Shemales Porn Stories
Page 9

Slave Life: Part 1

Prologue: My thick thighs quivered and shook as the man standing behind me, my Master, fucked my tight cunt into the bathroom wall. My loud moans filled the room as I shot a huge load all over my thighs and the floor. I had never been fucked like this before! I didn't care who heard my loud moans as they echoed across the tile filled bathroom, and I didn't care who heard the sound of my Master penetrating my ass with his enormous cock. Just then my Master moaned and shot his load deep into my tight, warm, and heavily fucked ass. When he had finished pumping his load into my ass, the warm and s... Continue»
Posted by Slave_Alice1389 5 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2823  |  
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a crazy night

I soon as i got my Dl (16)i would always leave on the weekends my house. I got out of a late movie and i started to drive to a friends house. I was waiting at the corner light when see two sexy ladies standing outside. they saw me stairing at them and one of them winked at me and waved. I parked my car across the street, and i crossed over. We said Hi and we all talk for like2 min, when they invited me to come inside. As we steped in and they closed the door, one of the ladies started making out with me while the other girl watched. the girl that was watching she pulled her skirt up and moved ... Continue»
Posted by lucifer696 9 months ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 2816  |  
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Panty-wearing tease gets more than he bargained fo

This is my first story. Not true but very much first-person account of a fantasy of mine. I've left it hanging at the end with intent to finish the story soon but wouldn't mind some feedback.


I live on the second floor of a house on a street that is under construction. Normally I would be annoyed when the machinery starts up in the morning but when it wakes me up I just get horny. I like to sl**p in sexy little panties as it tends to excite my dreams throughout the night and keeps me primed for my daytime fantasies.

This particular morning I awoke to the sound of a jackhammer. I squirm... Continue»
Posted by prollybadtodo 1 month ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 2816  |  
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dominated

I was out walking one night, a walk i used to make with my girlfriend. We had just broken up a few days ago. I don't know why I was walking here again, the memories weren't good ones. She had cheated on me with my best friend. Anyways, I was walking this familiar path through the city streets when I met a very beautiful woman. She was tall and slender with bright red hair. She had a huge rack, at least a double D, and a tight sexy ass to match. Her name was Cherry. This has to be my lucky night I thought when she asked me if I wanted to hit the bars and so I agreed.

I spent the night going ... Continue»
Posted by leadpencil21 7 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 2779  |  
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saturday at the Park

Saturday afternoon at about 3PM I left a bar after lunch and a few drinks. On my way home I passed a park that typically is crowded but today there weren't many cars so I went back. In the park I saw a few people at the entrance but no cars parked in the back half.

I parked on the side of the road and I looked around once again and no one was in sight. I pulled my jeans and underwear off and slipped on panties and hose. I took my T-shirt off and slipped a bra around my chest. Snapped in on then spun it around in place. Stuffed my socks in the cups. Lastly I put on a silky slip and a dress. ... Continue»
Posted by Sigrid-DWT 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 2779  |  
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Used Like A BBC Whore

About a year ago while living in a hotel and living there as a Transexual I was used by a young black man as his whore for the night.

He moved in about two weeks ago with a couple friends. They where maybe 5 rooms away from me on 1st floor. As the week wore on I would be coimg and going and would notice them watching me. When I would walk by they never said anything but one of the guys always smiled at me.

While one night I got a phone call and he said his name was Rick and he lived down the hall from me. He told me what he looked like and then I realized it was the young black guy that... Continue»
Posted by sissy_gurl 8 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 2766  |  
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My first time with a tranny

I had been looking at shemale porn for a while and dreaming of being with one. A few years ago I got away from work early and decided to have a few drinks. I was horny and soon looking at adverts in the paper when I stumbled across one for a ts hooker in the area. I called then number and the husky voice told me the address and to come in 30 minutes.

The next 30 minutes I was very nervous and took a minute or so before I worked up the courage to ring her doorbell. She let me in to her flat dressed in very little. Slightly taller than me, amazing breasts, big slutty shoes and an already erec... Continue»
Posted by ross80 6 months ago  |  Categories: Shemales  |  Views: 2767  |  
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On the road

Dannielle had decided to finish work at dinner time and go for a drive the long way home seeing as the day was so nice. As she got into her car she thought "i will put the soft top down and get a tan". As she got in the car she looked at herself in the mirror and checked her make up, hair and her top. She had noticed how the boys in the office had been looking her up and down during the day, well she had dressed for the attention. Her tight white top that showed her black bra off really well and her short black skirt that was so tight that you could notice the outline the suspender belt she wa... Continue»
Posted by danni1 2 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 2766  |  
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Gloryhole slut last night.

Well I was a horny slut last night and went to this little arcade in the city last night. Fully slutted out and in a new pair of silky nude hose I was hoping not to be disappointed....I was not!

I payed my fee and went into the back to the booths where there were a massive amounts of guys in the booths and just standing around. I was a little nervous waiting on a gloryhole booth to open but was catching the eyes of all the horny cocks also waiting for a turn in the boths. Finally after a few minutes 2 booths opened up and I went in hoping to get my hungry lips working right away. No soon... Continue»
Posted by luvpantyhose67 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 2759  |  
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Bar Hopping with my s****rs

My two older s****rs asked me to go to the bar with them which is always cool considering i am Transexual and they are not, course i always felt the reason they always asked me to go with them is because i had a way of drawing men to our table like bears to honey ha ha ha.(not that i think i'm all that and a bag of Salsa Doritos, but i'm alright looking i don't scare c***dren and dogs so i must be doing something right XD

It was Friday night and i decided to wear a purple mini dress with 3/4 sleeves with my 3 inch thigh high black suede boots and my black lace bra & ... Continue»
Posted by Shalimar 2 years ago  |  Categories: Anal, Shemales, Voyeur  |  Views: 2750  |  
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Daddy's lil bitch

As a young boy growing up I always had a fetish for dressing up like a girl. When I was 20yo I had my first experience with an older man, Tony a man in his 70s. I met him through a phone chat line and we seemed to hit it off right away. He told me that he would buy me some clothes and lingerie to wear for him when we met. So after a couple weeks of phone chat I mustarded up enough courage to meet him face to face.

When I arrived at Tony’s house he greeted me with a warm hug and kiss. Tony was a very handsome man, stood about 6’ tall and clearly looked like he took good care of his body. He ... Continue»
Posted by aznfemboi 1 year ago  |  Categories: Gay Male, Mature, Shemales  |  Views: 2732  |  
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Something in my drink, the captive part 2

So there I lay face down in the floor, hands bound a ball gag in my mouth and cum dripping from my mouth and ass, those tranny bitches really did a number on me, and left me like this in the floor in a dark room, exhausted and still confused from the mickey in my drink I feel asl**p.

I did manage to get some good sl**p, and I awoke to Tara giving me a sponge bath, my hands still bound, and a collar around my neck chained to the rails behind me, I was still a captive with no options. Tara was being much more gentle to me this morning, even feeding me breakfast, brushing my teeth, and puttin... Continue»
Posted by smonkeys32 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 2731  |  
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Tranny Gas station

When I was 18 (just a few months after my first story), my dad and I were taking a road trip cross country. One evening we stopped at a gas station for a little break. Out of the corner of my eye. I saw a woman get out of her car. She was wearing tight black leather pants and a blue thong that was riding her hips. She had on a loose white tank top on that stopped just above her belly button, which was pierced. She also was very tan with black straight hair that was in a ponytail and went just past her neck.

As I walked in behind her. Staring at her beautiful body, I took a quick glance arou... Continue»
Posted by BigBoss62 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 2721  |  
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Encounter In The Park

It was near the end of my junior year in high school and my parents ere in the midst of their big divorce drama so I was spending most of my time at my best friend Kelly's. It was just Kelly and her Mother because her dad left the picture several years earlier. Kelly’s mom was a great surrogate mother because she knew what I was all about and accepted me with no reservations. Kelly was well on her way to becoming a hardcore lesbian so her mom really enjoyed doing girlie things with me. We used shop for clothes together and she taught me the proper way to apply my make-up and style my hair. ... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 2719  |  
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Gurlz night out


I was getting ready for a wild night of drinking & dancing with my best friend while my husband has all his buddies over for poker night. Im in the bathroom doing my hair & makeup when my husband walks in. "Oh baby, how about a qiuckie before the guys get here" "no" I replied. "I dont want you cum oozing outta be & stinking. Later when I get home you can hit it". He's standing in the doorway stroking his hard cock watching me. Im at the sink wearing my thigh high nylons, black lacey thong panties & bra. Both with a pink bow on the front. } looked over at him & he really was turning me on. I ... Continue»
Posted by KD2010 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2710  |  
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My highschool girlfriend

I am a good k**, senor in highschool, dark brown hair, long for a guy, and in shape but not super athletic. It was about mid-way throgh our year when I finally started talking to this girl I had been eyeing all year. She was perfect, pretty, funny, always interesting, easy to talk to, laughed at all my jokes, and we had a lot of fun. She had long dark brown hair, eyes I could stare into forever, beautiful body, nice ass and medium sized boobs. I finally asked her out, and she said yes, and for about a month we hung out a ton, making out on the third date about 2 weeks in. A little after our on... Continue»
Posted by suckmedry69 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2709  |  
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Unexpected Secret

My neighbor and I get together almost every day after my husband goes to work. We have become very good friends. We go shopping, watch soaps, play cards, and cook together, all kinds of stuff. Her name is Linda. She recently revealed to me that she has a secret and isn't all that she appears to be.

Linda said she is a man who has been living full time as a woman for ten years now. She said she had breast implants and electrolysis. I couldn't believe it! She is feminine in every way. Her looks, mannerisms, clothes, make-up, body language, voice, everything, is always a woman.

So, I asked ... Continue»
Posted by nova169 1 year ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 2709  |  
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Caught cross dressed part 1

My name is Philip. I am married to a beautiful woman called Helen, and a few days ago... I did something very stupid!

My wife, her mother, her beautician, my P.A. from work, and any of their friends, (in fact, anyone that they choose,) are now completely in control of my life. They are my Mistresses, and I am fully subservient to their every desire. In fact, I am now nothing more than their sex-slave!

Recently, whilst I thought that my wife was visiting her mother, and would not be back all weekend, I decided to indulge myself.

I resolved to use the time to pamper myself, and to pan... Continue»
Posted by stig1963 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 2707  |  
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For a while I worked as a transsexual street prost

When I first moved to Sydney in my mid 20’s I had trouble meeting the bills. This was desperate times so after a lot of soul searching I decided that the only thing I could do was to become a prostitute.

I knew Sydney that the transsexual prostitutes picked up clients on William Street near Kings Cross. Not really experienced on the ways of the street I drove down that night and went for a walk along the road fully dressed in all my slutiest outfit. Short black mini, Stiletto heals and tight leopard patterned top. In those days I still only weighed just over 50kg and since I am only 5.3” ... Continue»
Posted by toniparr 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2705  |  
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DADDY and SIR: my craving for older men....


"I would love to be fucked by an older man. my tight little ass needs a cock from an aggressive, top daddy. I love to dress sexy for my daddy and will do most anything to please. Just one condition: you have to cum on my face. I am a slim, 28 year old slut with a tight little ass and an addiction to cum. Please be my daddy tonight."

That was my post on a certain site that got me more than i bargained for.
I had also posted a photo of me in a sexy corset and fish net stockings.
The replies came quick, but the only one willing to meet that night asked if i minded if he brought a friend. I... Continue»
Posted by bttmblw 7 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 2702  |  
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