Shemales Porn Stories
Page 120

A Wonderful Ordeal

Part 1

Don and I had met on the internet in a chat room. Over the course of a month we had gotten to know each other and had shared our fantasies. Don was very dom and enjoyed the fact that I was very sub. I had shared with Don one of my favorite fantasies in which I'm a*****ed and f***ed into sexual servitude.

Don was a cross country trucker and came through my city very often. We had talked about meeting and living out our fantasy. He was married but was interested in being with a sub TV. He made arrangements for a long stay over in my city so that we could be together for the we... Continue»
Posted by celeste_tv_2000 3 years ago  |  Categories: BDSM, Shemales  |  Views: 914  |  
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some of first from my session with my Mistress

Lisa Ann (16.07.2011 4:38:41): message her and ask if you can be friends
Lisa Ann (16.07.2011 4:39:03): most people sent me a message after adding me
alexxxai (16.07.2011 4:39:15): so Miss what you think about girl who i send?
Lisa Ann (16.07.2011 4:39:26): she looks like your type
alexxxai (16.07.2011 4:39:33): oh yes...
Lisa Ann (16.07.2011 4:39:42): send her a message
Lisa Ann (16.07.2011 4:39:51): ask her to be friends
alexxxai (16.07.2011 4:39:52): and i am sure she is good girl for us..
Lisa Ann (16.07.2011 4:40:09): no doubt
alexxxai (16.07.2011 4:42:00): if you liked it, pleas... Continue»
Posted by alex_in_lingerie 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 269  |  
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the great plan

sorry guys but this aint much of a storey after it happens im gunna write about it. But remember in my first post when i told you guys about how me and my wife met and how she doesnt let me fuck her. well my friend broke up with his gf and my wife says shes going to fuck him (its ok with us because all mine and her friends get regular checks and we fuck togrether and things because were all good friends). But the problem is since my friend had a girlfriend he aint been fucked by her and he doesnt even know shes a shemale. she thinks shes going to get him by suprise... But i told my friend and ... Continue»
Posted by xxjamiexx 3 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 623  |  
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How I became a GURL -- Part III -- Fulfilling the

Now that I was fully versed in being a gurl, I needed to know if I could turn a man on in person, not just looking through a glory hole. I wanted to have a man treat me totally like a woman, take me to a hotel and make love to me, completely as a woman.

But where to find the guy?

The answer was a chat line. I got an account as a girl -- I signed on as Jennifer, explained what I was and what I was looking for. As you can tell my voice is very fem (listen to my voice into or watch my vid it you don't believe me, giggle) and it was pretty easy to turn guys on and grab their attention.

... Continue»
Posted by jenn1 3 years ago  |  Categories: First Time, Shemales  |  Views: 835  |  
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I am a slut.....20

I am a slut.....20


This is the continuing story of my transformation from somewhat man to woman....my feminine journey. Enjoy :)


Having staightened ourselves back up, reapplied our makeup and done a line of magic dust, Gloria and I were off with Derek to meet his client and wife....and their friends on their boat. The ride down to the marina was not too bad, just long enough for Gloria and Derek to get aquainted and for Gloria to ask Derek what seemed like a million questions. But after all, she was a woman.

"Who are these people? How do you know them? Is this okay to do? How did... Continue»
Posted by snuggle11 3 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  Views: 939  |  
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Casual Love Affair....(Ts Love Pt.1)

As I go about my day, Clients coming in and out. Tips and winking eyes from women who assume themselves to cougars, I take my break and make my way from the spa to get some lunch and non-aroma therapy scented air. Sitting at my usual table at my usual cafe near the beach, I sit and think about how most guys would to be in position. Massaging nearly nude and for the most part, beautiful women and getting paid to do so. But i find myself needing....more. That's when you walk in. Tall, curvy, sun kissed skin, and a smile that could cause the blind to become aroused. I try not to stare, but the vi... Continue»
Posted by atneverson 3 years ago  |  Categories: Shemales, Taboo  |  Views: 356  |  
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How I became a GURL part II

So I'm in college now, I've learned to love and use porn in all its forms, I've learned to be a great cock sucker and to have my ass fucked. I've learned to tie myself up -- as best as possible -- to pee all over myself to get that humiliating feeling. I'd spread the porn mags all over the floor and spend the entire night playing, trying to shoot my cum onto a photo of a cock so that I could lick it up.

The feeling of release whenever I gave in to all of those instincts was fantastic!

I loved cock! But I was a horny 20 something and still chasing pussy. Eventually the girlfriends star... Continue»
Posted by jenn1 3 years ago  |  Categories: First Time, Lesbian Sex, Shemales  |  Views: 894  |  
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Chatroom tricks 3

For those of you first reading this let me fill you in on a Friday that that opened my eyes. I am a 26-year-old normal guy who had for sometime been flirting and playing with an older woman named Mary via an Internet chat room. She was about 41 a firm fit body and gorgeous red hair, perfect, better than that she didn’t live too far away. Our chats didn’t really get too kinky so when she asked us to meet I agreed, as you would.

Well I went to meet her one Friday dinnertime for an afternoon of passionate sex, only things changed, I was tricked. Somehow I found myself dressed as a sissy, thong... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 2220  |  
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Willows transformation 1


Fern and I had been married for three years. Our sex life had become bland, routine, and, frankly, I preferred masturbation to the work it took to cum by intercourse. I was pretty sure that Fern felt that way, too. You see, my cock is, at best, 5 inches. My touch, or my tongue, on her clit seemed to be much better received than my cock inside her.

I've always been a cross dresser. I can remember being in first grade and wearing my older s****r's clothes and pretending I was on a date with a boy. Before we married I told Fern about this. She treated it as something that would go away once ... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 2078  |  
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The Martini affair - Part 2

She picked up two glasses of the cocktail she had just made, and walked up to me. She, now just in her red panties which was already stained by the drops of her seeping precum. As she walked towards me my eyes were just stuck on that patch and the outline of that strong piece of meat beneath that. "Here" she said bending down revealing her big round tits cleavage, extending the cocktail to me. she sat next to me and said. "Oh I remember you saying you were a different kind of a girl, what did you mean"? She was smiling wickedly as I bend down my head, blushing not knowing what to tell her. She... Continue»
Posted by socuri 3 years ago  |  Categories: Shemales  |  Views: 494  |  
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I am such a slut.......18

"Hi Derek. I was just thinking about you. I haven't heard from you for a teeny bit" I replied. It was so nice to hear his voice on the phone and the sound of it caused me to stir within. Something about him, about what he did to me, about what he made me do, just had me.....and I think that he knew that.

"Baby, I have a favor to ask. It would mean the world to me if you would do it. And I would be there with you, okay?" he said, and my mind raced at what the favor might be. "I have this client and his wife....and they have a friend or two. I told them about you and showed them some of our ... Continue»
Posted by snuggle11 3 years ago  |  Categories: Fetish, Group Sex, Shemales  |  Views: 1302  |  
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How I became a GURL

So how did you become a gurl?

That's the question almost everyone I meet or chat with asks me... how did you become such a sexy transvestite, when did you figure it out, when did you learn you liked cock.

I actually love the question, because it turns me on to answer it.

When I was 15 or 16 I used to sneak into my parents room, find my dad's stash of Playboys and jack off to them. The girls were sooooo beauitful, I just couldn't believe it. I wanted to see and touch one, which led -- I guess this is common among us gurls -- to digging into my Mom's stuff.

When I was left alone I w... Continue»
Posted by jenn1 3 years ago  |  Categories: First Time, Lesbian Sex, Shemales  |  Views: 1867  |  
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My Preference for Girls didn't change

When I decide to finally go into my transition, I kinda felt I might think differently about boys. Well I guess I do some. I like gay boys or more feminine boys now than before I started trans, but I find I still like girls. Most trans girls I know now prefer to have sex with boys. Maybe I'm confused, but I kind of like sex with girls and trans girls more now. So lemme go on.
Last weekend I was sharing a house with a friend and decided to go out to the pool. Cate was going shopping and asked me to watch for the doorbell because Trista was coming over. I had heard some talk about Trista from... Continue»
Posted by Ceedi 3 years ago  |  Categories: Shemales  |  Views: 234  |  
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Natasha's Holiday

A couple of weeks ago, a young lady asked me to write a story about her, I thought that some of you may like to read it as well. I have changed her name to save her blushes.

I hope you like it.

DickStiff.



Natasha's Holiday

Chapter 1

The dappled light played across Natasha’s face as she sat in the first class carriage of the Great Western Train speeding to the West Country. She was fortunate today as she had the whole carriage to herself for once. Many is the time she had been on the same train surrounded with people on their mobiles, laptops or just shouting across to their ... Continue»
Posted by DickStiff 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 588  |  
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The Martini affair

I was having a drink at the crowbar in Chicago when I noticed her amidst all the gaymen around. After being pissed by all the rude and intrusive men I had found secluded spot at a lonely bar stool by the counter to enjoy my Martini. I was wearing a tight hip hugging jeans and a tanktop to flaunt my navel and stomach.

She came aside me and asked for a wine. "White" I heard her stress to the barman. She looked at my colorful drink and asked "What are you having"? Martini I said quickly running my eyes over her curves. "Pretty hot gurl" I said to myself. But i was in no mod to socialize. The ... Continue»
Posted by socuri 3 years ago  |  Categories: Shemales  |  Views: 781  |  
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TV loving cock

Sorry I didn't keep you posted on Saturday night, but I was sorta busy being my usual slutty self. Story to follow:

I talked to a guy on megaphone. He works as a night security guard at a big office building on the edge of town. He is there all by himself in this huge, mostly vacant building, in a safe area, so there really isn't anything for him to do but set around and be horny. So he was looking for someone to come over to his job and get nasty.

Naturally I was just the girl!

I'm all dressed up in one of my hottest outfits and looks, so I jump in the car and race over. It takes m... Continue»
Posted by jenn1 3 years ago  |  Categories: Shemales  |  Views: 1316  |  
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My first time with a shemale

This is a true story, probably the wildest thing that ever happened to me. It happened when I was about 19 years old and lived in Hamburg, Germany. At the time I was one of those willowy, thin guys, little body hair and a healthy appetite for sex but not much experience yet. At a young age I discovered how exciting it is when I fondled and fingered my ass while masturbating and I developed a real fascination with anal sex.

At the time I used to visit a club ("disco" in those days) somewhere off the Reeperbahn, the famous red light district in Hamburg. One such Saturday I left the club in ... Continue»
Posted by HOLY-SMOKE 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 5498  |  
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The Bondage Whore, Chapter 13

The Bondage Whore, by Rachel St. Clair, All Rights Reserved.


Chapter 13 - Unbelted

As Joe released Rachel that night, he informed her that Jimmy wanted to see her. Then Joe did not put Rachel's chastity belt on her, which thrilled Rachel. Rachel strolled into Jimmy's office, wondering what was up. Jimmy rarely conducted business after hours. "Rach, babe, have a seat. I have some good news for you!"

Rachel sat, and Jimmy continued. "Congratulations on your third year anniversary sweetie! Do you know what that means?"

Rachel was clueless. "No, not really", was all she could manage.... Continue»
Posted by thongcutoffs 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 736  |  
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im back

well im back from our aniversary holiday. on the last post someone put tell us more about your wife so i dug around a bit. well start of with the basics she has long black hair, a beautiful face with beautiful blue eyes. she has large breasts im not sure how big im not good in the bra size department. shes petite and has a large cock and she shaves all her pubic region. she owns two houses i only found out when we went there for our anniversary. i was shocked to see what was in the house it was full of sex toys, latex clothing and lots of other things. well we started the week off fun. she had... Continue»
Posted by xxjamiexx 3 years ago  |  Categories: Shemales  |  Views: 386  |  
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first time public

My First Time In Crowded Place As Cross Dresser

about 2 months ago, i got up the courage to go to a crowded public place dressed for the first time
i put a post on craigslist saying where i was going and what i was wearing
then i drove to shopping center parking lot and dressed up in the car, make up, red lip stick, red finger and toe nail polish, blond wig, ear rings, necklace, rings, watch bracelets, thigh high stocking and gatrer belt, black 5" heels, black mid thigh dress
i drove to a closer parking spot and took a breath, put on sunglasses, grabbed my purse and stepped out into publ... Continue»
Posted by cdamanda 3 years ago  |  Categories: First Time, Shemales, Voyeur  |  Views: 1359  |  
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