Shemales Porn Stories
Page 67

My Shemale Mom and Aunt chapter 2

When we three got home Mom told to me go to my room and wait for her, about 5 minutes later I was sitting on my bed. She walked in with one of the bags of goodies we bought, Mom said I think you should call me "Jenna don't you Timmy".

Jenna started to strip so I went to her and got down on my knees, she said later Timmy hop in the shower NOW!. Mom/Jenna undressed and joined me in the shower she grabbed the the shaving lotion and her pink razor, she shaved every thing except my testicles, she dried me off and said lay on the bed while I finish, I laid on my back and pushed my knees to my ch... Continue»
Posted by sissytimmy 2 years ago  |  Categories: Anal, Shemales, Taboo  |  
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(blush...) i downloaded porn:(

so, in my last message, i implied that i'd explain a particular sadness...

& it's not like me to not follow up on such a statement within a 24hr time period.

i sincerely apologize...

but you see... i download some porn.

i mean, don't get me wrong. i have no judgement about downloading porn. it's just...

fuk! i MAKE porn! i AM porn!! people fukin' download ME!!!

sure... i watch a lot of porn, but i watch FREE porn, and people STEAL my porn & re-post it as THEIR favorite porn. (indeed, the latest bootleg roxxanna just went up yesterday. & what was i doing while yet another fan ... Continue»
Posted by roxxanna 2 years ago  |  Categories: Shemales  |  
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First time dressing and having sex

I had some experiences with men in the past but for the most part I had been living my life as a straight man. I was in a relationship and happy. I was walking through a thrift store one day when I happened upon a form fitting stretch denim jumpsuit. For some reason this garment aroused me. I am not sure if it was the thought of a single zipper enclosing my body or what but I felt extremely horny and the need to buy it. I bought it took it home, tried it on. As I pulled the denim over my body it stretched to fit my shape and as I zipped it closed I could remember feeling extremely aroused as t... Continue»
Posted by dunlopblacks 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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THE BUSINEES TRIP - PART I

HI

This is another one of my real life experiences. All my cross dressing and sex experiences are on my work trips as that is the only time I am alone and I can indulge in my pleasures ( as I live in a joint f****y n India so cross dressing at home or in my home town is not possible).

So here I was getting ready to go on another work trip to Lucknow ( a big town in the state of UP in India). I reached there by train around noon and since the office was about 60 kilometers out of town I hired a cab as I would be staying there overnight. I contacted the travel agent at the rail station and... Continue»
Posted by hornyboyind 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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From My Master's Point of View...

He wasn't the biggest, about 5 inches, and an average thickness. This gave him the ability to shove until her nose and chin were crammed into his slight belly like a little jackhammer.

It didn't matter. I liked it anyways. Heck. I sit on the computer enough watching the videos every day it seems like. My favorite fetish is, you guessed it, cross-dressing. Not wearing, but watching other wear. Especially when she does her best to present herself with care. Completely shaved, nice makeup, good hair, well fitting clothes, and attitude! The attitude is what makes it for me.
Take Lesli... Continue»
Posted by LeslieStone 2 years ago  |  Categories: Group Sex, Shemales, Voyeur  |  
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Crossdressersa*****ed and Turned Out Ch. 02


So, after I blew the guy downstairs and told him to come and knock on my door and pay me to blow him again anytime, I went up and took a long hot shower and put on a nighty and went to sl**p. I slept surprisingly well considering I had just spent a long night out selling my ass. I thought about how much it scared me and aroused me as I drifted off to sl**p.

The next day I called Jesse and talked about what happened. We talked about how turned on I was by the whole thing she told me I was nuts. She told me that I should change my cell number or call the cops or something, and I said I tho... Continue»
Posted by MacDaddy714 2 years ago  |  Categories: Shemales  |  
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Jason's Joy- Part 2

I made our tea, and took it back into the front room. I was still naked. Jack was just about to sit in the arm chair. He stopped to look me over, then sat down. I placed our teas on the table, deliberately bending forward with my back to him so that he could see my arse. I looked over my shoulder to make sure he was looking. He was. I wiggled my bum at him. I stood back up and walked to him and sat in his lap, twisting round so that i was at right angles to him. I put my arm around his neck and kissed him. I could feel his cock stirring under my thigh.
"Have you ever done that before?" He ask... Continue»
Posted by dasilva1672 2 years ago  |  Categories: Mature, Shemales  |  
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My mother, my lover

Wow
I have no idea where to begin with this story. My mom came by yesterday while the k**s were off fishing on the lake.
I knew when she got here that there was one thing on her mind, and she was not shy about letting me know either. I was painting our daughters room when she came in calling for me, I knew just by seeing how she was dressed that my implant was in for a workout.

She walked into my bedroom and starts calling out " Baby mommy wants to play".
I walked into the room and saw that she was only wearing a smile on her face, both nipple rings, her tongue piercing, and on her toes... Continue»
Posted by Taboo69 2 years ago  |  Categories: Group Sex, Shemales, Taboo  |  
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Oink Oink

It was a typical early morning.

I always check my messages first, from the porno-social site which I belong to, then check the friends invitations, look over the “news” from the site before perusing the fresh she-male videos as I start my day.

I take smoke breaks out-of doors to feel the wind seep through my sheer, lovely girl clothes and I had just returned from watching the dawn’s pink and red display in the east.

I was dressed in a sheer, lacy thong and a sheer leopard-print throw that I loved (whorishly cut up both sides of the upper thigh -high garment so that my ass would b... Continue»
Posted by prairieFreak13 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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My Shemale Mom and Aunt



I'm 5 feet and six inches tall I weigh 135 pounds soaking wet with long brown hair. Mom and Auntie Karen are both 6'2" with huge breasts and long legs. I walked into the Den to see them watching some shemale porn together. I sat down across the room from there with trembling knees and tears running down my cheek on the right side. Mom said come and sit down next to us, so I crossed the room and sat between them they both kissed me on the cheek and said We have a confession honey.

Timmy I'm not shocked that you wear my underwear I just wish you had told me.
You see I guess I only have m... Continue»
Posted by sissytimmy 2 years ago  |  Categories: First Time, Shemales, Taboo  |  
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Lisa at last

My phone buzzed “in the parking lot” was the text. “Meet me at the side door” I quickly texted back. It was dark out as I opened the door and Lisa slid past. She followed me in silence as we went down the hall and I opened my room door. As I closed the door we paused looking at each other. She had long dark shoulder length hair, dark black eyebrows. Her brown eyes were sexy circled with dark black mascara and eyelashes. her lips were a mild pink, her neck had a dark black choker and she wore a necklace with a black heart. She was in a cute black dress that just covered her small chest with sh... Continue»
Posted by iheartm2f 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Pussy Fever




Pussy Fever


Joyce sat at the table in the bar waiting for her friends. She was upset and looked forward to having some drinks with her work friends to try and get her mind off of her worries. Last week things had been so different. Exactly a week ago, Frank, one of the hottest salesmen for the company had finally successfully talked his way into Joyce’s bed. He was amazing! His body was that of a greek God and he knew exactly how to please a woman. When they finally went back to her place he rocked her all night with his tongue playing her pussy like a harmonica. Joyce was in... Continue»
Posted by klammer 2 years ago  |  Categories: BDSM, Gay Male, Shemales  |  
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John / Julie

Hi is John in. Not right now, came an answer from inside, come on in. He said I should keep you company is that Ok with you ? Sure thing, I'll wait in the living room.

When the short hair redhead came in my cock twitched. Slim, round ass, pretty face...wow. My name is Julie what's your name? I stammered out Peter. Well Peter what were you and John going to do today. Well actually John was going to show me his videos. Oh you must mean his porn, he has some really good stuff. Lets go upstairs and I'll put some on.

Like a puppy I was up and moving. My cock was starting to peek out from the ... Continue»
Posted by TenderLoins 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Transsexual Son Daughter

Now I’m a 51 year old mother of one and watching my Daughter who’d been once my son putting on that very nice silk blue bra from Harrods department store and lift up her huge breast in to them made me so wet. Now seeing my son all now transformed and transitioned in to a beautiful woman but she’d still had got her manly bits now that didn’t harm anyone but boy did she look awesome and lovely all 5’9 of her slim size 10 with her rather large 46DDs which shed always wanted and her slim lines like a guy would say about a classic sports car.

Now as I was saying I am a 51yr with a son that had b... Continue»
Posted by 1superhornyguy 2 years ago  |  Categories: First Time, Mature, Shemales  |  
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Jason's Joy

Mum had asked me if I would look in on her half b*****r Jack. He hadn't been in touch for a couple of weeks and normally will contact his s****r twice a week. On a Saturday afternoon I would normally meet with friends in town. I call them friends, but I am a bit of a loner and I hang around the fringes of a group of lads. To get to Jack's house means crossing through town. Now that i have my scooter it takes no time at all.
I arrive at Jack's house and I find the curtains are drawn. No windows open despite it being a warm afternoon. I knock on the front door but there is no response. The side... Continue»
Posted by dasilva1672 2 years ago  |  Categories: Mature, Shemales  |  
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my mom turned me into her sissy




"Mom! I called out as I got home from baseball practice, "I'm home!"

"Hello Danny, we have to talk," she responded, while exiting my room.

When I saw what was in her hands, I became nervous. Some of the guys I pal around with talked me into shoplifting a few things from a department store.

"Please explain where these items came from."

I should have told her I was sorry, and that it was just the one time,

But instead I said, "Tommy made me do it. He said it was a dare. I didn't want him to think I was a sissy."

The next thing I knew, I was in big, big trouble with Mom. I... Continue»
Posted by nicoleinberlin 2 years ago  |  Categories: Fetish, Shemales  |  
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turned into a girl

My name is now Stephanie, once it was Stephen. I would like to relate how I was turned into a girl (really a transvestite slave) by the beautiful young lady who has become my mistress. I have always felt that I should have been born a female. I definitely have female traits. I have a very feminine voice and I cry over the silliest things. Just like a woman would.

Cindy's dominance over me has expanded my submissive nature. I love Mistress Cindy and happily submit to her every desire. In high school, I spent two frustrating years trying to date the opposite sex. I found girls to be rather di... Continue»
Posted by momandboys 2 years ago  |  Categories: Fetish, Shemales  |  
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caught my son crossdressing



I had come home early from work and found my son, Jamie, sitting at my vanity, putting on make-up. He was wearing one of my cocktail dresses -- and my stockings, my high heeled sandals and, it appeared, my lingerie. He hadn't heard me come in, so I just stood silently in the doorway watching him put on mascara, blush and lipstick. He was completely mesmerized by his own ladylike reflection, completely entranced by the girl in the mirror. He did a very good job with his make-up; clearly he had done this many times before.

Of course, Jamie was very upset and embarrassed when I announc... Continue»
Posted by momandboys 2 years ago  |  Categories: Shemales  |  
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Super Lezzie Queens, Michelle and Lori


]Super Lezzie Queens, Michelle And Lori‏


"Let's go get some cock, Baby" said Michelle, all painted and dressed as an absolutely flaming drag queen; she flipped up her short miniskirt as she wiggled her naked ass. "Check my pussy, Honey". She bent over, legs spread wide thrusting out her ass, parting her cheeks with long red nails as she pulsed her pussy open and closed, her smooth balls glistening with her dripping pussy juice, her sissy cock dangling. Lori was at the mirror putting on even more lipstick and gloss. "Ummmm, I love it Baby, you are such a nasty bitch going out with your c... Continue»
Posted by tvsllutmichelle 2 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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A night that changed two lifes for the good

Well how to start i got a call from an (old friend) i had not seen in years and he was in a town about 150 miles from me for a day or two and wanted to see me that night if i was free and i was, so arranged to meet at 8pm in a bar of his hotel. Now what to wear going for hot and sexy look me thinks ok black bra and matching thong short skirt and top and my black thigh high boots and after a long bath and war paint on i am ready to go. So on way and my little old reno dies on the road between the two towns the middle of no were now what am i going to do dressed like this o fuck why did i go out... Continue»
Posted by nicolaslut 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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