Shemales Porn Stories
Page 61

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: 1394  |  
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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: 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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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: 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 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1395  |  
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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 10 months ago  |  Categories: Voyeur, Hardcore, Shemales  |  Views: 1392  |  
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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: 1391  |  
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Caught in the act

After my first encounter with John’s dick, I couldn’t get it out of my mind. Two weeks later we met at a friend’s party and we talked about it. He was worried his girl friend might find out. I told him he had noting to worry about as I had as much to lose as he had. But I also said it was the best sex I ever had & wanted a repeat performance. He agreed it was fun but felt to do it again would be risky. I said all we needed was an excuse to go away for the weekend. I told him to leave it to me.

I happen to mention to his girlfriend later that John & I were thinking of going away to see a ba... Continue»
Posted by monkeynuts0 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1390  |  
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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: 1390  |  
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sissy wants to be black man's slut

Hi Sweeties! Guess what? Well, adult arcade sissy, Miss Terilyn Bardot, got her ass whipped but good the other night. It happen at an adult video arcade in Providence, RI.

One of the reasons Terilyn likes going there is because they could care less what kind of sex goes on in those preview booths. in fact they installed larger booths that hold up to 6 occupants. A lot of the adult bookstores, mainly the ones in Massachusetts, have signs posted to the effect of no sexual behavior allowed, or, one person per booth - violaters will be ejected...legal prosecution, etc. So that's why Terilyn lik... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1394  |  
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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: 1390  |  
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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: 1389  |  
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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: 1388  |  
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The Sissy Gene: The Ceremony

***THIS IS A SERIES BE SURE TO READ THE FIRST 3 STORIES I POSTED BEFORE READING THIS ONE***




The Ceremony
We waited back stage until the principal called us out. First he would talk about the school year, then introduce the Alphas, and then the Sissies last. I was so nervous and super cold, there must be no heater in the back, and wearing a micro bikini wasn't helping. Kevin had the smart idea to huddle together so we did. Our tight bulges would sometimes touch but it was worth it for the warmth. On the other end of the stage I could see the Alpha males. They were warring matching dre... Continue»
Posted by sissyslovebbc 22 days ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1392  |  
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m*****ing a young crossdressing slut part 1

my name is nasty jay as i love to m***** and play with sexy sluts and whores.

i am 58 y/o now and over the years of my live i have had fun playing around with all kinds of fun and kinky people in my life.

i am retired from the army some i got to travel the world as see and play around.

most people think that i am a nice kind of guy but when i get a change i love to be a nasty boy.

so when i was 48 and had just gotten out of the army. i was taking it easy for a year and staying home with the k**s.

no wife so what's a nasty guy to do but see what's going on during the day as the k... Continue»
Posted by nastyjay2 3 years ago  |  Categories: Shemales  |  Views: 1386  |  
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Impregnated by tentacles 2

Episode one of this story can be found here: http://xhamster.com/user/shemalecharlotte/posts/252264.html

I found myself in the morning laying in bed, alone, with that house empty I started to feel horny, cheeky thoughts popping into my head about when I was impregnated by the tentacles and my first experience with them and what they could do. I found myself getting extremely hard and couldn't help but strip naked and lay naked in my bed and touch my cock as it pulsed rather strongly in my hand. I thought about my big cock sliding deep inside the small teen girl after my stomach growing huge... Continue»
Posted by shemalecharlotte 7 months ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1385  |  
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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 9 months ago  |  Categories: Shemales  |  Views: 1385  |  
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first time i had a shemale

It was no secret to me that my victoria was bi; we had talked about it and I encouraged her to express and explore her bi side. When I managed to get us a date with a hot girl that was goth and always wears neon red fishent pantie hoes neon red and black corset with black skirt with neon green dragons she realy truns me on when i walk by her but, I decided to keep that a secret.
I took my victoria to a nice dinner, and while being seated our date for the night showed up and introduced herself. Hi im christina she said then sat down. We had a nice dinner, and on our way back I asked the girls... Continue»
Posted by gothicslave 2 years ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 1383  |  
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Never Wanted To Be Your Girlfriend Ch. 04

8:20am Monday Morning

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"...You can't be serious, Mike. There is no way anyone is gonna believe me," I whispered intensely.

I was sitting in the school office dressed in the patently ridiculous outfit Michael had picked out for me that morning, waiting to see the principal over my "disruptive" behavior. I just glared open-mouthed at Mike as he patted me on the head and smiled.

"It's gonna work great, Andi. Just trust me," he said, and then walked out of the office.

I watched him walk down the hall back to class, and it was then that I saw my mothe... Continue»
Posted by sparkyking 5 months ago  |  Categories: Shemales, Taboo  |  Views: 1383  |  
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Moms teaches son to become a sissy sperma slut

I never knew my dad.

That's not an excuse for what I've become – and that's not to say I need an excuse – it's just a simple fact that some people find relevant when trying to examine what I've become.

Anyway, he was killed in a plane crash before I was born. Technically, he was killed in a plane crash while I was being born, but he died without knowing that. He'd been overseas at a business conference when my mom called to tell him she was going into labor, and had boarded the first plane he could back to North America. Ironically, it wasn't that long, turbulent, twenty hour flight that... Continue»
Posted by momandboys 1 year ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 1382  |  
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