Shemales Porn Stories
Page 66

A Different Kind of Woman pt2

My hands were at one and eleven o'clock tied to the bed, the beautiful creature that I was so infatuated with turned out to be a shemale and I was at her/his mercy. Tiffany was working her/his penis up my butt with precision all the while stroking my penis keeping me rigid hard. Each time I thought I was about to shoot Tiffany would stop long enough for me to calm down.
Tiffany had called some body named 'Joliet' and told her(?) to bring 'Bambi' with her(?). Tiffany was having her/his self a fantasy come true pumping her/his penis deep into my butt, all I could do was grunt and groan with... Continue»
Posted by d4david 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1161  |  
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I Told You

“No, please…” I barely audibly whispered.

“Shut up you little cum whore!”

“So... ohh god, no... Fuuuuuuuck,” the words leaked through my painted lips.

“You want that hole filled too, you little cocksucking bitch?”

“No, please! God, just stop please…”

“You’re so ready… I told you you’d be my bitch,” she taunted.

Of course, there wasn’t much I could do to argue with her. Regardless of the obvious physical advantage I would normally have over her, there was the small problem of being helplessly slung over the side of the couch with my hands bound tightly behind my back, while he... Continue»
Posted by Femluver 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1841  |  
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My first time with a shemale



Let me tell you a little bit about myself I'm five feet 10 inches tall around
220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer.
Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort
Lauderdale, when one night I heard a commotion in the parking lot. There were
several men beating up a beautiful woman, when I tried to break it up I ended up
getting very banged up myself.
Her name was misty, she thanked me for helping her and a... Continue»
Posted by palitro1 9 months ago  |  Categories: Anal, BDSM, Shemales  |  Views: 5185  |  
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Their First Adult Book Store. Part 4

Albert actually falls asl**p for a few seconds, before Gary opens the door to his booth. "Hey stud, thought ya might like some company over here."
Gary's cock is big and hard and right in Albert's face.
Albert's first thought is, 'I'm bigger than that'. He looks at Gary's face with its countenance of anxious, lustful anticipation. "Hey stud, to you too." Albert takes hold of Gary's dick. He starts to stoke it a little. "Wow, that is a nice dick you got there, Gary." Albert rubs up and down on Gary's cock awhile.
Gary asks “So Albert, do you and Joe…. you know… fool around with each other?”... Continue»
Posted by Michelle_Satin 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 823  |  
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Dress up fun for TV bride

I had Ben on a contact site and we live surprisingly close together in Manchester. Ben is a 6’2” black man who has a large sex drive and likes women and girly trannys.

I am a slim white guy who likes to dress like a smart woman, not a slut. I haven’t worn a wig for over 6 years and my hair is cut in a very female bob. But I like domain top men, especially those with large a cock who know what to do with it.

We had some fun chats on line and eventually met which developed into me sucking him off in a pub toilet, that when I discovered his thick 9” cock and how much spunk his manly balls h... Continue»
Posted by nikki_cd2 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 960  |  
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Sissy For My Flatmate, Chapter 1 – Caught In

My heart was racing as I gazed up at my flatmate, there was an something of an evil gleam in his eyes as he looked down at me and my mind kept jumping back to the events that lead to this moment.

I'm a closet crossdresser, yet now my flatmate (whom I managed to hide my “hobby” from for the past six months) had me on my knees, wearing what I can only describe as the sluttiest clothes I own, hands cuffed behind my back, waiting for the “surprise” he had planned.

The previous night:

Work can get pretty stressful, I'm not complaining – I enjoy my job and I have my own ways of dealing with... Continue»
Posted by Yosho 2 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 1827  |  
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My Ultimate Fantasy...

Let me start with the details...

I'm straight, 21 years old, and am probably no more than 7 inches long. But if I may say so myself...it's a perfect cock, thick and veiny and almost always pulsing. I have always loved my cock, and rather recently I began to realize that I could no longer stop at just mine.
The more I watched facial vids, the more I focused on how hung the guy was and how thick his lines were. Now, I'm a fit guy. Work out daily, I think I have a pretty sexy body as far as gentlemen go. But, I simply don't think guys are attractive.
But I have this compulsion for cocks! I... Continue»
Posted by reddyforyou 3 years ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 1825  |  
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Brad, Chrissie and the Laundry

Brad and Chrissie and the Laundry

It’s amazing how much fun you can get into when you use the laundry room
In our apartment building. Let me tell you about one Saturday morning when I was busily doing a couple of weeks worth of laundry.
I was all alone in the laundry room and waiting for the dryers to stop so I could retrieve my garments. There was one other dryer being used but no one was presently there watching it.
It’s always so damned hot in the laundry so I was wearing just a t shirt and cut off jean shorts. I was braless but I was wearing a pair of baby blue thong panties. It wa... Continue»
Posted by chrissieCD 2 years ago  |  Categories: Fetish, Shemales  |  Views: 1276  |  
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hell of a night

I was about 18 at the time, and I did my usual Friday routine. Shower prettying up, then bored. I decided to go to my neighbors house, he was hanging out in his garage. In the recent months I would go over and hang out, he didn't care I was u******e and would let me drink. So I got ready after doing my makeup. I wore a black collar that was really frilly, with my playboy bra which helped with my not so awesome chest. My thong was black which matched my bra and the shirt. My jeans were blue and I thought I was smoking. I was sure to bring my purse and phone. I called him as I stepped out, just ... Continue»
Posted by Lauren_lee 2 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 2155  |  
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Sucking My first cock

It all started earlier this week, I had begun to watch a lot of sissy hypnosis videos and training videos, mainly ones from Polish Mistress.

Every time I watch these videos, I usually would just end up masturbating or going on Cam/Phone with someone. But, after watching a 35 minute faggot hypnosis video, I was completely under the spell of the cock. My inner-desire took over after that.....and well this is what happened.

After being completely hypnotized, I went online and luckily enough found a dom daddy type guy in my area in a chat room. I told him I had never sucked a cock before, a... Continue»
Posted by pantycum666 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 5494  |  
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The Transformation

I woke up in a daze. It had been a night of drinking and all I could remember was everything eventually getting fuzzy. My head was spinning but that was the norm after a friday night "study night" with my friends. Most everyone was out of town but I had still gotten a ride over to my friends apartment. Anna and Heather's place, Anna is a tall redhead. She has lovely pale skin and a bigger build. Not fat just broad shoulders, massive tits, and a fitting frame. She never looked fat just healthy, always in good physical condition. Although she made me look ridiculous. I'm scrawny and 5'1... Continue»
Posted by fictiong 4 months ago  |  Categories: Fetish, First Time, Shemales  |  Views: 2110  |  
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Barebacked CD

I was facing backward on the couch, with my face toward the wall. My knees were on the edge of the pillows and my legs were spread wide. With a quick motion, he flicked my school gurl skirt up on to my back, exposing my ass, framed by the black leather garter which held up my seamed stockings. My stilettos were pointing out, horizontal to the floor.

He pushed his dick up my crack as he pressed in closer and slid it up and down. With one hand, he reached around and firmly grabbed my cock and balls and held them tightly. With his other hand, he fondled my fake tits through my white blouse wit... Continue»
Posted by NCogNeato 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 2457  |  
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Ass Training Fun!

Some year ago I was doing a lot of cross-dressing, I had all the gear. I slowly collected everything - buying it all over the internet. I had some lovely dresses, glorious underwear, stockings, wigs, shoes and a big pile of make-up. I was feeling like such a girl and the yearning for cock was getting very strong. I was so hungry for it, wanting to suck a nice big meaty cock, but most of all wanting to fuck one - yeah well up for it. The idea of being shafted by a nice big joyous cock was so strong for me.

With this in mind, I bought a dildo with the intention of training my ass. My thoughts... Continue»
Posted by shetrannylover 2 years ago  |  Categories: Gay Male, Shemales  |  Views: 1482  |  
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cumboy

I first met him online at one of those dating sites,we chatted a few times exchanged photos talked dirty, never figured on actually meeting since he lived all the way across the country,He was gorgious,and married.Then as fate would have it, i found myself in his city since i traveled around doing show at tgirl stripclubs.So i figured id email him and tell him i was in town for a show, maybe we could meet for drinks, He messeged me back, said his wife would be away for the day and gave me his address,After my show i drove to his house, and knocked at the door, He opened it and i smiled and sai... Continue»
Posted by kendracd 2 years ago  |  Categories: Anal, Shemales  |  Views: 1113  |  
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SISSIFIED

art 1

It was quarter to 12. The door bell rang and she got up and went to the door. It was her friend Carmen.

Carmen was there to pick her up. They were going to a movie after lunch. She said." We can’t go yet. I have to feed my b*****r."

Carmen looked at her. "You’ve got to be k**ding me." She said.

"No." Stephanie said grinning. "It’s not quite what you think."

Stephanie looked at Carmen standing there. They had been friends for years. Carmen was black, tall, long black hair and a body that wouldn’t quit. She was ... Continue»
Posted by stig1963 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1581  |  
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Their First Adult Book Store. Part 3

Gary loved seeing Albert's big cock, jacking off, on the other side of the glory hole. He guessed that Albert was sporting at least seven inches. Maybe eight. Gary wanted that cock. He put his fingers through the glory hole, beckoning. "Albert, gimme your dick."
Albert couldn't believe what was happening. He was so excited that his mouth had the taste of extreme forbidden horniness. Albert stopped jacking and put his dick through the glory hole.
Gary was in heaven. When he first saw the two twinks, it was pure fantasy that anything would happen with either of them. Now he was about to wrap h... Continue»
Posted by Michelle_Satin 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1309  |  
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My First threesome Part 2

After Ray's step-mother put make-up on me and fixed my already long hair she had me looking like a young sissy boy, that's saying a lot because I was 23 at the time. She then had me slip out of the outfit Ray had given and put me in a red throng and matching garter belt and bra. She had me wear black seamed stocking to make me look like a real slut. She then told me that she had to get ready for Ray's father Bob to get home and that I was to go down to Ray's room and sit with him until then.
When I got to Ray's room he was already dresses similar to me except his lingerie was white, and bo... Continue»
Posted by billieearls 3 years ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 1590  |  
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lesbian bar find

Finding hot and sexy girls here in Pittsburgh has never been a problem for me.I know what i want and just take it.So the other night after watching some sexy lesbian video's here on Hamster I decided I really needed some pussy.So off I went to this little bar very close to my house.It didn't take long for me get a girl to buy me a drink.She was black tall and beautiful.We got to talking and before long we started to kiss both of us getting hotter every minute.I asked her if she wanted to come over to my place since it was so close and of course she accepted.Once we got back to my place we sat ... Continue»
Posted by easybi69 2 years ago  |  Categories: Lesbian Sex, Shemales  |  Views: 1288  |  
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The Slave and the Sissy Part One

She had always been very rough with him, the big woman, but this morning was exceptional, and different. She had come home late from her usual soiree with other local mistresses and had whipped him mercilessly for no apparent reason; she had woken him during the early hours several times, tormented him and had her arse licked while she applied her dildo or had him lick her till she grunted out yet another orgasm, before serving him with cane or whip. Now morning was here she face sat him; her huge and sweaty arse engulfing his face; why was she so insatiable? He could not remember the last t... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 792  |  
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Becoming Bernard's Wife

This is somewhat a true story….

*************

I put an ad on Adult Friend Finder, thinking I'm never going to meet anyone here but was I wrong.

I am in my 30's, tall and slender, long brown hair and practically hairless everywhere else on my body. I was looking for whatever and was very curious. Just out of a relationship with a woman for 8 years. I moved to Europe and discretely started to experiment with guys and transexuals. It was one tranny who I was fucking occasionally said, next time, "I will dress you like a girl and fuck your hole." Sure enough, the next time we had a booty... Continue»
Posted by pat4tights 1 year ago  |  Categories: Shemales  |  Views: 1327  |  
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