Shemales Porn Stories
Page 13

The Tutor and Jenny (Part 1) by Claude van Feinbod

The Tutor and Jenny (Part 1)
by Claude van Feinbode


Every once in awhile I find myself working as a tutor while earning my PhD. The university offers tutoring to high school students that demonstrate exceptional academic skills. So during the cold winter months I find myself tutoring students that probably never get past first base because they are more worried about their rock polisher or telescope than trying to get in the pants of some beautiful young coed.

Imagine my surprise when a goddess like in a French art film arrived unexpectedly. The door opened and squealed slightly.... Continue»
Posted by ClaudeVanFeinbode 4 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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My sexual history :3

Okay so it's a long story. Ive always been kind of a nympho. But when I was 14, porn stopped getting me hard, and it was super duper frustrating, because I could never cum. So one day, I kind of imagined being the girl in the video, and boom, instant hard on. And I was already pretty girly, so It was easy to imagine. It was just really really hot to me. It got to the point though where I was like, DESPERATE to try sex for real. I had a really good friend back then, named Drake, who used to spend like all his time at my house, and I talked him into taking a shower with me. And one thing led to ... Continue»
Posted by Daddyknows77777 4 months ago  |  Categories: Anal, First Time, Shemales  |  
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Craigslist shemale

One day sitting at home edging, I decided to go on craigslist t4m most of the ladys were black with huge scary cocks then I happen upon a thai girl Tia, we started talking and asked her if she wanted to meet up, she didn't drive so I had to pick her up. as she walked to the car I took notice she was about 5'8 she had tight jeans on and a decent ass for a Asian girl. she had a leather jaket on and I could see she was pretty flat chested. Tia had shoulder length hair and her face all dolled up. after she got in the car you could tell she was a man. but still pretty passable. we drove to a hotel.... Continue»
Posted by hamster610 4 months ago  |  Categories: Anal, First Time, Shemales  |  
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Trained to be a sissy whore by my soon to be wife.

My fiance Kim was loving pegging me and training me to be a slut. My cock was now locked away for 4 months, my anus was violated but her multiple strains,daily. She dressed me in the sexiest clothing and kept my body smooth with waxing. my hair was longer before and since grown out nicely. She buys cum online and I in jest it daily. I crave the taste and smell of cum on my lips. My nipples are always sore from her rough sucking and biting. I cum from prostate messages daily, I yearn for her to penetrate me. She is the love of my life.
One Saturday she wakes me up and tells me this weekend I w... Continue»
Posted by hamster610 4 months ago  |  Categories: Anal, BDSM, Shemales  |  
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I have been found out

One day I was at home my fiance was at work, so as I usually do I went in her drawers grabbed thigh high stockings and sexy pantys with a bra and silky camisole and slip. Then I go in our guest room with my laptop dildos and lube. Start watching Shemales porn. And fucking my toys. I do this all day cause it takes alot to satisfy myself.

I had quite the set up a small partition wall between two closet doors with a suction base dildo stuck to it was perfect for doggy style, I could thrust my ass back deep into it with my legs through the door openings.
A old chair I was supposed to be recond... Continue»
Posted by hamster610 4 months ago  |  Categories: Anal, Fetish, Shemales  |  
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HOW I LOVED TO BE USED

I walked into the house fully dressed as a woman as ordered; I loved it when he tells me what to wear. Today I was in a short mini skirt and sheer white top with no bra. I was barelegged, wearing lacy red crotchless panties, and the new stilettos he bought me were black to match the dress and my long black-haired wig. My makeup was done perfectly and I had cleaned and lubed my hole for his use. I stood still while he closed the door. He ordered my hands in front of me where he handcued them. He lifted my hand over a hook and I stood facing the wall with my hands above my head.

“You look lik... Continue»
Posted by tanyacd65 4 months ago  |  Categories: Fetish, Group Sex, Shemales  |  
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"Brainwashed into becoming my friend's s


It all began six months ago. I had been without a job for over a year and I was flat broke. I was staying with a couple of friends who had been letting me stay with them rent free. They began putting pressure on me to get a job, telling me that if I didn’t have one soon I would have to go. I had no luck in finding a job and was really worried about finding a place to stay. I decided to call several old friends to see if one of them would let me stay with them for a few weeks. Being out of work and flat broke didn’t help my cause, my old friends all politely told me that they couldn’t help me... Continue»
Posted by JennyJean 4 months ago  |  Categories: BDSM, Gay Male, Shemales  |  
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tv whore sent to prison

I had been a Bad girl the police had called me prostituting myself on the street corner
I was sent to prison where I knew I was going to suffer and be in trouble as a feminine little slut I knew those big strong man we going to target me. It's hard to hide what you are with my totally smooth feminine body long hair and blow job lips.
Inside I tried to keep myself to myself and hide who and what I was. I couldn't help it
I was soon ridiculed, I was a loner, called every derogatory name under the sun. It should have hurt, but it didn't I enjoyed it. I had always been an attention whore. I cou... Continue»
Posted by Subtvnicola 4 months ago  |  Categories: Hardcore, Shemales, Taboo  |  
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Motel Magic Hour - Part 2

I could feel everyone's eyes on me as I stood outside the motel room door,

As per our chat a few days prior, we agreed on a few specific facts before I ever arrived at the motel room.

****
1) It was undeniable that I was a cock-addicted, cum-hungry sissy faggot that needed to be used and abused by men. It was a universal constant that I couldn't ignore,

2) Once I stepped into the motel room, I would be acknowledging the aforementioned facts, and the understanding that a sissy faggot cannot be relied on to understand it's true nature let alone embrace it... that all sissy faggots ne... Continue»
Posted by AniGirl81 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Daily routines

It was just another morning like all previous. I woke up around noon, sun was shining and I was wearing black lace lingerie with my stockings on. - What the hell happened last night? Hum, I must came back really lonely, if all the toys were misplaced around the room.

I took a t-shirt from chair and went to the kitchen to make some coffee... Then i realized that I might still have some crystals in my room that has survived last night's party. I went there and saw 3 prerolled joints and half of a bag of happiness. I've decided to share that with someone, maybe doin' some online sex... Who kn... Continue»
Posted by MashaIvanova96 4 months ago  |  Categories: Fetish, First Time, Shemales  |  
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first outdoor meet

Hi all, so this story of mine is 100% true, it tells the tale of my first ever outdoor meet.

We need to go back 4/5 years for this one, it was a hot balmy sunday evening in july/august. I'd had a lazy weekend, and was looking to let off some steam before work on Monday. At the time I lived in a flatshare with two other guys, whilst friendly with them we weren't best mates so they had no idea re. Clara. I was sat in my (locked room) as per the norm - dressed just in lingerie in case I had an interruption surfing the normal websites - contact sites and porn sites.

I'd been chatting to a g... Continue»
Posted by claracduk 4 months ago  |  Categories: Shemales  |  
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Motel Magic Hour - Part 1

My heart was racing as I pulled into the parking lot of the motel off Route 25.

The location of the motel would make one feel as though it would be the kind of place that would be desolate and run down, but apparently it was quite popular. I hadn't expected to see so many vehicles parked in the lot of the place; many with people still sitting in them looking at their phones, or just watching people come and go.

I was going to have to get out of my car, and they were all going to see me.

The fact that it was quite obvious that the majority of people present were there for nefarious se... Continue»
Posted by AniGirl81 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Staircase

I could hardly breathe through my gag and was totally blind. Actually my gag was just my red panty which Gye has stuffed in my mouth and fixed it with a big stripe of tape. I was shivering and my cock was hurting but as hard as it has never been before. I was afraid and horny as hell at the same time. Gye had tied me to the handlebar of in the house corridor, only in my red stockings and clothespins on my nipples. I couldn’t believe it!!
My chubby ass was red and painful from the previous spanking and my anus was hurting from the plug Gye stuffed me with without mercy. The cuffs he brought fo... Continue»
Posted by kilee8080 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Ch 4 plans and cages

Ch 4 plans and cages

And boy did they have plans for me although I would find out about them till about 2 weeks later. That night she drove me home and totally spent I fell onto my bed and passed out. I was so exhausted I didn't wake up the next morning and called into work sick for the day. Well Needless to say by that night I was back to somewhat my normal self. So i was sitting in my room hitting a pipe when Tina rolled in. She sat down next to me and took a hit of the pipe and then passed it back. "So love what you got planned for the rest of the night." She asked i told her nothing th... Continue»
Posted by tryme69u 5 months ago  |  Categories: First Time, Group Sex, Shemales  |  
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Ch 5 sold and whored

Ch 5 sold and whore
So the next morning Tina came into my room and threw down a stack of bills on to my bed and said " for last night see i told you momma would be nice, and since you did such a good job I think I might have a treat for you on Sunday if you bring in lots of money on friday night.." She patted the key hanging between her breast and walked out of my room. I Rolled Over To See How Much She Had Given Me And f O u nd it was 500 dollars now when I left the jar had been full so 500 dollars was just a fraction of what was j there. So i decided to put this money to good use. So i did... Continue»
Posted by tryme69u 5 months ago  |  Categories: Shemales  |  
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Lacey's Adventures -1

Lacey had always been cautious when playing online as her sissy self, and had only ever met a handful of men. Sucking a few cocks over the years, and her cherry was popped, but none of it was very remarkable. She wanted more, as strong fantasies grew over the last few years, years without any cock to service. She was about ready to burst. After spending time away from it all, she signed back up to a few websites where she knew she could have some fun, and began again. After a couple weeks of chatting with some dominant men in her area, she decided there was one who might be trustworthy enough,... Continue»
Posted by Plaything-Lacey 5 months ago  |  Categories: BDSM, Gay Male, Shemales  |  
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hotel meet

Another story part true part fantasy


hi all had a nice meeting last week. i was away on business which happens very infrequently so i planned to make the most of it. i was away with my boss for two days of meetings and one night in a hotel in Birmingham. anyway by the Thursday lunchtime the meetings were going so well i suggested i stay an extra night and take the guys out for drinks. he readily agreed so i quickly posted an ad on craigslist for later that night.

5pm rolled around and my boss left for the station whilst i headed to a city centre bar with 4/5 of the guys for drinks. as ... Continue»
Posted by claracduk 5 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Mile high shemale

“Curious? Bi?” Well, yes, but only with a shemale. Beyond that I’m a firmly planted heterosexual.

For many years I longed to have sex with a shemale but never did anything about it. (I’m not much of an initiator).

The community I live in has lots of shemale beauts; maybe that started my interest. One such ravishing creature has a gallery close to my office, and I fantasize every time I see her in the coffee shop. She also has an eye popping diamond on her ring finger.

Once in a while I’d visit shemale sites. Of the pictures the ones that turned me on the most were shemales with nice, ... Continue»
Posted by samcolt1911 5 months ago  |  Categories: First Time, Shemales  |  
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Long weekend. Part 1 of 3 ( Fiction ) Bi, Trans,

Long Weekend This contains Bi male and Transsexual. ( Fiction )

It was Friday night and I needed to get out for a while. I headed to the Rave bar in town. It had been a long time since I had some Strange. When I got there the place was jumping and packed full. The night had a wild energy in the air and these people came to party. The dance floor was packed and every time the club opened another section, it was quickly filled. All four of the speakers were loaded with dancers. The lower speakers were lit from the top and the girls dancing there had light shining up through their ... Continue»
Posted by mowgli53 5 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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Ch 3 payment and my share

Ch 3 payment and my share

So Tuesday rolled around and as promised promised when in walked into my apartment at midnight I found not only Tina sitting in the living room drinking a glass of wine but monica as well. They were talking quietly and sipping on the wine with the bottle still on the table as I walked across the room. So as you could imagine I was pretty damn excited about getting some pussy and cash in the same day. So when I walked back into the room after changing I found the girls waiting on me. "So here is your money big boy" Monica said handing me a hand full of 100 ' s. And ... Continue»
Posted by tryme69u 5 months ago  |  Categories: Anal, Shemales  |  
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