Shemales Porn Stories
Page 68

Tgirls

Shemale, tranny or as some like calling them t-girls, I like them. Im not talking cross dressers, I'm talking about the ones with titties, curves and sound like a woman. Being a bi male, to me its the best of both worlds. I like watching porn of them and honestly I prefer the ones of them doing a strip tease, ending with them stroking their cock and cumming all over themselves. 
I met one, unknowingly, once while playing around on a chat site. I was cruising thru the members "online" when I came across her profile where she had a good  picture of herself.  I sent her an Instant message and af... Continue»
Posted by rogue-1966 3 years ago  |  Categories: Fetish, Mature, Shemales  |  Views: 1321  |  
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My latest foto shoot got extra freaky

I was fucking this hot yung guy and my fotographers cock started getting hard so I got the chance to play fotographer as I took pics of him pounding this guys hole bareback and dumping a load of cum in him.

I have got to do this more often it was very exciting.



HE TOOK THAT DICK LIKE A CHAMP

I will definately be seeing him again

... Continue»
Posted by sexychanel 4 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 2392  |  
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cumsquirter

I spent night at girlfriend's house last month, her older b*****r walked in on me while i was naked in bed, jacking my 7 inch shemale cock off to porn, have 34c tits, he did not know that i had a cock, so i asked him if he wanted to suck my cock. He put his mouth on my cockhead and cock and sucked me for about 5 minutes, then i came so much spunk in his mouth, he liked it. Then i jacked him off all over my tis, they were covered with his hot cock juice. We see eachother all the time now and cum all over!... Continue»
Posted by cumsquirter 3 years ago  |  Categories: Shemales  |  Views: 658  |  
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good fucking

thank god 3 months at sea not had rest or sex havin men around 24/7 can do things to a man,singapore been here few times wid times and some fucked up shit wow,
left for land 3 days leave was gonna make the most of it.
went in couple bars checking things out see what was happening,
found out there was a lady boy competition on thought what the hell always good for a laugh, never thought anything about it, as in men being women,
got in the club it was packed with sailors all with the same idea spose,
any way the guy in charge started to speak to the crowd asking if there was anyone
who w... Continue»
Posted by peternorth111 2 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 1106  |  
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My first Crossdresser - Part One

When she walked in to the restaurant I knew I was in trouble.

It was the end of three long days at the convention and I was tired. I had come down to the NASCAR Cafe for a sandwich, mainly because it was the only bar in the Sahara that didn't have video poker...I lose a lot of money playing video poker. Well there I am with my beer and sandwich, and I glance toward the entrance just as she's strutting toward a table.

Convincing she was not, a crossdresser without question. But pretty, really pretty. And the way she walked, shit, I was getting hard just watching her. She wore a tight bla... Continue»
Posted by abend 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1515  |  
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The Superbowl

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: 2280  |  
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Job Interview with an e****t Service

On my 18th birthday, I had a job interview with a local e****t service. It was actually my 16th birthday but I had managed to get a fake ID ;-) I had a female cousin that was e****ting for this service and when she told them that she had a crossdressing bisexual male cousin, they wanted to meet me!

I showed up to the interview completely in drag: black stockings, garter belt, stiletto heels, black miniskirt, red blouse, wig, face painted like a fucking whore! It wasn't long into the interview when I was informed that the job would involve getting naked with mostly male clients and asked ... Continue»
Posted by cdsexslut 2 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 2222  |  
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him again :)

Since my roommate has moved out Ive taken it upon myself to begin exploring my Transgender tendencies. I shaved my legs, cock, chest everything. As I walked through work the first day, just feeling my jeans against my smooth shaven skin was a huge turn on, I felt my little sissy clit getting harder and harder as the day went on, tugging my panties tighter and tighter against my little bitty pussy ass, as they get stretched out. Its so erotic knowing that I am such a slut, that underneath my dirty grungy work clothes is a sexy soft girly sissy begging to be abused by cocks. mmmm. Spending all d... Continue»
Posted by Chubby_Decatur_Sissy 2 years ago  |  Categories: Fetish, Shemales, Taboo  |  Views: 1128  |  
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Sissy slaveboy gets trapped & blackmailed Pt 1

I had been a submissive with ever more disgusting fantasises for several years now and had acted out a fair few of them over that time.
I was a manly, muscular lad who everyone looked up to and would think was the textbook "normal man".
I held a professional job, steady girlfriend and a good standard of living, to the outside world, the perfect existence.
Behind closed doors i had harboured a strong, submissive streak which i could simply never satisfy and a desire to be controlled and humiliated that just grew day by day.
I love to serve Dominant women and adore total degradation, shame ... Continue»
Posted by kinkyandfun 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 2241  |  
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Summers of Love (Part 1)



A couple of weeks ago my wife hosted an Ann Summers party. I had hoped to sneak away for the evening as, though I would have been more than interested in the lingerie on display, I didn't fancy listening to the constant cackling common to "women only" parties and also the inevitable anti-partner jibes such as: "I ask are you in yet and he says I'm finished", "he picks his nose and farts afterwards" and "you'd think he was rodding a drain the way he goes about it" etc. The wife had other ideas however and I was drafted in to prepare the nibbles, pour the drinks and answer the door, the latt... Continue»
Posted by MichaelaCD 3 years ago  |  Categories: Shemales  |  Views: 969  |  
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becoming Rachel

I was about 15 when i found a bounty of porn magazines and female lingerie in the park near my parents house. Without thinking at all i grabbed it and took it home. that night after getting horny reading some of the porn magazines I tried on some of the stockings and silky lingerie. it was the sexiest feeling i had ever felt. they seemed like a natural fit for me, as i had a slim and somewhat girlish figure.

Over the next few months i regularly played with myself while dressed up and reading the mags. but after a while, without the magazines, imagining I was a girl, with my legs spread wi... Continue»
Posted by rachel_cd 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 3641  |  
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t gurl at the bus stop

The radio was loud and the top was down when I first saw her.
She looked so beautiful sitting there at the bus stop.I remember her legs, they were long and tan and clad in silky smooth thigh highs. Her skirt shifted when she crossed her legs and I could see the garters clinging to her tan skin. She turned her head and smiled at me while I waited for the light. Her eyes were so bright. I think they were green, maybe blue. Every movement she made seemed to beckon me. As if she was calling me to her.

I couldn't help but stare at her tits - they were fabulous. A car behind me honked. shatterin... Continue»
Posted by allflavors 2 years ago  |  Categories: Hardcore, Shemales, Taboo  |  Views: 2362  |  
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My fucking f****y

I'm really proud of this would love some feedback


Why was I on all fours with my dad's cock in my ass and my s****r's pussy in my face? Well little did I know that my mom knew about my secret. She knew that I had been wearing her and my s****r's lingerie.

It started when one day I was home alone and wandered down to the garage to play around on the air hockey table. I got bored and looked around as we had a lot of stuff down there. Boxes were piled up on one side and I looked in a few of them and found something that made eyes pop open.

I saw a naked girl on the cover of a magazine... Continue»
Posted by 6270daniel 9 days ago  |  Categories: First Time, Shemales, Taboo  |  Views: 6679  |  
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First time...part 2

After lying on the bed for some time enjoying the wonderful ass I had just had she went to refill our drinks. The rum and coke had been flowing at this point and she felt that I was ready for her. As I was lying on the bed I noticed her get on her knees next to and to my surprise her hard cock was now 3 inches from my mouth. She didn't say a word, she just began to tease my lips with it. Having not had a cock in my mouth before, I was unsure what to do although heated in the moment I gave it my best.

I took her hard cock in my mouth and began to suck it while stroking it. From what I c... Continue»
Posted by tom69su 2 years ago  |  Categories: First Time, Shemales  |  Views: 800  |  
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First BJ

Coming home one day a school bully caught me in an area of trees and bushes. He often tormented me and others, being a stupid bully. On this day he ran at me telling me to freeze where I was. I turned and ran. Which set him to cursing me and demanding I stop. He caught up with me and grabbed me by the shoulders. He got in my face and called me names. Fag boy because I was slight and feminine looking, wimp, pussy etc. I begged him to let me go home but my pleading only seemed to increase his pleasure in over powering me. Then he told me since I ran, he was going to de-pants me and make me wal... Continue»
Posted by Celine-Fache 1 year ago  |  Categories: First Time, Shemales  |  Views: 2421  |  
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Nancy finds out...

However, Nancy’s stay with us that summer was going to prove even more eventful than ever I could have imagined. Even after having been caught wearing her things by the neighbour’s son, Lesley, which led to a whole new dimension in our friendship, as you’ll know if you’ve read “Caught in the Act…”

Once again I found myself alone in the house. Dad was at work and Mom had gone to her Bridge Club and wouldn’t be back for ages. As you’ll know if you’ve read “Caught in the Act…” Nancy was really hot stuff and didn’t care who knew it. At 18 she’s a couple of years older than me, in the full bloom... Continue»
Posted by caroletv31 3 years ago  |  Categories: Lesbian Sex, Masturbation, Shemales  |  Views: 1775  |  
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Tranny and Me Meet The MILF

This past Friday morning my phone rang. It was Chandra my tranny friend who I met and fucked some weeks ago. She told me that she had nothing to do this weekend and that her roommate was out of town and she was alone. I told her that if she wanted to get out of the city that she could spend the weekend at my place. She said that was a great idea and that she would be over in a few hours. When Chandra got to my place she was horney as hell. She dropped her overnight bag, dropped to her knees and opened my pants. She pulled out my cock and began to suck it really good. She was licking my balls, ... Continue»
Posted by adw276 3 years ago  |  Categories: Group Sex, Hardcore, Shemales  |  Views: 1785  |  
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Cruising and Swinging 3

Blackmailed
It was about an hour after dawn on the third day of our Mediterranean cruise. I’d left my wife Melissa, asl**p with our neighbour Roger in his cabin. We’d spent the previous day fucking with Roger in the ship’s sauna and in his port-side cabin. I awoke to watch Roger and Mel making love, but once they went back to sl**p I was wide awake and slipped out to go for a swim.
I had swum about half a mile and was looking forward to the rest of the day as I walked back to our cabin. When I got there, our Brazilian maid, Maria, approached me looking concerned.
“Meester Jac... Continue»
Posted by lankybacon 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 2568  |  
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The trannt from work

I've always had a thing about trannies. Just something. Never sure what or why. I loved looking at them. Seeing their huge tits. Their nice asses. Then seeing a dick between their legs. Now I'm not gay but, was always interseted. I would look up e****ts here in town just to see how far I would go. Finally one day, I got the nerve to do it.

Her name was Angelina. She was about 5'4". Say 125 with some hugh tits. Say 38 D or so. I had seen her where I worked. Would of never thought she was a tranny. Just always saw this hot chick with a huge rack & a hot ass. Everytime she came in the store, p... Continue»
Posted by radec_24 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2655  |  
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Chatroom trick

I couldn’t believe I was doing this, as I stood by her front door I struggle to find breath on a surprisingly clear day. It had started some months ago, and internet chatroom, boy those things can be dangerous. I had spoke to Mary almost every night, soon chats turned to sex then to fantasies. The difference was she only lived in the next town so when she asked to meet I jumped at the idea, she was so sexy in her pictures. Admittedly Mary was 41 and I was 26, but still. She stood at 5ft10, long straight red hair, a body most twenty one year old girls would be jealous of. Stunning was the word.... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1343  |  
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