Shemales Porn Stories
Page 11

First time Tranny

well this all happened about two years ago when i was 18 i always have had fantasies of having a cock in my mouth and ass but i wasnt attratced to men jusst the cock so i decided to find a shemale. i live in a small town and thats hard so i found one about an.hour away in the city. so i talked to her decided to leave work early i was already horny anways but the worst part was the drive because it gave me time to think and second guess myself but i kept going..

when i arrived there she was waiting outside all dolled up she welcomed me amd i followed her in.. as soon as i got inside she told... Continue»
Posted by Pussylove 6 months ago  |  Categories: Shemales  |  Views: 2466  |  
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Always knock first!

As the title says, it is always best to knock on a closed door prior to going in to someone whom you know is in that room! My bad! Earlier this week, i went in to see my boss, a hot guy whom i have fantasied having sex with, to check on my hours scheduled to work , as a swim instrucor. i did not knock i just opened the door and walked in, and there he stood, holding on to his desk, looking at a pussy magazine, and just jacking his lovely huge cock, with a huge mushrrom head on it, and then he saw me, and he froze
He kept his hand still on his cock, and i just laughed so hard, which made him r... Continue»
Posted by cumsquirter 2 years ago  |  Categories: Shemales  |  Views: 2466  |  
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Shemale Surprise!

I'm a country boy. About a year ago I left my small town and moved to the city so I could attend university. Initially, I had nowhere to stay so I was going to move into my cousin Mike's flat for a few days with him and his room mate, Sandy till I found somewhere of my own. Mike and Sandy worked together at a law firm in the city.

Mike had a fiancee` but he didn't live with her because he didn't want to upset her parents who were very traditional and devoutly religious. Actually, I found it hard to understand how Mike could live with this unbelievably beautiful black girl, apparently withou... Continue»
Posted by leadpencil21 10 months ago  |  Categories: Fetish, First Time, Shemales  |  Views: 2464  |  
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My first encounter

I started dressing in my s****r's clothes when I was about 11, she would have been around 13 then. It was wonderful, just Mother, s****r and me at home so when I got a little older, I promoted myself to Mother's clothes. She was a real fashionista back in the 1950s to 1970s, always very elegant and very sexy.

The inevitable happened and one day my s****r caught me. I was wearing some of Mother's clothes, with a lovely slim fitting skirt pulled up above her panties and stockings and my cock so hard in my hand, midway through a delicious wank.

My s****r didn't say a thing, simply walked... Continue»
Posted by antoniaf 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 2463  |  
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2 men using my mouth

Imagine your expecting a salesman to drop by at noon to show you some samples of wallpaper-You start your shower at 8 AM-you finsh up by shaving your legs real smooth-you go and put on a pair of full cut thin strechy full cut skimp skamp white panties-next you pick out a lovely open girdle and pull it on and attach your suntan colored stockings-the ones with the shiney look-you pull them up real tight-then your thin see thru bra and your size dd silicon titties the ones with the big nipples that stick strat out-then a thin strechy spandex-lycra slip dress-a long brown wig and a pair of... Continue»
Posted by tvdomm 2 years ago  |  Categories: Masturbation, Mature, Shemales  |  Views: 2446  |  
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Sissy Training

This is a true story, looking back it is hard to believe it actually happened, but it did.

I was working for the government in DC and living in Maryland and my fiancé was up near Cape Cod. Just about every weekend she’d fly down or I’d fly up to spend the weekend together. We’d been doing this for about a year since I took the job in DC. Our sex life was fantastic. We’d role play, put each other in light bondage… all sorts of fun things. I knew she was bi and we occasionally would invite another woman to join us. She also knew I liked to dress up. We’d often go to the local thrift sto... Continue»
Posted by MichelleSEmass 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 2443  |  
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Real Experience: Having Sex With A Shemale On 24th

On 24 Aug 2012 (Friday) about 3pm, I messaged a shemale who has posted her brief introduction in one of the product and services directories. I asked whether she was keen on meeting me for crossdressing and other services. I was thinking of having sex then. She welcomed it and quoted her rate as $150 for two hours. I thought of meeting her in one of the hotels in town. Instead, she suggested that I went direct to meet her at her rented room. We arranged to meet at 4.30pm. I reached there on time.

She was waiting for me at the living hall with the main door not entirely closed. I ran... Continue»
Posted by mtfcdmagdalene 8 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 2442  |  
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caught spying

i would love to re act this with someone ;) any offers?


A young man, 18, is caught spying on his girlfriends mother in her bedroom, and is taught a hard lesson. Characters: Tim, 18, Student; Susan, Tim's Girlfriend; and Julie, 44, Susan's Mother ;-).

Julie sat at her dressing table, preparing for bed; she brushed her long dark, which was one of the pride and joys. Normally, this would help her relax and unwind, but tonight, and on several other nights, she found that remained tense. She couldn't get over the feeling that somebody was watching her, for several days, perhaps a week; when... Continue»
Posted by leadpencil21 7 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 2441  |  
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The Teacher and Me

Funniest and hottest story of my life right here:

Growing up in a small, redneck community, I wasn't going to come out of the closet anytime soon. I had to find an outlet for my sexual desires, even if just for a single night. I resorted to Craig's List the day I turned 18.

So there I was on craigslist.org, flirting around, trying to get an idea of who I should give my anal virginity to. The majority of those who responded to my post were older men. I was kinda appalled at first. Yet I couldn't resist playing around with the idea of pleasing a man who is two or three times older than me;... Continue»
Posted by starrgayzer 2 years ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 2438  |  
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tricked into threesome

I was online chatting to a beautiful lady on cam. She said how she loved to see men dressed in womens clothes and how excited it got her.
She asked if i would meet up with her at her house and to come over all dressed up. So we arranged a time and day and ended chat. I could not wait for the day to get here.
So now the day has arrived and I got myself all dressed up make up the lot. I drove over to her house, it was a wonderfull big 4 bed house with private drive.
As I got out of my car she was on the door step dressed in a nice sexy little black pvc dress and black stockings she looked ve... Continue»
Posted by xdrespauline 8 months ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 2428  |  
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Night When I become a GIRL

The incidence took place when I got selected in an medical college . when I reached the college the college hours were over , it was8 o clock at night, staff told me warden is not available .So I was given different room at the back side of girls hostel. i had reached my room and was trying to relax at the same time the door knocked . when I opened the door I saw 5 girls standing outside they pushed me and got inside quickly . I asked them who r they what did they want? one girl spok I am Nandini, your senior ,it seems u don’t have respect for girls , I replied no maam I respect girls. i was p... Continue»
Posted by Sissy123 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2428  |  
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Becoming wife of competitor feminized by secretary

I am Siddharth Mittal, running my own Company with USD 100 Million of Business. Everything is going on well and I am excelling in my business. I have a secretary named Sonia. She is a smart and beautiful girl with 36-32-36 size. She knows how to get her work done. She wears simple clothes and is decent in her approach. I have never looked at her in any wrong sense.

I have a strong competitor who I always suspect is on the wrong moves. His name is Rahul.

One day I was working out a business proposal when Sonia rang up to say that Rahul is here and wants to meet me. I asked her to make him... Continue»
Posted by Sissy123 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2429  |  
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Mistress Carol transforms me into a cissy cum slut


I sat on my car and put on my heels, smoothed down my mini skirt and checked my hair growing out nicely and currently in a blonde bob. I was breathing fast and felt my small, c size, breasts move up and down. My nipples were erect and sensitive the piercings quivered slightly in my halter top. Deciding my makeup was fine I put one stocking leg out of the car and tipped tapped to MISTRESSES door. The cool air felt lovely on my bare belly and thigh’s.
“OK slut you are back for more we will continue your transformation into what I want you to be. Are you still in chastity?” Mistress wearing a ... Continue»
Posted by nicoleinberlin 17 days ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 2428  |  
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When I realized I was Bye and gay

I was a late bloomer I got married had k**s bought a home had all the things to make a happy home but I was restless

i needed something else. I was going out with other women about once a week and it was fun and sometimes very hot i even had a few three somes but I always felt I needed something more. One night when I was driving home there was this girl standing a crosswalk waitting for a taxi she was very hot so I put down the passanger window and offered her a lift she got into my car, the signal changed and as we drove on she told where she wanted to go, I said thats a different type o... Continue»
Posted by rafael0058 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2403  |  
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Two trannys dominate me

I never thought of a day that I would be involved in a threesome. Especially a threesome with two trannies. It was lonely bar night for me, nothing special. I sat drinking all of my problems away. The rum and cokes were strong that night. I sat thinking about my life and wondering if life could actually be enjoyed. See, I was always that person who thought living a mild manner, do goody, life was the correct choice. But then why was I here drinking my life away? Something was missing. I was lonely at the time, no one to drink with, no one to call, no one to talk too. The bartender saw... Continue»
Posted by bigwangcum 4 months ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 2403  |  
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The Babysitter's Secret - Part 2

Two months had passed since Jenny and I had first made love on that fateful, snowy night. At least once a week, occasionally many more, Jenny and I had found time to be alone and indulge in our secret affair. I had never believed any sexual experience could be greater than our first time together but Jenny consistently proved me wrong in that belief. Her body, that of a young woman, combined with the sex drive of a young man made her the most energetic and passionate lover I had ever known. She was capable of taking me to heights of desire and satisfaction that I had hardly known existed.

S... Continue»
Posted by Desangel 11 months ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 2401  |  
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My First Date

My first date happened yesterday!5-11-11. OMG! it was wonderful! We met up after talking on the net, I was very nervous. Wasn't sure what he was going to look like. We met up at the local coffee shop. When we saw each other for the first time, I knew right away it was on! I could tell he was totally into me, because he started getting a boner!:P Half hard and he was huge! Besides a big cock he was tall 6'2", athletic build, brown hair and blue eyes. Before i knew it, we were back at my place. He gave me a hug and confidently went in for the kiss, it felt good! He definitely is a good closer... Continue»
Posted by boobs037 2 years ago  |  Categories: First Time, Shemales  |  Views: 2390  |  
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BLACK FRIDAY END UP BLACK COCKS


HELLO GUYS

SORRY BEEN AWAY FROM XHAMSTER OVER A YEAR
IM A FULL SHEMALE AND GUYS ALWAYS THNK OF ME AS FEMALE LOL THIS IS A STORY ITS REALLY

Anyway on Nov 23,2012 after Thanksgiving we always get in big line for shopping on black Friday special here I was by my self standing in line in my sort sundress no bra and lace boy shorts panties high heels boots to my knees around 3am and those 2 black men standing behind me starring my ass trying to flirt with me and when I told them I’m not a female they were surprise with look of mine.
Around 4:00 store was open we went in they were followi... Continue»
Posted by shawn777 5 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 2387  |  
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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 10 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2384  |  
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Officer, was i speeding, how can i make this go aw

Yes, we all, at one time or another, gover the posted speed limit while driving, be it for a myriad of reasons, yet even i mile over the limit is speeding, yet very seldom will one get pulled over, that is, very seldom. Thus, one can be, and i was that one last week while driving my 2010 Mustang convertible, with the top down on a nice day. So, what did i do now? the flashing blue lights came from nowhere, so i pulled over and did the routine, kindly giving this trooper my license, etc, and he was hot! I asked him what was the problem, he said i was speeding, ok, no arguement, just wait, as i ... Continue»
Posted by cumsquirter 2 years ago  |  Categories: Shemales  |  Views: 2377  |  
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