Shemales Porn Stories
Page 80

Tammy's Fantasy Field Trip

Tammy's Fantasy----a short story
A pretty cross dresser goes camping alone in the high country. Thinking he/she is all alone, she dons her favorite outfit which happens to be a lot like the one worn by Julie Andrews in the Sound of Music, only very much shorter and frillier. It is a perfect day as the sun is shining and there are some fat clouds drifting by to provide a short relief from the suns rays. She decides to walk out in the green meadow away from the trees where she is camped. As she nears a bubbling brook, she thinks she sees something move over by the bend in the creek that h... Continue»
Posted by cdtamara 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
  |  6

part 2 from taken in public

ello this is an adult story if you are not over 18 please close this page immediatly. This
story deals with crossdressing gay males if you are offended by this type of material please
close this page also.

Thanks for all the replies to my first story; sorry it has taken so long but school has
started (college for all you perverts=:) so I have not had much time to write.

As I left the movie theater my mind was racing; I could not believe what I had just did
and what that man did to me aswell. The hot air hit me as I left the movie theater; standing
on the corner waiting for th... Continue»
Posted by kellyblue66abc 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
  |  4

Impregnated by tentacles 2

Episode one of this story can be found here:

I found myself in the morning laying in bed, alone, with that house empty I started to feel horny, cheeky thoughts popping into my head about when I was impregnated by the tentacles and my first experience with them and what they could do. I found myself getting extremely hard and couldn't help but strip naked and lay naked in my bed and touch my cock as it pulsed rather strongly in my hand. I thought about my big cock sliding deep inside the small teen girl after my stomach growing huge... Continue»
Posted by shemalecharlotte 1 year ago  |  Categories: Group Sex, Shemales, Taboo  |  
  |  4

Pai-chan’s long walk home

School-gurl Pai-chan took the short-cut home from school, through the Sakura sweet smelling woods one Friday after class. The trail went past an old hut and as she approached it, a masked man jumped out from behind her, grabbed her by the arms and slipping a ball-gag into her mouth, d**g the sexy gurl into the hut.

There was a dirty, stained mat in the hut and her a*****or threw Pai-chan onto it. He lit a cigarette, his eyes glinting through the mask as he watched her struggle uselessly against the bonds.

“No... Continue»
Posted by tuckpussypeachpie 6 months ago  |  Categories: Fetish, First Time, Shemales  |  
  |  5

Preparing for master

Having stripped naked in the small windowless change room provided for me I admired my smooth, slim figure in the full-length mirror as I adjusted my CB6000 cock cage that I had been wearing under my jeans during the long train and bus ride from home. I briefly played with the padlock locking me in chastity as I a nervous tremor ran through my body with the thought that only he had the key to unlock my cage. My painted fingernails and toenails and navel ring were my only adornments so far, the bright red nail polish a vivid contrast against my even, lightly tanned skin. I turned side on to the... Continue»
Posted by jojosissy 5 months ago  |  Categories: Shemales  |  
  |  7

My First Time with Brian.

Heya there boys and girls! My name's Nicole and i'm a pre-op transexual from the UK, by chance I came across this website about a month ago and despite noticing that most of the user's seem to be madly perverted (lol) the rest seem civil enough to the point where I thought, "why not share my stories?" Who knows? You might just get a kick out of them. ; ) x

Back when I was 17 I had been cross dressing for just over a year, I was never tall (5'5 if you must know) and didn't have a masculine frame to boot (I guess I was always meant to be a girl - clearly haha) ANYWAYS one weekend when I was o... Continue»
Posted by NicoleB90 1 year ago  |  Categories: Anal, First Time, Shemales  |  
  |  2

Gang banged in bondage by shemale co-workers

I had just got home when my cellphone started to ring. When I anwered I heard my boss on the other end of the line. And she told me to come to her house for some "Fun" in a very ¨seducing voice.
After I took the buss there and walked up her driveway I kept wondering if my great looking boss and her sexy secretary was gonna tie me up again. The first time had been a real suprise but I had still enjoyed it in the end.
When I knocked at the door her secretary opened it and beckoned me in.
When I came into the living I came to the conclussion that I would be tied up again. There was bondage equ... Continue»
Posted by Ankakalle 4 years ago  |  Categories: Shemales  |  
  |  4

xdresser roxxi,s mistress is my wifes s****r

For a long time now i have wanted to see a mistress but as i am married its hard to get the money to pay for the services of a professional so i have not been able to fullfill my fantasy that was until last week. The adult store i go to to get all my sex toys has a billboard and people put up a picture and what they are into sexually .Its basically so like minded people can meet to explore there sexuallity . I went home took some sexy pics wrote out my add and my email so people can contact me .In my add i described what im into and ... Continue»
Posted by foxxiroxxi 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
  |  3


It's a Friday night. I'm at the hotel, it's 9pm and I'm half an hour late... The usual. My make-up's done, not to heavy yet, and I've got on a basic outfit that won't draw too much attention as I pass through reception. But I got my bag packed and the attention will come later. A quick scan of the room - have I got everything? I always forget something - but I think I'm good to go.

Ten minutes later and I'm in my boyfriend's car, heading for his place. I'm not ready yet and he knows it, so he's driving fast. Later I'm in his spare room, adding layer upon layer of make-up, fixing my long blo... Continue»
Posted by chemicalgurl 1 year ago  |  Categories: Shemales, Taboo, Voyeur  |  

A First Time Out

I'd always fantasized about going out to a bar or a club, dressed as a woman, and after a few drinks managed to find the courage to do so. By the end of the bottle of wine I was dressed up and ready to go, suspenders, stockings, a corset on so tight it was hard to breathe underneath a loose, knee length skirt and close fitting top. My make up was done, a touch up of lipstick after the long black wig had been smoothed down and the last of the wine polished off.

I'm always told I look gorgeous when I dress up, but I'd never been out before. Before it had just been for other people in private,... Continue»
Posted by amylee-jones 1 year ago  |  Categories: First Time, Shemales  |  
  |  1

Changing desires

Sat night 06/06/15

I had tried to open myself up all Fri night with no luck. I had a good enema, it took fucking ages to get clean. I did some poppers used my smallest toy to open up for the bigger ones. To no avail. My hole would not co-operate with my & my fellas attentions. I had closed up & my fellas tonguing had little effect, which totally got me pissed off as he is so good at it. Normally this always work if i'm a little uptight (happens sometimes).I had worn my hole out I pouted & pouted. I was beginning to get very forlorn as I felt I had let my fella down. Lots of pouting & sad fa... Continue»
Posted by lolawylde 5 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
  |  3

Woke up in a fuck

This is a small story so dont get pissed off k?

Wednesday 2:00 AM
I woke up not realizing where I am and looked around.
I saw panties,boxers,bras,and about 5 guys fucking sl**ping girls (3 girls) i saw that my shirt and bra was off but my skirt remained untouched.
somehow i was atracted to them fucking so i watched and jacked off. About 5 minutes later i came over a guys sl**ping face. then i thought,"Why not try it out?" So i slipped on a rubber and got some lube and carefully slipped in and fucked him. It wasnt long b4 he woke up as soon as i took my rubber off and came on his face ag... Continue»
Posted by FuckmyhornyAss 4 years ago  |  Categories: Anal, Group Sex, Shemales  |  
  |  6

STORY of SkyDancer

Let me tell you a little bit about myself I'm five feet 10 inches tall around
220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer.
Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort
Lauderdale, when one night I heard a commotion in the parking lot. There were
several men beating up a beautiful woman, when I tried to break it up I ended up
getting very banged up myself.
Her name was misty, she thanked me for helping her and asked if I need a ride
home since I was so beat up. I told her I was just doing my job but since my
glasses we... Continue»
Posted by ClassicCockx 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
  |  3

One experience with two blak men!

Hello again this is EvA…I am a 40 year old tranny. I do not consider myself a cross dresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine lady boy. I have been taking also hormones for 4 years, on and off and I already saw many changes…my boobies are growing, becoming poutier and have sensitive nipples. My skin is sooo soft and my hips are getting bigger giving me a pear figure… I also see changes in my feelings, being more sensitive and sometimes I cry when I watch a romantic movie…haha. One of the biggest changes also is that I am alw... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
  |  6

General Jackson's Unlikely Legacy.

Please note that this is not an erotic story but rather a story of Civil War and Civil Rights. Please forgive me if you have come looking for titillation and found it not. This is a different kind of story but an adventure nevertheless.

General Jackson’s Unlikely Legacy.

It would, I suppose, be hard to discern the link between a peaceful English park full of happy revellers in the year 2012 and a tortured bl**dy battlefield in North America in 1861. It would take, in fact, the sort of mind used to connecting up apparently unrelated dots; the sort of mind that... Continue»
Posted by Mikebasil 2 years ago  |  Categories: Gay Male, Lesbian Sex, Shemales  |  
  |  8

Sissy boy and ... a shave

It’s a Saturday night. I’ve been talking with this guy online for a while now trying to determine if he and I are the right fit…. and also work up the balls to meet up (…so my balls and much more can be worked over). We’d spoken about a whole bunch of things whilst chatting, his fetishes, mine, and what both of us would like to do to the other / have done to us. From this it all seemed pretty enticing so we teed up a night we were both free to dedicate to debauchery. Thankfully for me my instincts were accurate when we meet, the guy hadn’t hyped it up, or just completely lied about what he loo... Continue»
Posted by littlebum85 8 months ago  |  Categories: Fetish, Gay Male, Shemales  |  
  |  6


People think I'm complicated

I'm not complicated as much as I am free of discrimination and others opinion over the true identity of who I am. See regardless whether one agrees or not I am not male, nor am I female either. I exist in a truth that is outside sociological normality. Our society got stained with the residue from over thousands of years of misleading. ONE small faction of mankind tried and semi temporarily successfully created a definition that has tried to eliminate the true existence of ALL people. (temp because: it is statistically logical that over that time technology an... Continue»
Posted by TSKristy 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
  |  5

The High Bidder Gets Chrissie

High Bidder Gets Chrissie

My BFF Kelly belongs to an Alternative Lifestyles Club and her being a member always seems to affect me.
Several times a year the club hosts what they refer to as a "Slave Auction". The rules behind the auction state that
certain members who are selected by random draw are required to bring a date or guest to the auction. The members'
guest/date for the affair must agree to become participants in the evenings "slave auction." Agreeing to participate in the
auction means that at the close of the evening the newly acquired "slaves" are the property of the pers... Continue»
Posted by chrissieCD 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
  |  8

Trip to The Nashville Gloryholes

When I lived in Nashville, I never did totally “trannie” up, but I would just go"gay boy" with some white short shorts, maybe hot pink panties that show thru, some mascara, a little base and blush, flip flops with hot pink toe nails. I would visit every glory hole (when they were still there ). My shaved legs were tanned from the summer, the girls and guys were checking my ass out. Got a grin from the token sales lady and headed back. (the first one was the 5th Ave Bookstore everyone has a hard time finding). Saw a hot black guy in a booth, peeked in and pretended to not know how to operate th... Continue»
Posted by CuteGuy2Use 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
  |  4

show me her cock

I hadn't done much partying .I was a mum all too young and a good one .But now theyve fled the nest and I am catching up on lost freedoms .
I am a single women we got on great except 10 years ago I lost them forever.A car crash.It took years too feel anything like horny.Id try sometimes really hard
spending good money on pumps pills and penis props .I was showing flesh to debt collectors and all in aid of getting turned on.
The only thing tat worked was a growing facsination with a new girl in opposite appartment.Why I felt hardend nipples and aclitoral buzzing as I had to... Continue»
Posted by looberry-Cunt 2 years ago  |  Categories: First Time, Shemales  |