Shemales Porn Stories
Page 66

My Mistress

Last night my Mistress and I hit new heights (lows?) of debauchery.

The evening started simply enough with dinner, after which my Mistress asked me to fetch my collar and leash. I was told to get naked, and she put the collar on me. It was a little tight: not uncomfortably so, but just enough that if she pulled on the leash, the collar choked me and made my head swim. My Mistress sat cross-legged on the couch. She f***ed me to my knees and had me worship her boots, kissing them from bottom to top, as she yanked on the leash to guide me.

"Go and get your muzzle," she said, referring t... Continue»
Posted by malesub01 2 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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A walk in the woods.....

I was lounging around the house, like a lady of leisure, wearing an elegant robe in black lace with a pair of sensual seamed stockings held up by a six-strap suspender belt and of course a pair of my favourite spiky pointed hi-heels that are so comfortable to wear round the house. I'd put on one of my favourite bras and placed a nice pair of natural looking silicone titties inside - the whole ensemble topped of with some nice jewellery. The perfect femme fatale bourgeoise SLUT that I LUV to be. I'd just renewed my lipstick and was feeling very femme, VERY slutty and as HORNY as hell when the p... Continue»
Posted by caroletv31 4 years ago  |  Categories: BDSM, Group Sex, Shemales  |  
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Crossdresser gets Gangbanged

So one night i decided to be daring and go for a walk in my city dressed in my sexiest girls cloths (i'm just a 26y.o. italian 5'5" 125lbs body man). I had a skimpy pink top on the revealed my sexy pink bra and cut just above my belly button, for my piercing to show. I also had on a micro-skirt showing off my ass cheeks just enough to see standing straight up and showing off my tramp-stamp tattoo GET SOME right above my ass crack. Sexy pink thong underneath that plus knee high black leather high heel boots and sexy blonde wig. I did my make-up so perfect you would never tell i was a man w... Continue»
Posted by sexboi421 4 years ago  |  Categories: Group Sex, Interracial Sex, Shemales  |  
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THE ROAD TO SUBMISSION

The Road to Submission

by Onyx (this is a story started by my friend and completed by me)


CHAPTER 1
I was tired of sitting in board meetings and phone conferences all day.
My name is Brandon Morgan. I'm a 41 year old white accountant for a very
prestigious firm in town. I'm 5-11, 160 lbs, politely built w/short
blondish (slightly receding) hair, blue eyes, thin lips, and a long
straight narrow nose. I'm very average looking and hairy all over. My
cock is fat, and I have huge hairy balls. I'm straight (except for that
those times I fooled around... Continue»
Posted by saud31 2 years ago  |  Categories: Lesbian Sex, Shemales  |  
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Young Master Ch. 01

It was supposed to be the best day of my life...and maybe it was, but definitely not in the way I planned.

My 21st birthday...my first day as a man, as a true lord of the Manor...my first day as a Master. I was so nervous I threw up my lunch. Not very manly, I know, but just the thought of having my very own sissy to play with had me teetering between the giddy excitement of a k** right about to open the biggest present under the tree, and the stark terror of officially being a man in my step-father's eyes...how could I measure up to him? I felt destined to disappoint him...and I didn't eve... Continue»
Posted by bi_hengst 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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The Open Door.


There is nothing so erotic, as the opening of two legs, no matter what they reveal, to get the juices flowing and create that volcanic feeling, that an eruption is due to be created.
So much of foreplay is eroticism, expectation, fantasy becoming reality and the anticipation of excitement, that will be better than it has ever been before. Just simply the brushing of two hands, lingering to squeeze for just a second, a twinge that says - I'm here.
The hello kiss on the cheek that takes a second to become a brush of the lips on the long slender neck, which bristles... Continue»
Posted by totallyurs 8 months ago  |  Categories: Fetish, Group Sex, Shemales  |  
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My life as Daddy's sissy

Hello Daddy,

I would so love this life…

I wake up thinking of you, dreaming of kissing you, of sucking your cock, of feeling it fill my boicunt.

I spend all day preparing for you, so impatient to be with you. You are at work and I’m home, enjoying my role as your slut and maid.

I clean the house wearing pink sissy sweat shorts and a tank top, pink sneakers and pink socks. I want our home to be perfect for you, and I take pride in taking care of the house you work so hard to provide.

I then go to the gym in sexy little workout outfit. No one there cares that I’m a sissy anymore. ... Continue»
Posted by NancyRoseTV 3 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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Mexican Boy Meets American Boy

My name is Enrique and I am from Chihuahua Mexico. Since a c***d I never really liked girls, but I didn’t seem to like boys either. That was true until I first went to visit the USA. I fell in love when I met a white American boy. His beautiful blue eyes, his pretty smile, his perfect body, and his tall frame attracted me to him. I never met a man like that in my life. I was 18 and he was about 23 years old. I didn’t know much English so it was hard to talk to him. But he knew I wanted him.

He lived in a Mexican neighborhood in San Antonio, Texas, and was dating my cousin Maria at the time... Continue»
Posted by wdl88 2 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Weekend with Kelly, my new lover, part 8

Slowly and sensually I dried her beautiful body, starting
at her feet, working my way up her shapely legs until I reached
her crotch. I avoided her cock instead reaching around
and drying her ass while I went to my knees. My mouth opened
as she pushed her hips forward, her cock slid into my mouth
all the way to the end.


She moaned and so did I.My hands were working working on
drying her ass when I dropped the towel, spread her cheeks
wide and inserted a finger inside of her.My tongue was swirling
around her cock, my mouth slowly working up and down her
shaft which was getting big... Continue»
Posted by Bigrodtaz 1 year ago  |  Categories: Anal, Shemales  |  
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1st time-GAY BATH TS's and Black men

I was in Columbus on business a few years ago and happened to see an ad for a place called CLUB BATHE at a gay bar I was in. It was near closing time at the bar which was loaded with Transsexuals (mostly black) due to a drag show they were having. By the end of the night I was so horny I was dying to suck some black cock as I am hopelessly addicted to the wonderful taste of them that I decided to go to the bathhouse on the ad.

I drove the few blocks to the bath and went in. The guy at the front desk told me how much for a "membership" which gave me access for as long as I wanted to stay as... Continue»
Posted by reesielover 1 month ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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A Plaything For the Guys (Part 1)

“So, Ronnie, how about another drink?” George asked me.

“Oh, George, I’m so d***k, but what the hell, sure, I’ll have another.”

“Thassa boy,” said George.

“Let me hit the head, George,” I said and slid out of the tavern booth, then staggered to the bathroom.

Once inside, I locked the door long enough to take off my pants, then my jockey briefs. and stuff them in my pants pocket after I’d put my pants back on. I looked at my swaying image in the old mirror over the sink. I smirked and pulled down my fly, and pulled out my hard cock. Then I almost fell over, and decided to stick my ... Continue»
Posted by ssup28 11 months ago  |  Categories: Shemales  |  
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A Tgirl teaches a married couple Oral !

When I finally got back online 6 months back I joined up on a few local dating sites to try my luck :) I only put down looking for guy and other Tgirls.

Within a couple of days I noticed something unexpected. Married Couples kept checking my profile. Thought I might as well put down looking for Couples just to see what would happen. I had meet a few couples at the local sex club I go too and had fun but wasn’t really expecting that much more interest considering all the offers couples get.

Talk about being wrong!

Winks and messages kept coming in. I had totally misread the interest t... Continue»
Posted by toniparr 5 years ago  |  Categories: First Time, Group Sex, 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 3 years ago  |  Categories: Shemales  |  
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Young Black Motel Stud

I placed a personal ad, something along the lines of “Sexy, slutty, white CD looking for horny black man”. Much to my chagrin, I got little in the way of a decent response (I placed the ad kind of late in the day on a Saturday). Anyway, I spent the afternoon doing a full body shave, bubble bath, etc. so I could be ready for an evening of fun, if it were to happen. Around 10:00 PM, figuring I was out of luck (You should have seen the lame responses I got), I decided to head out to a local sports bar for a few drinks. Hoping I would get a late response. I made sure I had my clothes, makeup bag, ... Continue»
Posted by cdncleggs 1 year ago  |  Categories: Anal, Interracial Sex, 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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Three's a Crowd

It was 8 pm and the guests were about to show up. My tight little bunghole was not virgin anymore and I felt like walking on clouds. I felt very feminine and quite demure. I had helped Carlos set up the table with snacks and put sodas and beers in the fridge. I looked in the hallway mirror and everything was still in place.
"You look adorable sweet cheeks", Carlos murmured in my ear and squeezed my ass. He went to answer the door as his guests arrived. A short plump blonde boy went past Carlos and to the guest bathroom to change. As he went past me, the guy winked at me. I could not imagi... Continue»
Posted by latinCharm 3 years ago  |  Categories: Anal, Group Sex, Shemales  |  
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My Early Crossdressing

I started cross dressing around 12. At first it was knickers or tights. As I got older I started to get more serious with it. Just after I turned 16, I'd often go out round the streets round town dressed in full girls clothes. I'd always prefer going out late in the evening in winter, as I'd not pass many people and id normally only pass a few cars, some would slow down as I walked along the side of the road.

One day I was home alone, my parents were away for the week and my s****r was staying with her boyfriend. I turned up the music and got dressed from head to toe. I was pretty much smoo... Continue»
Posted by VirginAsAGirl 3 years ago  |  Categories: Gay Male, Shemales  |  
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The Arrangement





My wife and I have been married for 10 years and are very much in love but we do have our own little fantasies as we have learned over the years. She is 5'8" tall, blonde hair blue eyes, in my mind, quite a sexy body, with great legs, a nice ass, and ample breasts. She really looks pretty hot.......when she wants to. As for, me I am 5'10" about 165-170 lbs, and as her I have blonde hair and blue eyes. I have a fairly nice build, having been a collegiate athlete and still in ok shape.

That being said let me set the scene for what has taken place in our lives. Early in our marriage w... Continue»
Posted by lonicd 3 years ago  |  Categories: Fetish, Shemales  |  
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Cuckold Sissy's First Meet Fantasy

This fantasy summary was sent to my wife and her prospective boyfriend to let her boyfriend know our fantasies and for me to know which bits got my wife and bf really wet? And feeling very horny? Which bits she really liked? And what they would you like to add to also?

The text was sent to the prospective boyfriend's iphone with a picture of me on all fours showing my girlie soft pathetic knickered and caged boi-clit after he sent me a picky of his gorgeous cock which I had previously been lucky enough to suck.

The wife's fantasy has been incorporated into the hubby's fantasy which is a... Continue»
Posted by natashartv 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  
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The Intimate Dinner Party

Susan and I were filled with anticipation as we arrived at Victoria’s house. We had been invited to what the written invite referred to as a “Sexy and Intimate Dinner Party”.

Victoria was renowned for her unusual, and always different, dinner and cocktail parties. She certainly did not like doing things the way other people did them. You never knew what to expect, but you always enjoyed them and could say that you’d had a new and exciting experience.

My wife, Susan, was looking incredible. She had a short black skirt that really set-off our beautiful long legs encased in sheer black sto... Continue»
Posted by didi_galtier 4 years ago  |  Categories: Group Sex, Shemales  |  
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