Shemales Porn Stories
Page 80

Lilith RIDes Again

THe following event happend the night i took my profile pictures.......

I had almost given up all hope of finding a man online in time before my girlfriend and k** came home the next day. Finally at 4am a reply, his name was Todd. HE was on his way, one hour later he arrived. I got really dolled up for him this time; makeup, my favorite pink mini skirt and thigh highs on my smooth legs. When i let him in and disrobed he smiled and said "YOu are beautiful arent you?" I blushed a little as we sat down next to each other. HE put his hand on my thigh and i looked at him " DO yo... Continue»
Posted by witdacandy09 4 years ago  |  Categories: Shemales  |  
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A Flatmate's First Time

My name is John and it all started for me the same as most CDs; I was 13 and had stumbled upon my mother's underwear draw and for some reason I decided to try on my mum's pantyhose. The feeling was divine and I was immediately hooked. Over the next few days I experimented more and more with panties, bras, shoes, clothes and make-up. Ever since then I have had several unsuccessful attempts to quit my habits. I am now a 24 year old closet CD who lives in London with my flatmate Katy. She did not know about my dressing until that one wonderful afternoon.

It was a Friday afternoon and as of the... Continue»
Posted by amylee-jones 1 year ago  |  Categories: Anal, First Time, Shemales  |  
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Trapped and Trained Sissy Ch. 04

Trapped and Trained Ch. 04
I don't exactly remember at what point it started, but I remember being so ashamed and humiliated by it even happening. The redness in my face seared, but you still couldn't even tell due to all of the makeup that was caked on me. And there it was again... so involuntary, so humiliating...

There I was sitting on this chair from hell with a cock thrusting in and out of my painted lips, another devil of a machine tearing my ass... pussy... in two underneath me. And I was moaning.

It wasn't one of those painful moans either... it was a moan I'd often heard coming... Continue»
Posted by hpm12 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Idle Hands

Idle Hands

They say that idle hands are the devil's playground. I know now that that
is true. My wife and I have been married for ten years. We are both
successful in our careers and decided not to have c***dren. We fell into
what can only be called a "funk". We both would arrive home at six
o'clock, eat dinner and spend the night staring at the television until
eleven, fall asl**p and get up the next morning and repeat. My wife had
remained thin and sexy, with an incredible ass and a pair of firm breasts
that would rival ... Continue»
Posted by brandiboots 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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Last weekend

I had arranged a meeting with a new gentleman lover.

I was excited about being naughty.

Knowing I was going to fulfill my craving with a big new cock to play with made me bulge in my panties as I drove to his place.

I arrived at my new friends place a little early.

He answered the door in a dark Tshirt and jeans that hugged him in all the right places.

There was a little chit chat, but we both knew what we wanted. He wanted to fuck me and I wanted to feel a hard cock fill me with cum.so why delay the fun!

After kissing me, his hands found my tits and pinched my nipples. ... Continue»
Posted by lornasababe69 3 months ago  |  Categories: Anal, Mature, Shemales  |  
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A Savannah night

Crossdressed fully and very seductively in only fishnet thigh highs; hooker heels, g-string, garter belt, and bra, (all black), I had intentionally let the man walking around the motel parking lot see me. He'd stopped in his tracks, mouth open, and stared, as I stepped out onto my motel room balcony. I pretended to not notice him while giving him a really good look at my ass as I turned and went back into my room. A few minutes later he was back out in the parking lot again, pretending to be busy in the trunk of his car while glancing up toward my room. I knew I had me an interested voyeu... Continue»
Posted by dana213 5 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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Spontaenously meeting a straight and fucking bareb

I went out as a guy one night in my local town and I was extremely d***k hehe.. This guy was buying me drinks all night long and was very flirtatious towards me, he said he has seen me as a TV on a site and I was slightly dazed and shocked that he knew this about me.. So privately I confirmed I am a TV. When I told him that I could see he loved it that I was. So we partied until very early hours but the only thing that was slightly awkward that all my friends were there as well. But we kept it quiet that we knew what both us were. As the night grew, we went to the bar together and he was buyin... Continue»
Posted by kellyslut26 4 years ago  |  Categories: Anal, Fetish, Shemales  |  
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You've Got Shemale.

This is my first story of this type, so please, be gentle ;) It's a semi-true story, but definitely more fiction than fact, and it will be at least two parts.



I moved to a smaller town when I was in college and found that I didn't fit in at all. I actually got so lonely that I took up a friends advice and joined a dating site.

I had gone through a large number of messaging women on that site to find most remotely near me wanted nothing to do with me. My age range of early twenties had little selection and those that were in that range were surprisingly stuc... Continue»
Posted by MysticDude 4 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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A tgirl like no other

Walking in the door I knew this girl was like no other, tall, statuesque, beautiful brunette with a lovely voice. This was no bang and leave session...No! This girl was sexy, sensual and wanted my time and attention, the feeling was mutual.

Most encounter I have are with totally submissive girls who just want me to control the room upon entry, but I knew talking with this girl beforehand that she wanted more... she wanted to get too know me.

Unlike any other encounter I was hungry so I called ahead and brought dinner, after being greeted she led me to the table where we both sat and... Continue»
Posted by sbucks 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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A gym workout

A few weeks ago i started going to the gym. I liked it because it was normal size and there wasnt too much people so wouldnt have to wait. My trainer was the owner af the gym and his name is Nikola. When i first saw him i was amazed. He had big and nice muscles and was very handsome. He showed me how to work out and while he dide that i noticed that he had a big dick in his shorts. So after a couple times i decided to go for it and put on some stocking,a skirt, a black thong and a black bra,a shitr whic showed more than it hid, a pair of high heals and went to the gym. I got there at around 8 ... Continue»
Posted by nikoletakurva 4 years ago  |  Categories: Anal, Shemales  |  
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The Hotel Part 1

I knew when this started it would be like nothing I had ever done before. I drove up to the hotel early friday morning. I was checking in for seven days.
Seven Days of non stop pounding of my asshole, Strapons, Crossdressing, f***ed fem, huge dildos, and giant buttplugs are just a few of my fetishes, and I expected every fantasy to be fulfilled this week.
As I pulled up under the awning of the front enterance I was met by a woman in a French Maid uniform. I introduced myself, and said I was checking in fo rthe week. She smiled, as she opened my car door, helped me out of the car, took my ba... Continue»
Posted by NJStraponLover 4 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Sexy shemale 69

I was out at a casino in Reno after work. It was about 10pm and I was unwinding having a beer playing some video poker and watching ESPN. I saw a beautiful dark hair lady at the end of the bar so I decied to move closer. Once I got down there we chat a bit. Her name was Kim. She had some nice B-cups that she liked to show off and fantastic legs. Im not a "leg guy", but if there were some legs that could make me a leg guy she had them. We got to know each other a little bit. We chatted while I nursed my second beer and lost money. I told her Im not really looking forward to going home alone, an... Continue»
Posted by thetodd83 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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''What's a man to do'' Pt


We reached the fun chamber and I unlocked the door and told the lady's to go in and get to know each other while I went and fetched some glasses and a two bottles of red and a bottle of bubbly.
I returned to find the girls siting on the edge of the bed chatting and giggling like two school girls. It surprised me that Elke hadn't this hot little thing between her legs licking her pussy out. Usually my wife doesn't waste time chatting when she has an itch that needs scratching.
I locked the door, not really because I didn't anyone walking in on us, after all it was a sex party, but because a... Continue»
Posted by guru6969 8 months ago  |  Categories: Anal, Fetish, Shemales  |  
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The Trip

I’d been seeing Joe for most of the summer and in that time I had starred in maybe a dozen or so of his private home movies. My hair had grown maybe another inch, I’d had my ears pierced and my eyebrows shaped, as far as my parents were aware it was because of a drama club I’d joined, where a part dictated the sacrifice, it was a poor excuse but they chose not to question it further.

One Sunday night I got a telephone call from Joe telling me to come over right away, I dropped everything and did as I was told. When I arrived at Joe’s he ushered me straight up to his bedroom.

“Were going ... Continue»
Posted by kara_zor_el 3 years ago  |  Categories: Shemales  |  
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The Waitress

The Waitress

Sophie sits in a corner cafe, her emotions all over the place. As she surveys her surroundings the tables were in need of a wipe, the gloomy ochre, smoke stained paintwork peeling away from the Victorian brickwork beneath. The gloomy surroundings fitted her mood, the girl she was supposed to meet hadn’t turned up, Sophie felt alone, lonely, unwanted and depressed.

A new girl appeared at the far side of the counter, it was easy to see by the waitresses wide shoulders and slim hips that she wasn’t a real girl, her black dress and white pinny rather shorter than would normally ... Continue»
Posted by Sophie_Tyler 9 months ago  |  Categories: Anal, Shemales  |  
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Girlfriend's Hairdresser

“Look, honey,” proclaimed Kamron as he held a mirror in front of his client.
“I like it,” she declared with a smile. “How much,” she asked.
“Fifty-five,” the five-foot-nine-inch big booty effeminate hairdresser replied.
“Alright,” she said digging through her purse. “Oh damn. I left my billfold in my other purse. Do you mind if I get Tavares to drop it off when he gets off work,” she inquired referring to her live-in boyfriend that worked at the auto parts factory in town.
“Yeah, chile. That’s fine. What time does he get off?”
“Seven.”

“That oughta be fine. Just text me when he’s on th... Continue»
Posted by faggyboi 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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BeCumming Barb

I began dressing to attract my dad. My mom was a beautiful and classy woman. Her style of dress was impeccable. She always wore pencil skirts or dresses of modest lenght, 4" heels, and always sheer fitted nylons and either a 6 or 8 strap waist cincher. Pantyhose had become quite popular by then but she did not wear them.

I had witnessed my parent making love many times. They had a "date" night once a week and mom would look her best. The date always ended with them making love. I would peek through the bedroom door and watch with envy as they kissed and held each other. It was always missi... Continue»
Posted by Barb51 4 years ago  |  Categories: Anal, Shemales, Taboo  |  
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Pounded to submission

Chapter 1

“Oh shit, fuck my black ass with that thick white cock you fucking tranny.” He moaned.

“Harder, **** my tight fucking ass baby.” He screamed

“Quit screaming like a bitch and take it like a man cock-whore.” She exclaimed.

He could feel a growing sensation of pleasure in his taint, a feeling of unnatural pleasure building up inside his loins that has never been experienced before. He felt as if he were about to cum but his hands were handcuffed to the bedpost and his female/male r****t was not touching his member.

“Stop! Something is not right, I feel like I'm about to ... Continue»
Posted by james_jones_03 2 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Sometimes, mistakes do happen but they can be real

A few weeks ago I was wandering round some of the nice tv/gay sites for this area of France when I got a message from a guy asking me if I would like to meet. Well, I was very horny at the time, so nothing new there, was aching to do something to somebody or have them do something to me, you know the feeling, when you ache to feel something nice and long in your mouth or being slipped in your pussy.

I thought to myself why ever not, he seemed like a nice guy, he wanted to meet on his way home from work so we arranged to meet in a quite well known gay rest area between his destination and t... Continue»
Posted by antoniaf 2 years ago  |  Categories: Masturbation, Mature, Shemales  |  
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Theater gangbang of cockslut Kitty


I drove to the old-and-rotten-unofficially-turned-adult-theater that I had been too before, parked and headed in. I walked in, went to the counter to pay and the clerk gave me a once over.

"Ladies are free on Friday nights," he said.

Did I really pull off the appearance of a girl? "Oh, I'm not really a girl," I said, not wanting to cheat the establishment out of revenue.

"Hot stuff, you are close enough for my tastes," he said with a dashing smile. "Have fun up there." He then winked at me.

He was a cute boy, maybe mid-twenties, tattoos, and hoop piercings in his ears that stretc... Continue»
Posted by CumLovingKitty 3 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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