Shemales Porn Stories
Page 110

Shemales- The Martini affair - Part 3 - finale

I could not stop thrusting back with my ass on her face as her tongue went crazy over my anal clit and tight bud. But I could not take it for long as I fell to the floor turning around to face her on my back. As if knowing what I had in my mind, she looked into my eyes and slowly took my cock throat deep in her mouth. Just as she did that I pulled her ankles and she knew what I wanted.

So very gently she moved her hips towards me and came over me with her glistening throbbing precum weeping cock right above my eyes. I took a moment to take in and enjoy that beautiful view. Then grabbing bot... Continue»
Posted by socuri 3 years ago  |  Categories: Shemales  |  Views: 449  |  
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Willows transformation 2

"Now the preliminaries are over, and it's time for the entertainment part of our evening!"

That was what Fern, my wife, said to me as I lay on the bed after I had been fucked by our newly mutual lover, Jason. I was dressed in pink panties, bra and slip, and a floral sundress. A blonde wig with long curls was on my head, completing the transformation.

Fern had found a magazine I'd left on the bedroom floor, showing a transvestite being tortured and humiliated by a couple. Although she had always known I liked to crossdress, she had never paid any attention to that side of me. Now she had ... Continue»
Posted by stig1963 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 568  |  
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Julie's Journal - Day Two Continued:- Arrivin

Day Two continued: - The flight was smooth, being honest journal I slept all the way. I think it was the exertions of the previous night. That’s assuming it wasn’t a dream and if it was, well I would love for it to happen real. Must have been a dream though as Gina always seems to go with guys.

Landing at the airport and going through customs would have been okay except we were routinely stopped at the customs bar and told we were to be searched. I admit I was really terrified; these big coloured guys at customs seemed to be nodding to each other and smiling. We were all taken ... Continue»
Posted by Cybertease 3 years ago  |  Categories: Interracial Sex, Shemales, Voyeur  |  Views: 512  |  
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I posted a craigslist ad.

8 years ago I began crossdressing again and playing with toys. After playing one day while watching videos online I decided I wanted to take the next step and be with a man again. My holes craved it but the butterflies in my stomach had stopped me before. Afraid they would do it again this time I got dressed as slutty as possible and put up an ad on craigslist with a photo of me dressed and spitroasting myself with toys. Pic required I put in the posting. I was amazed at the responses and how many people couldn't read or just saw the photo and replied without reading. I didn't think it w... Continue»
Posted by bibottomboi 3 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  Views: 1097  |  
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A Wonderful Ordeal Part 2

Saturday Morning Sometime before dawn

I must have fallen asl**p. My wrists where no longer tied to the bed post but they were still tied together and I was still on the floor. My legs were no longer tied. Don was pushing me with his foot and ordering me to wake up. "Who said you could go to sl**p?", Don asked.

"I'm sorry. I must have....", before I could finish my sentence I was slapped across the face.

"Who do you think you are speaking to like that?"

"Stop it. That hurt.", I was slapped again.

"Did that one hurt too? You better learn to speak to me correctly slut. Assum... Continue»
Posted by celeste_tv_2000 3 years ago  |  Categories: BDSM, Shemales  |  Views: 647  |  
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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: 913  |  
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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: 270  |  
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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: 825  |  
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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: 868  |  
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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: 2222  |  
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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: 487  |  
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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: 1301  |  
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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: 1835  |  
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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: 585  |  
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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: 775  |  
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