Shemales Porn Stories
Page 71

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  |  
1397
  |  
13%
  |  9

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  |  
1397
  |  
100%
  |  7

Never Wanted To Be Your Girlfriend Ch. 04

8:20am Monday Morning

---------------------------------

"...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 10 months ago  |  Categories: Shemales, Taboo  |  
1399
  |  
100%
  |  5

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 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
1396
  |  
99%
  |  12

The Perversion of Bev - Part 1: The Beginning

“Some fucking romantic weekend this is turning out to be” thought Bev as she sat alone in the hotel room. Phil had told her he’d booked something special to celebrate their Silver Wedding anniversary and she’d been so looking forward to a weekend away without the k**s. The first setback was a phone call from Phil to say he’d been delayed at work but she should still go to the hotel as planned and he’d meet her there. Now, with the Friday rush hour traffic clogging the A1, he reckoned he wouldn’t be getting there for at least another couple of hours. “Just wait till he gets here” thought Be... Continue»
Posted by Suveran 3 years ago  |  Categories: Anal, First Time, Shemales  |  
1396
  |  
99%
  |  7

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  |  
1400
  |  
88%
  |  5

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 4 years ago  |  Categories: Anal, Shemales  |  
1394
  |  
95%
  |  2

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  |  
1397
  |  
99%
  |  2

My Life as a Shemale Part9

It is now almost a year later and I am a year older, my hormone treatment has been going on for some time. The short version of the past few months seems some of the most poignant in my life but not conducive to this readership. My skin was getting softer, my body hair lighter and most important to me, I started to grow breasts. Sam was watching the whole process and thought that I would, some day, have nicer breasts than her. My oversized penis was still that but at this point I didn't mind. Cynthia, or Sin, lives with her mom in California now. The next night after I broke her Hymen she went... Continue»
Posted by gigi750 4 months ago  |  Categories: Hardcore, Shemales, Taboo  |  
1393
  |  
100%
  |  2

The Hotel Part 1

I knew when this started it would be like nothing I had ever done before. I drove up to the hotel early friday morning. I was checking in for seven days.
Seven Days of non stop pounding of my asshole, Strapons, Crossdressing, f***ed fem, huge dildos, and giant buttplugs are just a few of my fetishes, and I expected every fantasy to be fulfilled this week.
As I pulled up under the awning of the front enterance I was met by a woman in a French Maid uniform. I introduced myself, and said I was checking in fo rthe week. She smiled, as she opened my car door, helped me out of the car, took my ba... Continue»
Posted by NJStraponLover 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
1395
  |  
98%
  |  8

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  |  
1392
  |  
64%
  |  1

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 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
1391
  |  
87%
  |  7

The Politics of Dancing

"What the fuck are we doing here. Seriously?" I growled in his ear. I was still smiling, and I doubt anyone was going to be lip reading.

We were on the dance floor, my arms around his neck, slowly swaying to a crappy Lawrence Welk-wanna be band.

"You know what we're doing here, darling." His reply was sugar coated, sappy with his big grin. And why shouldn't he be smiling. He was dancing with the most beautiful woman in the place. The men were obviously jealous of his new trophy wife, and the women were too polite and too mannered to say anything directly, but their eyes said it al... Continue»
Posted by TransContinental 7 months ago  |  Categories: Shemales  |  
1388
  |  
89%
  |  7

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 4 years ago  |  Categories: Shemales  |  
1387
  |  
75%
  |  4

The unusual girl...and boy: part 2

Pt2:
After the night at my Aunt's house when I found out about Sam's secret, I spent the rest of the long weekend without seeing her, since she lived so far away from me. I called her and we talked for several hours at least ten times throughout the two days we were apart. When I went to school on Monday I couldn't wait to see Samantha. I had to wait for our lunch break since our only class together was history and it was the last period of the day. When I finally saw her I kissed her on the lips and she kissed me back passionately right in front of all the other students passing by during lu... Continue»
Posted by adblman 10 months ago  |  Categories: Masturbation, Shemales, Taboo  |  
1387
  |  
91%
  |  3

part 2 from taken in public

ello this is an adult story if you are not over 18 please close this page immediatly. This
story deals with crossdressing gay males if you are offended by this type of material please
close this page also.

Thanks for all the replies to my first story; sorry it has taken so long but school has
started (college for all you perverts=:) so I have not had much time to write.

As I left the movie theater my mind was racing; I could not believe what I had just did
and what that man did to me aswell. The hot air hit me as I left the movie theater; standing
on the corner waiting for th... Continue»
Posted by kellyblue66abc 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
1386
  |  
100%
  |  4

Playtime Stories Ch 2

2.

My cock is so hard as I write this. Occasionally, one hand strokes while the other types.
Most guys love a good blowjob. Most guys are afraid to try a finger in the ass, but love it after they do. Most guys want a woman to be a total wanton slut or act like the nastiest whore of their wildest dreams. Most women aren’t loose enough to be that “hot” or that incredible of an experience.
I picture myself as everything I wish I could find in a slutty bitch. You know, a total nympho who really will do anything and then ask for seconds.
Before I tell you about what happened th... Continue»
Posted by 6988slutty_rbckyy 3 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
1386
  |  
100%
  |  1

Old Black Carl (Part 4



There was no getting around it, now. Carl had total control over me with those photos, and I knew it. So many things could go wrong. Carl told me to clean the house before the football game started. He sat in his recliner and watched as I performed chores. It was hard to concentrate because, not only was I scared about the pictures, but Carl’s enormous cum load kept dribbling down my leg. It felt like there must have been a quart in there. After I had finished, Carl told me to shower, and to work on my makeup. He said it was going to be VERY important that I did it well enough to pass as ... Continue»
Posted by sissirandi 3 months ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
1388
  |  
100%
  |  2

He shared me with his friends

I was in an adult book store in Bradenton Florida. I had my sissy cloths on under my male street cloths. Once I was in a private booth I took of my male cloths and was left in my bra, panties, and thigh high stockings. Some lipstick and I was on my knees at the glory hole waiting to suck some dick. The first one through the hole was nice. Clean. I suck him for a while when he bent down and asked to come into my booth. I said sure and he went around to the door and I let him in. I dropped to my knees again and took his dick out and took up where I left off. As I sucked him I played with the nex... Continue»
Posted by firstknightd 3 years ago  |  Categories: Shemales  |  
1386
  |  
100%
  |  13

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  |  
1385
  |  
100%
  |  2