Shemales Porn Stories
Page 10

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 10 months ago  |  Categories: Anal, Shemales  |  Views: 4818  |  
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Gym Slut Pt 1

To start the story I need to give a little background on myself. I’m a fit, 25 year old guy that is known by most people as a guy’s guy. In high school and college I played sports and was always one of the team captains. I was a medium height guy that had a toned appearance; 5’8, 155 lbs, shoulder length hair, and sprinter thighs. While in public I play the tough athlete role I’ve always been a little shy with the ladies and even when with them have been a little on the submissive side. Somewhere along the way I started watching sissy videos and secretly wearing women’s panties. I’ve ne... Continue»
Posted by sissybitch2013 24 days ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 4813  |  
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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  |  Views: 4794  |  
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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  |  Views: 4777  |  
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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 10 months ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 4757  |  
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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 month ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 4739  |  
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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 12 months ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 4728  |  
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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 7 months ago  |  Categories: Fetish, First Time, Shemales  |  Views: 4727  |  
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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 6 months ago  |  Categories: Anal, Shemales  |  Views: 4723  |  
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Moms friend Vanessa


My mom had a best friend named Vanessa. She was more like an aunt

and always was around. She had big tits, a thin waist, a fat ass,

and nice big legs. She would always wear short skirts or short

summer dresses that showed her wonderful legs. One time my mother

was at work and Vanessa was watching me until she got home. I was about

8 at the time watching tv in my spiderman underwear laying on the floor.

Vanessa was sitting on the sofa reading a magazine. She crossed her legs

just as I had looked up. What I saw made me very curious to say the least.

I saw what look... Continue»
Posted by moms_sissy 1 year ago  |  Categories: Mature, Shemales, Taboo  |  Views: 4703  |  
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glory hole dressing

I had the night off and decided to go down the block (WeHo) to a local book/video store. I got dressed into my sexiest short skirt and slinkey top (with my latex boobs) wig,makeup and "cleaned up" below.

I walked the the store and a few jaws dropped as I slowley looked around. I picked out a small butt plug ,some lube and went to the counter and paid for my items...and asked for 5 dollars in quarters,winked at the cashier then strutted off to a booth in the back.

At first I just wanted to watch some movies,but I got so hot I placed a drop of lube on the plug and eased it in slow...POP...... Continue»
Posted by sodeep2 10 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 4701  |  
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The Fam...CH 1

Key Players;

Father - Dave

Mother - Brenda

Male sibling- Stevie

Female sibling - Alicia

Neighbor mother - Lakeysha "candy"

Neighbor twins - Keke & Tricia






"Fuck daddy...that was fucking hot" Stevie said while scooping up his f@+=€r's cum from the side of his face with his finger. Stevie was kneeling by the side of the bed with Dave's quickly deflating 9 inch black cock only inches from his face. Stevie is a young tw€|>e year old b•y that has recently been diagnosed with gender identity disorder. He is the youngest product of an interracial marriage between Da... Continue»
Posted by TS_LoverBoy 1 year ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 4696  |  
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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 month ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 4691  |  
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A Slut Is Born

There I was, one week before the end of high school. Going to college in the fall. Nice car, good f****y, friends. I had it all. So, what was I doing on my hands and knees in a video booth on the wrong side of town, dressed as a cheerleader with a cock in each hand, one in my ass and one buried in my throat?

It had all started a few months ago. I was locked out of my house in the pouring rain, and I went over to our neighbor’s to see if I could hang out with him until my parents got home. He was a cool guy, single, mid 30’s, worked for a software company, and drove a nice car. Had bought me... Continue»
Posted by MacDaddy714 2 years ago  |  Categories: Anal, Shemales  |  Views: 4654  |  
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Getting back at the bully

Hi, my name's Rose Marie, and though you may have already guessed, I'm a hermaphrodite. Don't let that fool you though; I'm not some wimpy little girl. I'll admit I can get a little rough, but I can be laid back too. I just turned 17, and just like a lot of other people, the good 'ol hormones are ragin, but I do a lot better job of hiding them from most people, when I want to that is....

I'll be a junior in high school this year, I’ve had a mostly quiet summer. I have dark red hair, I put some white streaks in it with one of those hair styling kits, I’m not trying to be the center of attent... Continue»
Posted by wheels1825 2 years ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  Views: 4612  |  
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The Triple X cocktail - Wife Shares Shemale With H

"Where are you?" Tara asked in a high pitched voice as if she was either excited or freaked out. "I'm at the boutique" I replied. "Ok I am coming by, something very important. I am so freaked out now and I will tell you all about it when I meet you. Will be there in half an hour see you." She hung up.

The phone call made me really nervous.I had reasons to get nervous if not get a nervous break down. Tara and her husband owns a few restaurants in different cities across the States. I have known Tara since 6 months now since she busted me from one of the restrooms of her restaurants. Well wh... Continue»
Posted by Copious 3 years ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  Views: 4608  |  
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My Shemale Mom and Aunt chapter 2

When we three got home Mom told to me go to my room and wait for her, about 5 minutes later I was sitting on my bed. She walked in with one of the bags of goodies we bought, Mom said I think you should call me "Jenna don't you Timmy".

Jenna started to strip so I went to her and got down on my knees, she said later Timmy hop in the shower NOW!. Mom/Jenna undressed and joined me in the shower she grabbed the the shaving lotion and her pink razor, she shaved every thing except my testicles, she dried me off and said lay on the bed while I finish, I laid on my back and pushed my knees to my ch... Continue»
Posted by sissytimmy 1 year ago  |  Categories: Anal, Shemales, Taboo  |  Views: 4611  |  
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Drama queen

The Drama Queen

My name is Christopher Robin; I did get a lot of ribbing about it. A well known did not do me any favours; it was friday last working day of the month also start of half term. I was just looking at my payslip. I had enough for my expenses plus a little left over for some luxuries. I tried to be careful with money although being an only offspring of my deceased parents. They were killed by a d***k driver going through a red light at speed. I had a substantive payout from his insurance company, and he would not need insurance for a very long time with prison term of 2 life sen... Continue»
Posted by hottvcarole 2 months ago  |  Categories: Group Sex, Shemales  |  Views: 4594  |  
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My girlie fantasy part 1

On a Halloween night I dress up in my sexy devil costume with my wig & some makeup & go to a local bar sitting alone. A guy ends up sitting next to me & flirts a little before I ask if he wants to go to the restroom with me to which he eagerly agrees. After getting in a stall we makeout for a little as he fondles my small breasts before I go down on my knees & pull his average size snake out & get to work. Shortly after starting he rewards me with my first taste & runs out embarrassed at how quick he finished leaving me wanting more. I sit back down at the bar & eventually another guy takes a ... Continue»
Posted by multiplierx 5 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 4588  |  
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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 1 year ago  |  Categories: Lesbian Sex, Shemales  |  Views: 4579  |  
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