Shemales Porn Stories
Page 59

Art Student

It was the beginning of the semester at the Art Institute and I was pretty excited about my new schedule. Professor Ludovian always brought interesting nude models to his classes, and his tips on how to draw the human body were most useful. I had learned a lot in the intermediate class but now in this advanced class, I knew the professor was going to be more demanding.
Ludovian greeted his students with a grin and a wave of his extremely thin and graceful hands, the hands of a maestro, someone who had mastered the art of drawing the intricacies of the human body. "Hi Daniel, good to see you ... Continue»
Posted by latinCharm 2 years ago  |  Categories: Anal, Mature, Shemales  |  
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Cock In The Coffee Shop

So anyone who has got to know me on xhamster knows I love the "3 c's"; Chocolate, coffee and cats. Well, to be fair it's four c's and the other is cock, though it's more a lust thing rather than love.
I only mention this as a recent event led me to consider removing chocolate from the list and replacing it with a rather beautiful and perfect cock.

My adventure begins in "guy mode" in the little town square over the station bridge from my house. I was originally going to meet a friend in sainsbury's and get something to eat but she cancelled on me and I'd already left the house, so I th... Continue»
Posted by KitsuneTV 2 years ago  |  Categories: Shemales  |  
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Wife does a Blow Bang

What a night, ended up at Pandora’s Box a local strip club for a few drinks, Lynn (my wife)is an ex dancer and enjoys the entertainment and hot chicks at the club, she actually gets more attention than I do. We only had time for two drinks and it was last call, as we were leaving Jason doorman stopped us and ask if wanted to burn a joint. We decided it would be all right because he wasn’t really a stranger as he always was at the door when we went there. He said he would be out in a few minutes.
While we were waiting I tried to convince Lynn that we should have a threesome with Jason. She sa... Continue»
Posted by jm6060 1 year ago  |  Categories: Voyeur, Hardcore, Shemales  |  

T-Girl at the bus stop

The radio was loud and the top was down when I first saw her.
She looked so beautiful sitting there at the bus stop.I remember her legs, they were long and tan and clad in silky smooth thigh highs. Her skirt shifted when she crossed her legs and I could see the garters clinging to her tan skin. She turned her head and smiled at me while I waited for the light. Her eyes were so bright. I think they were green, maybe blue. Every movement she made seemed to beckon me. As if she was calling me to her.

I couldn't help but stare at her tits - they were fabulous. A car behind me honked. shatterin... Continue»
Posted by shemalefckn 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Just Like Being Girly For A Man

I've just been thinking how nice it is for a sissy to be able to be in the feminine role with a bf. I'm lucky in that regard in that my bf likes me to be girly and I really like to be girly for him. nothing like being the soft feminine girly boi that I am and being in the passive roll when being made love to. being the receiver and not the giver in the penetration. course sucking his cock is also pretty girly isn't it?

my sissy pussy just loves the feel of a hard cock entering me and the the slow movement as he penetrates me further, then feeling him completely inside me. laying on my bac... Continue»
Posted by sissygirl 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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Father Knows Best

“Dad,” laughed the 37 year old high principal when his father answered.
“My man,” replied the 56 year old small town chief of police. “What’s happening?”
“Not too much, pops. Just making it. It’s been hectic around here lately.
George replied slightly confounded because he never heard his son speak in such a manner, “Oh yeah? “Everything good with you and Candace? How are my grandk**s?”
“Yeah. We’re fine. The k**s are good.” Jerome fibbed. “It’s just a combination of work and normal shit.”

“I hear you. Sounds like you need what the white folks call a ‘mental health day’.”
“Wish I could... Continue»
Posted by faggyboi 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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My Ultimate Fantasy...

Let me start with the details...

I'm straight, 21 years old, and am probably no more than 7 inches long. But if I may say so's a perfect cock, thick and veiny and almost always pulsing. I have always loved my cock, and rather recently I began to realize that I could no longer stop at just mine.
The more I watched facial vids, the more I focused on how hung the guy was and how thick his lines were. Now, I'm a fit guy. Work out daily, I think I have a pretty sexy body as far as gentlemen go. But, I simply don't think guys are attractive.
But I have this compulsion for cocks! I... Continue»
Posted by reddyforyou 4 years ago  |  Categories: First Time, Masturbation, Shemales  |  
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Sabrina and the Black Quarterback

Part I – The Encounter

I've been a crossdresser since my early teens. I'm a 5'3”, 28 years old, 130 lbs, latina sissy. I have long black hair and green eyes, with a dark silky brown tan and very athletic figure with a big ass and small tits. I love feminine things and have always had an intense desire to be a full time girl.

Whenever I'm home, I always wear women's clothes. I just love weekends because I transform into a very sexy and exotic girl. Every Saturday morning I get up early and exercise. I always wear an 80's workout outfit, white tights and a sexy bright-colored spandex leot... Continue»
Posted by mspetite 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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So hard so big hoooffff

Hello my friends. I realised u liked my diary. ((Please excuse my writing mistakes and English))
I went trough of a lot of memories, good and bad, nice and ugly ,
but most of the memories of that time is about how to make someone's happy.
After my fathers start to see me as a girl ,who can satisfy him in lots of different ways.
Slowly slowly I get use to it . To how be a good girl for him and how to quickly in different places specially in public places make a cover up story or cover my naked body for good.
I loved my father and my female part. Drawer full of panties and bra shelf f... Continue»
Posted by Echoes90 9 months ago  |  Categories: First Time, Shemales, Taboo  |  

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 i did...... Continue»
Posted by chocandres 4 years ago  |  Categories: Anal, Shemales, Taboo  |  
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Weekend with Kelly, my new lover

Kelly was ecstatic when I asked to stay for the rest of the
weekend but she said shoe couldn't this weekend but
she definitely would like to.

It's been almost a month, but the weekend was here.

I made sure that my house had been cleaned really good that
week by the cleaning crew and that I was completely hairless.
I went to a place a friend told me about who specialized in
waxing men.

When Kelly called me at lunch on Friday to tell me she was
cumming over right after work, my cock was hard the whole
rest of the afternoon.

She arrived around 6PM, pulling into my dri... Continue»
Posted by Bigrodtaz 1 year ago  |  Categories: Anal, BDSM, Shemales  |  

Job Opportunity

So. A bit about me. I'm 5'4", 139 lbs, long brown hair and deep brown eyes. 5.5 cock, cute 'bubblebutt'. I had been looking for a job for a long while with no luck, and REALLY needed the money bad. I finally got a call from the female owner of a coffee shop I had applied to. I had actually filled out one of the old fashioned applications. As in paper, not online. I had handed it to this owner and she just smiled and said nothing. I felt kind of weird about that smile then, but said nothing and just smiled back.

The owner was a VERY cute voluptuous redhead at coffee shop who was to 'show me ... Continue»
Posted by rockywhoreor 4 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Come as you are!

I was overnighting on a business trip and as was my kinky little habit, I crossdressed at night. My room, which was on the second floor, had a full sized sliding glass door and balcony. Another motel across the parking lot from mine had windows facing mine. I dolled up in my skimpiest black lingerie with high heels, wig, and full makeup and kept my lights off so that I could walk around on the balcony safely. All the curtains were drawn on the motel across the way, so after a while I got a bit careless about the lights and left them on after going in to fix another drink. As I stood out on the... Continue»
Posted by dana213 3 years ago  |  Categories: Gay Male, Shemales, Voyeur  |  
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Two Gurls and a Guy

I know you had a long day but do you mind if I invite a girlfriend over tonight, Celeste asked? Of course not babe I am just going to chill upstairs with a book tonight. Who is coming over? Just a new friend Carmine I met at work. Cool I replied as I finished dinner and headed upstairs. Kicking back on the bed half asl**p and deep into a novel I heard the doorbell ring, some chatting a wine cork and the back door slider. At some point I must have dozed off and awoke startled with Celeste in a black see thru silky nightie rubbing me thru my sweats and kissing my neck. My cock begin to stir as I... Continue»
Posted by iheartm2f 2 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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The Adventurous Couple

"Whose ass is this?" Nancy screamed at me as she had me bent over the edge of the bed and fucking me in the ass with her 8" strap-on dildo.

"It's your ass Mistress; it has always been your ass!" I replied through gritted teeth.

Earlier that evening, my loving wife, came out of the bathroom with her jet black hair pulled back into a bun and wearing black rimmed glasses, letting me know she was in the mood to dominate me. She was also dressed in her shinny black teddy that pushed her large milky white breasts together, causing her cleavage to look even deeper than it already was, and her... Continue»
Posted by heatround01 2 years ago  |  Categories: Shemales  |  
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monday night football

I hope everyone enjoy my last story happen on black Friday please leave comments so I know how much u love the story thank you

Well we getting close to football playoff and every other Sunday some one throw football party at their place sometime I get invited sometime I don’t depend what kind of party and what kind people their as you know im a pretty shemale and im proud of it.
My story always a real experience happen to me or my friends I love to share after all us shemale also have feeling too

On Monday night football Texans vs patriot one of black gay friend throw
... Continue»
Posted by shawn777 2 years ago  |  Categories: Hardcore, Interracial Sex, Shemales  |  

A date with a straight college student

I had been chatting with this boy for a while when he finally told me his parents were out of town and he had his father's car. So we set up a date in the evening. I told him to pick me up by his car from somewhere. I was pretty excited, this jock was a very good looking guy with a slender athletic body type, brown hair/blue eyes. I always had a thing for blue-eyed boys. I was thinking about those whilst putting on make-up in front of the mirror and combing my hair.
I was a lil bit nervous when he picked me. He looked even much more handsome than his photos. Because he was lacking a web cam, ... Continue»
Posted by Slave4str8twinks 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Thank you for Paradise

Thank you for Paradise
This hot shemale story was sent to me by our forum member Leeya and i'm anxious to share it here with everybody. It's a classy story about a guy who went to an Asian country on a business trip and met a very beautiful womain in a very romantic atmosphere... Little did he know that this young voluptuous lady was a ladyboy.

Thanks for this story Leeya. As a reminder to all others, if you have a story suitable for this section, by all means post it either here as a comment or at our forum, and i will publish it for thousands of other readers to enjoy.

Disclaimer: all... Continue»
Posted by nickkynoi 8 months ago  |  Categories: Shemales  |  
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Fantasy Mum and her Bloke

Please excuse my shocking grammar.
My parents split not long after I was born. I lived most of my life with my Dad not even knowing who my mum was. Mid t**ns I was introduced to my Mum. During my late t**ns, due to life and circumstances i was f***ed to move away and live with my Mum.
She tried to play Mum but the reality of why she wasn’t there from birth was quite hard to hide. She had no maternal instincts at all, or any interest in being a parent. Her main Priority was work, and her house. she had a lovely 5 bedroom house all to herself. This worked well to give us space as I was a very... Continue»
Posted by jessicacd1982 2 months ago  |  Categories: Shemales, Taboo, Voyeur  |  
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Double trouble

First of all this is a true story. My name is Jessica Judd and ive been dressing for 15 years. Ive always been interested in putting on panty hose and panties but it wasnt till about 7 yrs ago that I really took it to a whole new level.

Ive been with a couple guys while dressed but my last episode stole the show. I decided to rent a room at a local casino and gamble a little so I decided to take several outfits and all my accessories just in case I get wild. While at the casinos I began to loss my money too quickly so I decided to slow down and have myself a couple drinks.

It was ... Continue»
Posted by jessicajudd 2 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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