Shemales Porn Stories
Page 10

Weekend Party

I sat in Mrs. Myers’ senior English class. I was half nodding because I was up late playing Madden NFL 16 on my PS3 against my little b*****r. We split the wins one and one. I still can’t believe how he beat me. It was a lucky ass field goal attempt that went good. I lost by two points. I’m still kinda pissed if you can’t tell. Anyway, this old woman is going on and on about some shit I care nothing about. I winked at my girlfriend, Kara, who is across the room. Her smile can kill. She’s light-brown-skinned, tall for a girl, slim with a big booty. She’s gonna be class valedictorian and she’s t... Continue»
Posted by faggyboi 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  
3314
  |  
76%
  |  4

Busted

Busted
Nikkie Silk
“Happy is what happens when all your dreams come true," Stephen Schwartz
Sandy came into the bedroom where I was still dozing, holding a pair of tights in her hand.
‘Babe, I wouldn’t ask, but I’m so pushed for time and I’ve just laddered my last pair of clean tights. I desperately need some before I go to this client meeting.’
She held them up as if to prove what she was saying.
‘OK,’ I said, still half asl**p, ‘what can I do about it?’
‘Can I borrow a pair of yours, pretty please?’
My eyes snapped open. What did she just say? I rolled over to look at her and my hea... Continue»
Posted by nikkiesilk 3 months ago  |  Categories: Shemales  |  
2273
  |  
100%
  |  8

Rose 1

I was 14 and had discovered wanking and dressing in panties and nylons.
I don’t know what made me slip on panties and stockings the first time but one day at home alone I felt the urge to try on the white lace panties and suspender belt with sheer black fully fashioned stockings I found on my parents’ bedroom floor. Curiosity I guess but as soon as I felt that lace on my cock and the sheer nylon on my legs I was hooked and hard. I stroked my rock hard cock a couple of times and came quicker and more fully than ever before. After that day I wore whenever I could. I found I like tights and ot... Continue»
Posted by maninnylons 3 months ago  |  Categories: First Time, Mature, Shemales  |  
3761
  |  
96%
  |  6

INNOCENT BEGINNINGS

INNOCENT BEGINNINGS

"Did you take your vitamin, dear?" Ellen called from the
bathroom.
I rubbed sl**p from my eyes and picked up the pill bottle,
rolling a big tablet into my palm. "My horse pill? I'm doing it
now."
"Have you noticed any difference yet?"
"Nah. Vitamins are pretty much all alike." She'd gone on a
minor health kick a month before, insisting that I needed to lose
a little weight and take better care of myself. I hadn't
actually made it to the gym to work out like she was though.
"Where's my underwear honey?" I asked my wife, poking
th... Continue»
Posted by klammer 3 months ago  |  Categories: BDSM, Fetish, Shemales  |  
3223
  |  
88%
  |  3

My Journey part 1.

My Journey.


As I sat in a small bar in a pub I thought back on my life and how it had brought me a Fifty year old cross dresser to this place and time.
Back in the late 70s and early 80s all the top shelf magazines were full of “lipstick lesbians” dressed in sexy satin and lace lingerie in various poses so when I got hold of some of those magazines the connection was made between feminine beauty, kissing, tongues, sex, satin and same sex love so all that was to follow in my life seemed to follow on from that for me.
I had began to enjoy satin ling... Continue»
Posted by silknsatinxxxx 3 months ago  |  Categories: First Time, Gay Male, Shemales  |  
2276
  |  
100%
  |  6

My First Tranny Experience

I was in my mid twenties when I first became attracted to trannys. This was before the internet and it was harder to meet people, but I found an advertisement in a local newspaper for a TV named Susie who offered a massage service. I phoned the number and she sounded nice so I made an appointment.
I arrived on time at a small apartment block near the city centre. I was extremely nervous as I knocked on the door and waited for a response. The door was quickly opened and I entered, not knowing what to expect. I was very relieved as I walked in to see that Susie looked lovely. She was tall... Continue»
Posted by mjam21 4 months ago  |  Categories: Fetish, First Time, Shemales  |  
2660
  |  
100%

Crossdressing I Got Fist Fucked

I was feeling horny so I put on my blue satin dress with white polka dots, satin panties, my white satin gloves, garter belt & flesh colored stockings. Then I put on some deep red lipstick and lip gloss and topped it off with my blonde wig.

When I looked in the mirror and saw the sweet hot girl looking back at me I knew I'd find a guy who wanted to fuck me tonight.



I posted a picture of myself on Craiglist and within minutes I had half a dozen guys messaging me so I invited them all over.

The first guy who came to... Continue»
Posted by Doyoudeep 4 months ago  |  Categories: Shemales  |  
1329
  |  
100%
  |  3

We all shared the rent, and they shared me!

It was my Junior year of college, at that point I was mostly a closet cross dresser, with the exception of Halloween, and a few select occasions. I had been sharing a house with two other guys, and I they both knew I would dress, but we didn't speak of it, well until tonight. I was sitting around doing shots and watching tv with my two roomies, let's call them Jon, and Barry. Jon was a small skinny Korean k**, who was very much influenced by Barry, the all American boy, tall, blonde athletic. Back to our story, the three of us started talking girls, and fucking, and moved onto "would you if ... Continue»
Posted by smonkeys32 4 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  
5461
  |  
100%
  |  3

Christy’s Awakening.

“And you said you didn’t think you could do it!” John sounded surprised and to be honest I couldn’t blame him. He had just released his load deep inside of me with a loud moan. He was panting and trying to regain his composure and all the time I could feel him pulsating inside of me.

After what felt like an eternity he finally pulled out of me and rolled over. His eyes closed, he had the look that told me he was totally satisfied. I had surprised him this far, I thought, but I wasn’t satisfied, I needed more. John had woken the a****l inside of me. As he lay there, I slowly moved my ... Continue»
Posted by chuntercd1 4 months ago  |  Categories: First Time, Shemales  |  
2227
  |  
100%
  |  2

A Little Surprise For Neeta

I had been living with that woman only shortly but long enough she was very liberated. Should I go with another girl, that was alright as long as I used a condom. She also told me she had been with other women and that things couldn't get wet enough as far as she was considered. So one night I 'm in this neighborhoodbar in the centre of Amsterdam when a girl sat herself next to me. Long brown hair, black rimmed glasses. The girl nextdoor, but that special girl nextdoor.Miniskirt in Scottish design, a tiny top with ample breasts, nipples rimming the purple cotton.
Said she was a Canadian touri... Continue»
Posted by FetishFreddie 4 months ago  |  Categories: Shemales  |  
669
  |  
78%

sissyslave


This is a BDSM story - male on male, later male on sissy - with some f***ed feminisation.
Sorry it takes so long to get to the fem part! Part two will represent the pay off.

Sissyslave

By NancyBerlin


Martin is, or rather, used to be, a totally straight looking guy, not so tall - 173cm - with a
somewhat stocky build, but lean and lightly muscled from his years of
swimming. You could say he had something of a rugby player's
build. He was not so young - 47 - but he kept himself in good shape and
although gay there was nothing effeminate about him. All in all he was in no way
... Continue»
Posted by NancyBerlin 4 months ago  |  Categories: BDSM, Gay Male, Shemales  |  
937
  |  
83%
  |  4

Moonlight ride


I take a deep breath and open the door, it's a summer night, nearly dark. The street is quiet, dumb to the scandal about to unfold. I doubted anyone would recognize me, in my short fur coat, denim mini and trademark purple heels. Not unless they were a fan anyway :) I just need no-one to see me leave the house, once a few yards away, I could be anybody.

The coast is clear, I step out and shut the door as quietly as possible and walk away from the house, praying I don't activate the neighbour's floodlights. As I clear the first few houses, I relax a bit and a thrill runs through me. I... Continue»
Posted by christinasucks 4 months ago  |  Categories: Anal, Hardcore, Shemales  |  
1836
  |  
77%
  |  9

Mature Extreme Tranny Prostitute Part 3

I heard someone unbuckling his belt and shuffling behind me. He was obviously getting into position.
I felt a strong pair of hands on my buttocks opening me up before I felt a hardness inside me. His cock was quite thick and extremely hard although it wasn't very long. He held my hips as he pumped into me. My eyes were closed tight as he pushed himself into me. He was gasping and groaning as he pumped me full of his meat. He only fucked me for a minute or so when I felt him withdraw.

"Go on mate you - you next" said Dave as the next stranger took position behind her.
His cock also was ... Continue»
Posted by SexyTinaTV 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  
1324
  |  1

How Nick became Nicki. A sissy story

This is the story of Nick. Nick was straight.
It was Friday night and she was getting ready to go out, she had something special planned tonight. She had her favourite pair of red and black lace lingerie on, the panties cupping her round smooth cheeks, her light blue pencil dress that hugged her figure and gave her a passable cleavage, white heels that make her look sexy even though they squeezed her toes and rubbed her heels and she had barely got the hang of walking in them. She had done her make up too, as well as she could, a little eye shadow and a cherry red lipstick. Her stomach was af... Continue»
Posted by ilgreturns 4 months ago  |  Categories: First Time, Gay Male, Shemales  |  
5913
  |  
94%
  |  10

Hitch Hiking across Europe (part 2)

Sue and Gavin (I finally found out their names), were a working couple who both worked in the city and so left early Monday morning, before I woke up, and I awoke to find a note...darling Kaye ...stay as long as you want, we will be back on Thursday evening, so I rose showered and shaved all over , and had a poke around and found a wonderful maids uniform, sweet frilly dress with apron attached, beautiful silk seamed stockings, superb black basque with 8 suspender straps to hold up my stockings, and a cute bonnet.... oh I did look the part xxxx
So I wandered around the house and did some t... Continue»
Posted by gkaye1954 4 months ago  |  Categories: BDSM, Hardcore, Shemales  |  
1322
  |  
74%
  |  1

Origins of a Whore

The Origins of a Whore


I really became a prostitute by accident. Okay, well, not really, but sort of by accident. I had been going to a chat room online and found there were quite a number of admirers of t-girls, she males, cross dressers, chicks with dicks, sluts with nuts, whatever you want to call us. I hate the term drag queen because it is so demeaning and inaccurate. I much prefer to refer to it as dressing “en femme”, and call myself a “girl with something extra”. But I digress. There were a number of guys who wrote that they were interested in meeting and some were serious ... Continue»
Posted by Chrissycdslut00 4 months ago  |  Categories: Shemales  |  
4019
  |  
92%
  |  9

A New Sissy Maid


Chapter 1
It was a sunny, summer’s day as he walked up the front path to the unknown house, pulling a rolling suitcase behind him. It was really too warm to be wearing a turtleneck sweater, but bearing in mind what was under it, he really knew he did not have a choice. His heart was beating furiously, he was sweating, his palms were moist and his mouth was getting drier by the second. He had never done anything like this before. Well, he had come this far. No turning back now, he told himself, fatalistically, swallowing hard. At least, see what happens, give it a go. It’s an exercise in bu... Continue»
Posted by NancyBerlin 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  
1254
  |  
86%
  |  1

take at the mall

I was out shopping with my mom and this guy kept following us; overtime my mom was not looking he would grab his cock which was getting hard and bigger. I had no idea how he was not getting noticed by the other shoppers. I told my mom we need to split up so I can shop for my own clothes and would meet up at the food court in a hour. I found a baby changing room and did not lock the door and waited; he came in a locked the door; I was so hot and horny I thought my little cock was gonna explode in my panties. He grabbed my neck and ripped my yellow t shirt; “oh fuck” I thought what am I gonna do... Continue»
Posted by kellyblue66abc 4 months ago  |  Categories: First Time, Group Sex, Shemales  |  
6260
  |  
96%
  |  8

HOW I BECAME A SISSY SLUT



ok so I'm still extremely high and I'm on the corner of samo blvd and st andrews and we are now attracting multiple cars driving past and staring and i have no idea what I'm doing i was just so nervous being dressed like a CHEAP WHITE SISSY AND my top ts momma has basically made me understand that we are gonna stay here with about 6-7 other tgirls that are older and all are mexican and black,, they were yelling at me and saying that because I'm young and white I'm basically gonna be picked up any second,, i ws nervous to leave my top ts mommy erika and she promised that she won't leave my ... Continue»
Posted by daddyssissyLA 4 months ago  |  Categories: Anal, Gay Male, Shemales  |  
1751
  |  
45%
  |  3

Liquor Store Booty

“Barry,” called out Geneva Campbell. “Do you mind going to get a bottle of wine?” The attractive middle-aged woman made the request because they were expecting a visit from her cousin and his f****y since they were driving though the area. It had been years since Geneva had seen Marcus. On the phone with his wife, she was able to convince them to spend the night,

Barry yelled back, “Yeah. Give me a minute.”

The forty-six year-old, brown-skinned man shut down his game of Madden NFL 16 on his Xbox One. He walked out of the den to find his wife throwing together a casserole.

“Do I need... Continue»
Posted by faggyboi 4 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
2671
  |  
100%
  |  2