Shemales Porn Stories
Page 59

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 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1447  |  
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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 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1442  |  
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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 3 years ago  |  Categories: Anal, Shemales  |  Views: 1440  |  
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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 1 year ago  |  Categories: Masturbation, Mature, Shemales  |  Views: 1440  |  
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Becummin DADDY's Bimbo Fuck Toy Sex Doll

My Very Dearest Cum Slut Whore Doll Roberta,



My Fuck Doll, I command that you becum my Decadent Super Trophy Bimbo Slut Whore -- sluttiest, trashiest, nastiest, hedonistic, sinful cock candy whore in heat. I am looking for a nasty, trashy “teased up” platinum blond cock whore with ultra micro minis that are never too short and large breasts that are never too big. I want to display my Bimbo Slut Whore for all to see --- fondling and feeling you up in public --- fucking and sucking --- and whoring you to friends.



Oh, my Bimbo Fuck Doll, I want to fulfill your dreams, includ... Continue»
Posted by BertaBootyLicious 1 year ago  |  Categories: BDSM, Hardcore, Shemales  |  Views: 1442  |  
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She became He

The day started as normal, wake up get dressed, have breakfast,but today was going to be anything but any normal day.

I decided that i would take the day off work and visit a local sex cinema,i had never been to one before and was a bit aprehensive but i thought sod it let's just do it.

Upon reaching the cinema i stopped as my heart started to race,after a minute or so i carried on in and paid my money and went inside.

I took my seat about 3 rows from the back there were a few people inside but not too busy,anyway after about 15 minutes of the film and with my cock starting to throb i... Continue»
Posted by carlosos 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1434  |  
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"DP by two BBC Transsexuals"

I met Layla through a local phoenix dating ad,we first called each other a few times trying to get to know each other,Layla was a beautiful black transsexual,her picture on her ad caught my attention,her beauty and the thought that she was a tranny really had me wanting her so bad,I told her about my fantasy of being fucked by a tranny,I had this fantasy for years,she then said she would love to make my fantasy become a reality,she asked me if I ever been fucked before I said no but I have fingered my ass before,then she said bet you`re tight can you handle 10 1/2" of she-meat,I said idk but ... Continue»
Posted by beaverchaser 8 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 1434  |  
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mommy's wanna be girl

"Hi honey, how was your day?" My mom called out her usual question as I came in through the side door, and tried to quit sniffling. In vain -- I still had the hiccups from my recent crying jag, and my nose was running. I'm sure my face was red too.

"F-fine," I hiccuped. Obviously, it hadn't been fine.

"Oh, hon, did those boys tease you again? They're so rude."

"Why do they keep calling me a girl, mom? It's so mean! Just 'cause I don't play sports..."

In truth, it was more than that -- I just didn't want to admit it to myself.

My name's Jake. I'm 18, but you wouldn't think it -- ... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Fetish, Mature, Shemales  |  Views: 1432  |  
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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 3 years ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 1431  |  
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The best s****r ever part 6

Yes this is all true and please start reading from the first story please.

The next morning again me and my s****r were the early rises and had a fun idea for revealing the f****y secret to my girlfriend. First we went to our parents room to tell them that we were about to tell her this morning everything so we went downstairs to the kitchen and started to cook some toast.

Just before all the toast had been made, my girlfriend came down and walked over to us. She came over to me and when she went aroud the counter she saw all of us had no bottom cloths on and all had hard cocks and she j... Continue»
Posted by horndogs 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1429  |  
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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 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1430  |  
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My Shemale Girlfriend 8: My Mistresses

Sorry i haven't been writing stories, I've been a full time slave of multiple mistresses the past year. if you read any of my other stories, you'd know my beautiful girlfriend/mistress Christy, who is my main mistress, Brittany, her friend from Denmark, is my secondary mistress and has moved in with us. My third mistress is Jennifer. Jennifer is usually only my mistress when one them are gone, but still often there. Often, all three of my mistresses are present to use me as they please. They own me, i am nothing but a toy used for their pleasure and entertainment. They dress me up in whatever ... Continue»
Posted by germanface 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 1432  |  
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Episode 16 - Becki in Chains

Crowded pub in Newcastle
A couple sat at table in the pub, when 2 gorgeous chicks walk in, stand hips touching at bar. Man cannot keep his eyes off their long legs and tight denim-clad bums, wife notices his gaze. "Stop drooling, they're much too young for you... wait a minute isn't that blonde Becki from your favourite porn site?
"How did you ...?"
"Easy, just click on your Most Visited page on Chrome; you really should be more careful on the Junior Porn Club site " she said raising her voice slightly.
Becki and Molly's ears pricked up, giggled and brought their drinks over.
"Can ... Continue»
Posted by dasx 3 years ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1426  |  
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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 3 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 1427  |  
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my first tranny pt. 2

it hurt so bad but felt so damn good. I told her just to stay still so I can get use to it. get use to having a cock in my ass. that was a totally new feeling. it was something I always wanted to try. now I was.

she slowly started to move back & forth. not really pulling out, just enough to make me feel better about it. she was stroking my cock, which was rock hard. I could feel her balls on my ass. deep down i was freaking out. this is really happening. I knew that coming here I was going to fuck some ass. not get my ass fucked.

eventually, I got use to her cock in my ass & she was pu... Continue»
Posted by radec_24 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1431  |  
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Gift of a blowjob

Some years back when I was younger and occasionally crossdressed, I was staying in a motel out of state. My room was on the second floor and had a full floor to ceiling window overlooking the parking lot. I was dolled up very sexy, and drinking wine. It was early evening but already dark. I noticed a man walking around the next building several times, and as he'd come around his walk placed him walking straight towards me. I think he was just walking for exercise. I thought he might be a good candidate for me to tease a bit, so I watched until he came around again and stood in the window with... Continue»
Posted by dana213 2 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  Views: 1424  |  
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Swimsuit summer 2010

This really happened and even now I got both excited and scared thinkig about it.
Near me there is a bay that's very quiet, even in the height of summer its rarely visited, and I took to driving there in my car and sunabathing in just my swimsuit and hairpiece...seeing as many females of my age ar'nt stunning beauties and rarely wear make up whilst sunbathing I knew I'd pass at a distance .
On the first occasion, a man came quite close and said 'hi' as he passed and I just raised my head and nodded as I lay on my tummy. A couple passing by also gave me a wave and I waved back , apart from th... Continue»
Posted by holaryhilary 3 years ago  |  Categories: Shemales  |  Views: 1420  |  
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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 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 1420  |  
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The best s****r ever part 4

Yes these stories are true and please start from the beginning. So far me and my s****r have been fucking for about 4 or 5 years and our dad has recently caught us and joined in.

Out of our parents our mom spends the most time at work so we always found it easier to have sex now that our dad knows whats going on. Over time he let us fuck him anal and he enjoyed it as much as I did and we started to do something called "naked hour" which happened every friday evening, where our mom works until 11pm if she comes home early.

After several months of doing this naked hour sessions and we coul... Continue»
Posted by horndogs 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1417  |  
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Superbowl Party

I was very surprised when my b*****r-in-law Tom invited me to watch the super bowl with some of his friends. The only reason he would “invite” me over was to be his little sex sissy, since he had enough pictures of me dressed as a girl sucking and being fucked by him I had no choice but to do as told.

This would be different, I thought because his friends would be there and he would never let them know he did any homosexual acts.

When I arrived Tom immediately hustled me into the bedroom. I saw right away the little French maid outfit on the bed and my heart sank. I protested, and said t... Continue»
Posted by pandys 2 years ago  |  Categories: Gay Male, Group Sex, Shemales  |  Views: 1418  |  
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