Shemales Porn Stories
Page 119

Daryl Wants Me Girly


Daryl is a black guy. He's everything for me. I simply adore him and we gel so well; the things we like and want to do are sublime.

Just being with him sets me apart from the guy in the street or the guy in the office, or the guy who uses to go out with girls and to what end? I guess I was just following the trend but girls soon suss you out and no way could I love nor have sex with a girl.

Sooner or later it just had to come out I was gay and when I met Daryl on that sweet Sunday when he had me over the bath full strength I realised then just what I was missing and where I should be g... Continue»
Posted by Yoav_Roth 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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Daryl Wants Me Girly. Another story.

In my last story Daryl wanted me to be a slut for him. It was an awesome experience and Daryl was really great at making me feel the part, the way he swore and bossed me. And the way he shagged me like a rag doll.

But Daryl has many moods as I discovered when he said he would call me his girl Jackie - with the very tight ass and slender figure, wrapped in a hugging black silk dress which he pulled out of his role play wardrobe.

He wanted the whole caboose, the black and red underwear, suspender belt and black stockings which truly made me feel the part. Simply putting them on made me fee... Continue»
Posted by Yoav_Roth 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  
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fictional bookstore encounter

This is a completely fictional story of an encounter that I have thought about for some time. I use to masturbate a lot to porn magazines and in doing so got turned on by the thought of having sex with a shemale, since there are a lot of ads in the magazines concerning phone sex with shemales showing very nice pictures of shemales and their beautiful packages. Where I live there is only one place that I know of that have shemale magazines with stories and pictures to masturbate to. Everywhere else there are plenty of porn magazines but none pertaining strictly to shemales. It is a little drive... Continue»
Posted by 6finallybi9 1 year ago  |  Categories: Gay Male, Shemales  |  
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Serving Waitress

This is the first “didi” story I ever wrote. It’s my deepest (and darkest?) fantasy. It probably needs to be rewritten at some stage because I think it’s been written too much by my male brain and not enough by my female side.

The story begins…..

My wife, Susan, one evening announced to me that we had been invited to a party at a new friend of hers. Victoria had inherited a fortune from her father and she lived in a mansion in the best part of town. It all sounded very exciting. Apparently she had these parties once a month. Susan said that we would go earlier as she had offered Victoria... Continue»
Posted by didi_galtier 3 years ago  |  Categories: Anal, First Time, Shemales  |  
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The Mechanic

My name is Bruce, I am one of those mobile mechanic chaps you call out when something goes wrong with your car. You get to meet a nice variety of people, some good some not so, with some very good looking ladies thrown in as well, which make it nice. A lot of the clientele are people you see a couple of times a year for a car service so you get to know some of them quite well.

I hadn’t had that much in the way of action for a long time. I had split with my wife a few years before and now I always seemed to be working. Anyway it’s not the most attractive of looks when you hands are covered ... Continue»
Posted by domestique01 4 years ago  |  Categories: Shemales  |  
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Be-cumming a School Girl

Be-cumming a schoolgirl
From the time I was 5 or 6 I would sneak into the lodger’s bedroom after she had left for work. I would dress up in her lingerie and climb into her warm bed. It just felt so good wearing silky clothes which felt so delicate against my skin. I just loved to feel feminine. If anyone looked in I would pull the covers up to my neck to hide what I was wearing. A few years later I would be wearing my elder s****r’s panties and occasionally my mother’s when she was out. I guess she was suspicious because one day my s****r caught me out and paraded me in front of my parents ... Continue»
Posted by Sally5050 13 days ago  |  Categories: Shemales, Taboo  |  
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an akward encounter

once I made a guy cum like 8 times in one evening/night. he was the dad of my best friend. he was married with 2 k**s, both were in my school it was middle and highschool they were 14 and 18 at the time i was 18 too. i didnt know it was him untill the most akward time possible. he opened the door to the room I was in, there was music going I was about 8 feet from the door, face down with makeup and whiskers and cat nose painted on, furry paws(gloves boots), ass up in the air oiled up, hands spreading it, lights pointed at it, banana barely sticking out all while wearing my skirt and stockings ... Continue»
Posted by carefreeguy 2 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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How I became gay pt 1

When I was in my teens I was only interested in girls and thought that being involved in a gay experience was completely disgusting. I never would have even thought of it if it wasn't for what happened when I turned 17.

On my birthday me and a few friends got fake I.D.'s and went to a bar in town. We all started drinking and getting as shitfaced as we possibly could. There was 4 of us and my three friends had all spoted the girls they wanted to fuck that night so I was left alone at the bar.

Within a few minutes this girl sits next to me and I immediately started checking her out. Sh... Continue»
Posted by Gayluva67 5 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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my first cock experience (true story crossdressing

I will never forget my first experience with another cock , it was the only time I have ever been with another man, now saying that I do date ts women, I love them as much if not more then I do genetic women. I was 12 years old and like any young boy , very horny . At that time my best friend liam and I would have sl**p overs and do normal k** stuff , sports , video games , camping , never did I think that one day I would have his warm milky cum in my mouth or his warm hard throbbing Dick inside my ass pussy .

It all started when we were looking at a magazine and saw a picture and article ... Continue»
Posted by dickissogood 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Airconditioner repairman laid some pipe

I was literally bored to death when my mom went on a vacation, i was hoping that i was gonna enjoy freedom when mom's away but things got worse as i found out the air-conditioner wasn't cooling the house, it was the dog days of summer and i really hate this muggy, hot weather. So i gave a call to the place where we bought it and asked them if they could send someone to fix it. Like i said, the weather was terribly hot, therefore i was wearing a micro-mini short which was showing of my curves in a very revealing way. It was almost 4.00 pm when the doorbell rang. I was expecting the same guy... Continue»
Posted by Slave4str8twinks 2 years ago  |  Categories: First Time, Hardcore, Shemales  |  
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Trucker tales

The potato farmer and his wife (and a surprise bonus)


I recall this from memory to the best of my recall

It was a really hot day down in the panhandle of Texas My dispatcher had pushed me to get down here for a load of potatoes and I had been driving for about 10 hrs strait and I was running close on my 70 also so I just wanted to get to the farm and get the load on and then find a long shower and a hot meal and a cool beer cause I didn't have the hrs to go anywhere.
When I finally found the place it was out in the middle of nowhere I could see 2 other trucks in the ... Continue»
Posted by hotmedic 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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FoxxiRoxxi xdresser slut fucked by BBC

Well this has been a fantasy I have had for a long long time .I'm a married man with a f****y and love fucking my wife she has a shaved pussy and a few sex toys so our sex life is good. However I have been xdressing on and off for about 12 years now and I really love it . I really love the feeling I get when I get all dressed up .I could easily have a sex change if I didn't love my f****y so every now and then I get a hotel room and spend the afternoon getting my outfits ready and my wigs brushed for my night as a girl .I get so horny dressing up in sexy fetish outfits and tight short skirts ,... Continue»
Posted by foxxiroxxi 3 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Am i Bisexual?

Lately i have been somewhat confused and hornier than ever for the past couple years. I have sex with my gf almost daily now, so its not an issue of not being laid. But lately i begain a penis attraction and i will explain.....

I enjoy looking at guys cocks and sometimes fantasize about fucking them in the ass or them fucking me. However, i dont really feel attracted to a man himself....just his cock and ass.

I love shemales, i have since i was a teen. The idea of a chick with a dick turns me on more than anything.

I love anal sex and my gf somtimes uses a strap on dildo on me during... Continue»
Posted by firm7monster 5 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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My Boss Tricked Me

I work for a cell phone company. Part of my job is to travel to cell phone towers and fix any problems they might have. I enjoy it but am on call most weekends. Now I consider myself a man in public but at home I love dressing up as a slutty tramp. I love the feel of lingerie on my body. I had a few experiences with a man but it was mostly mutual masturbation. My crossdressing is a secret to everyone except the few I have met online.

Most Friday nights me and the coworkers go out drinking. Just a bunch of guys out having a good time. One particular Friday I got really d***k and my superviso... Continue»
Posted by sissysadie 2 years ago  |  Categories: Fetish, First Time, Shemales  |  
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Introducing Jessica (part 2)

You can find part one on my profile if you've not read yet, so let's continue:

As I sat on Johns lap, grinding my ass into his cock while we kissed, I could feel it twitching against me, enjoying itself pressing against my ass. i slid off his lap and onto my knees between his legs. Looking up at his cock with wide eyes. My right hand reached out slowly, as the tips of my fingers touched it, we both sighed with pleasure. My hand wrapping round it instinctively, and immediately began stroking it slowly. John was moaning with pleasure and telling me how good it felt, calling me baby from time ... Continue»
Posted by Want2BeTrans 7 months ago  |  Categories: First Time, Shemales  |  
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Encounter In The Park

It was near the end of my junior year in high school and my parents ere in the midst of their big divorce drama so I was spending most of my time at my best friend Kelly's. It was just Kelly and her Mother because her dad left the picture several years earlier. Kelly’s mom was a great surrogate mother because she knew what I was all about and accepted me with no reservations. Kelly was well on her way to becoming a hardcore lesbian so her mom really enjoyed doing girlie things with me. We used shop for clothes together and she taught me the proper way to apply my make-up and style my hair. ... Continue»
Posted by chrissieCD 4 years ago  |  Categories: Anal, First Time, Shemales  |  
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SissyRayG at the Roadside Reststop......


Last year I was traveling by car on business between Saskatoon and Regina, Canada. I was looking for a roadside rest area to use the washroom. I had all my sexy lingerie with me and hadn't had a chance to wear it for days as had been way to busy at work.

I saw the roadside rest area I was looking for and pulled off the road and stopped near the rest rooms. There were four stalls in the men’s and three urinals. It was one of my favourite places to dress and attempt to seduce guys. I got out of my car with my backpack full of satin lingerie and high heels and went into the stall in the... Continue»
Posted by SissyRayG 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Ex-Cellmate Looks Him Up - (She's back for he

Everything was going to be perfect. Nathan hummed an upbeat tune to himself as he set the table. His girlfriend would arrive for their dinner in any time now. Nathan checked the food simmering on the stove for the second time in as many minutes.

He heard a knock at the door.

"Be there in a minute," Nathan called out from the kitchen. He quickly ran a comb through his hair and then grabbed the flowers he'd purchased for Jenny. Nathan opened the door and presented the flowers to his visitor.

"Those are for me? Oh, Nathan, you shouldn't have."

Nathan's jaw nearly hit the floor. The wo... Continue»
Posted by germanboi4bbc 2 years ago  |  Categories: Gay Male, Shemales  |  
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Planet of the Gigantic Schlongs

Planet of the Gigantic schlongs

By The Iceman

It all began in a place not too long ago but in a faraway
place. There was a planet way out of the galaxy
that no researcher ever discovered and most likely
never will be. The story begins on a planet called
Weenus. Nobody knows how the planet got
its name. Perhaps we’ll never know…..

Although not very much is known about the history of the planet Weenus, there was something very unique about it. There was no war, pollution, crime or poverty that existed in any form. The inhabitants lived peacefully. But what was so unique about t... Continue»
Posted by icemanrisen 4 years ago  |  Categories: Sex Humor, Shemales  |  
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A night with Rebecca

My heart was beating fast as Rebecca answered the door and invited me in. After months of swapping photos and chatting the moment had arrived. I was floored by how much more sexier she was than the photos we had been exchanging. My cock instantly became enraged as I stared at her. Rebecca had the cutest cheeks and eyes and she new how to do her makeup to accentuate her beauty. She wore a nice shoulder length brown wig. She had on a nice layer of foundation, her eyebrows painted dark. Eye lashes thick and full with eyeliner and sexy eye shadow under and around her eyes. Her full lips painted ... Continue»
Posted by Zeffer1 4 years ago  |  Categories: Shemales  |  
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