Shemales Porn Stories
Page 3

Mistress Rebecca breaks the will of a new Tgirl sl

Mistress Rebecca looked through the mirror on to the room. A slight reflection of herself looked back. Ample breasts with pierced nipples pushed up by a corset which thinned her waist. Latex knickers and holdup stockings in thigh high 4 inch stiletto heeled boots. She ran a gloved hand through her long blonde hair. Once she had been a research assistant at the Institute when she stumbled across the paper. Only a domme would have recognised the true value of the research. The Institute realised her value and funding had become available. Other groups eventually found the paper but by the... Continue»
Posted by SapphireSomeday 10 days ago  |  Categories: Anal, Shemales  |  Views: 256  |  
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My first crossdressed cocksucking (true story)

It happend few years ago. My ex gave me a "hall pass" to explore my sexuality although she didn't like me dolled up and looking like a cheap slut.

I was chatting for some time with this man on the IRC. He liked crossdressers, boys on the way to become fem sluts. He was mature, around 50. And he was also travelling through Europe.

One day, he caught me online and told me that he will be passing my town and stopping by in the hotel. I was supposed to meet him on friday night at the hotel. He gave me only one day warning, so i had to prepare the next day for the meeting. I didn't tell my ex... Continue»
Posted by kamislut 11 days ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 2016  |  
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Final Episode of Roommate Stories

I brought Robert into my bedroom and stripped off my towel. I grabbed my bottle of lube from the nightstand and wet my pussy. Robert had his clothes off in about 5 seconds flat. His cock was completely erect and I didn't need to suck him to make him hard. He climbed into bed with me and proceeded to make love to me. Where Ed would mostly use me like a blow up doll, Robert was a sensuous and tender lover. He had experience with gurls and knew how to make one feel like a woman in bed. He would caress my legs and rub my asspussy while kissing me up and down my neck. He would also kiss, li... Continue»
Posted by rikki50 13 days ago  |  Categories: Gay Male, Shemales  |  Views: 714  |  
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INDECENT EXPOSURE

INDECENT EXPOSURE

When I was very1 3young I was into all things sexual,
including exhibitionism.
I was also a prostitute and my fetish was good advertising.

I would sit on an elevated platform of padded milk crates
atop my heavy nightstand directly in my bedroom
windows.
The corner of the room had two adjacent windows,
perfect for exhibition.

At night I'd pull the blinds all the way up and in the
summer I would open the windows so only the screens
separated me from the world and I'd dildo my
blind ending vag and my ass.
I cummed very hard knowing that people
were watc
... Continue»
Posted by yutubeslut 13 days ago  |  Categories: Anal, Shemales, Voyeur  |  Views: 1437  |  
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More adventures with my Roommate

It was Saturday evening and I was dressed in my "maid sissy outfit" waiting for my roommate, Ed, to come home. I heard the sound of two male voices talking loudly outside the front door of our apartment. One voice was the unmistakable booming voice of Ed and I didn't know who the other voice was. The door opened and in walked Ed and another guy. Ed introduced us, he said, "Baby, this is Robert. Robert, this is Baby." Robert smiled and said hello to me as he leered at my stocking clad legs. Robert was quite different from Ed and I wondered about their friendship. Robert was in his late 5... Continue»
Posted by rikki50 13 days ago  |  Categories: Gay Male, Shemales  |  Views: 1368  |  
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How it all began.....

It all started 7-8 years ago, coming home after a night out in the town and feeling horny...

My shoe's left in a heap by the door and a trail of kebab meat leading up to my bedroom, I knew that my happy wank time was about to commence. As soon as I got in my room my jacket was flung onto the floor, I was humming my favourite tune as I used my toe to switch on my computer. Man I was so d***k and turned on, just looking for something hot to get me hard and to blow my load.

The computer loads up and I'm already down to my boxers, sitting on my chair, one hand on cock the other on the mouse.... Continue»
Posted by shemalesearcher 14 days ago  |  Categories: First Time, Shemales  |  Views: 1995  |  
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Settling in with my new RoommateHe

It didn't take very long for my roommate, Ed, to figure out that I was a submissive sissy slut. I think that Ed was basically a straight guy as far as his sexual orientation went but he liked the fact that, if he couldn't score away from home, a willing mouth and ass was always at home when he wanted it. Ed insisted that I wear at least a garter belt and stockings to bed every night. He said that he liked the way the garter belt "framed my ass" and he liked the way my stockings felt when I would wrap my legs around his waist. So, I would go to sl**p in my bed dressed in sexy lingerie and s... Continue»
Posted by rikki50 14 days ago  |  Categories: Gay Male, Shemales  |  Views: 1746  |  
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The Host

Sunday...ahhh, my favorite day of the week. You see, that's when me, and a whole bunch of naughty, horny (and usually married!) men get together while their wives are away at church ;-) Now, whenever you are bringing 20 to 30 men together to gangbang a high heeled, crossdressing cumslut like me, one of the most important things to consider is discretion. I mean, what would all those prudish goody goody wives think if they found out what their husbands were doing with my warm, wet mouth and puckered lil asshole while they were reciting prayers and singing hymns!

Without fail, one of t... Continue»
Posted by cdsexslut 14 days ago  |  Categories: Group Sex, Shemales, Taboo  |  Views: 1085  |  
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Allison and the Anatomy Teacher

Having recently turned 18 and exploring her sexuality with numerous hung black men, Allison the sissy boy slut was a senior in high school and going to her favorite class, Anatomy. Now, Allison is not a fan of the class as much as the hot older woman teaching it. Her name was Mrs. Ann. The anatomy teacher, Lisa Ann (not the famous porn star but did have an almost identical body) was an older woman but very fit, toned, and curvy in the right places. She was about 5’7, 130lbs, shoulder length dirty blonde hair, 34DD titties, and a bubble ass complimented by her toned legs and her preference of w... Continue»
Posted by AllisonCumms 15 days ago  |  Categories: Anal, Mature, Shemales  |  Views: 1748  |  
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Finding a Great Roomate

I had just moved to the Great NorthWest and was lucky enough to land a job as a convenience store clerk working a shift from 8pm to 4am. Money was tight so I went to the classified to look for an apartment to share. I found one that was fairly cheap and close to my job. It was a two bedroom apt. and I would share the kitchen and common area with my roommate. I gave the guy a call and set up an appointment to see the apartment and be interviewed by him. I went to the address and rang the bell. The door was opened and there stood huge guy, well over 6' tall and I would say around 260lbs. H... Continue»
Posted by rikki50 16 days ago  |  Categories: Gay Male, Shemales  |  Views: 3659  |  
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crossdressed bride stag night

"Those pretty white panties are appropriate given that it's going to be your first time," David, my friend and former flatmate said, lifting up the white skirt of the wedding dress I was wearing and running his hand over the white lacy french knickers that I wore beneath, the feel of his hand on my arse causing my cock to twitch in excitement.

It was my stag night, I was supposed to be enjoying my last night of masculine freedom, drinking and getting strippers. Just imagine if my beautiful fiancee could see me now, on my hands and knees, wearing her wedding dress tight over sexy sensual whi... Continue»
Posted by pesty 18 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 1954  |  
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Sweet transvestite

Sweet transvestites from transexual transilvania.......sweet transvestites..... I don't know about you but I love Rocky horror picture show and in particular I really love that song, why you ask? well for starters it has to do with the fact that I myself am a transvestite a crossdresser if you will and yes I am still one even though I have not dressed in a couple of years, see the thing about being a TV/CD is that you will always be a TV/CD. No matter how straight you try to act, how many times you purge that feeling will never go away and it will creep up on you again and again, and this is b... Continue»
Posted by alex_boycd 18 days ago  |  Categories: Gay Male, Masturbation, Shemales  |  Views: 1146  |  
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Fitting Room Fun

It’s about 8:45 at night and I am at this department store looking for some new clothes for the weekend partying. There weren’t too many people in the store, just an older married couple, a few employees, some teenagers, and a mother with her k**s. As I am headed towards the jeans/bottoms rack I notice a girl in some skinny jeans bending over. She had a cute little ass and a thin, slender body. She was pretty short about 5’4” with hair just down to her neck. I was about to walk up to her when suddenly she starts heading in my direction. That was when I noticed that she wasn’t a girl at all, bu... Continue»
Posted by pleasurenfun 20 days ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 6939  |  
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Sissy gets creamed in Chicago

I spent last weekend with Marla in Chicago so she could catch up with some old friends. When we got there Friday night and Michael opened the door to his apartment, I could feel my cock start to get thick and harden up just looking at his handsom face and tall slender body. Once inside he offered to fix us some drinks while we made ourselfs at home. Marla and Michael were getting caught up since the last time they were together and every now and then I caught Michael trying to sneak a peek up my skirt, so I'd flash him a little peek now and then, which got my cock real hard and leaking out ... Continue»
Posted by slipn2panties 20 days ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1347  |  
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Allison the pool slut part 2

After using and abusing Allison’s white asspussy, and giving her a refreshing and kinky golden shower, Jay informed her that they weren’t done being kinky yet. He was not lying…

Jay’s hand gently grabbed Allison’s and pulled her to the house. Their intense poolside fucking had left Allison’s teen butthole full of warm seed and as she followed him inside it began to run down her thighs and her strappy stripper heels. “Go on up to my b*****r’s room and put on some of yo sissy stockings babygirl.” Jay commanded. Like a good white whore, Allison’s heels clacked on the hardwood floors as she did... Continue»
Posted by AllisonCumms 20 days ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1643  |  
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All His Fantasies Come True

It was a hot summer day in late June. Kris was headed off to a concert that featured all of his favorite bands. He arrived at the outdoor venue where the concert was being held and got in line to get in. While standing in line Kris started looking around. Two women caught his eye. They were standing together holding hands. Kris smiled at them and they smiled back. Kris had always thought that lesbians were hot, but he had never seen them in a public setting before.
Kris had a secret fantasy of having a threesome with two lesbians. He always knew that it was a long shot though. After standin... Continue»
Posted by sweetb84 20 days ago  |  Categories: Group Sex, Shemales  |  Views: 2560  |  
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Spit roasted in an Adult Theater

One day I was feeling particularly horny from not having any satisfactory hookups in quite some time. So I showered and shaved my legs smooth and slipped on a pair of bright pink bikini thong panties. I put on a pair of sweat pants that I could easily slip off and just put on an old sweat shirt as a top. I then headed off to a popular adult theater a few towns north of where I live, about a 45 min. drive away. I paid the $10 admission, got my ticket and walked inside the theater. I immediately headed for the back row and sat down in the last seat next to the wall. Next to me on my left w... Continue»
Posted by rikki50 20 days ago  |  Categories: Gay Male, Shemales  |  Views: 4564  |  
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Late Night In The Office


It was early spring in London, England. The sky was clear and sunny but there was a cool breeze coming off of the river Thames that caressed Mica’s bare long, slender legs as she stepped out of her sports sedan.
“Oh bugger, why in the world did I wear such a short dress today!” she said, cursing the unseasonable cold day while at the same time trying to hold the hem of her skirt from rising up her legs further then it already had.
Mica Doren started working for Thames Incorporated as a professional administration specialist right after she graduated from a local university, but back then... Continue»
Posted by heatround01 21 days ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 2138  |  
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My first time CD sex with a school mate

My first time cross-dressing sex with school mate
One night when I was 14 I had a friend spend the night, we talked about sex as most guys our age did, and the fact than neither one of us had ever had sex. We talked about the type of porn we liked as we had found our parents porn stashes and would watch them every chance we got. Then it came up that he had seen a bi video that his mom had, it was mm/mmf, with one scene involving a guy dressed like a girl and it had really turned him on. He said that the guy looked hot as a girl, and that he was getting a hard on just thinking about it. I coul... Continue»
Posted by pesty 21 days ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 4097  |  
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Exploring who I am

It took me years to realize what I was, and understand my sexual identity. My name is Rachelle Baxter, though I prefer Ray. I’m what you call a hermaphrodite; I was born an even mix of boy and girl, my facial features were even I have dark green eyes glowing red lips and an average size nose. My hair is girly, long, straight, and deep brown and lucked out with very little body hair. My torso and arms are big like a boy’s but slims down at my waist. My feminine legs are beautiful and my ass plump and meaty.

Before my birth, my mother and father had been informed I was going to be a girl.... Continue»
Posted by rachellebaxter 21 days ago  |  Categories: First Time, Masturbation, Shemales  |  Views: 762  |  
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