Shemales Porn Stories
Page 66

a crazy night

I soon as i got my Dl (16)i would always leave on the weekends my house. I got out of a late movie and i started to drive to a friends house. I was waiting at the corner light when see two sexy ladies standing outside. they saw me stairing at them and one of them winked at me and waved. I parked my car across the street, and i crossed over. We said Hi and we all talk for like2 min, when they invited me to come inside. As we steped in and they closed the door, one of the ladies started making out with me while the other girl watched. the girl that was watching she pulled her skirt up and moved ... Continue»
Posted by lucifer696 1 year ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 2861  |  
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Busted

The guy turned back and walked up behind me and whispered, "I like your panties."

I was so busted. I turned to him and said, "Excuse me?"

"It looks like those panties you're wearing are pretty sexy. Maybe you'd like to show me them."

My face burned with embarrassment. I tried to look away but couldn't.

"It's laundry day. They're my girlfriends," I said.

He laughed loudly. "Bullshit."

"Alright. They're mine. I like to wear women's panties. Big deal."

"Hey it's cool. I think it's hot. I'd really like to see what you're wearing under there."

I smiled and blushed. "Oh yeah?... Continue»
Posted by koolstuff 1 year ago  |  Categories: First Time, Shemales  |  Views: 2097  |  
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My meeting with tranny milf Sandy 54 part 1

Wanna tell you about my meeting with Trannymilf Sandy 54!

I met Sandy through an add in a pornographic magazine I was 23 then so she was 31 years older than me. Wanting for long to meet a much older tranny beauty I got really excited when she agreed to meet me. We met in her apartment after I rang the doorbell a beautiful woman in her midfifties with a white dress long blond hair,white nylonstockings and white high heels opened the door. Her face had a heavy-makeup I was stunned by her looks. Welcome Nellie she said I guess you would like to change? Yes I said with a trembling voice and she... Continue»
Posted by NellieTranny 1 year ago  |  Categories: Shemales  |  Views: 1067  |  
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paying to be used as a girl

i's been dressing up in girls clothes since i was 11. my mom's and my 2 elder s****rs suff. they'd caught me on several occassions when i was younger, but had thought it was a phase i'd grow out of. only now it turned me on too much to ever stop

Just recently i'd developed a new even more outrageous fantasy. now when i dressed i would fantasize about being used like a girl by a man....sometimes the fantasy would involve several men.this had come about ever since my mom had bought our first home computer. I'd spend hours when home alone watching tranny porn on the internet. i'd even posted p... Continue»
Posted by hornyTVluvr 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 1618  |  
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Book Store Bop By Cumhunger



A lady friend of mine Kelly had been riding to work with me for the past week
and every evening on the drive home we past an adult book store.I mentioned
something to her in passing that the lot always seemed to be full.She looked at
me with a mischivous grin and said... yeah all the guys who's wifes won't suck
their dicks frequent the place.

I've been there a few times to suck a few myself she giggled,what I said to her
in shock? Not straight laced Kelly,she's the demure type I never would have suspected to frequent this... Continue»
Posted by cumhunger 1 year ago  |  Categories: Anal, Shemales, Voyeur  |  Views: 2244  |  
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Letting Debbie Out

Ok, this story has some explicit sex stuff, so if you shouldnt or dont want to read naughty material then please go away.

Also, I write because I want and like to. I am not a writer. Typically I write in one sitting and just do a stream of thought. I rarely edit.
But please let me know what you think. I will hopefully improve over time. And if i get enought replies that i need to edit or do something differently maybe I will.

Luv Submissive/Slutty/Sissy Sally

"I'm not sure what to do" Don said to Sam, "It sounds fun and all, but I really dont typically hang out with my employees"
"... Continue»
Posted by GreyMan44 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 756  |  
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Part 8 Fisrt time adult book store with uncle jim

I saw standing in the alley by the back door to the adult book store waiting for my uncle to open the door. Under the short black coat my uncle had just got me I was wearing my new shir see thru pink with matching crotchless panties with a pair of black shir panties over them. A black garter belt with nylons and pink bobbi scocks with black hi heels. My brown wig with bright red lip stick.

The door opened up and a guy walked out. He stopped and looked at me and asked me what I was doing there. I told him I was waiting for my uncle. He said I looked like a hooker and than took off down th... Continue»
Posted by suecd58 1 year ago  |  Categories: Shemales  |  Views: 1790  |  
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a real cd explains what cd on cd sex is like

alot of "strait" guys love shemale porn.I was one of them.Pre-internet I discovered shemale porn but it was hard to find.I had girlfriends but the sex was never great.like many i was more concerned with cumming to soon than actually enjoying myself.Plus,as a porn watcher my fav was anal.My girlfriends fav...not so much.after 25 years i realized that i was most unhappy when i had a girlfriend.even then I had bought and worn nylons and enjoyed anal dildo play alone.then came the net.and i bought a wig,shoes, and some makeup.I had wanted to be with a cd.I didn't realize i could be an attractive ... Continue»
Posted by tran1001 1 year ago  |  Categories: Shemales  |  Views: 1643  |  
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The Night With A Transgendered Angel pt.2

So,I stroked harder and faster till I couldn't take the pleasure anymore,then I blasted fat wads of my hot cum into her pink asspussy. She moaned in extacy as I she felt my load splurge into her. I pulled my semi hard cock from her ass slowly so I can watch as it leaks out. Being the little cum slut she is she ate every drop that came out of her freshly bred fuckhole. I sat in the chair naked and lit a cigarette,as I was smoking Steph got onto her knees and cleaned the pussy and cum residue off my member. I leaned my head back in amazement as she cleaned my cock. By the time I was finished wit... Continue»
Posted by yungn1234 1 year ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  Views: 828  |  
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Fantasy fuck

Sitting in the toilet cubicle I have been horny all day my cock is semi hard and I run my finger over the eye as pre cum oozes from the slit, I taste it's salty flavour as I strain the p*o out mmm wish there was something going in rather than out! There is activity in the next stall and I see some flesh through the gloryhole as someone sits down, with my cock stiffer than ever and my heart beating I look through to see a beautiful tranny pull her satin panties down and strOke her cock her fingers wiggle at the hole as a invitation, so I go for it and place my erectiOn through the hole , wow ho... Continue»
Posted by kawa696969 1 year ago  |  Categories: Anal, Shemales  |  Views: 1172  |  
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tricked into threesome

I was online chatting to a beautiful lady on cam. She said how she loved to see men dressed in womens clothes and how excited it got her.
She asked if i would meet up with her at her house and to come over all dressed up. So we arranged a time and day and ended chat. I could not wait for the day to get here.
So now the day has arrived and I got myself all dressed up make up the lot. I drove over to her house, it was a wonderfull big 4 bed house with private drive.
As I got out of my car she was on the door step dressed in a nice sexy little black pvc dress and black stockings she looked ve... Continue»
Posted by xdrespauline 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 2495  |  
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My life as Daddy's sissy

Hello Daddy,

I would so love this life…

I wake up thinking of you, dreaming of kissing you, of sucking your cock, of feeling it fill my boicunt.

I spend all day preparing for you, so impatient to be with you. You are at work and I’m home, enjoying my role as your slut and maid.

I clean the house wearing pink sissy sweat shorts and a tank top, pink sneakers and pink socks. I want our home to be perfect for you, and I take pride in taking care of the house you work so hard to provide.

I then go to the gym in sexy little workout outfit. No one there cares that I’m a sissy anymore. ... Continue»
Posted by NancyRoseTV 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1797  |  
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Part 7 my new lingerie

As rose walked me into the front of the store I was another girl standing behind the front desk. See saw us and looked at me. Rose than told me that she also worked at the store and that it was ok. We walked over the the desk and the other said "what do we have here rose ? A little play toy for you." I wanted to hide but rose would not let go of my hand.Rose told her that my uncle left me there to get my glirly clothes. The other girl said her name was Mary and asked me mine. I told her my name jay and she said "no what's your girl name?" I said that I did not have one. Rose said that I needed... Continue»
Posted by suecd58 1 year ago  |  Categories: Interracial Sex, Shemales  |  Views: 758  |  
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My trip to Mistress Cindy’s House – Pa

Cindy and I had worked together for years. We had been peers for several years and became good friends, then I became Her manager. Our friendship continued but many coworkers were certain we were having an affair. We weren’t having an affair, but ate lunch together nearly every day and shared the most intimate parts of our lives with each other. She was and still is my best friend and the only one I have ever felt comfortable sharing every detail of my life with. One day we happened to be talking about role playing and I told Her I had always fantasized about Her being Dominant and making... Continue»
Posted by wannabesubformt 1 year ago  |  Categories: Fetish, Shemales  |  Views: 2175  |  
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From manager to sub sissy

Cindy was a co-worker; well actually I was Her manager. Even though I was Her manger, W/we were very close friends. As a matter of fact I still consider Her my best friend. Everyone in the office was sure that we were having an affair, but we were just friends. I must admit that I would have loved to have an ongoing affair with Her. I know that I am not near man enough for Her and I have always know that from the first time I saw Her. Eventually after being friends for many years, I confessed to Her my desire to serve a Dominant Woman. She attempted being my Dominatrix, but could never g... Continue»
Posted by wannabesubformt 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1767  |  
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Rene and Me Part 2

Rene and Me part 2

Last time I revealed some background information about myself and how I came to be a high priced whore. I also filled in
some of blanks concerning my first encounter with Rene. I don't recall if I mentioned it or not but there were roughly twenty more
mysterious encounters with Rene. He always sent Charles to pick me up in the Rolls Royce Silver Cloud and I was never permitted
to see exactly where he was taking me. However I did do a bit of detective work trying to ascertain where Rene's home was located.
I estimated the travel time and then drew circles on a map d... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 478  |  
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Rene and Me (a Chrissie Conway story)

Rene and Me

I recently wrote of my introduction and first encounter with Rene. At this time I would like to expand upon my relationship
with Rene and reveal certain details related to how the relationship evolved.
When I first met Rene that night at the museum benefit I must admit I was instantly attracted to him. At the time I was finding it
a little difficult to make enough money to support my somewhat lavish lifestyle which seems to grow more costly every minute.
Up to this point I had yet to amass anything faintly resembling the "client list" that I ... Continue»
Posted by chrissieCD 1 year ago  |  Categories: Anal, BDSM, Shemales  |  Views: 432  |  
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My shopping trip to San fransico with nucle jim pa

That night at dinner uncle Jim told my mom that he had to go to the city to pick up some film and things for his dark room. He ask if I could go along with him. My mom said yes that I could go. We would be leaving around 8 and that was fine with her. She did not go to work till 12 because she worked late and would not get home till after 11 that night.

So we were set to go and that night my uncle came into my room as I was getting into my bed. My mom was taking a bath so she would be in the bath room for some time.

He closed my bed room door and he told me that he wanted to talk to me ... Continue»
Posted by suecd58 1 year ago  |  Categories: Shemales  |  Views: 1824  |  
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Use me

OK, I've had this fantasy for a while and I still haven't lived it out yet :( ...

I'm on my back, tied to the headboard by my wrists - my legs are tied so they're up in the air. My arsehole is exposed and I have a ring gag in my mouth.

I can just about reach through the gag with my tongue so you mount me and rub your pussy into my face. Occasionally you switch directions, smothering me, really pushing back into my mouth and nose - I can smell your holes and I clean your arsehole out before you switch back.

Once I've flicked your clit for a while and lapped up your juices, you've come.... Continue»
Posted by tay1 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 615  |  
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Passionate One Night

Passionate One Night

His name was Shawn. He was a cute, very cute, guy that was living in Houston when he was making his way to the small town of Llano, Tx. He was planning to meet f****y so he could go dove hunting. I had posted an ad that night to see if any of these dirty minded straight boys would respond. He responded late at night when it was about two in the a.m. I was a bit skeptical. He had that southern accent, great body, tattoos, seemed a little too good.
"Too Good" turned out to be...real?
After I had given him the address, directions to my apt, I could hear the loud noise fr... Continue»
Posted by GoodDickLoved 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 1034  |  
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