Shemales Porn Stories
Page 16

How My Life Changed

How My Life Changed Chapter 1

My wife Mary and I had been married for over eight years and I thought
our life was very good. She was an attorney for an important law firm
and rapidly rising towards a partnership. She made a lot more money than
I did in my job as a fast food worker. That didn't bother me as much as
it might have many men. We had a nice house and lived well. Mary is 28,
5'6", 120 pounds and had 38D breasts. She is a beautiful brunette with
brown eyes. I am 5'8", 140 pounds and used to taking orders from the
people I work for. As my wife gained more power ... Continue»
Posted by klammer 4 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 6437  |  
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A Girl To Remember

Senior year is supposed to be the best year of high school. For me it was absolutely remarkable. Junior year, second semester, I went to the office for my teacher. A girl I liked helped in the office for her free period. She was Japanese with long black hair that fell down her back. She had icy blue eyes that were accented by her black eyeliner. She had on black lipstick, black converse, and a black and purple skirt with black pants on and a black t-shirt with purple letters that read, “If you think you’re normal. You are weirder than me and I’m a Goth.” She looked like a little Gothic fairy. ... Continue»
Posted by nightheart13 4 months ago  |  Categories: Shemales  |  Views: 1570  |  
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First anal

A guy who longs for his ass to be fucked is afraid of realizing that he is gay, he goes to the transsexual bar and meets a girl who later turns into a shemale, this is when his dream is coming true…

Andrew was a very simple guy. He was not aggressive, very quiet and nice. Actually he was not quarrelsome, just a man of peace. But we all know that still waters run deep. Over the past few years, Andrew had longed for being penetrated. Vehemently. He needed to be bent over something and fucked thoroughly. He didn’t consider himself a gay, but anyway he felt the hard need for some anal penetrati... Continue»
Posted by vosmou_vrot 4 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 2091  |  
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Julie earning Syl's tranny(?) cum with suckin

Julie
Whacha doin'?
*Sits down on her knees in front of you and undoes your pants*

Sylveria
*Lifts her legs up, resting them on your shoulders, hooking her ankles together against the small of your back* Im watchin' the youtubes

Julie
*Lightly kisses along your inner thighs, moving a little closer to you with each kiss*
Would you be terribly upset if I sucked your cock and let you cum in my mouth?

Sylveria
*Lets out a little giggle* I think I could let it slide.. *Slowly rubbing her thighs against your cheeks*

Julie Monroe
Oh goodie...
*She kisses the bulge in your undi... Continue»
Posted by noin007 4 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 720  |  
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Totally Cucked

Linda tells me that she has a great surprise for me tonight. I have to have a shower and shave my cock and balls and ass for her as she has tols our guests that we should all be well maintained for the evenings entertainment.

Linda is already dressed for the evening, in a sheer red swimsuit and her 9 inch platform heels. I am to wear a pair of lycra boxer shorts. When I arrive downstairs from my shower Linda introduces me to our guests, Lex and Bianca. Lex is a black man also wearing a pair of boxers which outline his massive cock and Bianca is wearing a matching white bikini top but is als... Continue»
Posted by adventureousmale 4 months ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 2506  |  
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I gave a blowjob to the taxi driver -TRUE STORY-

It's a 100% true story like the rest of my stories (Although it took 2-3 hours to seduce the young repairman *see: Airconditioner repairman laid some pipe*)

I never really liked clubbing unlike my best friend B. but she was really into that and therefore, i did accompany her several times despite enjoying the scene myself.

I went to clubbing on a Saturday night as usual with my best mate B., it was almost 23.30 when we arrived due to heavy rain that hit the region. Although it was rainy, the club was very crowded and packed with every kind of people - drags, lesbians,gay couples and e
... Continue»
Posted by Slave4str8twinks 4 months ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 3528  |  
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Cinnamin Gets Sugared



Cinnamon Gets Sugared!

I'd been acheing for weeks to meet a new friend, a sexy little wench who goes by the name Cinnamon. What a doll, a figure to die for, eyes that sparkle with the magic crystals of life. And such a sexy mind, full of the most lustful juice of her ever quick wit and tongue. Cinnamon wanted something special, a diversion from the ordinary and of course, I had the most lovely idea for her!

I've always thought there was a bit of lesbian in Cinnamon, but like a lot of people she was unable to go through with the actual act of making same sex love. To give my precious ... Continue»
Posted by Tigerpaw46 4 months ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 1001  |  
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Date Night (femdom classic)

DATE NIGHT (femdom classic)
A wife turns her husband into a sissy slut who is f***ed to service other men and women.

Tonight was"Date Night" and as usually was the case, I'd spent
the day in a high state of anticipation. My wife, Chris, and I had
created the "Date Nights" several years ago to merge our divergent
sexual desires into a mutually satisfying relationship.

My sexual tastes ran to the more exotic side of the spectrum bondage,
f***ed oral sex, prolonged sessions, feminization and role
reversal were exciting fantasies for me. Chris playing the
dominant role was a... Continue»
Posted by ssspspb 4 months ago  |  Categories: Fetish, Shemales  |  Views: 5510  |  
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Becoming Lisa

From when I was as young as 9, smooth and long blonde hair, I was always dressing in my older s****r's panties and bra, panty hose. My breasts were kinda girlish and i had long nipples that would get hard when I played with them. I was older now, but still only had a small 4 inch cock when it was hard. At least I could cum when I played with myself like this. We lived on a lake in the country in Texas and one day, I was playing with myself in the bathroom, in her pantyhose and bra one day when I thought no one was home and Linda, my mother's college roomate, who was visiting, walked in on me. ... Continue»
Posted by 1superhornyguy 4 months ago  |  Categories: First Time, Mature, Shemales  |  Views: 4833  |  
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Satin Tranny Bride in the Sun-Part 2

A blushing bride I was not. I was all woman. I stood transfixed as I looked at myself. I was in awe of the creature I had created. I had feelings I'd never felt before. I was horny, yes my cock was rock hard but I felt more. It was pure lust. I had a hole and I wanted it filled. I wanted a man inside me. I needed a cock inside me to make me his and I needed it now.

I was aching.

I was snapped from my trans by my phone. It was 11 am and Phil was parked in my driveway. I thought I'd be nervous but I couldn't get started soon enough. But I had to be patient and work my plan so I could ple... Continue»
Posted by SatincdAus 4 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1514  |  
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3 weeks in Thailand

6 weeks ago I went to Thailand – Koh Samui for a 3-week holiday just to get out of the system.

I was on my own, in my 50s, divorced and mainly hetro but enjoyed a passing gay experience with “Jon” from a now closed down massage parlor in Manchester UK (told that story a few months ago). So went to Thailand - thank god for Viagra – to fuck a few hookers, get d***k and have a nice break. The bars at Chewang Beach were crowded and “factory like” , full of tit and sweat and I didn't like them. The girls were “well worn” and “routine” if you get my meaning – “me make you fucky fucky long time” ... Continue»
Posted by jimtheman699 4 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 3111  |  
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Satin Tranniy bride, Fucked in the Sunshine - Part

This is a Fantasy I'd LOVE to come true.

I am a late 40s CD/TV who is VERy bi curious. I have been dressing for many years but only recently found what I like and what I want. I love satin, have a smoking fetish and love talking dirty online. I requent most of the usual places online and many chat rooms.

I met Phil online while i cruised one day and we chatted for many weeks. We shared the same fantasies and turn ons. He lived close by which surprised me. He was mid 40s, married with c***dren. His wife had been I'll and so he wasn't getting any sex. He was polite and we often spoke ve... Continue»
Posted by SatincdAus 4 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 978  |  
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Airconditioner repairman laid some pipe -part 2-

Oh he knew i was not a genetic girl from the beginning? I told him '' Do you mean i am not hot enough to be a girl?'' He replied ''Nooooooooo honey, you got me wrong!! You are super ultra hot, do you think would i let you touch me if i didn't find you attractive?'' I was relieved by his answer, knowing i am totally passable and confident in my looks. He continued '' I was just trying to say your round booty drove me crazy since the moment you opened the door to me, i was afraid i was going to lose my control and **** you, it was so hard to hold myself from fucking you and behave, didn't yo... Continue»
Posted by Slave4str8twinks 4 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 642  |  
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SUBMISSIVE PANTYHOSE FEMME

Marcus is coming round tonight and I have the house all to myself. He wants me dressed and ready for him. Good! I am aching for his meaty black manhood and looking forward to tasting his cum.

He has given me instructions as to what I must wear and I know exactly what will turn him on most. I have the requisite clothes and hope he will like what I have done. The only change I have made is that I have no panties – I hope he likes the black seamed stockings I am wearing.

I take my time getting ready. The first thing is an enema to make sure that I am nice and clean for my man. I go into th... Continue»
Posted by blkice2u 4 months ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 1311  |  
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Redcoats

Here is a little fantasy of mine.

My wife and I are staying at a holiday village, and there are a lot of competitions and things going on. For a laugh we decided to enter me in the men dressed as female competition, which was to be held that night. I have never told my wife that I like dressing in her clothes, and although I think she suspects, she has never said anything. To my surprise it was her idea to enter me, "....to get into the spirit of things.." she said.

As the competition came closer Jen decided which clothes I should wear. She dressed me in her lace bodystocking, lace top... Continue»
Posted by tvtammi 4 months ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 1791  |  
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Trapped and Trained Sissy Ch. 18

Trapped and Trained Ch. 18
I don't remember much to how I got here from the previous night, mostly just flashes. I remember the limo pulling into the parking garage and seeing the redness behind my eyelids as we passed under the various lights before it crept to a stop in front of the elevator. Mitch climbed out, then Vivian stirred me awake and led me out, still wearing just my red latex leggings, gloves and black heels, dried cum sticking to my legs and pulling at my skin as I walked. Mitch quickly slung me over his shoulder and strode to the elevator, his hand resting on my ass as he walke... Continue»
Posted by hpm12 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1152  |  
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Trapped and Trained Sissy Ch. 15

Trapped and Trained Ch. 15
As I took my first steps forward, feeling the leather straps of my dress slide across my smooth skin, Miss Vicki placed a hand on my shoulder and spun me around to face her.

"Oops, with all of this excitement I almost forgot the most important thing of all. Now, let me fix your lipstick while I let you in on a little secret."

She reached into her bag and pulled out a black velvet bag. Reaching inside, she held a black tube of a deep red lipstick. She applied that as well as some strange looking lip gloss with what looked like bits of glitter in it. After she w... Continue»
Posted by hpm12 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 941  |  
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Trapped and Trained Sissy Ch. 16

Trapped and Trained Ch. 16
I slowly opened my eyes, feeling how heavy my eyelids were and how cloudy my vision seemed. I was drowsy, as if I was fighting a bad hangover and still a bit d***k from the night before. I didn't know where I was - it certainly wasn't the room I had fallen asl**p in, my last memory being drinking some fluid that was supposed to offset the chemical imbalance in my system that was causing a need for me to ingest cum. I shuttered as the vivid details from the night before came rushing back through my mind, closing my eyes tightly and shaking my head to try and f***e th... Continue»
Posted by hpm12 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 767  |  
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Trapped and Trained Sissy Ch. 17

Trapped and Trained Ch. 17
Walking back into the suite, I felt the cold air blowing on my wet skin, causing shivers to flow through my entire body and goosebumps to pop up. Also, another undesirable effect occurred as I felt my nipples become hard as rocks underneath my bikini, which was a detail that did not go unnoticed by Vivian. As soon as the door was closed behind us, I heard the shower running, meaning that Mitch was awake. I felt her presence behind me and then her hands running up my legs and onto my ass, feeling the small bumps and continuing upward until her hands were atop my brea... Continue»
Posted by hpm12 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 800  |  
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Trapped and Trained Sissy Ch. 12

Trapped and Trained Ch. 12
I sat down on the couch, completely spent, staring at the screen with the "Blowjob 101" title flashing on the screen with images of women in various stages of sucking a man off. I noticed that there was a 7" pink dildo on the side table, which I certainly hadn't left there. I decided to lie down for a bit and began walking back to my bedroom only to find that the door had been locked with a similar electronic lock that was controlling the front door. The spare rooms were locked as well, leaving me no option but to be in the living room where my assignment was waitin... Continue»
Posted by hpm12 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 949  |  
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