Shemales Porn Stories
Page 114

First time meeting Sir

It was the first time that I met my new master (Sir). We arrange to meet in London at a station, He told me that I had to bring with me my boots and leggings and the contract he had emailed me a week before.
I was getting nerves on the day we were meeting at 2pm and when I met him at the station he had the collar with a lead hanging down so I know that was my new master, I went over to him and said hi SIR, he then took me to the café where we chatted and signed the contract so now I belong to him, I was then told to go and get changed into the boots and leggings. When I returned Sir was havin... Continue»
Posted by dallasrose 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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Sissy adventure No. 2

I have always loved meeting guys in adult cinemas. You can get up to allsorts, its easy to arrange and most importantly it feels well dirty! That's why i was really excited to chat to an asian guy who wanted to take me to an adult cinema in Brum. I am ok going on my own, but SO much better to have a date!

So we organised it for Saturday night - much better than Strictly. He was there as i tottered round from the car park to the entrance in my ridiculous heels. This did create a bit of a stir amongst some passers by, but I didnt pay any attention as I was 100% focused on not falling over!

... Continue»
Posted by hannah_maid 1 year ago  |  Categories: Anal, Shemales, Taboo  |  
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Teen Cross dressers First Man.

This is a true story that happened to me only a few monthe ago.

I just moved to a new town, I was an average 18yo male about 5'8 lean and athletic with a few female relationships before. I started to do a little bit of discreet cross dressing in my house about a year ago and thought about how great it would be to hook up with a shemale. I never thought it would happen of course, I didn't know where that stuff happened and I was always really shy.

One Friday after a grueling 4 hour study session at school one of my classmates, who I didn't know very well, invited me to have a few drinks... Continue»
Posted by ClaireCD 4 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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Natural Ingredients for a crossdresser

It was still snowing outside and I wasn't going to be recieving any visitors today so I decided to treat myself and while the day dressed how I wanted.... I had set the heating up high at my place, so I could wear one of my sexy side tie bikinis which show off my sweet little ass so well. Having enjoyed the view in a full length mirror and got some self shot snaps, I found myself sitting at my dressing table wondering how to amuse myself next....
Looking at my face in the mirror I noted a little dryness (no doubt from my earlier shave, god how I hate that ritual, you girls don't know how luc... Continue»
Posted by MagicCarpet 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Help or give tips please.

OKay so Ive been having sex frequently,with different trannys (bareback) of course.And everyone of them seem to complain alot about prostate massaging.About 5-6 minutes of intercourse they have to cum, but yet their not touching themselves at all.I thought it was because I thrust way to fast, but even when I go slow they have to cum.Some of them tell me to stop when their about to cum but when I do so they tell me it hurts while they try to hold it in.

My doctor told me my girth may be a little too big, he said try not to use any lube so I didn't & the T-girl Ive had sex with was telling me... Continue»
Posted by guess1tw3ll 4 years ago  |  Categories: Shemales  |  
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My New Whore

Disclaimer: All characters portrayed are over the age of 18. Any similarities between persons living or dead is entirely coincidental and unintentional. These characters are entirely of my own creation, and thus don't belong to you. Don't use them or this story for your own purposes. There's a reason they belong to me.

Justin's body trembled, as he sat in his chair, his eyes glued to the floor. It was obvious from his reaction that he hadn't expected me, or anybody for that matter, to walk into his apartment that night. We had been friends for several years now, and though it ... Continue»
Posted by BigStevieAwesome 4 years ago  |  Categories: Anal, Shemales  |  
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One day

I had exchanged emails and photos with Jennifer. She quickly answered the door and I noticed her plus size shape peeking through a sexy black teddy as she guided me in the room. As I stepped in the suite I saw the focus of my attention, Alexia. She was sitting on the hotel couch I was floored by her beauty. She looked a little Hispanic and Asian with blonde hair and black roots peaking through. She looked to be in her upper 20’s with a smooth face covered in a bright orange tinted foundation, light pink lips, light charcoal colored eye shadow all the way around her eyes with dark black eye bro... Continue»
Posted by Zeffer1 3 years ago  |  Categories: Shemales  |  
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Cop



Amy had a date. She had been sending emails back and forth with this guy
named Joe. He lived in Wheeling and she lived in Pittsburgh. They made
plans to meet for a sexual interlude. What made this so unique is that Amy
is a transvestite. She is tall, 5'11, and thin with a pretty face. Her
long hair-a black wig- complimented her oval face and large red lips.
Although Amy is a pretty transvestite, she is not entirely passable.
Somehow, despite her shapely body and pretty face, people notice something
odd about her.

Amy and Joe agreed to meet in a mall parking lot and go from ... Continue»
Posted by alexwd0 4 years ago  |  Categories: Shemales  |  
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LittleMissLipService offers Doug an Apology

Hi all....I have been so bad about posting stories here,
I actually enjoy writing when I have the time and have many, many great true stories that I want to share with all of you naughty perverts ;)

So watch this space for several new stories shortly.....
This is an entry that I wanted to share with you about something that happened earlier this evening when I offered to take a fellow Xhamster writer's fantasy and flesh it out into a story...... They had no interest in doing it and I and several other readers thought it started out very sexily and then just died off - we wanted our Happ... Continue»
Posted by LittleMissLipService 5 months ago  |  Categories: Hardcore, Sex Humor, Shemales  |  
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The Trip part 4

The next day Joe told me to take it easy as I had a busy night ahead of me, so we lazed around the cabin, I cooked breakfast and lunch for Joe and Chris and spent the day tidying up and making sure the place was as good as it could be, I snuggled up with Chris on the sofa all afternoon as we watched bad movies and took the mickey of them, it was the closest it had come to being a holiday since we had arrived.

I cooked the guys a couple of steaks for dinner and as I started the washing up, Joe walked up behind me

“I’ve laid your outfit on the bed for you. This evening is important to me s... Continue»
Posted by kara_zor_el 3 years ago  |  Categories: Shemales  |  
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China (Part Two)

China had invited me to a little party at her house for her “Special Friends” it wasn’t supposed to be a sex party but there were going to be plenty of girls I would want to at the very least flirt with. And she said, “I will make sure to put you in the hot tub with at least six or seven that will just love you.”

I was hard the moment she even mentioned that opportunity though I had to realize this wasn’t supposed to be about sex it was just a little gathering of her friends and others who liked them. There might be prospects of sex for a later date or even possibly later that night but n... Continue»
Posted by NaughtyNshy 2 years ago  |  Categories: Shemales  |  
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First blowjob (Part 3)

The next morning I awoke to something hitting me on the cheek. I opened my eyes and my "Daddy" had his hard dick out and was on the bed hitting me in the face with it. Without him prompting me, I wrapped my lips around it and began to suck. Once I got it into my mouth, he reached down to rub my little clitty through my panties.

This did not go on long when he yanked his cock from my mouth and demanded I take the panties off. While I removed my panties, he positioned himself between my legs. As soon as I got my panties off, he began to suck my little cock/clitty. After the session we h... Continue»
Posted by KaylaCD15 2 months ago  |  Categories: Gay Male, Shemales  |  
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My Sissy Fantsy pt 001

Chapter 1

I reach the campsite just as the sun is going down and the clear sky is bright orange as if in memory to the beautifully warm day it has been. The campsite is popular yet set on secluded farmland and as the season is just over it is practically deserted. The whole camp is surrounded by woodland and a stream lined with more trees cuts through the campsite, dividing it into unequal sections. Walking through the larger first section I can see only ten other pitches occupied by either tents or caravans and I hurry past them. Crossing the rickety bridge I enter the second smaller secti... Continue»
Posted by monalottanow 3 years ago  |  Categories: Gay Male, Hardcore, Shemales  |  
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No pude evitar ser seducido por la hermana travest

Ah, finalmente es viernes", pensé, mientras me estiraba en mi oficina, unos minutos antes de la hora de salida. El teléfono sonó. Era mi novia Leticia, con quién había estado saliendo apenas hace un mes. Ella trabajaba en el mismo edificio, pero en otra empresa. Yo me sentía afortunado pues había sido ella la que dio el primer paso para conocernos, escogiéndome a mi entre un pequeño ejército de esclavos encorbatados.


- Hola Robert, acuérdate que hoy es el concierto.-Me dijo contenta cuando descolgué.- Y tenemos que pasar a mi casa para que me cambie.
- ¿Eh? ¡Ah! Si. Le dije, no muy entu... Continue»
Posted by guzzi 18 days ago  |  Categories: Anal, Masturbation, Shemales  |  
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Going out as Leslie

A Short Story...

There was an unmistakable feeling of acute anticipation in my stomach leading out to my trembling hands. I knew where I was going tonight and the probable outcome.

Shaved, made-up sexy, dressed in a 3in heeled mini boot, fishnet stockings with a garter, black pleated short skirt, a white blouse with ¾ length arms exposing fishnet arm warmers to a stunning black straight haired wig, didn’t help the situation any.

Going dressed like this to a man’s lair and offering myself to him…I was quite apprehensive to say the least. Will he accept me? Will he go arm in arm with me... Continue»
Posted by LeslieStone 2 years ago  |  Categories: BDSM, First Time, Shemales  |  
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Talyns Adventures: Part 1

(This was a story written on request by a good friend of mine. Hope you enjoy!)

(FANTASY story: F/S ahead. Fetish is Fantasy setting with awesome elf.)

Her name was Talyn, and this is the beginning of her true adventure. Talyn was an elf, a beautiful young woman that stood slightly taller than most of the other women of her city. She was considered beautiful among the elves, and a rare flower with her striking red locks. They swayed slightly with each step they took, back and forth just above her large, firm ass. She dressed differently than most adventures, and her weapon was certainly ... Continue»
Posted by JasmineCS 2 years ago  |  Categories: Anal, Fetish, Shemales  |  
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Not a sex story, just one bad experience (would lo

As i am a crossdresser on the closet, the most common place to look for sex meetings is on internet sites and forums. One of the main problems on that type of "researh" has to do with the posted pictures. Most of them are fake resulting not so happy experiences. Usually i do not judge people from their looks and i consider attractive most of them. Some have nice bodies, others are funny and/or clever. But when you chat with someone and arrange to meet you expect that the data he is providing you would be the real ones, after all what's the point of hiding them one day before meeting?
Imagine... Continue»
Posted by georgette32hk 1 year ago  |  Categories: Gay Male, Shemales  |  
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angel buxoms nite with mr super cock (by me from a

My huge stud Mr. Supercock held me by my little hand and led me into his private elevator to take me up to his private residence leading me over to a seat ,sort of like a throan sitting down in it he lifted me onto his lap and was squeezing my huge tits through my sexy new bra ,"Fuckin huge tits you have my little slut as he mauled them with one hand his other went for my tinny throbbing clitty his big strong fingers engulfed my entire clitty/cock the second he touched me I came a huge gush of cum blasting through my sheer panties into the palm of his hand jetting out a small load maybe a bit ... Continue»
Posted by huge_cock_rules 2 months ago  |  Categories: Fetish, Shemales, Taboo  |  
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The Bondage Whore, Chapter 6

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



Chapter 6 - A Visit from Randy


"Randy!"

Rachel was thrilled to see her friend and old streetwalking regular from days past, step around the stock. He immediately popped out the gag, and gave Rachel a friendly kiss. Rachel melted.

"So glad to see you Randy! Although I feel a little embarrassed to have you see me like this."

"Hey sweetie, c'mon, I know what you do. And I must say, WOW, what a view." Randy took a step back and around the stock, enjoying and taking in the entire picture. "Yup, wow! Don't know quite ... Continue»
Posted by thongcutoffs 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Amy The Tranny Chapter 2

I couldn't stop checking Amy out all through dinner. She was dressed in a skin tight mini skirt, her perky little tits standing out from her tiny frame, and long hairless legs cast in nylon fishnet stockings, and 6" stilettoe heels. I wasn't the only one gawking at her! Every guy and even some girls were checking her out as well. I was surprised a little when she excused herself and went to the restroom, and walked into the ladies! I mean, it did make sense, but my sore ass made me think she should do into the mens! Anyways, after a nice meal and some small talk, we headed back to my place fo... Continue»
Posted by panteeluvr 3 years ago  |  Categories: Fetish, Shemales  |  
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