Shemales Porn Stories
Page 114

My night as a woman

My name is Samuel Adams. Not the famous one, just a regular one. When I woke up today, it was like any day. It was Saturday so I didn't have work, and I slept till god knows when. I felt funny though. My head was fuzzy and my stomach kind of felt weird. I felt hungover but I honestly didn't drink the night before. My chest was really tight too. Like something was hanging off my shoulders.

I was walking around my home for evidence of my roommates. They were no where to be seen. The house just felt empty like things were missing. Like they moved out the night before. There was furniture in th... Continue»
Posted by slamadams 1 year ago  |  Categories: Fetish, First Time, Shemales  |  Views: 662  |  
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Roleplay on skype

This is a roleplay I had with a girl over Skype, I thought it was hot enough to share it. It stops a bit abruptly because she fell asl**p before we could finish. Warning: i****t themed.

Eliza Rei: I mean, I couldn't trust my devious little s****r just like that, right ;)?
Paprika: .. true. :x
Eliza Rei: Now, what should we do with lying little s****rs?
Paprika: .. nothing. :(
Eliza Rei: But then how are you going to learn how to be a good s****r to your bigger s****r?
Paprika: .. I.. I don't know.
Eliza Rei: Exactly, you don't know anyt... Continue»
Posted by saerlaith 1 year ago  |  Categories: Shemales, Taboo  |  Views: 662  |  
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One of my Favorite Gurls

I'd been seeing this one shemale perty often about a year once or twice a month she was everything you would want in a gurl she wore about a size 10 womens shoe always with 4" to 6" stiletos heels which made her taller than most about 6'2" to 6'4" she was a big gurl in all sense of the word she had a 40" c bust, a 30" waist and about a 40" hips, beautiful big sweet ass her cock was also hugh about 8" and about 3 1/2" in diameter it was so sweet I just loved to suck it and have her shove it into my ass. She would slip her cock up and down my ass crake this would get me so horny that I'd almost ... Continue»
Posted by rafael0058 4 years ago  |  Categories: Anal, Shemales  |  Views: 660  |  
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TRANSLESBIANS [this is a true story ]

When I first got married in 1992,my exwife,and I were getting along well,everything inbetween,ecept for sex,either I was stressed out from work,or somthing else.well one night we were talking in bed,and were dicussing what we wanted to try out in the bedroom.I'd say well blindfolds,and being tied up sounds nice,or even whipcream,and some type of cream dessert,where we would smear over are bodys and lick it off.but then it happen,I told her that I use to dress in drag,she replied what?she new what I was talking about,and went to raing hell.after a few hours of arguing,she finaly calm down,wasn'... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 660  |  
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LORI AND MICHELLE IN HOT TRANNY LUST

[image]NY LUST[/image]

"Let's go get some cock, Baby" said Michelle, all painted and dressed as an absolutely flaming drag queen; she flipped up her short miniskirt as she wiggled her naked ass. "Check my pussy, Honey". She bent over, legs spread wide thrusting out her ass, parting her cheeks with long red nails as she pulsed her pussy open and closed, her smooth balls glistening with her dripping pussy juice, her sissy cock dangling. Lori was at the mirror putting on even more lipstick and gloss. "Ummmm, I love it Baby, you are such a nasty bitch... Continue»
Posted by tvsllutmichelle 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 660  |  
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cumsquirter

I spent night at girlfriend's house last month, her older b*****r walked in on me while i was naked in bed, jacking my 7 inch shemale cock off to porn, have 34c tits, he did not know that i had a cock, so i asked him if he wanted to suck my cock. He put his mouth on my cockhead and cock and sucked me for about 5 minutes, then i came so much spunk in his mouth, he liked it. Then i jacked him off all over my tis, they were covered with his hot cock juice. We see eachother all the time now and cum all over!... Continue»
Posted by cumsquirter 4 years ago  |  Categories: Shemales  |  Views: 659  |  
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My first BBW

The 1st time I had sex with a BBW I was 17. I had sex before that but never with a big girl before but I had seen some BBW porn before and I did like it.

The girl wanted me for months (she had told me afterwards).She was latina, probably about 5'7, and weighed somewhere from 180-200lbs if I had to guess. We would go to the park and she would always bring liquor and we'd share stories of sex. I remember the 1st time I wanted to fuck her she had these tights on that made the outline of her ass and thighs look so plump, so delicious. I tried so hard to hide my dick as it was getting hard.

F... Continue»
Posted by BangxNiggax27 1 year ago  |  Categories: Sex Humor, Hardcore, Shemales  |  Views: 662  |  
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I want you used!

I'd been Will's little CD slut every time that I'd overnighted in his city for about a year. That was one night every other week. He was always very good to me, bringing wine to my room and spoiling me with his gentleness as he had his way with me. He loved to have me lie still while he teased me all over with his tongue and feathers, sometimes fur gloves. He made me crazy with desire for a good hour before finally fucking me or having me suck his beautiful cock. One night he told me that he was being transferred and our time together was about to come to an end. He asked if I'd indulge him... Continue»
Posted by dana213 4 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 658  |  
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My real story



I couldn't believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him.

It had all started two weeks earlier when I had posted an ad on Craigslist. Up until this particular posting I had always been pretty bland..."Willing to do anything."

Now what I had written was the following:
"Young 48 year old, looking for an older man, early to mid sixties, still sexually active willing to be my top. Would love to get together and decide what our roles would be and then keep them going whenever we meet. I am a submissive who lo... Continue»
Posted by lookin02 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  Views: 658  |  
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"Call Me" (a Chrissie Conway story)

"Call Me" (a Chrissie Conway story)

Shortly after I'd finished college I had a job with an import-export business whose main office was located
near the cultural center. This area of the city was home to a small arts college, a large public library, several bookstores
a small upscale hotel and a couple museums. I often spent my lunch hour in the tea room of the art museum. The tea room
was actually an open air courtyard located in the center of the museum building. Besides providing a peaceful setting
where you could enjoy a light lunch, the place always seemed to be a good place for... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales  |  Views: 658  |  
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Happy Birthday Roxxana

Sooo on your 23rd birthday my sexy Brazilian and Colombian tranny I have a planned a day for you like no other. Its the night before your bday and we are in Manhattan at Marquee in Chelsea having a great time together. Your dancing one me with that big brazilian booty and those 38DDs almost falling out of that short black dress you have on.

I see a female bartender is staring you down and I go over and tell her, "tomorrow is her 23rd bday, you wanna come out with us?". She says "fuck yes!" She tells the manager we have a birthday and we ended up getting free bottle service. We take shot af... Continue»
Posted by andreu20 1 year ago  |  Categories: Group Sex, Shemales  |  Views: 658  |  
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CD Driving While Dressed

I was making a 400 mile trip going south. I was driving
alone and wanted to dress up in my favorite outfit for my
day trip. After leaving home, so my wife would not know of
my traveling attire, I went to a nearby shopping center to
change into my outfit. I parked my truck in the parking
lot in an area that was not too busy with traffic. I
hurriedly removed my male clothes and reached into my
travel case to get my wig and black bra which I put on. I
then inserted my breast enhancers and looked down at my
chest to admire my large breasts. Next I slipped on my
black 6 strap g... Continue»
Posted by Shadyterri 4 years ago  |  Categories: Shemales  |  Views: 657  |  
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Weekend i will never forget(Part 1)

I hadn’t seen Cindy for nearly 2 years, other than a quick lunch as She passed through town last year. We text or IM almost every day and talk on the phone every few weeks. We had been coworkers for many years and remained very good friends to this day. I would say that She is my best friend as I have been able to confide in Her about things I have never told anyone. In addition to being a very trusted and loyal friend, Cindy is beautiful and very desirable. I still can’t figure out why some man hasn’t swept Her off Her feet and married Her. She is truly amazing.
As I said earlier, I ... Continue»
Posted by wannabesubformt 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 657  |  
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Fun With Frilly Socks and Mary Jane Shoes

As I walked into the bathroom to take my evening shower I noticed that my
daughter's cute pink mary jane shoes and a pair of her white frilly socks
were laying on the small dressing bench. The socks had each been
separately placed just inside each shoe's opening with great care,
certainly not the usual way she would have normally removed and discarded
them by flipping the shoes off in 2 different directions and then pulling
off the socks, turning them inside out and balling them up. No....this
seemed as if tender loving care had been given to the delicate items. So
unlike my daughter.
... Continue»
Posted by ankletsguy 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 656  |  
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Cumming of Age

When I was younger I can remember summer vacations with the guys. We were a small group of six or seven close friends. I can't remember who made the suggestion but we would set or stand in circle facing each other and masturbate. I'm sure that is when I first sensed a curiosity of having sex with another guy. I know I've always enjoyed watching another guy get off ever since those early days. Glory holes would cum later.

When I got older my sexual thoughts pointed me in the direction peep shows. It was pretty much an age of sexual freedom when the only worry was how fast could I get a... Continue»
Posted by milkmanj 3 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 655  |  
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The Night With A Transgendered Angel Pt.1

Her name was Steph. She stood about 6'5 in her heels. She was white very mature she was 50 years young. She wore a blond wig with seductive red well manicured nails. Gorgeous for her age,tall and slender with b cup natural breasts she developed from hormones. When I thought it couldn't get any better she had a fully functioning 7 inches cut fairly thick. She was an all bottom girl though. But I did get the privilege of sucking it. My name is John by the way I'm in my mid twenties,stocky athletic build,very handsome with a impressive uncut 8.5 inch dark black cock. So,me and Steph met at the ag... Continue»
Posted by yungn1234 2 years ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  Views: 656  |  
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My Girlie Fantasy part 3

Suddenly among the Eden of pleasure Ken was providing, the
doorbell rings like thunder as lightning strikes burning away the
sacred garden. Ken curses under his breath while he gets up to go
see who it is. I quickly sit up & fix my clothing as he walks to the
door, watching him as he goes. Almost as soon as he disappears
around the corner he returns proclaiming that it is his b*****r that
he hadn't seen in years then disappears again to let him in. I feel a
bit of a chill roll down my spine as I hear the door open & them
talking loudly. I stand up as Ken walks around the corner with... Continue»
Posted by multiplierx 4 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 655  |  
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came to play pt.2

I must have dozed off, when I came to I was being felt on by the janitor who I knew well, he seemed to really enjoy what had taken place, infact I dare say he has quite the soft spot for girls like me... Well anyway we chatted to ease the tension from me and we both finally got interested in fun time, he removed his cock which was roughly 4-5 inches and I asked him if I made him cum would he help me get home.. he chuckled and said if you make me cum ill give you a ride home and dinner honey... I slurped him down quickly, but he took forever to cum, I tried everything even as far as putting him... Continue»
Posted by reefermcrevolver 3 years ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 654  |  
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Young Sissy






Young Sissy

bysmittysimon©

Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.



I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck with needles, filling me with horribly persuasive dreams of ... Continue»
Posted by klammer 1 year ago  |  Categories: BDSM, Shemales  |  Views: 660  |  
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A Night to Remember pt 2

I had no idea where we were going and I couldn't ask because of the gag, I started to get worried.

It seemed like hours till we stopped but I guessed it wasn't that long. Then Mistress finally spoke.

"Now I have a special treat for you" she said. "You have been doing so well sucking my strap on that I thought I'd put it to good use.

"I have driven us to a local dogging site for you to suck cock like a true whore.

"Don't worry about your safety, your wrists and ankles will be tied together so you can't escape. All of your zips and buckles are locked so nobody can do anything other t... Continue»
Posted by sissy_paige 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 653  |  
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