Shemales Porn Stories
Page 6

A Meeting of TV Girlfriends - Part 02

A Meeting of TV Girlfriends
By kara1970tv2


Part 2 - our evening of sex and passion continues


My makeup redone, the video paused, we continued to chat more about ourselves, honestly and candidly.

Lauryn had always seen herself to be 100% straight, although she had been dressing in secret from a young age - like many other transvestites. She had stopped dressing during her early twenties, through her marriage, until the urge became more difficult to resist. Her wardrobe rapidly expanded, although this secret collection and her longing to express her femininity had to be hidden ... Continue»
Posted by kara1970tv 1 month ago  |  Categories: First Time, Gay Male, Shemales  |  
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A Meeting of TV Girlfriends - Part 03

A Meeting of TV Girlfriends
By kara1970tv2


Part 3 - our evening concludes...


Our makeup redone once again, and a quick change of outfit each, a quick visit to the loo, and our drinks refreshed, our girlie night-in was ready to be continued...

My dress was actually the very first item of female apparel that I’d ever bought (with the exception of some lingerie). It has always been my favourite dress, and I still have it. I chose to match it with the same lingerie as before, but with the sheer sleeved top over it. (My hair though still naturally long, is no longer the length a... Continue»
Posted by kara1970tv 1 month ago  |  Categories: First Time, Gay Male, Shemales  |  
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Best Fuck of My Life - Pt. 1

This is a 100% true story of the best fuck of my life. It happened almost a year ago. I had gotten back into dressing after a very long time. I work very hard at being as passable as possible and it really seemed to work on this particular night. Here's the story.

I got all dolled up in one of my new dresses and headed up to VIP Nightclub north of here. It had been a great night for me getting a lot of attention from both men and girls. One super cute Asian girl even came up to me and said I reminded her of Jennifer Aniston. I smiled and said, "well, maybe her mother". Time flew by a... Continue»
Posted by dicklover4two 1 month ago  |  Categories: Shemales  |  
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A Dream Cum True

As part of the national sales f***e for my company I travel quite a bit for my job. As a result I have a lot of time to explore my sexual proclivities. I have taken to collecting panties, bras, nylons, a few wigs and a little bit of makeup that I often bring with me because I travel regionally and drive a lot. I like to meet up with strange men in my hotel room where I get dressed up, get on my knees and suck cock. At first it was just other gurls who like to dress. While they remain my favorite I soon discovered I just like sucking cock. If I’m dressed and feeling girly I’ll suck a man’s cock... Continue»
Posted by miss-behavin 1 month ago  |  Categories: Anal, Mature, Shemales  |  
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An Evening With Auralia

Thank you Auralia

The sweet feminine raspy voice that reminded me of Angela Harmon politely asked for Marlboro Silver Menthol 100's. A normal request made everyday by tens of thousands of women that goes unnoticed to everyone but smoke fetishists like me. Now if the request was for a cork filtered cigarette I'd have ignored it, but all white cigarettes 100mm or longer and women are exactly what turns me on.

I turn to observe the owner of that sexy voice. A statuesque redhead in a white silk blouse and leather skirt. I quickly grab something and bring it to the register to be clo... Continue»
Posted by Mrpotatohead2213 1 month ago  |  Categories: Fetish, First Time, Shemales  |  
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Carli's Ordeal

So is it nice where we're going? Carli for the last time gurl it's exactly like you asked.

We're on our way to upscale resort to cross off a bucket list item for you. For weeks I had been looking at big cocks for you. Nothing under 10 inches were your instructions. Knowing I couldn't show you all of them, or you'd want them all, I took the six best looking 10 inch plus cocks and put them the counter and had you toss a penny. The one the penny landed on or closest to was the winner. I made the arrangement with the resort and the cock. David, not Dave. He was very clear about that. Looking ... Continue»
Posted by Mrpotatohead2213 1 month ago  |  Categories: Fetish, Hardcore, Shemales  |  
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My first time dressing with someone

I was 14 at the time, I had a girlfriend at school. Parents agreed to let me stay over as long as we didn't stay in the same room. She had a s****r a couple of years older, I stayed in her room and she stayed with my gf. I'd already been interested in dressing, so when I was left alone for the night I went through her clothes. She was messy so there was used knickers on the floor and stuff. I put together an outfit, wearing a bra, skirt, tight tshirt, black tights, and a thong.

When I was dressed, I started looking in her cupboard to see what else she had. I must of been too loud, her dad c... Continue»
Posted by VirginAsAGirl 1 month ago  |  Categories: First Time, Gay Male, Shemales  |  
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Sara Emerges

Sara Emerges.

As my eyes adjust to the light I can see you backlit by the city and your long slow exhale. After a sip of wine you say I've been waiting for you.
You come to me and share a smoky kiss before licking my hard nipples then biting them playfully. Sensing my excitement you send me to the bathroom to prepare

The perfume, salts, and hot water have had the desired effect, I'm at a sexual peak fully hard and dying for the release I know you will give only when you're ready. I emerge from the tub, dry off and apply a light body powder then enter the bedroom where my baby doll and ... Continue»
Posted by Mrpotatohead2213 1 month ago  |  Categories: Fetish, Shemales  |  
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My Dream Night Out

I often have this fantasy when I’m alone or bored about building the courage to actually go outside while in ‘girl mode’. My greatest fear is that someone might spot me, but if I wear a lot of make-up and my wig sufficiently covers my hair and shoulders I should get away with it. But what I think I really need are some girlfriends.

I’d probably head to one of their flats. I’d get changed there too. I’d put on my panties, bra and tights; something sexy but also easy to wear. I’d put on my cutest dress. Not sexy, but cute. I believe that goes better on me. I’d put on some make-up, making sure... Continue»
Posted by Jane_bae36456 1 month ago  |  Categories: Anal, First Time, Shemales  |  
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The First Night

Sara and sexy.

I'm waiting in the suite when you walk in. I've dimmed the lights to create shadows and back light me just enough that you can still see the city lights and enjoy the raging storm when the lightening strobes the room.

"Hello?" You say as your eyes adjust to the light. I respond with the click of my lighter firing the tip of my VS 120. I drag deep and exhale up and to the side. I'm blonde for you tonight and wearing a silk teddy, fishnets with garter belt and lace panties with pink lips, all in black. My first words are, "I've been waiting baby."

I walk to you and offe... Continue»
Posted by Mrpotatohead2213 1 month ago  |  Categories: Fetish, First Time, Shemales  |  
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Suzi the teen slut Part1

Suzi teen suck slut
First day of the holidays .. Part 1

"Come on! Wake up you little wanker!"
"Unnghhh! Piss off Becs!" I growled from under the sheets. My eyes felt like they were pasted shut with sl**p.
"Don't talk to me like that you little brat or I'll take back the bag I've just dumped in the corner!"
Intrigued, I unstuck my eyelids and looked out from under the sheets.
Becs or Becky my s****r stood there grinning at me like she always did. She's 18, three years older than me. We look very much alike. About the same height and slender build. Very similar facial features. Even ou... Continue»
Posted by need2bsub 1 month ago  |  Categories: Anal, Shemales, Taboo  |  
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Bianca Behind Bars (Part 2)

Officer Goldsnatch pushed Bianca down one of the long, empty prison hallways. The other two prison guards held on tight to her arms, making sure she couldn't escape their grasp.

"Having one of the other inmates suck that big, meaty cock of yours is one surefire way to rise the ranks in this place. But unfortunately for you and fortunately for me, I can't let that go unpunished."

Bianca swallowed hard, her mind reeling at all the possible punishments Goldsnatch could have in store for her. She would never do anything too crazy, especially in front of the other guards. Right?

The two g... Continue»
Posted by BiancaBigTits 1 month ago  |  Categories: Fetish, Lesbian Sex, Shemales  |  
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One man's shemale and lesbian adventures

It was my girlfriend Kami’s birthday. She had always been more into girls than guys and so I had arranged a surprise for her - and a treat for both of us. A girl I met earlier that week was to come over to hers that night, and I couldn’t stop the thought of the awesome threesome we were going to have from going round in my head.
Kami was, like me, in her early 30s, but looked younger and had no problem attracting all the girls she wanted. And wow, she did get through a lot. Only a couple of times a week was I allowed to see her, but I made the most of her gorgeous, tall body with its long leg... Continue»
Posted by skorga2 1 month ago  |  Categories: Group Sex, Lesbian Sex, Shemales  |  
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A Early morning Visit to Boston...from Providence,

........the road to Boston...interstate 295
several years back, when I was about 25, I would take a ride up to Boston from Providence?..Id usually call a girl friend the night before and arrange a weekend on the town ...My plan was to leave before the sun came up to try to miss the morning rush,,,, this morning, I got up early and had a nice bubble bath and shaved my legs and any place that needed a touch up..wash and dry my long reddish blond streaked hair and curl it,,,, and do my nails or that was my plan,,

,I spent the night before getting my style together so it should have been easy!... Continue»
Posted by Sissy_jamie_RI 1 month ago  |  Categories: Fetish, Shemales, Taboo  |  
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My first and only time with a transvestite

This is a true story that I would like to share, and happened during a holiday trip to the beautiful country of Philippines, 4 years ago.

A group of four friends and myself, decided to spent a week at a resort near Cebu city. The guys were talking about the crazy nightlife,
and how they wanted to meet local girls and get hammered. I mostly wanted a peaceful few days next to a pool bar. I had the luck to had
had extensive holidays in my time, as I was mostly working at resorts around the med for many summers. Sex was plenty, as was short term
relationships, of which I had had enough in ... Continue»
Posted by hrnytaken 1 month ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Saturday Night at the truck stop

Last evening I took a ride to one of my favorite truck stops. It was hot and muggy out so I decided to wear a yellow flowered sundress(so cute) Also a yellow lace push-up bra (32A falsies), Yellow sheer lace panties with shit lace trim, white fishnet stockings and a jet back 6 strap satin garter-belt with red lace trim, white heels. Had on my long blond wig and of course no Gurl would go out without makeup.
As I entered the truck parking lot I heard a loud whistle followed by MICHELLE MICHELLE I stopped and a trucker I had serviced many time before ran to the car.
"Was hopping you would... Continue»
Posted by MichelleSissy14 1 month ago  |  Categories: Fetish, Shemales, Taboo  |  
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Becoming my friends sissy

I was standing in the pub toilet having a piss. I had been in the pub for a couple of hours and had had a few pints with my mate Roger. I had tried to slip off for a piss by myself while Roger was up getting another pint. As I stood really close to the trough my little cock was dribbling, when Roger came bounding in. There you are Tom, I thought you had done a runner, he laughed. He stood beside me and fished out his enormous cock from his trousers. Unlike me he stood about a foot from the urinal. I glanced down, knowing that I would see a magnificent big cock, I guessed 6 inches flaccid and a... Continue»
Posted by tinycockhetro 1 month ago  |  Categories: Shemales, Anal, First Time  |  
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CREAMPIE TRIO IN THE PARK

Nicole had this thing for public sex,and so did I. The chance of getting caught and a pair of extra eyes was an enormous turn-on.
We would meet in a bar and after a few drinks I would feel her hand in my crotch, rubbing my dick. She was always dressed for the occasion in a way I would have easy acces: short flimsy skirt and a wide shirt. This time it was a summer night and we standing at the bar of this grand café and she was really in the mood rubbing her crotch against my leg
"I'm already wet," she whispered.
I slipped my hand under her skirt and felt her slip which indeed felt moist and ... Continue»
Posted by FetishFreddie 1 month ago  |  Categories: Group Sex, Shemales  |  
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A copy of a text i sent to my female fuck buddy ab

I have had a BBW fuck buddy for over 10 years and together we have had MFM threesomes, dogging fun and lots of dress up fun too, we swap lingerie and share stories, sadly she hasn’t been able to play for a while but loves to know what I have been up to. Below is a copy of a text I sent her today following on from a lovely morning of sexy CD fun

So, Andrea. I turned up and he was dressed in a skin-tight dress, black stockings, heels and full make up and wig, he was very skinny and looked amazing and I was so horny. We had a chat about what we both liked and I popped off and got changed, I c... Continue»
Posted by PortsmouthCD 2 months ago  |  Categories: Anal, Fetish, Shemales  |  
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Training my daughter to be a bimbo, part 7

Part seven of my story.


I came home to be greeted by Cindy standing at the door. She looked stunning, obviously she had been to the beauticians that morning as everything about her look perfect, her gorgeous platinum blonde hair, her nails, make up a slight pouting lips hinting at some Botox and of course she was dressed like a complete slut.

She took me by the hand and led me into the living room where she sat down and looked up at me "is daddy hungry?"

This was now part of our routine, any time Cindy spent the morning at the beauticians it also meant that she was completely bald around h... Continue»
Posted by snoozer2000 2 months ago  |  Categories: Anal, Shemales, Hardcore  |  
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