Shemales Porn Stories
Page 14

.......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 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  
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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 2 years 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 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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BECOMING THE SECRET FISHING CAMP PRINCESS


BECOMING THE SISSIFIED FISHING CAMP PRINCESS!!!!!!!!
Between being raised by a strict single parent mother, and living far out the boondocks of a small remote New Hampshire country town, my life was different than that of the other town boys.. Yes homework and then houseword were all I ever seemed to be doing.
By fully LEGAL age 18,
I was a good three to four years younger in mental developement as my mom was super protective of me, I was also still the physical size of most jr.high school boys but I could cook just about anything and even sew and do every single bit of household chore... Continue»
Posted by cddixie 1 year ago  |  Categories: Gay Male, Shemales, Taboo  |  
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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 2 years ago  |  Categories: Shemales, Taboo  |  
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Norman and Anastasia

For the first time in my life, my uncle Norman was not pleased to see me. His s****r, my mother, had not heard from him in a little while and was worried so I had been volunteered to drop in on him and make sure that all was well. So here I am stood on his doorstep and he is peering round the door at me, holding the door open as far as he can to make sure that I can't see in but so that he can see me. He wears an annoyed look on his face. I am disturbing him in some way. It is then that all becomes clear. A voice speaks behind him.
"Who is that Norm?"
He turns his head so that he is speakin... Continue»
Posted by dasilva1672 9 months ago  |  Categories: First Time, Gay Male, Shemales  |  
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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 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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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 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Returning Home

Jeffrey Powell could not believe he caught the football. His teammates urged him to move. “Run,” they shouted. “The other way, dummy,” they corrected his misguided footsteps. He did as he was told he ran as fast as he could towards the trash can that marked the goal line. He was only a few inches away, at least in his mind, when Corbin Stewart lunged at him from behind. Jeffrey went down hard as the guy who was three-and-a-half years older fell on top of him.

“Mane, come on! This ‘posed to be touch and you tacklin’ folks,” complained one of Jeffrey’s teammates.
“Yeah, nigga,” another sneer... Continue»
Posted by faggyboi 7 months ago  |  Categories: Anal, Gay Male, 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 1 year ago  |  Categories: First Time, Shemales, Taboo  |  
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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 2 years ago  |  Categories: Interracial Sex, Shemales, Taboo  |  
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A Wife's Revenge

"What the hell is this!"

Michael Landers turned slowly toward his wife. She had been changing the sheets
on their bed when she came across an unexpected surprise. When the couple
finally stood face to face, Michael noticed his wife of three years staring
back, her left arm pointing straight at him with a purple bra dangling off her
index finger.

"Well, um, it looks like a bra," Michael answered.

"Ya think? Gee Michael, I never would have guessed if it hadn't been for you.
What I really want to know is who it belongs to and what it was doing underneath
your pillow."

"Wha... Continue»
Posted by lana100 9 months ago  |  Categories: 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 2 years ago  |  Categories: First Time, Mature, Shemales  |  
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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 2 years ago  |  Categories: First Time, Shemales  |  
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First time

Continuing with my life stories, this recounts my very first man.

I was still a teenager and still at school. Those were mere technicalities and certainly had no bearing on my libido and overwhelming desire to experience a man for the first time.

I had heard through various sources and local papers that there was an increasing issue with gay men cruising in a certain park in my town. I had to find out more. One day I told my parents that I was staying late at school to catch up on some homework. This gave me the opportunity to check this park out, plan my strategy and eye the talent t... Continue»
Posted by TerriSlut 1 year ago  |  Categories: Anal, 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 2 years ago  |  Categories: Anal, Shemales  |  
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Exploring My Husbands Sweet Tight Little Ass

Several months back my husband & I were having some intimacy issues & we just weren't connecting sexually like we used to......but that all changed over night a couple weeks ago. We had decided that this rut we were in was going to end one way or another & so we made plans for the upcoming weekend & booked an expensive 5star suite at a hotel for the entire weekend. Well we still had to make it through the week before our little get away. So we went about our normal routine getting up in the morning & going to work & then coming home & eating dinner together......you know all that normal every... Continue»
Posted by AryanGoddess_1488 7 months ago  |  Categories: Anal, First Time, Shemales  |  
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Little Panties for a Little Cock


Little Panties for a Little Cock
bySarahCD


It was Saturday morning and I decided to get my laundry done before going out for lunch. I took my stuff down stairs to the basement laundry room, loaded a washer and started the cycle. I was about to go back up to my place when I noticed a basket of laundry on the table. I went over and found a mix of girls and guys stuff, I guessed they belonged to the young couple in the apartment opposite mine.

I glanced around and since I was alone I could not resist reaching out and touching a skimpy pair of pink bikini panties, I love pink and thes... Continue»
Posted by keripinkpanty 3 months ago  |  Categories: Group Sex, Masturbation, Shemales  |  
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A Different Kind of Prom

When we were both five years old I told Brenda Anders that I
loved her. She told me that she loved me too. I told her that
she was pretty. She replied that I was pretty as well. I told
her that I wanted to marry her. "I'm sorry," she replied, with
seriousness that now seems silly in a kindergartner. "I don't
want to marry a man."

"Then I'll grow up to be a woman."

"You can't do that, goofy."

"You watch. I'll grow up to be a woman. Then we can get
married."

That, of course, was almost thirteen years ago, and my desire to
marry Brenda hadn't decreased at all with time. She cer... Continue»
Posted by lana100 2 years ago  |  Categories: Lesbian Sex, Shemales  |  
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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 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  
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