Shemales Porn Stories
Page 61

My fate

Oh dear!

Remember the self-confident, virile, young, up-and-coming business executive, with the trophy wife, you were, or were pretending to be, on your wedding day?

Look at you now!

An emasculated, sissy faggot locked in chastity, made up like a pretty girl, dressed in stockings,and high heels and panties, prostrate and helpless before one of your wife’s lovers, as he pumps your mouth full of his residual cum after he has pumped her to delirium!

You thought, when you true on your first pair of stockings and panties, that it was just an innocent curiosity. You kept doing it, taki... Continue»
Posted by sissyteri 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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University Fun

I was 18 and had was in my first year at University.
I had chosen to go into a hall and to my surprise found I was sharing a room.

My room mate was called Pete. He was a bit taller than me well muscled and very butch. We got on well and had lots in common. We both did alright with the girls and were both enjoying being away from home,

The only thing I missed was being able to slip into some panties and stockings or tights for a nice wank and to fantasise. I had being slipping into my mums panties for 7 years and occasionally stealing my friends mums or s****rs. I had not plucked up cour... Continue»
Posted by webbyhose 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
  |  4

Curiosity Part I

“Alright, Jason, that concludes your orientation. You can go ahead and get started,” said the chic manager of the retail clothing store that catered to juniors.
“Thanks, Melanie! I’ll talk to you soon.”

Shortly after she disappeared Jason was walking the perimeter of the store performing his security detail. Standing at just under six-feet-four-inches and weighing about two hundred forty pounds Jason Pitts, caught the attention of one of the sales associates.

“You gonna keep us safe from all the project chicks,” quizzed the short and slender chocolate employee.
“Yeah I guess. I doubt t... Continue»
Posted by faggyboi 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
  |  6

When I first met Joanne

I was home in Melbourne looking over Craigslist seeing what was on for offer.

I enjoy pussy and cock so was looking at all the sections and then came across t4m.

So had a look and found a advert for a mid 30's tranny wanting a guy to come over for some fun.

Now I've enjoyed watching shemale porn and so sent a message.

It wasn't too long that I got a response from Joanne.

Anyway getting to the chase. I rang the doorbell and I was met by a very attractive woman.

She introduced herself as Joanne.

We sat on the sofa and got to know each other.

Her hand then began to ru... Continue»
Posted by petelovespussy 1 year ago  |  Categories: Anal, First Time, Shemales  |  
  |  2

My First Time

It must have been 4 years ago.
I was alone and curious, and had been for a while now. I had plenty of girlfriends and knew I was not gay. I just never had feelings for guys, only women. But sex..... sex is sex I thought.
Looking at pictures, watching videos, toying with myself while dressing up in panties and other girly things, had kept me amused up until now. But my desires had grown too strong.

I had frequented a few chat sites, getting into kinky conversations with guys, loving the way they all hit on me and tried to seduce me. It drove me wild and gave me more confidence all the whil... Continue»
Posted by MissieUK 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
  |  18

A little role play sex chat session with a new f

To be continued .....?

freakyericaI would greet you dressed all sexy in stockings garter and a g string smelling of my fav Victoria's Secret Heavenly perfume I would take you by the hand to the bed and have you stand at the edge while I sat with you between my legs and began to rub your cock threw your pants and gently blowing my hot breath on it threw you pants and slowly taking it out and licking the head down to the base and then licking and sucking on your full and swollen balls back again I take you all into my mouth as you put your hand on the back of my head gently grabbing my hair... Continue»
Posted by freakyerica 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
  |  4

Venice had car trouble

Venice was having one of those days, she had a tough day at work and as soon as the clock hit 5:00pm she hurriedly got to her car and pulled away just as the rain started. Venice’s commute was very long. It took her an hour each way. She knew that it would take longer in the downpour she was in. As she pulled onto the highway she looked down and noticed that the her already too short denim skirt had ridden all the way up to hip and she is soaked. She sighed heavily thinking that her day couldn’t get any worse. But she was wrong. Less than halfway home her car suddenly bucked and stalled. She p... Continue»
Posted by veniceC 1 year ago  |  Categories: Shemales  |  
  |  1

Angel Buxoms nite with Mr. Supercock

My huge stud Mr. Supercock held me by my little hand and led me into his private elevator to take me up to his private residence leading me over to a seat ,sort of like a throan sitting down in it he lifted me onto his lap and was squeezing my huge tits through my sexy new bra ,"Fuckin huge tits you have my little slut as he mauled them with one hand his other went for my tinny throbbing clitty his big strong fingers engulfed my entire clitty/cock the second he touched me I came a huge gush of cum blasting through my sheer panties into the palm of his hand jetting out a small load maybe a bit ... Continue»
Posted by rachels_pimp 1 year ago  |  Categories: Gay Male, Shemales, Taboo  |  
  |  4

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 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
  |  1

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 1 year ago  |  Categories: Shemales  |  
  |  3

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 1 year ago  |  Categories: Anal, First Time, Shemales  |  
  |  3

Julie earning Syl's tranny(?) cum with suckin

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

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

*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?

*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 1 year ago  |  Categories: Fetish, Hardcore, Shemales  |  
  |  4

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 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  
  |  1

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 1 year ago  |  Categories: First Time, Hardcore, Shemales  |  
  |  4

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 1 year ago  |  Categories: First Time, Masturbation, Shemales  |  
  |  1

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 1 year ago  |  Categories: Fetish, Shemales  |  
  |  7

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 1 year ago  |  Categories: First Time, Mature, Shemales  |  
  |  7

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 1 year ago  |  Categories: Anal, First Time, Shemales  |  
  |  7

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 1 year ago  |  Categories: Anal, First Time, Shemales  |  
  |  3

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 1 year ago  |  Categories: Anal, First Time, Shemales  |  
  |  1