Shemales Porn Stories
Page 10

A Halloween Party

I've always loved Halloween. It's the one day out of the year where I am confident to go out fully dressed as a CD. If anyone objects, I just say I'm going to a costume party dressed as a woman. I've seen lots of straight guys do it. . .or, maybe they're not so straight after all. Anyway, I was getting dressed up to go to a party at Doug and Jeannie's house on the waterfront in Mercer Island. The perfect venue for a Halloween party - both Doug and Jeannie were bisexual and very open about it and their parties were always filled with diverse folks from all lifestyles. The vibe at their ho... Continue»
Posted by rikki50 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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my first cock experience (true story crossdressing

I will never forget my first experience with another cock , it was the only time I have ever been with another man, now saying that I do date ts women, I love them as much if not more then I do genetic women. I was 12 years old and like any young boy , very horny . At that time my best friend liam and I would have sl**p overs and do normal k** stuff , sports , video games , camping , never did I think that one day I would have his warm milky cum in my mouth or his warm hard throbbing Dick inside my ass pussy .

It all started when we were looking at a magazine and saw a picture and article ... Continue»
Posted by dickissogood 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Daddys little helper 2

I was in shock. I had just watched a video of on my father's computer of my dad and my best friend Sam on the very bed I was sitting on. My friend was dressed in sexy pink lingerie and had sucked my father's dick until he had exploded all over Sammi's (as daddy called her) face. The pair of them had very obviously enjoyed the experience.

That wasn't what had really shocked me though, the shock came from a couple of things. The first was that as my father had unloaded his come all over my best friends face, I had been thinking that it should be my face that was receiving his tribute. The oth... Continue»
Posted by sparkyking 1 year ago  |  Categories: Shemales, Taboo  |  
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Picked up in the Park

It was a beautiful sunny day and I decided to take a nice walk in a local park. I wore a loose t-shirt and a pair of gym shorts so that perhaps I could get some sun tan on my freshly shaven bare legs. I walked my dog in this park from time to time and I was aware that it was kind of a cruisy place sometimes although on this particular day the park seemed fairly empty. I walked through some of the trails and it felt like I had the whole park to myself. I was feeling so horny that I almost ducked off into the woods to jack off when I spotted a guy coming towards me on the trail. He was abo... Continue»
Posted by rikki50 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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.......Mt Frist Train

My First Train
There are so many sex terms used today it is mind boggling and each term has different meanings to different people. For example, “Gang Bang.” To me it means a women or a transsexual whom of their own free will copulates with three or more men. When a woman or a transsexual services seven or more strangers, she is having a train pulled on her. This is the story of my very first train.
A year after my wife found out I was a male-to-female transgender and I became her cuckold we both had a few new lovers. One of the guys I was fucking pretty regular call me up one evening an... Continue»
Posted by littleoralvee 7 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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High School Girls

High School Girls
A Rings of the Oni Story

by Jaana


"Three teenage boys find their simple lives completely overturned, and
their friendship put to the test, when an unexpected find grants them
both nightmare and gift beyond price."

*** WARNING: The following story contains graphic depictions of sex,
female transformation and female arousal. You have been warned! ***





"Accept the things to which fate binds you, and love the people with
whom fate brings you together, but do so with all your heart."
- Marcus Aurelius, 'Meditations'

"For I have been a traveler in a... Continue»
Posted by lana100 3 months ago  |  Categories: Masturbation, Shemales  |  
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Mommy and sissy


I really had been expecting to be shopping most of the
morning, but I got to the mall and miracle of miracles,
not only did I find a place to park close in, the mall
wasn't at all as crowded as I had expected. I got in
and picked up the few things I needed, and headed home.
One of the things I had to get was a couple of new
bras. It just seemed that the elastic in the ones I had
were wearing out. I sort of calked it up to their being
more cheaply made, every thing was any more it seemed,
being made in China or wherever.

I pulled into the drive and I didn't open the gara... Continue»
Posted by 6270daniel 11 days ago  |  Categories: First Time, Shemales, Taboo  |  
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She was a he

Few years back I was in a bar in London getting a round in for the lads before we hit Fabric.
I will be the first to say I'm not the fittest of guys and rely a lot on my charm. I took the drinks back to the table and returned to the bar to grab mine when a stunning Asian girl caught my eye and smiled at me. She glided when she walked, a smile that made your heart melt and a body to die for, why was she heading over to me....?

We chatted for a while and I agreed to meet my friends in the club a little later so I could get to know this amazing angel. We chatted, flirted and laughed until th... Continue»
Posted by dirtydisco99 1 year ago  |  Categories: First Time, Shemales  |  
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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 1 year ago  |  Categories: First Time, Mature, Shemales  |  
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My future wife

The last couple years of my life I have not really had a steady girlfriend. I’ve seen some girls off and on but nothing lasting longer than a month or so. I haven’t had the sexual desire to find a girlfriend with all the sexual encounters I have been having with my gardener or neighbors. However I was missing the companionship that having a girlfriend brings.

There is this girl at my office that I have been pretty good friends with at work for the past few years. Her name is Samantha but we all call her Sam. We go to lunch on occasion and I have hung out with her in a group setting outside... Continue»
Posted by handiman1980 1 year ago  |  Categories: Anal, Shemales  |  
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My special birthday

This is a true story the names were changed if you like leave a comment.


My wife (will call her Laura)and I have always joked about swinging; we never really acted on the notions. I just thought the dirty talk helped our bedroom life because we role-played. I went to work as usual on my birthday, when I get a call from Laura saying she'd be a little late she had to pick up my present. After work I was a little tired; I grabbed a hot shower and took a nap. I was awoken by the garage door closing and the sound of Laura's voice saying "honey if your up don't come out yet." So I got up w... Continue»
Posted by l0serc0rp 6 months ago  |  Categories: First Time, Shemales, Taboo  |  
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Turned into a sex slave for Black Men




A few years back I spent time on and off with several
shall we say more dominating types of gentlemen. One of
them, who for this I shall call Leroy, just loved
when we got together to make me totally helpless.
It was our 6th or 7th meeting. Leroy and i had been chatting on Yahoo
and when he found out i was free that weekend he insisted
on coming over later that afternoon.
We talked about when and what he wanted me to be
wearing when he arrived. We settled on 4:00 and I was
to be wearing a red waspie, black fully fashioned nylon stockings,
black bra, short tight black... Continue»
Posted by sissirandi 5 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Mom Transforms Son into a Transsexual. Part 2


Mae and me were laying in bed cuddling when our Mothers walk in and informed us we had a doctor appointment Mae and I exchanged looks and went into the shower Willa came in the Bathroom and told us to shave each other's body.

We finished as told and dressed each other in our best prissy outfit and walked down stairs we quickly left, jumped into Moms Caddilac we drove for about a half hour then pulled up to a Medical Building. Me and Mae waited in a room while our Moms Talked to a doctor, 90 minutes later a Nurse marched us into The doctors office. The sign read Dr. Goldstien Our mothers w... Continue»
Posted by sissytimmy 1 year ago  |  Categories: Interracial Sex, Shemales, Taboo  |  
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Used by a gorgeous ladyboy.

(Yeah it's been a while but i'v been busy … doing the thing in real life with a new guy i met and there is not much need for xhamster at the moment :) . The story below is based on a true experience and i just changed a few details to spice it up a bit)

This story is based on a true experience and happened a few years ago, on a great night out in Amsterdam. It was before i had sex with guys on a regular base and i entered a complete new and exciting world...

During that period of my life i was single and i only recently started watching ladyboy porn and started to like seeing dicks in my... Continue»
Posted by abitqueer 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  
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First time fucked by a shemale

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon.

I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.

Her hair was dirty blond and loosely curled, and her face was quite beautiful. She was wearing makeup, but it was und... Continue»
Posted by surferboy_ibiza 20 days ago  |  Categories: Anal, First Time, Shemales  |  
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Wifes Panties She knows..

I have always wanted to be caught. She doesn't know Im sniffing her panties every day. I time my escapades to match her schedule, and I always get rewarded with her cotton panties and the warm damp scent the hold. I am actually wearing a pair of hers right now...I can feel the wetness on my shaved ass as I am sitting.
Last week while we were traveling to visit her friend from college. We were staying at Pauls house, he hosted a nice party for us and 2 of his clients, after the fun they all had to travel out of town and left us there for the remainder of the weekend.My wife was really happy t... Continue»
Posted by wifes_pntylvr 1 year ago  |  Categories: Fetish, Masturbation, Shemales  |  
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my mom turned me into her sissy




"Mom! I called out as I got home from baseball practice, "I'm home!"

"Hello Danny, we have to talk," she responded, while exiting my room.

When I saw what was in her hands, I became nervous. Some of the guys I pal around with talked me into shoplifting a few things from a department store.

"Please explain where these items came from."

I should have told her I was sorry, and that it was just the one time,

But instead I said, "Tommy made me do it. He said it was a dare. I didn't want him to think I was a sissy."

The next thing I knew, I was in big, big trouble with Mom. I... Continue»
Posted by nicoleinberlin 1 year ago  |  Categories: Fetish, Shemales  |  
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Turned Into A Sissy Boi

It started innocently enough. I was spending another weekend with my girlfriend and we were in bed late one Saturday night. She had just cum and I was rapidly on my way there. I was on top pumping in and out of her. She snaked her hand back and started lightly brushing her fingertips around my butt-hole. I let out one moan, then another, and on the third one, I shot my load inside her. It was one of the best orgasms of my life!
“Oh, you liked when I played around with your backdoor, huh?” she said a moment later with a teasing smile.
“I sure did! It was great!” I responded. Lookin... Continue»
Posted by subjaye 1 month ago  |  Categories: BDSM, Fetish, Shemales  |  
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Morning Surprise

Not my story

I walked into the hotel bar after the closing reception of my week- long conference ended and she was sitting there. Absolutely gorgeous. Blonde, about 30, maybe 5' 4", probably 110# and a 34C. I was stunned, but with nothing to lose I wandered up and took the chair next to her. She acknowledged me as I ordered a drink. We chatted and I noticed she turned towards me opening her legs slightly. Her body language told me I had made a good decision to sit by her.

We enjoyed several drinks as our inhibitions dropped. We chatted and laughed. I realized it was time to make my move,... Continue»
Posted by drew1207 10 months ago  |  Categories: Fetish, First Time, Shemales  |  
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What Happens In Vegas! (copy, I wish i was able to

Hi there! I'm Ann. I would like to share a true lifestyle story with you that has been permanently embedded in my memory and makes me cum every time I think of it!
Let me begin by giving you a bit of background about my husband, (Tony), and my swinging history. Tony and I are a happily married couple living in Las Vegas and have been in the lifestyle for over 15 years now. We have certainly enjoyed our adventures over the years and have brought every fantasy we have had to reality. Living in Las Vegas, we enjoy the fact that we have a constant source of play mates in the large number of tour... Continue»
Posted by pervert76 1 year ago  |  Categories: Hardcore, Shemales, Taboo  |  
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