Shemales Porn Stories
Page 114

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: 873  |  
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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: 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: 1836  |  
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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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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: 1315  |  
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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: 5471  |  
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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: 1364  |  
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My sissy son,by his dad and lover. Part 2

Hi,thought it was about time i let you know about my son and me.

This is Part 2.

So...there i was,on my knees staring at my son's beautifull cock. Not big,only 4" long..but sweet with a nice head and completely shaved..(or waxed). "Oh Jack...suck me please...pleeease...been ages since a handsome older gentleman touched me there." Pre-cum was leaking from it...and i licked the end...and gently took him into my mouth! He moaned and slowly made his hips go forward and back...gentle movements like he was fucking my mouth.I was sooo horny at this point i would have done anything...so i did...... Continue»
Posted by chocandres 3 years ago  |  Categories: Anal, Shemales, Taboo  |  Views: 1661  |  
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Book store cock slut..

I would like to confess somthing that happend over the holiday weekend.
It was a saturday night and so hot and boring that i had 2 get out of the
the house and have some fun.I decided to grab some things from the
closet and head out the door for the evening.I drove out to a very peaceful
forrest preserve on the way 2 my favorite adult book store.
The cool breeze felt good on my shaved legs and body.
I drove for about 3o min and arrived at my favorite spot.
I smoked some bud and watched some sexy bitch getting
gang banged on my portable.I started to carress my b cup
tittties and brush... Continue»
Posted by rudedog69 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 585  |  
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MY SHEMALE WEEKEND

As I told you in my last story, I met a shemale who wound up spending the night at my place. I told you that we arranged to spend the weekend together with her roommate and that is exactly what we all did.

I arrived at Chandra's apartment about 2pm. She greeted me at the door wearing a pair of short gym shorts and a tube top. She kissed me and let me in. My cock grew hard immediately and all I did was walked into the apartment. Chandra led me into the livingroom whenre her roommate Jizelle was sitting. I was introduced and Jizelle told her that I was cute and now understood why she didn't ... Continue»
Posted by adw276 3 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  Views: 2265  |  
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I've dumped my boyfriend. Now he wants cock..

Me and Marc had been going out for 7 months. He's nothing that special to the eyes but he has a way with words. He could put a simple sentenced together and get any girl, any age, with any genitals?
I thought it was only a rumor going around that he was Bi-sexual so i ignored it completely because he was great in bed.

Tall strapping lad about 6'3", toned body, tanned skin and semi long hair about ear length. Long enough to twirl in your fingers while he's pushing himself into you.


After 7 months, he kinda gets boring. Like he lost interest in me and i lost interest in him. I actually ... Continue»
Posted by sophie101 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1984  |  
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Kits Adventures in the North

**Crossdress Story**

It had been about six months since I'd had any chance to dress, any chance to feel sexy and been even longer since I had any kind of sexual contact.
Work tends to do that; gets in the way and screws about with "me" time. Luckily, though, it was only a temporary job. It could have been permanent, but
I'd decided against it, I had plans to visit up north anyway and now I had the money, what better time?
I had all my things packed and was ready to go, sliding a jiffy bag full of condoms in my shoulder bag I was about to head off to catch the early train when I s... Continue»
Posted by KitsuneTV 3 years ago  |  Categories: Shemales  |  Views: 572  |  
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Bike time and BekkaCD

Well it was a warm July evening last year during Muskegon Bike time. I was feeling all warm and fuzzy from the few drinks that i had earlier in the day. I had chose to post a ad on craigslist seeking a couple harley riders that would be into having some fun with a gurl such as myself.Well to my surprise i had gotten such a good response that I had to figure out what i was going to do.Well after another drink or 2 i decided that i would get a local motel room.I responded to all the bikers and gave them my room number and told them to be there at about 4 pm.I got to the hotel and took my time ge... Continue»
Posted by bekkaCD1 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 675  |  
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