Shemales Porn Stories
Page 64

Topped by a tranny: tiny anal virgin.

I was in college busy trying to get my degree like we are expected to now a days. I was working part time and other than that had a lot of free time. I was always horny. I jerked off almost any time I got free. One day I got tired of the alone action and wanted more fun. I always had a fantasy of being fucked so i decided to try and find someone to break my anal cherry. I wasnt very good with meeting people and trying to meet someone to do that to me was def hard to think of how to do. I turned towards craigslist. I sent out posts for women with strapons, guys... Guys were all fat or gross n n... Continue»
Posted by Fnhory04 8 days ago  |  Categories: Anal, First Time, Shemales  |  Views: 3299  |  
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dressup sissy introduced to cock

When i was a teenager i lived next door to a guy named Gary. we were friends for years but drifted apart as he was 3 or 4 years older than me, so when he discovered girls i didnt see him for a while. However, one summer he and his then girlfriend had a fight, so being at a loose end he would invite me over to watch movies and play video games.
one day we were watching a movie, when Gary suggested watching some of his dads pornos. i eagerly said yes. so for a few days we would watch porno from about 10 am till 4 pm when his mom came home. his dad seemed to have hundreds of movies. one movie w... Continue»
Posted by hornyTVluvr 8 days ago  |  Categories: Fetish, First Time, Shemales  |  Views: 4181  |  
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Tit fucked by ts Sarah for cum

Julie: *Pushes your legs apart, gets down on her knees between your thighs, pins your cock against your tummy with her hand then leans in and gives your nads a lick*

Sarah: =O

Julie: *Nibbles* :o

Sarah: *squeaks, brushing her fingers through your hair, pushing her hips against your hand and tongue*

Julie: *Gently rubs her free hand up and down along your thigh, looking up at you as she uses her tongue to lift your balls into her mouth*

Sarah: *giggles softly, looking down at you as you draw her balls in to your mouth* And what's gotten in to you?~ *Caressing a hand down along y... Continue»
Posted by noin007 7 days ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 604  |  
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Morning Titjob for Sarah's Cum

Julie: *Undoes your pants* Whacha doin’? *Carefully pulls your cock ad and begins to gently stroke it, rubbing it against her bare chest*

Sarah: Murderin angels

Julie: *Gives your cock’s head a little kiss between strokes* Are they naughty angels?

Sarah: *Shifts her hips a little* Uh huh

Julie: *Scrunches her shoulders, squishing her breasts together a little, making them jiggle as her arm pumps. She leans in over your cock and gives your tummy a little kiss before sitting back and placing your cock’s head right between her soft breasts while her hand slides up and down on you*
Ju... Continue»
Posted by noin007 7 days ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 490  |  
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Late Night Facial for Julie

Sarah: *rubs her calf against your cheek*

Julie: *Looks up at you and lightly nibbles on you*

Sarah: What yas wanna do?

Julie: Hmm... I want... Your cum, on my face. Julie

Sarah: *Lightly squeezes your head between her thighs* And how you wanna accomplish that?

Julie: If I’m 100% honest, I hadn’t actually really thought much about how to get from A to B… was much more thinking about how B’d feel.

Sarah: Hmm... *Leans forward, holding your head between her legs and pushing you on to your back*

Julie: Eep! *Lets out a loud squeak as she lands on her back with a little thud,... Continue»
Posted by noin007 7 days ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 764  |  
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Thank you for Paradise

Thank you for Paradise
This hot shemale story was sent to me by our forum member Leeya and i'm anxious to share it here with everybody. It's a classy story about a guy who went to an Asian country on a business trip and met a very beautiful womain in a very romantic atmosphere... Little did he know that this young voluptuous lady was a ladyboy.

Thanks for this story Leeya. As a reminder to all others, if you have a story suitable for this section, by all means post it either here as a comment or at our forum, and i will publish it for thousands of other readers to enjoy.

Disclaimer: all... Continue»
Posted by nickkynoi 7 days ago  |  Categories: Shemales  |  Views: 1816  |  
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Polly and Cliff (Encasement/Lycra fetish)

I smiled when I let Cliff in. I told him to go into the bedroom where a fresh pair of shimmery ivory tights and a electric blue bobbed wig would be waiting for him. As I lit a few candles and put on a CD of romantic chill out music Cliff was hoisting the shiny tights over his thick hips and wiggling his fat arse into them, dancing to the music. Once he smoothed his hands over his hips and arse which looked so curvy and shapely. I watched the light bounce off his fat arse as he pranced towards the dresser and placed the wig on his head. He smiled proudly as he examined himself in the mirror, re... Continue»
Posted by leotardlust 7 days ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 802  |  
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My First Time Dressed as a Girl (PT 3) (Consequenc

Well. I had written a follow up to ‘My First Time as a Crossdresser, PT 2” but Microsoft decided that the moment I attempted to upload was the perfect moment to update and erased the whole story, which means I had to rewrite the whole thing. So...

After I dressed in the schoolgirl outfit that Gunther had put out for me, I pulled my hair into a high ponytail and put on makeup emphasizing my eyes and lips without going overboard. I walked out into the living room to discover that Tracey had left and Gunther was dressed in a pair of slacks and a very expensive looking Cashmere cardigan. He s... Continue»
Posted by sbobbi66 6 days ago  |  Categories: Fetish, First Time, Shemales  |  Views: 7602  |  
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Nocturno Belgrade

-"Ma, gde bre, jesi li normalna!?"

*****

U ulici D, u klubu L., sakuplja se vesela družina, uvijek raspoložena za Party. Neku noć, tematski Party - CECA, biće u kojem je opredmećena sama erotika, u tijelu, koje uprkos svemu lagano stari (kakva li će ona biti Grany :). Stao sam za bar. Na podiju je već naelektrisano - polugola, znojna tijela uvijaju se i upliću u ritmu nadolazeće orgazmičke eksplozije.

-Džin i tonik, molim.

Muzila je obuzimala sva moja čula, zanosila i uvlačila u svoje neobično kolo. Već je i na šanku postala tolika gužva, da sam se tiskao sa mirisnim tijel... Continue»
Posted by erectussus 2 days ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 270  |  
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Luckiest night in my life!

So here i was, off work, and hoping to find some fun online.

I had posted a couple nsa ads, replied to a few, and gotten no replies. But then this gurl amber told me she wanted me asap. I'm always eager and ready to go, so i hopped in my car and headed over right away. When i got there the bathroom was closed in her hotel room, and there was a pile of clothing all around us. But the bed was clear and that was all that mattered. She grabbed my hands and started kissing me. While sucking on my lips, she pulled me on top of her on the bed, and put my hand on her crotch. Under her nighti... Continue»
Posted by kevlar20 2 days ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 1167  |  
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Steph ~n~ bigthighlover

THIS STORY BY bigthighlover:

I had been talking with this very beautiful sexy tranny from the southern part of the state for weeks and she told me she was going to drive up to Morgantown and check out the gay lesbian club Vice Versa on Saturday night so I decided to surprise her and be there I got there around 8 pm and got a table next to back wall in front of stage I could see from there desk the hostess set out and I watched for Steph to come in it was all most 9 pm and there she was walking up to the desk she had on a white blouse and short jean skirt with black shoes damn her legs looke... Continue»
Posted by StephanieSixx66 1 day ago  |  Categories: First Time, Shemales  |  Views: 661  |  
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Sissy boy and ... a shave

It’s a Saturday night. I’ve been talking with this guy online for a while now trying to determine if he and I are the right fit…. and also work up the balls to meet up (…so my balls and much more can be worked over). We’d spoken about a whole bunch of things whilst chatting, his fetishes, mine, and what both of us would like to do to the other / have done to us. From this it all seemed pretty enticing so we teed up a night we were both free to dedicate to debauchery. Thankfully for me my instincts were accurate when we meet, the guy hadn’t hyped it up, or just completely lied about what he loo... Continue»
Posted by littlebum85 1 day ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 867  |  
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Crossdressing and a Stranger's Cock

Friday was my first time I was fucked by someone other than my owner. I have blown a friend of my owner when fully dressed, but Friday we had to travel during the afternoon, so I didn't fully dress but changed into stockings, bra & forms, thong and had a sheer long-sleeve turtleneck and tight skirt when I got to the apartment.

Nick is a friend of my master. He is shorter, maybe early 50s, with a nice very hairy cock about 7" and a bit thick. He smelt like cigarettes and had worked earlier so his cock and ass smelled sweaty. Though I don't smoke it was a turn on because it was a bit disg... Continue»
Posted by cd_joyce 1 day ago  |  Categories: First Time, Shemales  |  Views: 667  |  
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Gym Slut Pt 1

To start the story I need to give a little background on myself. I’m a fit, 25 year old guy that is known by most people as a guy’s guy. In high school and college I played sports and was always one of the team captains. I was a medium height guy that had a toned appearance; 5’8, 155 lbs, shoulder length hair, and sprinter thighs. While in public I play the tough athlete role I’ve always been a little shy with the ladies and even when with them have been a little on the submissive side. Somewhere along the way I started watching sissy videos and secretly wearing women’s panties. I’ve ne... Continue»
Posted by sissybitch2013 1 day ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 2029  |  
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Part 2 - Meet up with Kelly

If you missed the first part, go find it - Back in College with Kelly.

I came home from class one early afternoon to find that Kelly left something in my room for me. She always had a key to my room so she could enter the building and get up the elevator and so I didn't have to go get her. On my bed was a bag from the local clothing store in town. There was a note that said, “Put this on and wait for me. I’ll be back later. Love, Kelly.” When I opened the bag, I instantly smelled her perfume and inside the bag was some sexy panties, thigh high stockings, and a sort of slip/nightie top. I im... Continue»
Posted by ahsleymills 1 day ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  Views: 487  |  
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'Cycling' with Paul (Lycra)

Paul was a mature married man I once had an affair with. We mainly kissed passionately and frantically humped each other in our Lycra. I met him when I joined a local cycling club. He made me feel at home and gave me lots of advice and encouragement, mainly about cycling gear. On the first day we met, not only did he offer to upgrade my bike and fix it up, but he noticed the thin blue Lycra shorts I was wearing. He said that they looked good but without padding or thick material they would hurt my arse and wear down. He suggested that I wear proper cycling shorts as he had on. I commented that... Continue»
Posted by leotardlust 12 hours ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 566  |  
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My new flat

I had not long turned 18 when i moved into my first council rented flat, before then i had been living at home and dressing up in the confines of my bedroom chatting to guys on web cam , some of them knew i was not a girl, but most of them did not.i am only 5ft 6in tall and weigh just under 10st i guess i have never been what you would call masculine .
i had been looking forward to and planning so much for when i moved in and had been out shopping for so much girly stuff for my new life.
I had not long got out of my Bath , skin was smooth not a trace of hair to be seen, i had spent 20 mins ... Continue»
Posted by julieanneff 3 years ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 2907  |  
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black man's sissy boy

I started jerking off to ejaculation when I was around 18. Once I started doing it, it was all I thought about, 27/7 it seemed like. I collected fuck mags and porno tapes wherever I could find them, to use as visual aids. Just looking at those sexy nude women being loved up by their hot men made my dick so fuckin' HARD! Because of that I was able to convince myself that I was normal, of course, in retrospect it is obvious that I was identifying with the women.

One day when my mom was at work, I was laying in her bed, masturbating. I got up and rummaged through her underwear drawer. The draw... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 6915  |  
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Crossdresser has cinema fun

It had been a few weeks since I'd had any action as Clara and was absolutely gagging for some cock. The girlfriend was away for the weekend so I planned a nice Sunday afternoon in a local-ish sex cinema. I got partially dressed at home wearing black hold-up stockings, black bra with inserts as well as see-through black panties, and a matching vest-top. I pulled on a pair of jogging bottoms and a sweatshirt, pulled on a pair of trainers, packed the rest of my stuff in a tote bag, and left in the car. The journey was uneventful apart from me feeling very lightheaded from being in a constant stat... Continue»
Posted by claracduk 3 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 1707  |  
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she showed them the pictures

Some years ago, While my wife and I were separated, I was out of state and she called to ask if she could use the computer at my place. When I returned home she asked about the pictures she found of me all dressed up like a whore with some guys cock in my mouth and of me setting on a dildo and taking the whole thing. I made up some story about I was experimenting with a fantasy I had but that I didn't like the real thing and I was done with that fantasy. ( I told myself she bought it.) We never talked of it again and we got back together. Life went on. Last Halloween her friend Tina and her hu... Continue»
Posted by firstknightd 3 years ago  |  Categories: Shemales  |  Views: 864  |  
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