Shemales Porn Stories
Page 5

The special overnight bag

I did not want to have another boaring sales trip,so I packed up my special overnight bag for this trip. All the items a gurl would need to have a special trip. Inside were a few skirts some stockings and two wigs ( I can never decide)a few items so I could get clean and my laptop and camera.
After my sales meeting I went back to the hotel,took a long bath,cleaned myself and shaved everything smooth. Put on my make up ( this time I got my eyes perfect !) put on my stockings slinkey red skirt and this time I opted for the long black wig.

I felt so slutty walking down to the bar in the hotel... Continue»
Posted by sodeep2 1 month ago  |  Categories: Anal, Shemales  |  Views: 5809  |  
100%
  |  5

Dawns Early Light

Almost closing time and I was enjoying a wicked high but not quite d***k. Looking around the Bar I saw almost nothing that would make my night any better and thought I'd simply head out for home. The other Bars were letting out and people were sorting out their options and pouring into their vehicles or making last ditch efforts to not go home alone. The Cops were out in f***e in the area watching for belligerent d***ks and last minute d**g deals. I knew I shouldn't be driving so I thought I'd stop at a local eatery for breakfast. It was a popular place and a lot of folks coming and ... Continue»
Posted by Keith_Walters 1 month ago  |  Categories: Shemales  |  Views: 1559  |  
100%
  |  2

The Transformation part III

Since Mistress Anna had left me to sl**p with a vibrator shoved in my sissy hole It took a great deal of time before I decided I had had enough of the pleasurable sensation. It was long after she left that I actually slept. Despite the handcuffs and lease I found I slept amazingly well. Surprisingly being locked away in chastity was far from my mind. Then I woke up.

I felt someone step onto the couch where I was laying. When I opened my eyes all I saw was black and realized my eyes were covered. My head was grabbed and I felt a hand guide me to a lowering pussy. The taste said it cle... Continue»
Posted by fictiong 1 month ago  |  Categories: Anal, BDSM, Shemales  |  Views: 2033  |  
100%
  |  4

KANDY THE GREATEST AMAZON GODDESS THERE IS

Kandy I have become to know this incredibly hot sexy gurl the dream of my life is unfolding as I collect my baggage at the airport and climb Into a cab to take me over to Kandys residence ,My first time to Germany im thinking dreaming wild thoughts Kandy & the land of super giantess goddess never before have I met some one with super qualities ,super tall over eight feet tall in heels huge massive boobs almost 300 inches at fullest point of her bust arms that look like bands of steel so strong her strength was unbelievable until she showed me the video she made to show her raw strength no huma... Continue»
Posted by rachels_pimp 1 month ago  |  Categories: Fetish, First Time, Shemales  |  Views: 727  |  
100%
  |  2

Wifes Panties She knows..

I have always wanted to be caught. She doesn't know Im sniffing her panties every day. I time my escapades to match her schedule, and I always get rewarded with her cotton panties and the warm damp scent the hold. I am actually wearing a pair of hers right now...I can feel the wetness on my shaved ass as I am sitting.
Last week while we were traveling to visit her friend from college. We were staying at Pauls house, he hosted a nice party for us and 2 of his clients, after the fun they all had to travel out of town and left us there for the remainder of the weekend.My wife was really happy t... Continue»
Posted by wifes_pntylvr 1 month ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 4753  |  
100%
  |  5

Double Stuffed oreo

Met these two dark rich ebony beauties in this roof top bar, sweet and petite they were. Brown Sugar is what they called themselves. Brown has these baseball size titties with hard nipples. She stands at 5'9 with 3" heels, some of the fullest softest lips I have seen. Six pack, bun of steel WOW she can put a hurt-in on me. Sugar has long wavy hair mid of her back, eyes any man can get lost in. No tits just very large nipples,the kind to chew on. Thighs and cafes I would love to sink my teeth into. And some of the most sexiest feet and toes. These girls had something special going on.

We tal... Continue»
Posted by Gehld 1 month ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 3130  |  
100%
  |  3

Business and Pleasure: Seduced CD Pt. 1

It was a late dinner with clients in Zurich and I had been traveling all nigh on the redeye. By the time we got to the after dinner drinks, my head was swimming and my Ferragamo tie was loose. It was that dizzy jetlag and booze high where everything feels right as long as it's moving along. My clients were all well-heeled bankers and I sat in the middle of a large banquette able to survey the whole room. At one point a very distinguished gentleman at a tale near us who was with his knockout wife looked up at me. I assumed he was mad at us for being loud, so I smiled, expecting him to get ... Continue»
Posted by traveltrove 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1900  |  
100%
  |  5

couples sexual exploration

So here we are at our hotel room, on vacation for a week in Hawaii. This is our second night and we decided to bar hop. We had fun at the first bar, we stayed for three or four drinks (wife drink faster than i do), we were supposed to stay for one. We decided to hop to the next, this one bar was jumping! And not a line outside so we went in and head to the bar. This one girl started conversation with my wife as we wait for our drinks. She was petite a couple inches shorter then my wife with nice c cups tits, long silky brown hair looked mixed or Latina, pretty but didn’t think much of it. ... Continue»
Posted by welove2sex 1 month ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 5001  |  
100%
  |  10

The Story of My Life - Part III

High school years passed and it seemed that my cross-dressing days were over. I was regularly dating girls and was considering my past experiences with men as experimental.
When I finished high school I and the girl I used to date back then went for vacations together. We were in love and enjoyed our summer with lot of sex. She was to stay in my hometown but I was to leave my country to study abroad. All though initially we talked about keeping our relation in the end we both decided that a break up would be for the best.
On late August I left for my new hometown. I found a beautiful apartm... Continue»
Posted by georgette32hk 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 577  |  
100%
  |  2

Idle Hands

Idle Hands

They say that idle hands are the devil's playground. I know now that that
is true. My wife and I have been married for ten years. We are both
successful in our careers and decided not to have c***dren. We fell into
what can only be called a "funk". We both would arrive home at six
o'clock, eat dinner and spend the night staring at the television until
eleven, fall asl**p and get up the next morning and repeat. My wife had
remained thin and sexy, with an incredible ass and a pair of firm breasts
that would rival ... Continue»
Posted by brandiboots 1 month ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1453  |  
100%
  |  3

CD Maid Fantasy

Nervously, I knelt on the ground, and wait for Mistress to return. The whole day, I had spent cleaning her house, wearing my maid outfit, always making sure that everything on it was in order. It was difficult to keep the white stockings and gloves clean, but I had managed to do so, all while in 5" black heels, a lace-like maid outfit, and of course, a plug, collar, and cage to keep me from playing early. So I had finished my tasks, re applied my make-up, combed my short black, hair and had been on my knees for almost an hour: all as instructed. As it drew closer and closer to seven o'clock, I... Continue»
Posted by RosalynLee3 1 month ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 937  |  
92%
  |  3

Submissive desires



Submissive desires


Sometimes fantasy becomes reality. That can be something very satisfying,
or even terrifying.

I love erotic stories and am a voracious reader of stories on the
internet. My favorites are ones about trannies or cross dressers being
dominated and used to please men. That's what I love, both in my fiction
and in my own sex life, to tell the truth. I've been cross dressing for
years, having finally given in to my urges to dress up and be the best
sissy slut I can be, and let me tell you honey, I am good! Somehow I
became fascinated with b**st stories,... Continue»
Posted by klammer 1 month ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1813  |  
100%
  |  1

The Story of My Life - Part II

The story with Peter and Simon went on for several weeks. We were going at their place, dressing up there and had sex. In order to be able to shave our body hair me and Nick decided to join a swimming club. That way we could justify the shaving to our parents without raising any questions.
At the same time I was dating a girl with whom I have only reached foreplay. Usually I was seeing her on Fridays and Saturdays. As she had to be back home by 22:00 I had all my nights free for Simon.
I was now more experienced and I started to give him some really good blow jobs. But, this dressing issue... Continue»
Posted by georgette32hk 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 722  |  
100%

Memorable Nite Going Home

I remember it was late, I was meandering home after roaming thru a few bars downtown on a Saturday night That usually meant checking out one or two of the all nite Arcades hoping to maybe get lucky before reaching home. It seemed to be a slow night all around and I was about to give up and head out when I heard this woman say, "Are you looking for something baby?" I stopped in my tracks and looked into an open booth to the source of that voice. "Something like this?" There she was, Black wig, white fake pearl necklace, Black mini-skirt and white control top stockings, black three inch... Continue»
Posted by Keith_Walters 1 month ago  |  Categories: Gay Male, Shemales  |  Views: 2411  |  
100%
  |  1

The Story of My Life - Part I


It must have been when I was 14 years old; masturbation was an exciting new thing for me. I was picturing myself with older women (at 40s or 50s) who guided me around sex. One day, I don’t know why, I thought of myself as a young girl who was invited in a woman’s house. Innocent and naive. For a long period this was my favorite fantasize. I never thought that it could be something out of the normal as I was imagining having sex with women.
About one year later, I was alone at home as my parents were both at work. For some reason I cannot recall I tried my mother’s underwear and stockings. ... Continue»
Posted by georgette32hk 1 month ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2278  |  
100%
  |  4

Undercover Angel Ch. 04

Undercover Angel Ch. 04 - Transvestite on run is finally caught & fucked.



Michele blinked as the flash went off in her eyes.

"Ok; one more photo, and this time keep your eyes open for me luv ok?" the man behind the camera said.

Mike had done some research before he had ripped off Tony Leonardo and he had located a man named Harold Brown who could produce good quality counterfeit identity documents. Harold had agreed to provide Michele with a passport and a driver's licence in the name of 'Michele Nylons' using a fake address. Michele was having her picture taken so that the docume... Continue»
Posted by bi_hengst 1 month ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 555  |  
100%

Undercover Angel Ch. 01

Undercover Angel Ch. 01 - Mike goes undercover as a transvestite to escape crime boss.

When Mike Harris stole two point seven million dollars in cash from his employer, he knew that his life had changed forever. It's one thing to steal that amount of money from your bosses' safe; it's quiet another to steal it from a ruthless gangster who is heavily involved in narcotics, prostitution, gambling and murder.

Mike was Tony Leonardo's bookkeeper, accountant and financial adviser. Far removed from the seedy side of Tony's business, Mike laundered the money, hid it in offshore accounts and inv... Continue»
Posted by bi_hengst 1 month ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 719  |  
100%

Undercover Angel Ch. 02

Undercover Angel Ch. 02 - TV on the run from the mob is f***ed to suck cock.


Tony Leonardo discovered that he had been robbed of two point seven million dollars by Mike Harris at ten o'clock on the 15th July; by then Mike Harris, in the guise of his alter ego, Michele Nylons, was sl**ping in a cheap motel a few hundred kilometres away, just over the Victorian border.

As soon as he discovered the money was missing from his safe Tony knew that Mike had stolen it. He didn't know whether he was more pissed off with Mike for stealing the money or for stealing his books. He knew that he co... Continue»
Posted by bi_hengst 1 month ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 793  |  
67%
  |  1

Undercover Angel Ch. 03

Undercover Angel Ch. 03 - Transvestite in hiding f***ed to fuck.


Steve Marshall rolled into Wodonga and met with his contact; the manager of the Best Western Motel. The manager had spotted Michele's blue Ford and checked the guest register and discovered that the driver of the Ford, a 'Ms Mary Smith', was currently occupying room 113. The night clerk had described the woman to the manager; and then the manager had contacted Steve. By the time Steve Marshall arrived, things had taken an eventful turn.

"Tell mister Marshall what you saw," the manger told the night clerk.

"Dude, that c... Continue»
Posted by bi_hengst 1 month ago  |  Categories: Fetish, Mature, Shemales  |  Views: 926  |  
100%
  |  1

Michele And The Predator Ch. 02

The Predator was satisfied with his first taste of the woman who he had bent over the kitchen table and held captive; but he was far from finished with her. The snooty bitch had been taught her first lesson for the evening; his warm issue dribbling down her stockinged legs was evidence of that. "I bet she's never been taken in the rear before," he thought to himself. He was still befuddled why she was wearing pantyhose under stockings though? Maybe she had really bad varicose veins or maybe her legs were just pale and untanned? These society bitches were all so vain about their appearances, th... Continue»
Posted by bi_hengst 1 month ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 633  |  
100%