Shemales Porn Stories
Page 82

my shemale GF part 4

I am now pretty much living at Christys place along with Ashley. So Ive reverted back to my 13 year old self of having wet dreams, and its really annoying especially waking up with a puddle in the bed. Chrisy went shopping, while i was just chilling and smoking weed with Ashley. Christy walks in and pulls out pull-ups, and says "Here this should help with the problem." Ashleys geeking out (histarically laughing) Christy says "You shouldnt be laughing we're all wearing them...." She throws Ashley amd me one. We all take off our pants, and pull them up, they were very comftorable suprisingly, th... Continue»
Posted by germanface 2 years ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 747  |  
82%
  |  2

Alex Two: The Next Time.

Part Two of ??? (there is another series I'll start too, Hopefully its not too
repetitive and my fetishes aren't showing too strongly. heh. That is sort of a
prequel to this, I guess. I had forgotten about it till just now when I found it in a
misnamed folder.)


Alex Two: The Next Time.
By Alex Shouse.

Chapter Three - Hard Work.

I had stayed there for awhile long after he had left. Long enough for my own cum to start drying
where it had spattered. The inside of my mouth felt thick and coated, with a slight acidic aftertaste,
And my jaw was a little stiff from the ... Continue»
Posted by AlexShouse 2 years ago  |  Categories: Shemales  |  Views: 255  |  
100%
  |  3

My first CD

I remember how horny I was when I was living in Hollywood. I was only there for a few months but I remember the smell of sex in the air. This story is about me and my first encounter with CD and then my first encounter with a real tranny. I was constantly looking at shemale porn and became balsy enough to email some through CL. I didn't want to pay so i was looking for nsa hook up. A couple responses came through and I started talking to one. I was all codeined out but still for some reason horny. Im 24 skinny and straight(but i wanted to try a shemale). I finally showed up and i knew from the... Continue»
Posted by goldenstarboy 2 years ago  |  Categories: Shemales  |  Views: 988  |  
79%
  |  3

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 2 years ago  |  Categories: Shemales  |  Views: 659  |  
100%
  |  1

My First Gangbang

For as long as I can remember, I have always enjoyed wearing women's clothing. When I was in fifth grade, I started wearing pantyhose under my pants during the winter. By the time I was going into the seventh grade, I had learned that, not only did I enjoy wearing pantyhose, I also liked playing with peckers too ;-)

As you may imagine, I became VERY popular! Pretty soon, there wasn't a sl**pover in the neighborhood that I wasn't invited to ;-)

I quickly developed what would be a lifelong obsession: semen. And no matter how much I got, I still wanted more! The feel of it squirting into my... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 4383  |  
99%
  |  14

trying new sexual pleasure

I was 18,when I started to exploring other sexual pleasure,you could say that I had a wild,and kinky side.when ever there was nobody home,I would go in the bathroom,and grab a pair of my s****r panties,and would put them on.it felt so good ,as my cock would get totaly hard,I even wet far wearing her bra,or a slip,that I would find in the clothes hamper.that this started me into crossdressing.when I moved out,I had a nice little wardrobe at my new placeI dicided to go out dressed as a beuitfull sexy girl,wearing a red blouse,short mini skirt,with a black lace bra,matching garterbelt,and lace st... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 860  |  
77%
  |  3

The Real Rio


I never really paid much attention to she males before. While in Brazil i went to a straight porn theater in the business district at the end of a work day. Everywhere and fucking sexy. Walking around with silky neglacie and heels. The hottest straight married guys would take then in the men's room put them on the wall and fuck them like the building was falling.
Walking out tucking fat wet daddy dicks back in their slacks to head home to the wife and k**s.

I went and found a seat one in from the isle and a burly daddy sits next to me in a dress shirt and slacks. Dropping his hand in m... Continue»
Posted by meatcoachsboy 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 2541  |  
59%
  |  2

Our First Time

I take my hand a gently begin caressing the ever increasing bulge in your pants while tenderly kissing your neck. I push you onto the bed and crawl up to you and begin to unzip your pants. I take my hand and grasp your rock hard shaft and begin to stroke you. I can feel you get harder in my hand. I stroke you faster and faster until you almost can't handle it, I stop. I pull your pants off and your shorts and begin storking again. I open my mouth and wrap my juicy red lips around you and begin to play with your head with my tongue. My other hand begins playing with your sack, massaging and twi... Continue»
Posted by uatu40 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1330  |  
93%
  |  2

My Asian Boy dresses for me

I asked my 18 year old Asian Boy James if he would consider dressing up for me ? He seemed reluctant at first but the next day he told me he would only wear a little makeup and panties , that was good enough for me cause within 20 minutes I had him bent over and I was licking his tight hole getting it ready for my throbbing cock . My problem with fucking James is that his hole is so tight and warm that I cum almost immediately but I guess that's not much if a problem cause I fuck him multiple times when we're together .
So I'm anxiously wanting for him to dress up for me do we picked a date ... Continue»
Posted by Xmuscle 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1031  |  
96%
  |  8

Alex One: House Sitting For A Friend

Sorry, this is a little rough. I've tried expanding the original
version but ... i dunno. Anyways this should be a continuing series
of some sort. (I might post the original old version too...)



Alex One: House Sitting for a Friend.
By Alex Shouse.

My friend Karen had worked her way through a somewhat bitter
separation and had decided to cash in some vacation time from work
to take a little trip to 'get it all out of my head' as she said.
so she had asked me to House Sit while she was away for 2 weeks.
obviously not having anything else to do, and not particula... Continue»
Posted by AlexShouse 2 years ago  |  Categories: Shemales  |  Views: 708  |  
90%
  |  3

Job Interview with an e****t Service

On my 18th birthday, I had a job interview with a local e****t service. It was actually my 16th birthday but I had managed to get a fake ID ;-) I had a female cousin that was e****ting for this service and when she told them that she had a crossdressing bisexual male cousin, they wanted to meet me!

I showed up to the interview completely in drag: black stockings, garter belt, stiletto heels, black miniskirt, red blouse, wig, face painted like a fucking whore! It wasn't long into the interview when I was informed that the job would involve getting naked with mostly male clients and asked ... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 2217  |  
96%
  |  10

The Football Jock and Chrissie

The Football Jock and Chrissie

Back in college, sharing an apartment with my BFF/roommate Kelly, a lot of my dates and hook-ups were arranged by Kelly. For some reason she always seemed to know just who was into what when it came to sex. She learned a lot about other people’s likes and dislikes from hanging with her lesbian crowd. She was also super inquisitive and fancied herself as somewhat of an amateur detective. I just thought she was nosy.
It was 1998, the middle of our junior year, and I had already been transforming from Christopher to “Chrissie” for 4 ½ years by this time. Needl... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Anal, Shemales  |  Views: 664  |  
100%
  |  9

Becoming Alanna - Part 2

Walking into room number one, she told me kindly to strip nude and climb into the chair. I did as I was told and hopped in to the chair. I fit my feet and legs into the stirrups and she spread them apart exposing my cock balls and asshole. She looked me up and down and smiled "not much work with is there” she laughed looking at my small cock “but also not much to work with in the way of hair". She applied the preheated wax and then the strips to the areas around my cock and my asshole, the area connecting them and lastly my balls. She gently tugged them off and I cried with pain. “Oh shut up s... Continue»
Posted by KristyQuinn 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1651  |  
100%
  |  13

Afternoon's Delight

She stood at the folding table in the apartment's laundry room. She saw him across the room, reading a paper, but not really. She could tell from the glances around the paper every now and then that he was checking her out. She smiled to herself. She enjoyed being checked out, especially by an older guy. She stood five feet six inches, and had rich thick brown hair, with some sun bleaching, lightening it. Right now it was up in a pony tail but unpinned would fall to her lovely tan shoulders. She was wearing a halter top, one of her faves. It accented her full 36C breasts besides exposi... Continue»
Posted by sliplover 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 688  |  
81%
  |  4

Afternoon's Delight


She stood at the folding table in the apartment's laundry room. She saw him across the room, reading a paper, but not really. She could tell from the glances around the paper every now and then that he was checking her out. She smiled to herself. She enjoyed being checked out, especially by an older guy. She stood five feet six inches, and had rich thick brown hair, with some sun bleaching, lightening it. Right now it was up in a pony tail but unpinned would fall to her lovely tan shoulders. She was wearing a halter top, one of her faves. It accented her full 36C breasts besides exp... Continue»
Posted by sliplover 2 years ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 454  |  
100%
  |  6

Crazy dreams

I met Dave about 2 years ago at a swingers party. I had just turned 18 and he was 43. I remember thinking that it was hot that he was exactly 25 years older than me. I was dressed in drag and he was into t-gurls and he was married and hung like a horse and I happened to be into partying naked with big dicked married guys ;-) I always acted masculine around his wife, but whenever she wasn't around, I put on stockings and heels, makeup and wigs, and pranced around like a sissy little pantyhose cumslut!

One time me, Dave and his wife were hanging out, drinking. Dave and I were playin... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Group Sex, Sex Humor, Shemales  |  Views: 986  |  
97%
  |  6

Trip

"Yes, I am checking in," I said, putting my credit card on the desk. The woman behind the desk took the card and looked at the name. She was about 5 feet 10 inches tall with dark black hair and brown eyes. Her skin was beautifully tanned and her lips were painted a reddish-brown colour. As she looked at the card I watched the long dark lashes on her lids closely slowly over her huge, sparkling eyes. She slowly opened her eyes again, and reached for a box of cardboard cards sitting off beside her computer.

"Yes, Mr. James. I have your reservation here," her voice was low and gravely. She sou... Continue»
Posted by pau10s 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2479  |  
97%
  |  10

Rebecca

I work at a large restaurant chain in their construction division. I spend my time co-ordinating the construction and remodelling of the stores in our chain. Part of my job includes travelling to locations where restaurants are being built, and ensuring that nothing goes wrong.

I was recently in another town, and on my first night in town I hooked up with Chantal, the woman who worked behind the counter. She was an aspiring architect, and so we discussed the construction industry at length over dinner. After dinner, we went back to my hotel, and after some very hot and heavy foreplay, she p... Continue»
Posted by pau10s 2 years ago  |  Categories: Fetish, Shemales  |  Views: 986  |  
100%
  |  5

2nd date

So I previously posted a story about my thursday night at the gloryholes at Frenchy's on Polk in San Francisco. I met a gorgeous tranny and we went back to her place for some fun. Well since then we've had lots of fun.

A few days after meeting Bianca I was really wanting a repeat of the fun we had so I gave her a call and she invited me over. It was still kind of early when I got to her place, I was a bit nervous because I didn't know if we could have a repeat of the time before because it was so hot. Well she answered the door dressed in a tiny plaid skirt, white stockings, white shirt w... Continue»
Posted by tat2sf 2 years ago  |  Categories: Fetish, Shemales  |  Views: 1124  |  
100%
  |  3

Sissgirl's sweet Adventure part Two

Sissygirl was a only a little nervous as the cab dropped them back off at her apartment; she had made sure everything was ‘just so’ at her place; a sweet perfumed incense hit their nostrils as she as eagerly gripped his hand and pulled him through the front door for the first time. Her heart was pounding as she closed the door behind them; there was no going back now, both cocks rigid in anticipation of the sweet lust to come, both yearning to shoot their hot gifts in honour of their love for each-other. He held her firmly and she giggled softly as their stiff excited members were squeezed to... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 680  |  
98%
  |  7