Shemales Porn Stories
Page 66

A dirty Fantasy

Before I start this it would be in a perfect world with no d**gs and disease. This is one of my fantasies of being used just for others dirty pleasure.
I show up at the house dressed in normal clothes, thinking we are just getting together for a few beers or what ever. While we are sitting around, one of you hands me a pair of lace crotchless panties and tell me to go change into them. I do as i am told, and upon re-entering the room I see a bench set up in the middle of the room and the floor around it covered in plastic. I am asked to lay face down on the bench, and I do as I am told.
... Continue»
Posted by Lookingforkink 11 months ago  |  Categories: Fetish, Group Sex, Shemales  |  
1930
  |  
100%
  |  1

First Time being fucked by two men!

I was at a Jewelery convention in Florida and my friend and I decided to go out and see what Orlando had to offer before our late company arrived ;). (Now we are two young women in our twenties and both athletic toned me hazel eyes and brown hair tan skin and her brown eyes with brown hair and fair skin!) We ended up going to the House of Blues. We started dancing with a few guys but none of them turned me on and I was ready to get fucked that night! Finally after going to the bar I spotted two sexy men dancing with these older ladies. I thought they can't be with them could they? Well one loo... Continue»
Posted by Seksapilen 3 years ago  |  Categories: Hardcore, Shemales  |  
1927
  |  
35%
  |  9

Sissy For My Flatmate, Chapter 1 – Caught In

My heart was racing as I gazed up at my flatmate, there was an something of an evil gleam in his eyes as he looked down at me and my mind kept jumping back to the events that lead to this moment.

I'm a closet crossdresser, yet now my flatmate (whom I managed to hide my “hobby” from for the past six months) had me on my knees, wearing what I can only describe as the sluttiest clothes I own, hands cuffed behind my back, waiting for the “surprise” he had planned.

The previous night:

Work can get pretty stressful, I'm not complaining – I enjoy my job and I have my own ways of dealing with... Continue»
Posted by Yosho 4 years ago  |  Categories: First Time, Shemales, Taboo  |  
1921
  |  
95%
  |  9

The Transformation

I woke up in a daze. It had been a night of drinking and all I could remember was everything eventually getting fuzzy. My head was spinning but that was the norm after a friday night "study night" with my friends. Most everyone was out of town but I had still gotten a ride over to my friends apartment. Anna and Heather's place, Anna is a tall redhead. She has lovely pale skin and a bigger build. Not fat just broad shoulders, massive tits, and a fitting frame. She never looked fat just healthy, always in good physical condition. Although she made me look ridiculous. I'm scrawny and 5'1... Continue»
Posted by fictiong 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
1919
  |  
100%
  |  9

The urge to go to an ABS


The urge to go to an ABS soon popped into my head and to further add to the excitement, to go as a guy, but dressed underneath. To those you who go to an ABS, dressed underneath, I'm sure you can relate to this.

The first time I did this I wanted to suck a cock....like to good gurl should. After all, what's the point of dressing as a slut and not being one...and when I dress as "Jolene", I AM a slut. This was, may be, 12 yrs, ago. I told work I was on jury duty and planned the whole day around, getting dressed, going to this one ABS and actually sucking a cock and watching porn.

The on... Continue»
Posted by keripinkpanty 5 months ago  |  Categories: Shemales  |  
1919
  |  
100%
  |  10

Our recent strapon session

While the Mrs. loves to see me dressed, she doesn't like me sharing but I have to recount our most recent strapon session...

We hadn't "played" in a while, so I told her that I was going to look for some new clothes, a new wig and a new toy for her harness. I figured it was time to move into more intermediate dildos. I went on to Adam & Eve and bought something called the Legend Anal Pleaser. It came a couple days later and we just had to try it out.

I wanted to be really clean for her, so I asked for an hour to get ready. I gave myself a good enema, shaved (face and cock) and showered. ... Continue»
Posted by NCogNeato 2 years ago  |  Categories: Anal, Masturbation, Shemales  |  
1917
  |  
100%
  |  2

Tgirl dominated by school Mistress

Mistress said I should tell how I first became sub so here goes.
While I was still at school I was very thin, hairless body, high pitched voice and long hair in the most girly look I could get away with. I had started wearing panties under my trousers and I thought nobody knew. Well one day I was told to see the head of year immediately. She was terrifying to us boys, in her 30's, tall, thin, long brown hair in a severe style, she would wear heels with metal tips to announce she was coming from a distance. Very sharp manner and uncompromising.
In her office in front of her desk I stood ... Continue»
Posted by SapphireSomeday 2 years ago  |  Categories: Anal, Shemales  |  
1915
  |  
100%
  |  4

My wife dressed me and used me like a slut

I think you are about ready my wife “Jen” exclaimed and she rotated me towards the mirror. My cock was already rock hard and sticky soaking the silky panties as I looked at my reflection. I gazed at my blonde shoulder length wig bounded into two braided pig tails, my face heavily coated in foundation, my eyebrows and lashes painted dark, around my eyes multi shades of blue and my lips a glossy pink. I could feel the silky tiny cup bra as it rub across my nipples, I could feel the top of the multi colored leggings clasping my thighs with the feeling of the tiny skirt that just covered my pantie... Continue»
Posted by Zeffer1 4 years ago  |  Categories: Anal, Group Sex, Shemales  |  
1913
  |  
99%
  |  7

University Fun 2

The following night Pete and I both told our friends we needed to study so would be staying in.
Pete gave me a white bra, French knickers, suspenders and white silk stockings, He wore the black outfit I had first seen him in.

As we dressed in front of each other our cocks stood erect and struggled into our panties.

I walked over to Pete and held his lovely hard cock and began stroking him. He moaned as I built my rhythm after a few minutes I felt him tense and a warm sticky mess began to ooze into my hand. I looked him in the eye as I lifted my hand to my mouth and for the first time ta... Continue»
Posted by webbyhose 2 years ago  |  Categories: Gay Male, Shemales  |  
1913
  |  
100%
  |  1

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 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
1913
  |  
100%
  |  5

My afternoon getting some(true story) BB creampie

It was a Sunday afternoon and I was emailing with a guy I just met on craigs list. I was having a few drinks while starting to get in the mood. We exchanged phone numbers had a little chit chat on the phone, he told me he was straight but always wanted to experience a TS. Well this is the type that I love to entertain. So we set up a time to meet and gave him directions. I quickly jumped in the tub to wash up, shave my legs, gave myself a enamma. I had a couple hours before my man would arrive so I took my time doing a really good job my makeup (especially we where meeting during the day time)... Continue»
Posted by sarahcd_legs 4 years ago  |  Categories: Shemales  |  
1912
  |  
98%
  |  23

My new ladyboy- LittleLi - Part 1

It was nice to meet my new freind littleLi. I met her at the library at college one day and was immedietly attracted to her. Her long dark hair and big brown eyes, with a lovely sweet smile. She was wairing a little cropped T shirt with a hello kitty picture on it, showing off her smooth honey coloured tummy, cut off denim shorts, white frilly ankle socks and black patent pumps. I thought to myself, only an asian girl could wair little frilly laced ankle socks and mary janes and get away with it! I had known for ages i was bi, so i was not suprised that this fanatastic girl standing in fron of... Continue»
Posted by igglepiggle 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
1910
  |  
95%
  |  6

The Cop & The Chubby

-Wyd?
-Watching TV. You?
-Laying in bed dick hard thinking bout your fag pussi hole.
-Oh wow!
-Come over tonite. My wife is getting ready for work. k**s are sl**p.
-What time?
-Be here at 11:30. You can stay til morn.
-OK.
-You know the drill. Park at the Krogers on Wynnton. Text me and I’ll come pick you up.
-OK Daddy. See you soon.

Russell Jones put his phone back on the nightstand. His wife of nine years exited the bathroom fully dressed in her scrubs. She kissed him before heading out of their two-story Dutch Colonial style four-bedroom house. She was on her way to the hospital... Continue»
Posted by faggyboi 5 months ago  |  Categories: Anal, Gay Male, Shemales  |  
1911
  |  
100%
  |  4

Tgirl Jill initiated by 3 BBCs at nightclub

I'm a white whore blonde bubble butt Tgirl BBC fuck slut living in Las Vegas. I love it here because we get many big black studs who cum here to be serviced. I dance at a private unadvertized no-name shemale club off the strip which caters to big black studs only. I love the thrill of being on stage and "slut-dancing" to tease all of those big black studs. I absolutely love, love, love to tease BIG BLACK COCKS of any size or age until they are rock hard and dripping wet with precum...just the way I love them.

The stage has many floor fans, red spotlights and several mirrors along each side ... Continue»
Posted by tgirljillforbbc 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
1909
  |  
100%
  |  3

One of my true experiences...a unexpected opportun

So I had this wedding to go to, and at the time I was dating a Russian girl named Vicky...it wasn't serious, mostly just a sexual relationship. She was a sexy girl who knew it. At first she didn't want to be my date but after some convincing she agreed to go. The night of the wedding I picked her up at her house. She come out wearing a sexy tight blue roughed mini dress with shiney tan pantyhose, beige high heels...her makeup and hair were perfect, with her amazing tits just teasing you in the tight dress. She looked so amazingly hot.

The wedding was a great time with drinking and dancing.... Continue»
Posted by Sarahaspencd 2 months ago  |  Categories: Shemales  |  
1909
  |  
100%
  |  2

Sexual Fantasies 001

One of my sexual fantasies is what I call "f***ed anal orgasms" or "anal ****"

Everything starts with a date with a shemale scort. I arrive to her flat and a 185 tall woman, dark skinned and with a femenine figure, opens the door. She invites me to get inside with a toothpaste advertisement like smile and a long curly hair. She takes my hand and gides me to a room with a king size bed with black sheets.

She sits me in the bed and starts asking me
-What would you like to do, honey? Do you want me to start blowing you and then you fuck me in all fours? Or would you like a girlfriend expe... Continue»
Posted by Auspex 9 months ago  |  Categories: Anal, Hardcore, Shemales  |  
1903
  |  
90%
  |  1

Jayne's Story Part 2

My story now continues in 1978, I was no longer seeing my earlier lovers, & had moved to London,& to become friends with Dave,a guy I meet in a disco one friday. I would normally get the last train back to my West London bedsit,but Dave insisted I stayed at his apartment south of the river,so we went there.Being very d***k,neither of us was shy talking about our private lives,& I told him I liked wearing womens clothes,& was in fact wearing a bra & panties as we spoke. Dave said he didn't belive me,so I removed my jumper & shirt exposing the black 36a bra underneath & dropped my jeans to pro... Continue»
Posted by tvluver2008 7 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  
1904
  |  
100%
  |  2

Double trouble

First of all this is a true story. My name is Jessica Judd and ive been dressing for 15 years. Ive always been interested in putting on panty hose and panties but it wasnt till about 7 yrs ago that I really took it to a whole new level.

Ive been with a couple guys while dressed but my last episode stole the show. I decided to rent a room at a local casino and gamble a little so I decided to take several outfits and all my accessories just in case I get wild. While at the casinos I began to loss my money too quickly so I decided to slow down and have myself a couple drinks.

It was then ... Continue»
Posted by jessicajudd 2 years ago  |  Categories: Anal, Shemales  |  
1902
  |  
100%
  |  4

SheMale Pussy and Cock


I once had a friend who always said "never fuck anything you can't bench-press". He was right, the biggest benefit of having sex with someone smaller and lighter than you is you can lift them easily !

On a recent trip to Thailand I couldn't take my eye's off a stunning, short, tiny but beautifully proportioned woman sitting on the bar-stool close to where I was eating.

She had a silk-blue clinging chinese style wrap on with a huge slit running all the way up her thigh revealing a beautiful tanned leg. The outfit was buttoned all the way up to the neck, but her (37?) bre... Continue»
Posted by Niggle 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
1902
  |  
100%
  |  17

tranny

Let me tell you a little bit about myself I'm five feet 10 inches tall around
220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer.
Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort
Lauderdale, when one night I heard a commotion in the parking lot. There were
several men beating up a beautiful woman, when I tried to break it up I ended up
getting very banged up myself.
Her name was misty, she thanked me for helping her and asked if I need a ride
home since I was so beat up. I told her I was just doing my job but since my
gl... Continue»
Posted by verdeintenso 2 years ago  |  Categories: First Time, Shemales  |  
1900
  |  
100%
  |  1