Shemales Porn Stories
Page 59

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  |  
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Massage parlor surprise

I have to admit one of my biggest turn ons are shemales/ladyboys. In all my little ventures to asian massage parlors for some relaxing relief only once did I get a total surprise. About a year ago I visited one of my favorit little places and Mama said I should try her new girl....I might like her. So I agreed to meet with her. Waiting in my little room in walks a very hot sexy little asian girl and we started our massage session. While getting my rub down I started letting my hands wander to her thighs and lower butt to rub and feel then and to let her know i was cool for some extra if on the... Continue»
Posted by longrod4u 3 years ago  |  Categories: Shemales  |  
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Magic Panties Ch.02 (sissy story) by noflon

This story is a work of fiction, all characters are fictional and obviously the events are fake. Any inaccuracies between stories, accept the changes.

You may reprint this as needed, just give credit to the author. Oh, and enjoy!

Chapter 2: Discovery

Let me recap for all of you. Two nights ago, I was stood up at a bar, and the next morning a box arrived at my door. Inside was a pair of black panties with a pink heart on the crotch and an 8in realistic dildo mounted on a suction cup. Strange right? I mean, I'm a tall lanky straight guy, with short brown hair, but what's stranger is, I... Continue»
Posted by bqreus 6 months ago  |  Categories: Shemales, Taboo  |  
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Tranny suck me off (tv ts cd )

I have a new found love for trannys I love convincing polling tv,ts and cds. The other night i met a tv from Halifax a town close to my home town. Wed arranged a meet online I d agreed to pick her up on a street corner like a cheap street walker. I pulled up at the side of the curb and a woman stepped foward from the shadows tall long sexy legs blonde hair, short skirt, fishnets , high heels and a figure to die for. Leaning in the window she asks one question are u hard for me baby. My reply was.no shock she was hot so obviously yes. She got in the car that's when I noticed her xtra long legs ... Continue»
Posted by crbigboy 3 years ago  |  Categories: Anal, Fetish, Shemales  |  
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A Night on the Town

This is my first post, hope you enjoy. May continue the story if I get positive feedback.
It was my 21st birthday, and my friends were taking me out for a night on the town. We had been going from bar to bar, getting d***k and trying to pick up women. Finding no luck with the woman at the bar we were at, we decided that it was time to move on again. We wandered down the street, looking for the next bar. We found one called the Dollhouse, and decided to go in. We found a table and immediately ordered our drinks. I had the need to go to the restroom, and excused myself from my friends.
On my ... Continue»
Posted by thomas1927 2 years ago  |  Categories: Shemales  |  
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Tracy's Transition Chapter 1

It was Halloween morning and I awoke pleasantly surprised in my pink panties. Today was the day, I had spent the last 3 weeks meticulously picking the outfit out under the disguise of the holiday it finally now was. What started off as curiosity in high school of occasionally wearing panties, stockings, and tights morphed into an over whelming desire to completely transform myself into my newly developed alter ego. Unlike most of my friends I wasn’t in college, I had lost my job AND girlfriend two months before. Had I the ability to go to the bar and meet new people I’m sure I would of lookin... Continue»
Posted by SissyXtina 1 year ago  |  Categories: BDSM, First Time, Shemales  |  
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Where it all started

I guess it all got started when I was a teenager and joined a swim team with Brian, who was my best friend and whose parents also happened to be my parents closest friends. We had to swim in skimpy little speedos which didn't conceal much from the imagination and hugged your every curve very tight when they got wet. One day after practice Brian and I were alone in the locker room when he looked at me in my suit and told me how sexy I looked. I was suprised by the comment, but even more surprised at how it turned me on. "You really think so?" I asked him, shocked at the excitement I felt a... Continue»
Posted by cdmelissaluv 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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A video shoot - Part 2 of 2

Now there are even more guys on set. About half seem to be jacking off. I ask John what he has up his sleeve and what he needs me for.

It a Bukkake film. Damn, I get to see Tina covered in cum. My cock twitches at the thought. John tells me he needs a fluffer. I don't quite understand. After all Tina is just damn hot. Who would need a fluffer to cum on her? John says Tina is too girly. WTF? He says well some of the guys are gay and are having a hard time getting up. No pun intended. I now get what is happening. I protest weakly. But I am almost in pain from being horny as hell.... Continue»
Posted by nobodywashere 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Tgirl Playing With 2 Bi M/F Cpls Part 1

Playing With 2 Bi m/f Couples, (True Story) Part One,...

I was watching a straight porn movie a few years ago and after it ended the screen went blank, and I got up to pour myself another drink. When I came back in the room another movie was playing that totally blew me away.

This gorgeous young couple were sharing the well hung cock of another guy, and it was just amazing to see the look of pure lust in that womens eyes.
That was the start of my bi curiousity, and I set about finding myself a hot
bi couple.

Over the years I had met several attractive bi couples, but there was one ... Continue»
Posted by TgirlNikki 9 months ago  |  Categories: BDSM, Group Sex, Shemales  |  
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Career Path

“Welcome, Jordan,” smiled the middle-aged white man. “We’re real excited to have you on the team here at Wyatt Motors.”
“Thank you, Mr. Phillips! I’m happy to be here too.”
“Please…Call me Jim,” the finance manager informed him.
“Alright, Jim!”
“Let me show you to your desk so you can put your things down and then I’ll introduce you to everyone.”

Jordan sat down and dug a four photo frames out of his messenger bag. He set them up to his liking. He was the new senior accounting clerk for the successful used-car dealership. He adjusted his Stafford brand charcoal and red gingham tie as he... Continue»
Posted by faggyboi 1 year ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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Learning how to deep throat...

I was working the drive through window at the burger late one Friday night, this somewhat diminutive husky voice placed an order. My cock instantly begin to twitch as I heard the voice. I took the order and instructed the customer to pull up to the first window. As the car approached I observed that the driver was a shemale in full dress with a split up her right thigh to the waist.

I was so absorbed by the sight of that yellow thigh and leg that I fumbled through the rest of the proceeding. The driver looked up at me and whispered 'you'd do better if you looked at my face instead of my... Continue»
Posted by d4david 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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First time

first time

This is the story of my first careful steps outside as a girl. I was at time 23 years-old, living in a house
with 16 other students and had been trying on girls underwear for some time, but always in private.
This time I would try out somewhere else.
I found an erotic shop in town, which had a cinema in the back. Or actually 3 different cinema rooms,
all playing different videos. I went there dressed in my normal guy�s clothes but underneath I was
wearing my favorite lingerie: a black lacy thong with matching garter belt and bra and a pair of black
stockings. It was my firs... Continue»
Posted by vince01 2 years ago  |  Categories: Gay Male, Shemales  |  
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A Black Tranny Fantasy

It was only when she emerged from the bedroom in a purple silk nightie that not only clung to her full breasts, but also betrayed the hint of a bulge between her legs, that I realised that it was actually going to happen: my fantasy of sl**ping with a black shemale was about to come true. She paused at the bedroom door and smiled at me.

'You like what you see?'

I did indeed, but my mouth was too dry for me to say anything, so I just smiled back and nodded. Sasha looked as good as in the picture I'd seen online on the e****t site. Chocolate brown skin, soft, generous lips, a cute smile, b... Continue»
Posted by amylee-jones 9 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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So you know women...

I was in another state in an extended stay motel for spring break. The girls were hot and the guys were hotter, I did not know which way I would go on this trip.

I had noticed two females that seemed to be daughter and mother, they would come in early morn and stay in their room. The young girl was close to my age and very light skinned, the one I thought was her mother was some what darker and had a heavier build.

One morning I was returning from an all night party and was just a little bit d***k. I saw them as they pulled in and the elder of the two ran from the car saying someth... Continue»
Posted by d4david 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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Jesse’s First Day

Jesse’s First Day


Jesse didn’t want to be late on his first day so he got to the office about 20 minutes early. He was looking sharp in a black suit pinstriped in light blue. The shirt matched the pinstripes and the tie was made up of reds, purples and a little of the light blue to bring it all together. Jesse had never had a tailored suit in his life, but now he knew why someone would pay so much for one. They made the guy wearing it look like a movie star. Antonio had worked his magic on the suite overnight and when Jesse had stopped by early this morning to pick it up Antonio had insis... Continue»
Posted by SCARFACE12 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Forc to be Female2


f***ed to be Female

CHAPTER FIVE
The next few weeks seemed endless. I still did my exercises with Ann, though now it was to keep my figure in shape. I continued to learn all sorts of female pastimes, like knitting and flower arranging. They were all designed to make me as whole a woman as was possible.
I still used the dildo regularly and I had told Ann about my night with Eric and how much I had wanted him to really make love to me. She had smiled and said,
"Just a little longer, Susan. And then I am sure Dr Knowles will say you will be ready for full intercourse"
I had asked her sev... Continue»
Posted by hpm12 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  
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thursday night at the Gloryhole

So I went out to meet some friends on thursday, after a day of drinks we split or seperate ways. I started walking towards union square with the intent of grabbing a few drinks then heading home. As I got there I saw the bars were crowded so I started walking farther into the tenderloin not really with a destination in mind. I was walking on polk when i saw Frenchy's adult store, the sign said video booths, being a bit tipsy i figured why not see what was going on, so in I went. I grabbed some tokens from the guy at the register and headed into the back. There were a few booths organized in ... Continue»
Posted by tat2sf 3 years ago  |  Categories: Fetish, Shemales  |  
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Mistress Carol transforms me into a cissy cum slut


I sat on my car and put on my heels, smoothed down my mini skirt and checked my hair growing out nicely and currently in a blonde bob. I was breathing fast and felt my small, c size, breasts move up and down. My nipples were erect and sensitive the piercings quivered slightly in my halter top. Deciding my makeup was fine I put one stocking leg out of the car and tipped tapped to MISTRESSES door. The cool air felt lovely on my bare belly and thigh’s.
“OK slut you are back for more we will continue your transformation into what I want you to be. Are you still in chastity?” Mistress wearing a ... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Visiting shemale goddesses

Sexy hung shemales have long been a favourite of mine and over the years i have had several sexy encounters of all kinds. As ive got older it has become more appealing to have these beauties top me if possible. Most ive met have been quite abrupt and arrogant and have suited the top position well. Not every experience has been nice. However my last one was a really nice suprise.
I was in Amsterdam working for a week and had a 3hr slot early afternoon to amuse myself so took a short walk around the red light area. I am a nicely dressed and reasonably decent looking transvestite so find the she... Continue»
Posted by Jennifertaylor 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Carpool buddies revisited

This is a follow to my carpool story from earlier in the summer.

I had found a really good thing in my carpool group. It was refreshing not to sit in traffic alone on my work commute and my new friends were terrific, but it ended up lasting only a couple weeks. When it became apparent to everyone that Natalie and I were sl**ping together, the group dynamic got a little uncomfortable. I don’t think there was any jealousy really, but it stopped being fun for one reason or another. That was cool with me, as I’m always running solo anyway so I decided to tell the girls I had to leave... Continue»
Posted by ocmike 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  
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