Categories: Gay Male, Shemales  |  Views: 1411  |  
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Found my Way

New Years eve I met some guys at a bar that invited me to a party. There were about five couples and they were leaving and going to a house a few miles away. Follow us and don't drive d***k they told me.
Another two rounds of shooters and we left.
Fifteen minutes later I followed the group into a big house in Buckhead.
Ten minutes later I was sitting back on a couch smoking a joint sipping on a mixed drink.
I was so high my vision was blurred and I dropped my drink. I was about to pass out. Billy was one of the guys that invited me to the party came to me and helped me get up and he moved... Continue»
Posted by CrossdresserAtlanta 1 month ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1413  |  
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Painted Toes in Private Gym Showers

I'm soo thankful to have feminine feet and legs. My cock is around 6 and a half inches and I have a cute boi-pussy that is tight, but can take a sizeable dick. I would also like to point out that I have enemas on a regular basis so my butt is pretty clean. That part is true and the only part of this story is me at the locker room showers with my painted toes.
In the gym that I go to there are three individual showers. The way the showers themselves are set up to where you push the first curtain aside and there is a little area to change and a small bench to put your bag or sit on while your c... Continue»
Posted by sissyjulie 3 years ago  |  Categories: Fetish, Shemales  |  Views: 1411  |  
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my first cross dressing play time

i sucked my first cock the other day. i posted a ad on craigs saying i like to cross dress and would like to find somebody to dress up with and take turns being sluts to each other and then i posted a few pics of me from my xhamster profile and actually got alot of replies. it took a few weeks but i finaly found somebody that like to dress up and he came over during the day and we started watching porn and i pulled out all my slut clothes and we picked out things that we wanted the other person to wear. he wanted me to dress up just like the pics i sent him so i did, after we got dressed up we... Continue»
Posted by floyd1985 2 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1409  |  
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playing iwht th juicy pussy!

HAVING TO SPEND THE NIGHT WITH MY SHEMALE FRIEND, WELL TURNED INTO MORE THAN I HAD EVER EXPECTED! AS WE FINISHED MAKING LOVE, SUCKING OUR COCKS AND ASS FUCKING AND CUMMING OUR JISS ABSOLUTELY EVERYWHERE, I DECIDED I WANTED A COLD COCKE, AS DID MY LOVER, SO I PUT MY ROBE ON, WENT OUR OF HER ROOM , AND MY WAT DOWNSATIRS, I HEARD MOANING AND A SLIPPERY SOUND COMIN FROM HER 19 YEAR OLD s****r'S BEDROOM, WHI IS A STRAIGHT GIRL, YET ABSOLUTELY STUNNING, LONG BLOND HAIR, ABOUT 34B TITS AND A GREAT ASS, TO WHICH I WOULD FING OUT MORE IN A MOMENT. I PEEKED INTO HER ROOM, SHE WAS SPREAD LEGS ON HER BED,... Continue»
Posted by cumsquirter 3 years ago  |  Categories: Shemales  |  Views: 1406  |  
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The Trip

I’d been seeing Joe for most of the summer and in that time I had starred in maybe a dozen or so of his private home movies. My hair had grown maybe another inch, I’d had my ears pierced and my eyebrows shaped, as far as my parents were aware it was because of a drama club I’d joined, where a part dictated the sacrifice, it was a poor excuse but they chose not to question it further.

One Sunday night I got a telephone call from Joe telling me to come over right away, I dropped everything and did as I was told. When I arrived at Joe’s he ushered me straight up to his bedroom.

“Were going ... Continue»
Posted by kara_zor_el 2 years ago  |  Categories: Shemales  |  Views: 1406  |  
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Where I have never gone before


It feels like I haven’t been used in ages. I’m too much of a scared sissy. I find guys from all over, talk, email, text sometimes. But when it really comes down to it I get too scared. I’ve been with this guy before, his cock is soda can thick and he’s really rough. The day after my first encounter with him, I literally couldn’t walk properly or sit down comfortably. It’s exactly what I look for in a guy. Tall, muscular, dominant, big cock. Lately though, I’ve been dodging him. We agreed to meet this one time two weeks ago, I was really horny and constantly emailed him throughout the week. B... Continue»
Posted by cocksucker1966 12 months ago  |  Categories: Shemales  |  Views: 1408  |  
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Old Black Carl (part 2)

Old Black Carl (part 2)
As Carl drove with his arm around me, and me stroking his meat through his pants, he told me that a year ago his wife had died, and that there weren't many Black women around, and the white girls didn't like him because he was older. So his plan was to make do with what he had. He would just make me into his white girl. It was pretty shocking, and scary to me. I wasn't sure how far I wanted all of this to go. But as he pulled into the Adult Bookstore parking lot, he took me by the face and made me look into his eyes. “Are you serious about this? I don’t want to be was... Continue»
Posted by sissirandi 7 days ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1425  |  
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working at a house

I'm fitting a kitchen at a couples house right now. They are both in their thirties. as I arrived in the morning they were waiting for me, they needed to go out and would be most of the day, to which I agreed to be fine on my own.
After about an hour or so I decided to look around in her bedroom. she had lots of sexy dresses, suspenders and stockings. I also found some lovely slightly soiled knickers in her washbasket. After sniffing and licking the gusset, I was getting very hot. I decided to dress up in her sexy gear. I put on her stockings, suspenders and bra along with the knickers I'd b... Continue»
Posted by tarajenkins53 3 years ago  |  Categories: Shemales, Voyeur  |  Views: 1403  |  
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Summer Fun

*Crossdress Story*


Living with your parents is exceptionally annoying, especially when you're 26 and have a fetish for crossdressing. It kind of hampers your "need" for putting on slutty outfits and parade yourself in front of a webcam with a pink-glass buttplug up your ass and a giant rubber cock vibrating away as it burns down your last pair of batteries.
But alas, it's the position i'm in and somehow i've made it this far without too many suspicions.
There was the incident a few months back when my mum and dad were at work and I took the opportunity to clean all my sex toys; taking t... Continue»
Posted by KitsuneTV 3 years ago  |  Categories: Shemales  |  Views: 1399  |  
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My Fantasy #1

I had been secretly cross dressing for years without anyone knowing about it. I got pretty good at hiding it even when I would wear a hot pair of panties under my clothing. I must have become too confident because one day it caught up to me. Terry was a guy I knew from work. We had known each other for probably 3 months. We became friends right away. He and I liked all the same things and we loved to golf.
It was a hot day in July when he and I went to the course to play 18. We had done this many times before. This day was a little different. I was feeling a little sexy so, under my shorts I... Continue»
Posted by xdressakatie 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1398  |  
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A true story: me and a transvestite man - part 2

OK this is the second part of my true story. I was going to leave it at two parts, but I think there's enough to make it three parts, now!

I think I'd best point out that beyond the (I'm told) common early sexual experiences most straight men have as youngsters, with other men of their age, I'd not had any experience of men. You won't, of course, get many straight men who admit to this. But I'm not like most men.

However, this early experience was enough to leave me curious as to what it would be like to have fun with a cock. As you may have read in part one of this story, I was rapi... Continue»
Posted by LookingForSomething 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1399  |  
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Michael's Prom Night (A Chrissie Conway Story

Micheal’s Prom Night (A Chrissie Conway Story)


Kelly and I are home for a few days and were staying at Kellys' mom’s house as usual. All week long all her b*****r Michael can ramble
on and on about is the senior prom coming up this Friday night. He and
Two of his buddies decided to pool their money and talked Kelly into renting them a Cadillac for prom.
When any two of them are together all then talk about is how they are
finally going to laid on Friday. They been waiting the entire school year for prom weekend because the popular myth is that even girls who don’t “... Continue»
Posted by chrissieCD 2 years ago  |  Categories: First Time, Shemales  |  Views: 1396  |  
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The story behind the small penis...

Some guys are not well endowed, or are, because of genetics. Not so with me. I have hypogonadism, basically my body doesn't produce testosterone in amounts higher than females (and yes, females have it too, just less). It results in a small penis, large breasts and receding testicles. Everything works just fine, but those are the physical effects of the condition in extremely abbreviated terms.

It does grow disproportionately large because of the relative smallness to begin with, but gets to be about 6 inches when erect (almost average, just a little on the short side for a male). I am real... Continue»
Posted by or1212 2 years ago  |  Categories: Shemales  |  Views: 1394  |  
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He Got Used and Didn't Mind (Part Two)

I got the 1,000 views so here is part two. 1,000 views or 10 comments and I will write part three.

As Dave drove home from Jesse's, he called Lucy to let her know he is on his way home. She told him she had gone out with Carla for a girls night. When Dave got home he hit the shower, put his clothes in the hamper and went to bed.

Lucy picked up Carla from her house went to the bars in down town. Guys were buying them drinks and hitting on them. Their conversation was getting disrupted so much they decided to go to the gay bar just to see if they could talk and have a good time. Once there... Continue»
Posted by mrman1982 1 year ago  |  Categories: Voyeur, Hardcore, Shemales  |  Views: 1393  |  
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TRANSSEXUAL DELIGHT

I was new in the big city, a country boy through and through and it was the first time I had ever visited London for the sites rather than work, I was nervous just for the fact that I had never been anywhere like it and the place was so big, my town being one hundred houses tops, all of a sudden the bus I was waiting for pulled in and kicked me out of my daze, being the shy and gentle person I am let all the other tourists get on first and just out of the corner of my eye noticed the hair of a blond lady getting on to the bus, I couldn’t see her face just the back of her head and the lovely co... Continue»
Posted by star122 3 years ago  |  Categories: Anal, Shemales  |  Views: 1392  |  
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Being a shemale's toy can be fun

Joliet called and asked if I would be interested in having some fun...I thought about the last time and how pissed off she got. I hesitated long enough for Joliet to whimper in the phone 'I promise to make up for my last theatrics, no bondage and I will reward you very handsomely if you attend to my needs this week end.'

Sensing desperation, I gave my demands 'reward me up front in large bills in an envelop that I will address and drop into the post office before we do any thing, you will give me your car keys before we enter any building, and I have the last word as to what I will and ... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1392  |  
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Amy The Tranny Chapter 1

I met Amy at an adult theatre in town.
She was dressed to nines in a mini skirt, tight
halter top, and pumps leading up a pair of fishnet
clad legs. I invited her into a private booth
and once inside, went over her price for some
adult fun. She told me I couldn't fuck her as she
was on her period but I knew something was up and asked
her flat out if she was a tranny. She looked at me wearily and slowly nodded her head. I assured her I was into tranny sex and she relaxed and asked if I was into just a quicky or a longer more relaxing session back at her place. Of course I opted for th... Continue»
Posted by panteeluvr 3 years ago  |  Categories: Hardcore, Shemales  |  Views: 1392  |  
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poker night

one night,my ex wife decided to play poker for fun,bout 30 min of playing,we made more interesting,that on the next hand,the loser had to do what ever the winner wants.I lost on purpose,so then she said to take a shower,and shave off all bodyhair,legs,chest,arms,underarms,face.then meet back in the bedroom,where she laid out a very short black minidress,black lace garterbelt matching panties,lace stocking 6inch high heels.then she applyed makeup,painted nails,jewery,and wigI look in the mirror and saw this sexy girl standing there,she had transform me into a beuitifull female.she said now your... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 1392  |  
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My shemale girlfriend

I met Andrea out side a bar on the west end, she was outside smoking a cigarette, I started a coversation with something stupid like "you come here often?" she laughed and we started talking had a couple of drinks and exchanged numbers. Andrea is about 5"10", shoulder lenght dark red hair, nice green eyes, and full red lips.....our first date we met at her favorite resturant and she was dressed casual geans high heals and a tigh t-shirt, showing me her great ass, long legs and big round tits. we had a good date nothing happened but a small kiss out side her cab........Date number to we met a... Continue»
Posted by rockerroller 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1391  |  
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