Shemales Porn Stories
Page 76

One Weekend

One Weekend
I was twenty when I met Michelle. She and I didn't actually move in together, but she had a suitcase
that she kept over at my place with many different clothes in it. Everything from nice panties to no
frills granny panties. Her sexy black dress, jeans, bikini, lingerie, and regular stuff also like white tshirts
and pajamas. She had some cash through her f****y. She wasn't rich, richer than I was and still
am. So her clothes were mostly higher end stuff ordered or purchased from Europe. Also in the
suitcase were two dildos and three vibrators of different sizes along with som... Continue»
Posted by pr1456a 2 years ago  |  Categories: First Time, Shemales  |  
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His teacher, The transsexual

A really nice story from another web page! Enjoy

Greg was late for class. He ran through the hallways. They were very particular about being punctual here. His health teacher especially. She was very focused on such things. Greg had been late twice this week. He couldn't help that his car kept breaking down. Ms. Sin was a real hardass and didn't accept excuses.

Greg had only started his last year of high school here after his eighteenth birthday a few months ago. He was worried about the impressions he was making. He got to the door of his health class and checked his watch apprehensive... Continue»
Posted by Ankakalle 4 years ago  |  Categories: Shemales  |  
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Slowing becoming a Cuck...what next?

I have not gotten rock hard in over a year and a half. It is a medical condition and it slowing getting better, but it is causing my wife and I to try new things.

We always had good sex, but because of her beliefs it was pretty straight forward. She did not enjoy me going down on her, because she had issue with me kissing and licking her where she pissed. She would give me a little head, normal foreplay (kissing, tit sucking, fingering) but within minutes we were in position to fuck! I could cum quick and go again...rock hard.

But that ended in January last year. I can orgasm now, b... Continue»
Posted by mattraulerson 10 months ago  |  Categories: Fetish, Mature, Shemales  |  
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Taken to be a Shemale Lover

I had went to work at the burger joint, when the manager informed me that 'I have too many people on payroll today, I need you to clock out and leave.' This is what happens when you work for a fast food joint, all the k**s that go to school and can get a permit flock to the fast food places. At least you get some training in how to be on time and understand job responsibility.

As I was working towards the park a coral blue car passed by, it pulled into the lot across the street and came speeding back. The driver was a familiar face, Joliet, one of the she-males that enjoyed my restraine... Continue»
Posted by d4david 4 years ago  |  Categories: Anal, Shemales  |  
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How my chastity started

There was this woman where I worked at. She had a thing for retro and would wear business skirts, high heels and actual real stockings every now and then. She had a body to die for and legs that just simply made me melt. When she walked by I would simply melt. Could not explain it this power she had over me, it was more than just sex or lust, it was like the magnetic pull that keeps the Earth in orbit. I started small talk with her and over time we began chatting now and then. I WANTED TO HAVE SEX WITH HER SOOOOO BAD!!! But would not even flirt with her in that direction because I knew from of... Continue»
Posted by debbielynn 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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my fantasy part I

I've always been interested in being a prostitute but never had the guts! This is what I would do if given the opportunity!!

It was another morning alone in my dump of a one bedroom apartment. Sexy shemale porn playing on my laptop and me performing my usual morning edging session!! I was strolling the web and came across some pictures of sexy crossdressers hooking on the streets! This made me want to cum so bad but I couldn't because I was edging and it felt to good when I stopped myself from cuming. I usually edge for an hour or two until I get so much precum my hand is sliding up and do... Continue»
Posted by nebraskasissypussy 1 year ago  |  Categories: First Time, Shemales, Taboo  |  
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Tranny Attack Ch. 02


"You'll be hearing from me again, sweety!" With those words Julia had kicked me out of her apartment.

I dragged by bruised and ass-fucked body home. Thankfully, Jane was not back as yet. All through the journey back to my house images of the previous night kept playing through my head. Discovering Julia's cock, of being tied up and buggered, of sucking her cock, and of having Julia piss on me. And it was all on camera! And who had she sent the videos to? If she blackmailed me, what would I do. I could pay her off quietly, since we were a traditional household and Jane never said anything ... Continue»
Posted by bi_hengst 2 years ago  |  Categories: First Time, Interracial Sex, Shemales  |  
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SheMale Encounter -Hot Story -Please Comment

“Promise not to fall in love while you’re away?” Lana asked as she wrapped her arms around me.

“I’ve told you several times already,” I snapped at her. I had begun to get more than frustrated with her. “This is just a business trip and nothing more, besides I’ve never been the type to just fall in love,” I said.

She held on a little longer before she finally let me go. We kissed one last time and then I was off. As I walked down the runway I waved good-bye. She waved back animatedly. One look at her and I regretted letting her get on my nerves. Quickly I ran back into the waiting area ... Continue»
Posted by bmckzi 4 years ago  |  Categories: First Time, Shemales  |  
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First time dressing up: Part 2

Dressing in my s****rs clothes became a regular thing after about 2 months of doing it, I would use her vibrator on my ass at least once a week. My f****y was gone more often so it gave me plenty of time to prefect doing my make up, hair and shaving my legs. One night when my f****y WAS home i was looking for a pen to write a card. I went too my parents room to look for one and on my step mom's dresser was a small blue key, i had no clue what it would go to and for some reason it seamed important. I put it back and continued on looking for a pen

Two days later my f****y was i out so imminen... Continue»
Posted by Badassgirl123 1 year ago  |  Categories: Masturbation, Shemales, Taboo  |  
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Exiting second time

After the first time had already passed, I decided to take some time as my ass still hurt a few days after my encounter. The guy I used to talk still had not sent me any message a 2 weeks after the events of the previous story so I decided to do something. After the pain went away I noticed I coul very easily play with my ass and I would not hurt at all! I went to the point that I could fist myself and it would rarely hurt.I played putting things in my ass and it felt awesome. I decided I was 100% bi and wanted to try something new, so I began crossdressing more seriously. I went to swimming l... Continue»
Posted by Ktm999 4 months ago  |  Categories: Anal, Group Sex, Shemales  |  
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me my daughter and a shemale

my last story was with my daughter for the first time now we both have shemale girlfreind very beautiful ones they would come over me and my daughter would put on our sexy heels she picks my shoes now lol and they would fuck us both on the same bed theses shemales are in good shape they would fuck me and my daughters tight lil asses and shoot globs of cum then they would watch us creampie it out one of them came over one night when i got off work my daughter wanted me to tougue out her shemales ass while she shoots in her pussy she has a big dick mine would never reach in that far i loved watc... Continue»
Posted by keiporn 4 years ago  |  Categories: Shemales, Taboo  |  
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shemale sex slave

BDSM JOURNEY.

Let me first say i am no writer by any means.

This story starts 5 years ago. I was looking to move up in the mountains off grid with a homestead. I was a single man and wanted a parnter who could share with the daily chores and have for sexual gratification. Finding some one to leave everything the city offered to move to a rural area was a quest in itself. I knew I wanted a completely submissive woman ant my feet.
So I put a ad on craigslist and it went a lil something like this" tall single white dominate male iso single submissive woman to move to a homestead in a very ... Continue»
Posted by bigfranks36 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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My Sexual Resume

About Me

I am a very sexual crossdresser who enjoys all sorts of activities. I have a small cock which I milk on a daily basis. I love to be photographed when I am with someone. You might say that I am a exhibitionist, when I am dressed like a slut.

Sexually

I am bi sexual and love women as much as I do men. I am very oral, anal, and a kinky submissive. I like to be used by men and women when I am dressed. Those that have been with me usually leave satisfied, which for me would be a face full of cum. I love those hollywood pop shots all over my face. I love kissing and fingering of m... Continue»
Posted by slut2eatcum 5 years ago  |  Categories: Shemales, Taboo  |  
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Wife and Sissy invited to a party

My wife and I were invited to some friends’ house on a beautiful estate in TX for a weekend party. While we were both well aware of the debauchery that could occur at the event, we had no idea how much participation we would both play. We were just getting off the plane to meet our driver when my wife handed me a slutty little maid outfit, and told me to go into the bathroom in the airport and change before we got out of the terminal. I did as she asked and then tried to walk out without anyone noticing but too many people in the airport to hide from as I only attracted more attention.

When... Continue»
Posted by moeclitty 11 months ago  |  Categories: Fetish, Hardcore, Shemales  |  
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The Ebony TS of my dreams


This story is about one of the most memorable piece of cocks I've ever experienced in my 30 plus years of getting fucking. I just thought I'd write it down and share it simply because I'll never forget it and because I'm a married man and it most likely will never happen again.

It happened about three days ago with TS Dominique I met through the internet(EROS). She was 23, but she easily looked 20. She kept her body pretty fit. She was about 5'11 and 135 lbs. I love tall women because I'm physically a big myself--6', 245lbs. It's hard to be fucked by a woman bigger than yourself. Plus, I... Continue»
Posted by yesamwilling2 4 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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One experience with two blak men!

Hello again this is EvA…I am a 40 year old tranny. I do not consider myself a cross dresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine lady boy. I have been taking also hormones for 4 years, on and off and I already saw many changes…my boobies are growing, becoming poutier and have sensitive nipples. My skin is sooo soft and my hips are getting bigger giving me a pear figure… I also see changes in my feelings, being more sensitive and sometimes I cry when I watch a romantic movie…haha. One of the biggest changes also is that I am alway... Continue»
Posted by transeva69 3 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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total sissy humiliation

my phone buzzed.

looking at the screen the name before me both puzzled and startled me.
I had posted an ad on craigslist 10 days ago, offering to suck cock. i was 32 and had been dressing as a girl and fantasizing about sucking cock since i was 13.....and now being single, I'd decided to act. within 12 hours of my ad going live I'd had 10 emails from guys...some of which i deemed timewasters. I'd quickly narrowed it down to a guy named Lee...at least thats what he said his name was.

Lee lived locally, and worked as a bar manager for a local pub. I knew the pub, it was a normal quiet pu... Continue»
Posted by hornyTVluvr 7 months ago  |  Categories: BDSM, Fetish, Shemales  |  
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Creole Nigga...Chocolate Bottom

"Class dismissed," remarked the professor.

The students filed out of the room in a decent order. Xan Brooks gathered his belongings and headed back to his office on the campus of the University of Texas - Health Science Center at Houston. On his way there the five-foot-eight-inch, dark-skinned man, pulled his cell phone from his messenger bag. He saw an email from 'Mr. Fantastic'.

Dr. Brooks had emailed a few times with this person who purported to be stationed overseas, but from the area. The message indicated the gentleman was back in Houstonfor two weeks. Specifically it said, 'I wann... Continue»
Posted by faggyboi 1 month ago  |  Categories: First Time, Gay Male, Shemales  |  
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Old Black Carl (part 3)

Old Black Carl (Part 3)
After the long night, we slept in late, the next day. Carl made me suck his cock again, and of course, I enjoyed it. He said he had some things to do and that he would drive me home, so that I could rest, and that he would be picking me up again that evening. He drove me home with his arm around me, and of course, he had me play with his big cock while he drove. He dropped me off in front of my parent’s house, and told me to be ready about 6. I nodded, and walked into the house. I knew I probably smelled like cum and sweat, so I went directly to my room. I thought abou... Continue»
Posted by cocksucker4bbc 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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A Girl To Remember

Senior year is supposed to be the best year of high school. For me it was absolutely remarkable. Junior year, second semester, I went to the office for my teacher. A girl I liked helped in the office for her free period. She was Japanese with long black hair that fell down her back. She had icy blue eyes that were accented by her black eyeliner. She had on black lipstick, black converse, and a black and purple skirt with black pants on and a black t-shirt with purple letters that read, “If you think you’re normal. You are weirder than me and I’m a Goth.” She looked like a little Gothic fairy. ... Continue»
Posted by nightheart13 2 years ago  |  Categories: Shemales  |  
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