Shemales Porn Stories
Page 80

My 2nd tranny date.

My second transexual Encounter was years later my First, I was sixteen At the time. And I was driving home from my girlfriends. I was living at my parents, my curfew was 2 am. That nite I had taken my moms fleetwood with me. I left her at her house and I had a hard on. On the way back I passed by 8st in miami a famous st for hookers. I drove around the parking lot of MikeyD's and saw her standing at the side of the building.I pickd the lady up she looked in her late 30 and we parked on a side street I gave her 40 bucks for some head. I started to play with her nipples as she got more and more ... Continue»
Posted by lucifer696 2 years ago  |  Categories: Shemales  |  Views: 961  |  
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crossdresser ashley[this my story]

hi my name is ashley,I'm 48,and have been crossdrssing since I was 14.its about the time I discover masturbation.when ever I would take a bath or a shower I would take out of the hamper my s****r panties and bra sit the and stroke my cock thru the material.often I'd find a pair of pantyhose,and would slip them on.felt so hot wearing them,I even wore them to school.lot times if no one was home I would sneek down to our shop that we had out back where you could not see it.inside I would strech out on the table and rub my cock getting it nice and hard sticking a finger in my ass,it felt strange,b... Continue»
Posted by blonde68 2 years ago  |  Categories: Shemales  |  Views: 961  |  
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Clara Bow's Academy For Would-Be Ladies: Part

Peter had had no choice in the matter from an early age. As he car drew up to the huge ivy clad castle-like building, having entered through electronic gates in a ten foot wall, he felt doomed yet excited. His cock was erect in the tight panties his Stepmother has chosen for his introduction, his anus tingled and gripped the soft rubber plug she’d also chosen for his first day. His stepmother had allowed his soft ginger hair to grow to shoulder length already, and his dosage of hormones had been already been increased. He had been suitably attired in a gingham dress with pink socks and red... Continue»
Posted by midsummerman 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 961  |  
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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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Michele And The Predator

The predator peered through the bedroom window and smiled; he couldn't believe his luck. This woman was just to his taste; he felt himself begin to stiffen as his eyes devoured her; he couldn't wait until he had his hands on her. In his mind he played out the scenario that he envisaged would soon take place. His thickening member began to engorge and throb.

The predator had been terrorising the city for months; always preying on attractive, middle-aged women who lived alone. He would break into their houses and spend the night ravishing his prey until he was sated; then leave the women boun... Continue»
Posted by bi_hengst 4 months ago  |  Categories: Fetish, Shemales  |  Views: 961  |  
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CD meeting

It was mid-morning and a CD friend was passing through, I got a text asking if I wanted my cock sucking, well I don't need asking twice lol. I told Jo that I wouldn't be able to dress up, she said that was no problem. We were to meet in a layby on the A30 just up from Chiverton Cross, at the time there were roadworks taking place so the traffic was not moving very fast. As I drove to meet Jo my heart was racing and I was trembling with excitement and fear, this was to be the first time I had met with a crossdressser. I pulled up in front of her crewcab pickup she was using to do a delivery.... Continue»
Posted by KirstyNylonlover 2 years ago  |  Categories: Fetish, Mature, Shemales  |  Views: 957  |  
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My imagination was becoming equal to reality

After the tour , which by the way was really great , I sat down facing the bed that stood where a maid was busy spoiling . Someone down on a bench There were several people watching and suddenly I felt something against me arm. I had no idea that there was a glory hole , apparently I was sitting . A good spot It put a nice big cock from the glory hole . I’m going to suck it nice and himself was there even hornier from . Someone came to stand that was nice to ‘ t play with his cock . Now I had two splendid. I continued with particular hand at the 1st and took 2nd in my mouth . I was able to tak... Continue»
Posted by nathalie-daniels 2 months ago  |  Categories: First Time, Group Sex, Shemales  |  Views: 957  |  
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Lyn In Chains

Woman In Chains

You better love loving and you better behave
You better love loving and you better behave
Woman in Chains
Woman in Chains



FAQ - Yes I know this bears a bit of a resemblance to Anais Nin's The Story Of O, and that
is probably where Paul (and Nicole) got the idea. This is my account of what happened to me,
it did not just take place happenstance, obviously, but it IS absolutely true.




I'm a bit you know.... strange. If I have to do something I ostensibly don't want to,
like - you know - smear tests and the like, it turns me on so much I tremble. I had
... Continue»
Posted by lyn_hornygirl 10 months ago  |  Categories: BDSM, Group Sex, Shemales  |  Views: 956  |  
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Drinking Decisions

I was at a dance club one night a few years back. It was one of these goth/electro sorta things, it kinda looked like something out of a Marylin Manson video. I had been drinking most of the night with my friends and had a pretty good buzz on. This girl comes to the bar next to me, black vinyl corset, black vinyl pants with a zipper that ran from front to back. Long crazy colored hair. She sees me looking and just licks me on the neck. So I grab her ass and tell her "nice ass" without a word she runs her tongue from my chin to my lips and into my mouth and starts making out with me wildly. Sh... Continue»
Posted by hothothot103 2 years ago  |  Categories: Fetish, Shemales  |  Views: 955  |  
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Trapped and Trained Sissy Ch. 09

Trapped and Trained Ch. 09
I was groggy from having passed out for so long. It took me a little while to blink away the fogginess in my eyes as I watched my Master walking into the room with a cloth bag in his hands. I craned my neck to my left and made out the time to be just past noon, so I'd been asl**p for just over seven hours and now had just under seven hours before I was to be rented out for the night to some perverted high bidder who had won the auction for my services for the night.

My Master sat on the edge of the bed and pulled a medical looking jar from the bag as well as a sy... Continue»
Posted by hpm12 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 939  |  
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The Developing of Emma part Six

As the weeks went by, Emma was subjected to many rituals before a crowd of masked leering males. Each day she was kept caged and plugged; her dosage of pills never forgotten. Each day Emma felt more and more feminine; one morning Elaine had her stripped naked except for cage and plug, and led her before a full length mirror. Emma now understood more than ever just why she felt the way she did.

Elaine smiled victoriously as the sissy saw with her own eyes just why she had almost forgotten she was ever a male; her hair had grown rapidly and a just a little make up from the maids, had her l... Continue»
Posted by midsummerman 2 years ago  |  Categories: BDSM, First Time, Shemales  |  Views: 952  |  
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Letting it all "hang out" 2

A new turn in my life.

One of the things I love about younger guys, is even after
shooting their loads, their cocks still stay somewhat
hard. Jack's cock in my ass, stayed nice and hard so he started
to slowly move his hips forcing his cock to push his cum out
of my ass.


Bob said, don't waste it. Jack stopped, reached over,
grabbed a towel and as his cock slipped out of my ass he replaced
it with the towel.


I climbed out of the jacuzzi, Bob stood up and followed me
into my bedroom. I climbed onto my bed on my hands and knees
wiggling my ass in the air.


Bob knelt down ... Continue»
Posted by Bigrodtaz 2 months ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 952  |  
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Courtney and Michael

I wrote this last Christmas Eve and sent out to friends who've provided me their email. I tried to include the photo that was the inspiration but couldn't get it to show ... it was stellar! So enjoy ...


"Oh Michael, you're company's holiday party is always so boring! Do we really have to go?"

"You know Courtney that I am expected to be there. I AM the Senior Vice President, after all."

Michael wore his typical grey business suit with a festive tie to the event. Courtney, a tall, shoulder-length blonde, wore a black mesh dress with black stockings and boots. The party was held ... Continue»
Posted by call_me_dana 3 years ago  |  Categories: Shemales  |  Views: 951  |  
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Craig List

Craig story for posting
She is yours for the tacking!! I have left my sissy chained to tree waiting to be used.
We begin begin your transformation from loving boyfriend to my precious Gumdrop the slut. I begin by stripping all your man close off of you and leaving them on the floor. I tell you have sexy you will be once we get all that ugly hair off of you. No man wants a hairy girl. You MUST also be very clean for the men you will service. They wont a slut but not a dirty whore. I will help you to become the sissy that you should be. I pull you into the bathroom. Scented water filled with ... Continue»
Posted by IamMistressAnne 1 year ago  |  Categories: Fetish, Shemales, Voyeur  |  Views: 952  |  
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Summers In Mexico Can Be Trouble

It was the end of spring when Xavier got his job on the plantation. His prospects had really taken a hit after he'd finish high school a year earlier. Without the money for college, his search for employment had dragged him south of border into Mexico and onto a local plantation just outside of a border town with this seasonal job.

Spring gave way to the hottest summer anyone could remember in Mexico. High temperatures didn't stop the crops from needing to be harvesting. Xavier didn't have any real problems with the other workers except for a group of three women. Well, they weren't really ... Continue»
Posted by germanboi4bbc 9 months ago  |  Categories: Shemales  |  Views: 952  |  
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Sissygirls Sweet Adventure

She had spent an eternity with the finishing touches, making herself look as soft and girly as possible, not that she needed to do so. She was as nervous as hell and teetered just a little on the tall black stilettos with silver spikey heels she had waited so long to wear. The walk down the path to the waiting cab seemed three times as long as usual; would the driver think there was anything unusual about the girl who was his latest fare? He smiled warmly and watched the long legs enter his cab.

“Where to Miss?” Sissygirl was wary of speaking for the first time, a little scared that her t... Continue»
Posted by midsummerman 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 950  |  
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my shemale GF part 2

So today she , her name is Christy, she wanted to do something kinky, very kinky I said that's fine. We cleaned up, she went into her closet, which was filled with dildos, butt plugs, sexy clothing, fleshlights, cock rings, paddles, lube, videos, magazines, bdsm things, and a fuck machine. She came out with this red latex suit on, which exposed her tits, ass, and her sexy 7 inch cock, with red boots that went to that hot cock and a cock ring. She ordered me to get on the bed face up, she sat on my face with her big round ass. I licked her ass for about a minute, she then ordered me to get on ... Continue»
Posted by germanface 2 years ago  |  Categories: Anal, BDSM, Shemales  |  Views: 950  |  
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Black Girls Have Big Dicks

She was like no woman I had ever seen before. She walked into a room and everyone's eyes were on her. She just had that incredible presence that just lit up the room and everyone just wanted to be around her. I was working behind the bar of a trendy club when I first saw her saunter in on her long legs, swaying her hips in a short dress. She walked over to the bar and leaned over toward me, a good number of inches taller than me in her heels. Up close, her face was perfection, skin like dark chocolate, thick, full brown lips and sparkling white teeth, dark eyes and a cascade of wavy black hair... Continue»
Posted by germanboi4bbc 1 year ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 956  |  
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Nikki!

Hello guys! This is a real story about me getting fucked in front of my best friend! BTW, my best friend is a lesbian!

The other night me and Chrissy were sitting around my apartment online chatting on Yahoo with my cam on. she would go to girl groups and chat and I had logged onto squirt. we we're both feeling kinda horny....Imagine that! Then a pop-up window from a local cross dressing friend who I'd met one other time came up......."I want to see you tonight!"

I started to say I couldn't but my friend told me to answer him. We both looked at his profile and sh... Continue»
Posted by kristygurl 4 years ago  |  Categories: Shemales  |  Views: 949  |  
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CD Dalila Jones -THE PROS AND CONS TO HITCH-HIKING

THE PROS AND CONS TO HITCH-HIKING
Episode One


I screamed as the fire-engine red Porsche peeled out, spitting gravel at me like buckshot. I picked myself up off the ground. And just like that, he was gone, just as quick as he had cum. One look at my hard cock and the lousy prick shot his load before he could even undo his belt. It's not that he came so quick, I can handle that, it's that he abandoned me on that lonesome road that led to the predicament I am in now. I knew I should ha... Continue»
Posted by Dalila_Jones 2 years ago  |  Categories: Shemales  |  Views: 948  |  
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