Shemales Porn Stories
Page 12

Double trouble

First of all this is a true story. My name is Jessica Judd and ive been dressing for 15 years. Ive always been interested in putting on panty hose and panties but it wasnt till about 7 yrs ago that I really took it to a whole new level.

Ive been with a couple guys while dressed but my last episode stole the show. I decided to rent a room at a local casino and gamble a little so I decided to take several outfits and all my accessories just in case I get wild. While at the casinos I began to loss my money too quickly so I decided to slow down and have myself a couple drinks.

It was then ... Continue»
Posted by jessicajudd 4 months ago  |  Categories: Anal, Shemales  |  Views: 1884  |  
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Boy gets Fucked by Shemale

This is the story of my first she male. I had always been curious about dicks. I had always been attracted to women and I loved to watch a woman get pounded by a big cock. But after awhile I realized that when I tried to imagine the porno, I always imagined myself in place of the girl. One day, when I was sixteen, I decided to see what it felt like to be a girl. I had never tried anal before (I could never bring it up to my girlfriend) but I knew I had to try something. So I gathered all the necessary tools and went into my room. I locked my door so my mom wouldn't accidentally walk in on me a... Continue»
Posted by ClassicCockx 4 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 6583  |  
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The Haunted Blue Jeans

The Haunted Blue Jeans
By: Jessica Rabbit

"I hate extended business trips". This is the second time I have had to use the
hotel laundry facilities. "It is bad enough to be gone so long that you use all
your travel clothes, but then to have your company not reimburse you for the
cost of having a laundry service perform this deed makes it even a more bitter
experience", I thought as I rounded the corner to the laundry room. It's a
small laundry room with only 3 washers and dryers, plus a table to fold your
clothes on. As I dump my jeans, shirts, and Jockey shorts into the washer ... Continue»
Posted by lana100 4 months ago  |  Categories: Shemales  |  Views: 1279  |  
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The Secret Manor of Trans-Supremacy Part 3

PART 3.

TS.MISTRESSES TRAINING THERE SUBS TOO STRAP-ONS...

As one of the Manor Houses beliefs is in Sexology that came from Medieval times in sexual methods by Mistresses... Everyone should receive Anal with Thanks gracefully at all times, she says to the room...

She f***ed me too take the Twister as she screwed it in then pulled it out over and over agian as I was in stocks bent over with my arse positioned that she could comfortably use my Pussy arse for her Sadistic desires in Fucking me with many Cocks and allowing the other ladys too train themselves in screwing male bitchboys... Continue»
Posted by tvisabellacoupe 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1106  |  
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The Secret Manor of Trans-Supremacy Part 2

PART 2.

MY LADY TRANSEXUAL MISTRESS JESSICA/JESSIE OF FINE OUTSTANDING, DIVINE BEAUTY...

The lady says I should been taken upstairs as too change into what there requirements too stay with them here for a few days in Her chambers... before such she Tie's my Balls up with a bondage rope and pulling it backwards between my legs that goes through the sides on my harness & up through the O rings of my Collar too the Mistress standing behind me as I'm cuffed too the wall in front watching my Mistress in the Mirror as she pushes her stiletteo heel up my anus too that of pain & pleasure as of ... Continue»
Posted by tvisabellacoupe 4 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 721  |  
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My son got seriously hot

Well, life sucked after divorcing my little sheboy, he was everything to me, but I had to let him go see the world, he went to college, after leaving his job as a freelance babysitter to find himself, he was very good at his job, he worked as a babysitter for a filthy rich f****y, he used to make over £400 in 6 hours spread over a whole week, sometimes he takes overtime, however this overtime was more like parentsitting than else.

He would stay for a further hour to take care of the parents by getting into naughty games together, the couple were rather young, the man was just midway through... Continue»
Posted by starlight8998 4 months ago  |  Categories: Fetish, Masturbation, Shemales  |  Views: 5202  |  
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Fuck My Bitch

I had exchanged emails and photos with Jennifer. She quickly answered the door and I noticed her plus size shape peeking through a sexy black teddy as she guided me in the room. As I stepped in the suite I saw the focus of my attention, Alexia. She was sitting on the hotel couch I was floored by her beauty. She looked a little Hispanic and Asian with blonde hair and black roots peaking through. She looked to be in her upper 20’s with a smooth face covered in a bright orange tinted foundation, light pink lips, light charcoal colored eye shadow all the way around her eyes with dark black eye bro... Continue»
Posted by iheartm2f 4 months ago  |  Categories: Gay Male, Shemales  |  Views: 2754  |  
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Party Favor(s)

My getting into Blue Mountain State U., in the early 1970's was a blessing in so many ways. For one thing it got me out of a bad living environment in my little "Hick Town". I got accepted on a Music scholarship, not Football or Basketball, like most Black students there at the time, so I had to make the most of it. Back then no one asked bout sexual orientation, but since I managed to become the Drum Major for our high school band it was assumed, that I was "lite in the loafers", for some reason. It just happened to be true, but like so many back then I buried it deep and tried to no... Continue»
Posted by Keith_Walters 4 months ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1967  |  
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Caught cumming

When we moved into our new house I got first pic of bedrooms, instantly I chose the bedroom in the loft with a nice big skylight, I love having the sun in my room and when it's raining I like watching it drop all on the window.

One day I decided to have the blind open while I went to bed, waking up the next morning I had discovered my favorite place ever. I stripped naked and lay on my bed again, my huge tits flat on my chest as I lay there I began to wank. Where we had moved to was across the road from an all girls school, what I noticed was at the right angle I could see up under the bri... Continue»
Posted by shemalecharlotte 4 months ago  |  Categories: Shemales, Taboo, Voyeur  |  Views: 13073  |  
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Honey poses for the Camera Club.

A fantasy of mine is to be the model for a Camera Club of older men. I would love to be the centre of attention as their point their stills and video cameras in my direction. I would first pose for some fully clothed pics and video - see through blouse, tiny mini skirt, stockings & suspenders and high slutty heels, lots of tarty make-up and trashy jewellery. Giving a flash of seamed stocking top, bending over and wiggling my arse, putting my finger in my mouth as I pull up my skirt to reveal tart red and black lacey panties bulging with my stiffening tranny dick. The sight of five or six older... Continue»
Posted by honeybtgirl 4 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2104  |  
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Cumming inside Rebecca

My heart was beating fast as Rebecca answered the door and invited me in. After months of swapping photos and chatting the moment had arrived. I was floored by how much more sexier she was than the photos we had been exchanging. My cock instantly became enraged as I stared at her. Rebecca had the cutest cheeks and eyes and she new how to do her makeup to accentuate her beauty. She wore a nice shoulder length brown wig. She had on a nice layer of foundation, her eyebrows painted dark. Eye lashes thick and full with eyeliner and sexy eye shadow under and around her eyes. Her full lips painted a ... Continue»
Posted by iheartm2f 4 months ago  |  Categories: Shemales  |  Views: 2621  |  
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Tranny Slave to BBC

I took a drag from my cigarette as I waited on my ride to appear. Looking around it was pitch black outside with only a waning moon and a few stars to light my way in the night. I had been waiting for about ten minutes when headlights finally appeared on the road in front of me, illuminating the sidewalk I was standing on and the stop sign beside me. I could barely contain my excitement. I had been waiting for this moment for a while. I had been fantasizing about it for around five years and I had been trying to get it to happen for about a year. It was a lot of effort, but Lord, I prayed that... Continue»
Posted by Slave_Alice1389 4 months ago  |  Categories: First Time, Interracial Sex, Shemales  |  Views: 817  |  
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I Sucked My Ex on the Public Bus -TRUE STORY-

I had been dating M., a 21 y/o straight boy for almost 3 weeks when this hot, sexy event took place...I met M. through an online chatroom, and i was his 2nd T-girl experience..He was both studying and working with a very tight schedule and we were hardly seeing each other, despite dating for 3 weeks, he fucked me just twice since we met and i was not happy with that..I was taking advantage of every opportunity to see my new boyfriend, like waking up early in the morning in order to accompany him to his university - Love is willing self-sacrifice!

He didn't have a car, so we were taking
... Continue»
Posted by Slave4str8twinks 4 months ago  |  Categories: Shemales, Voyeur  |  Views: 855  |  
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remembering "uncle" buddy part one

after many years of our having fun together, doing the role playing we so much loved, for whatever
reason, you have disappeared from my life, and it is time to chronicle some of those times. when we first met it didn't take long for us to discover what a good fit we were together, you being the 6'5" 230lb uncle, and my being the 5'3" 120lb bad cock teasing little girl niece, how you liked that I didn't get into the "over the top" sissy get ups, but preferred keeping it simple with just my training bra, sexy little bikini panties, and full slip, you said that was "keeping it real" and it made ... Continue»
Posted by robinlikesitrough 4 months ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1270  |  
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Where I have never gone before


It feels like I haven’t been used in ages. I’m too much of a scared sissy. I find guys from all over, talk, email, text sometimes. But when it really comes down to it I get too scared. I’ve been with this guy before, his cock is soda can thick and he’s really rough. The day after my first encounter with him, I literally couldn’t walk properly or sit down comfortably. It’s exactly what I look for in a guy. Tall, muscular, dominant, big cock. Lately though, I’ve been dodging him. We agreed to meet this one time two weeks ago, I was really horny and constantly emailed him throughout the week. B... Continue»
Posted by cocksucker1966 4 months ago  |  Categories: Shemales  |  Views: 1374  |  
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Sissy Sarah’s Story


I couldn’t believe it. Here I was in bed with an older man – and one that I most wanted as he lay there sated by my ministrations to him.
It had all started two weeks earlier when I had changed my profile on one of the sites that I regularly use. Up until then, I had been ‘Mr versatile’ – willing to do anything anyone wanted – pretty bland actually.
Now what I had written was the following:
“Young 52 year old, looking for an older man, early to mid sixties, still sexually active willing to be my top. Would love to get together and decide what our roles would be and then keep them going wh... Continue»
Posted by cocksucker1966 4 months ago  |  Categories: Shemales  |  Views: 1452  |  
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The unexpected always happens

I came into school wearing a pair of my s****r’s panties in the morning under my school uniform purely because it felt great. Plus I knew I was getting away with something, wearing soft female underwear when all the rest of the boys at school had no idea. I slipped on the white lacy tangas as soon as I got out of the shower, and it felt so good as I moved them up my shaved legs and over my ass. I made sure they were tight and snug as could be before sighing in pleasure. I checked my bubble butt out in the mirror, raising my arms and doing a little shake. I laughed at myself, slapping a butt ch... Continue»
Posted by cocksucker1966 4 months ago  |  Categories: Shemales  |  Views: 1318  |  
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Becoming Linda


I am in my late teens with a very feminine side that I started discovering much earlier. I live with my s****r, my mom whose a workaholic, and my stepfather John who is caucasian.
I am Chinese-American, 5 feet, 4 inches tall with a nice, completely hairless body except my pubic area and under my armpits. My body is a bit on the full side, and I have long, thick and soft black hair that I keep in a pony tail. According to my s****r, I have the greatest butt any girl would die to have, and I tend to agree with her as I look at my profile in the mirror, especially when I wear her undies. I hav... Continue»
Posted by cocksucker1966 4 months ago  |  Categories: Shemales  |  Views: 1156  |  
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How a Good Gurl Earns It

Now it’s your turn to do your work, sissy. Throughout our session, you’ll be working hard and worked into a frenzy. Sweat will drip down your whole body and you will earn every blissful wave of sissy pleasure. It is so overwhelming you will lose all sense of self and connection to reality. Let’s start from the ground and work our way up, shall we? First, you are wearing stunning high heels. Not the usual doing the dishes or vacuuming the floor 4 inch Heels in Pink but real bedroom 6.5 inch stilettos. They arch your feet dramatically, causing your feet to look so dainty, so tiny only a real ... Continue»
Posted by cocksucker1966 4 months ago  |  Categories: Hardcore, Shemales  |  Views: 169  |  
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The Secret Manor of Trans-Supremacy

EROTIC FANTASY PART 1.

I met a Lady once at Bar too which she was very sexy Lady as we had some fun now n then as too get too know each other I slowly tranformed myself into her e****t for Her desires too which she also went swinging with the Ladys & there submissive males in toe...

After a few visits too see her in Her chambers, she knew I loved sextoys and that I was Kinky but Erotic in such, she asked if I would like too stay at her House or even share as too Live with her full-time on a 24/7 basis I could pay her rent as too become her house mate but before I did she said I had too ... Continue»
Posted by tvisabellacoupe 4 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 393  |  
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