Shemales Porn Stories
Page 119

The Developing of Emma Part Seven

Her suitor made a point of using public transport in taking Emma to a very up-market retail district with many boutiques and large fashion stores; he got as much of a thrill as Emma did, in parading her for all to see. Emma tingled all over and the crotch of her panties was wet with excitement as she strutted on her heels through the crowded streets. Some women looked at her as if to say ‘what a slut’; the men and boys just smiled at her seams and tight bottom, Emma looked good enough to eat. The excited sissy stalled at a large store with a display of delicious looking heels and feminine b... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, Masturbation, Shemales  |  
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Nylons in the Office

I work in an office where attractive women are few and far between. There is one analyst for whom I would die for one torrid lesbian affair.

She's blonde, blue eyes, 5'7", 110ish, mid 30's and All-American good looks. Yesterday, I was briefing our director and she was sitting behind me. Since the weather has changed, she has switched from dress slacks and heels to skirts/dresses and boots, and she was wearing her leather boots with black nylons, black pencil skirt, and a nice fitted blue blouse.

As I finished talking, questions started being fired around the table. I leaned back in... Continue»
Posted by noellejordan 3 years ago  |  Categories: Masturbation, Shemales, Voyeur  |  
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Jasmine cuckolds me

Hello, my name is Tim. I am a 30 year-old married man. I have been married for five years to my wife Danielle. She is an absolute beauty of a woman. I remember when we were married, I felt like I was the luckiest man in the world. Since I am no hunk myself, standing at just five foot six and extremely lanky, I felt like I didn’t deserve such a nice, gorgeous wonderful woman.

Let me describe my wife to you. Danielle is five foot seven, fair with blonde hair. Her bright blue eyes and charming smile are a delight to behold. Although she is 28, she has the body of a twenty year old, through reg... Continue»
Posted by leokingin 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
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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  |  
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A Gender Bent- losing control.

"Nick was it" david asked as me Him and Kandi sat in the living room of Kandis Posh apartment in NYC. "Yea its short for Nicholas" I said. "I figured: he said smugly. "So Kandi told me you have a Nice ass, any chance you would let me fuck you?" David said happily. "I don't Swing that way" I muttered. "oh come on" David said. Kandi Fucks me, I fuck kandi we all fuck each he other " he laughed out. It will be fun. "Sorry david" I said."Its ok Nick" He said.

My head was still zooming from he d**g Kandi gave me in my drink earlier and David notcied its effect on my. "so david is like my pimp a... Continue»
Posted by youngprboi 7 months ago  |  Categories: Fetish, Group Sex, Shemales  |  
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Moving to a Retirement Community

Chapter 13
(This chapter, as well as the next one, is dedicated to a reader who has become a big fan of this story. I've chatted with him several times and in one of those conversations he mentioned something that stuck in my mind. He knows who I'm talking about and I do hope he enjoys these next two chapters. I will also give credit to those who inspire me with ideas to use in my stories, whether intentional or inadvertent. Thank you very much, T.)
That afternoon I was out doing my daily walk around the neighborhood I met a very interesting woman for the first time. Her name is Barba... Continue»
Posted by eprise01 2 years ago  |  Categories: Mature, Shemales  |  
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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  |  
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Cold flour

Caught



Kneeling on the cold, concrete floor beside the toilet, dressed in lingerie and wearing pink lipstick waiting for the door to open, my mind kept going around in circles to what led me here, wondering if I could have done anything different to prevent it.
I remembered sitting on the toilet, I looked at my bight pink nylon and white lace panties, resisting the urge to play with myself. They looked so lovely against my pale, shaved legs above the stocking tops and garter straps. I blushed slightly and smiled at what a dirty little pervert I was to wear lingerie under my stre... Continue»
Posted by klammer 1 day ago  |  Categories: Anal, BDSM, Shemales  |  
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Tranny sex

I dressed in her bathroom. Comfortable nylon stockings and my black body with suspenders, black thong, my beautiful silicone breasts in C-cup and between blond wig with ponytail up on my left shoulder. High heels had to wait this time. Then I pulled on my red short dress in jersey. He who runs away from each other so good around my body and butt and let my tranny cock visible as a bulge in the front. Her breasts hung heavy and stuck out in the red dress.

She came out of the bedroom and met me with a warm hug and a nice kiss, tongue against tongue. She was really horny, my fair transvännina.... Continue»
Posted by sindy_trans 3 years ago  |  Categories: Shemales  |  
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A recent dream

The following is a note that I sent to my girlfriend of 20 years about a dream that I recently had:

My dream started out with you kissing me goodbye as I left in the car for some conference in a big city. I wasn't fully aware of where I was going other than that I was going away for a couple of days. When I arrived at the hotel and checked into my room, I put two suitcases up on the bed, which was strange. I stood there wondering why I had two pieces of luggage. I quickly opened the suitcase that I remembered packing which had my toothbrush and change of clothes for the day. It had bee... Continue»
Posted by sleeplessone4u 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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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  |  
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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  |  
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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  |  
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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 8 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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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 3 years ago  |  Categories: Shemales  |  
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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  |  
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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  |  
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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  |  
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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 3 years ago  |  Categories: Anal, Shemales  |  
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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  |  
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