Shemales Porn Stories
Page 63

How I Became Vanessa Chapter 1

PART I:

I was a man before becoming Vanessa, and my name was Mike. I was heterosexual and I was going out with my first "serious" girl friend for two years when all this started. I was still living with my mother who had been divorced for a decade before getting remarried. Her new husband moved to our place with a beautiful daughter named Elena who was only 18. I was a handsome 22 year old blond boy, quite feminine in my features and certainly very shy with girls because of this very reason. My girlfriend, July, was actually my first one, and she did the first step towards me. I was not rea... Continue»
Posted by slutyvanessa 3 years ago  |  Categories: Shemales  |  
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my shemale GF part 3

Christy and I are on the couch, we had just woke up, I have a butt plug in and slept with it in cause she was going to fuck me today. She has a Pink G-string on and a Pink bra with her G-string pushed to the side for her cock. Me I'm wearing Metal Mulisha boxers and a Tyler, the creator T-shirt on, and I'm down on my knees jerking her cock and sucking her balls, ironic huh. The butt plug was pink and big at the base. As I'm sucking her cock, her roommate and also my friend, Ashley, walks in, I believe this was no coincidence. Christy says to her "Hey sweety, why don't you join me?". I got a s... Continue»
Posted by germanface 3 years ago  |  Categories: Anal, BDSM, Shemales  |  
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Tgirl Jill initiated by 3 BBCs at nightclub

I'm a white whore blonde bubble butt Tgirl BBC fuck slut living in Las Vegas. I love it here because we get many big black studs who cum here to be serviced. I dance at a private unadvertized no-name shemale club off the strip which caters to big black studs only. I love the thrill of being on stage and "slut-dancing" to tease all of those big black studs. I absolutely love, love, love to tease BIG BLACK COCKS of any size or age until they are rock hard and dripping wet with precum...just the way I love them.

The stage has many floor fans, red spotlights and several mirrors along each side ... Continue»
Posted by tgirljillforbbc 2 years ago  |  Categories: Fetish, Interracial Sex, Shemales  |  
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Oh Joy Oh Joy

So its a Friday night and I'm ready to hit the town for a drink, I'm dressed to kill in a t-shirt and jeans not really looking for anything other than a drink. I walk to my local and order a beer knowing that some friends Will be here soon, well 3 beers later and still no-one is here i make a few texts and realise that they all are doing they re own thing tonight so I'm on my own till i spot a red haired girl at the bar, she seems to be on her own and she catches me looking at her and gives me a wink. I smile back and lift my drink and mouth to her over the loud bar would she like me to buy he... Continue»
Posted by mrspankytoyou 2 years ago  |  Categories: Anal, First Time, Shemales  |  
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The woods

I met my sissy boy slut at the pathway to a secluded woods. Our eyes met as I walked past her and continued down the path, she followed without being asked and caught up And held my hand as we made our way to a hidden spot. My arousal was growing as she rubbed my arse through my trousers, I stopped by a large tree with a branch we could use to fuck on and over. I kissed her and ran my hands over her body the tight jeans allowing her bulge to been seen I un zipped her and put my hand in to feel silky panties and a hard cock! Then slowly pulling her jeans and panties down that rock hard little c... Continue»
Posted by kawa696969 3 years ago  |  Categories: Anal, Gay Male, Shemales  |  
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The Trannyformation

I headed back to the adult bookstore where I had my first taste of cock and cum. I needed more, and headed for the gloryholes in the back booths. It wasn't long before a man entered the next booth. He rubbed his crotch and slowly lowered his zipper. My heart was beating faster in anticipation of sucking his big cock. He pulled it out of his shorts, and it was about 3 inches long, and not very thick.

He moved toward the hole, his uncut cock being stroked slowly and tantalizingly, precum appearing at his piss hole. My face was at the hole as he pushed it through, the head and precum slipping... Continue»
Posted by keripinkpanty 12 months ago  |  Categories: Anal, First Time, Shemales  |  
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Weekend Office Sex

So I am the low man on the scale at work. My job is with the City I work in dispatch and am one of the people responsible for getting road crews, hydro and sewer crews out to fix problems wherever they occur. My boss is a very attractive woman named Jamie. She stands about 152 centimeters and dark chestnut hair that is short at the back but gets long at the front. It matches her deep espresso eyes. She dressed very professionally at work ankle length skirts, blouses and blazers that type of thing. She has perky c cup breasts that when she trots or runs through the office they have a nice... Continue»
Posted by triphammer73 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  
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Seducing Nelly, a TS erotic story

I first noticed Nellie on a Friday evening when my fraternity and her sorority got together to make a homecoming float. She had gorgeous blonde hair that flowed down to her shoulders, she knew exactly what she was doing with her eye makeup, lining them in black with a smoky finish. Once my gaze connected with hers I couldn’t look away.
I smiled, grabbed a couple beers from the ice trough, walked up to her and offered the drink. She smiled, accepted and introduced herself, “I’m Nellie” she said, I told her my name, we shook hands and both smiled. Her teeth were perfect, bright white surrounded... Continue»
Posted by Mskyeuploads 8 months ago  |  Categories: Anal, First Time, Shemales  |  
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How i became a sissy fuckslave pt2

Sometime later, i'm not really how much later since i seem to have dozed off, Sir came back in and woke me up by swatting my ass hard"Wake up slut".

Sir unlocked my cuffs, and my ankle restraints and said"Down the hall, second door on the right is the bathroom, go there, remove the corset, catsuit, boots and hood, remove the plug and clean it and yourself up.When your done I want you to put the corset on, and hood as well as the boots and then go to the room across from the bathroom.Don't worry about cinching up the corset, I'll do that when you get in the room.If you have to pee, your to... Continue»
Posted by analsubbieinmissouri 4 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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My first real blow job

Over the years, I've become such a greedy whore for sex of almost every kind, and being blessed with a vivid imagination and curiosity I'm always ready to try just about anything....

I'm such a greedy bitch for pussy juice for example and I've always taken an enormous pleasure in offering a Ggirl many a long cunnilingus - Hearing her moan in ecstacy under the assaults of my feverish but sensitive tongue has always been an immense pleasure for me as well as for her and when she finally CUMs shooting great spurts of LUV juice all over my face as she screams in orgasmic yelling and swearing, i... Continue»
Posted by caroletv31 5 years ago  |  Categories: First Time, Lesbian Sex, Shemales  |  
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The morning I couldn’t control myself &helli

As I’ve mentioned previously in my little memoire, my Mother was very enlightened about me dressing but we had rules. One small problem is that Mother couldn’t get her very sexy arse out of her bed in the morning, one of the reasons that she worked for herself. So every morning, when I was at home, I had to take her coffee, try to wake her up and get her out at a reasonable time.

The morning I remember best was the morning I couldn’t control my urges any longer, she was just too sexy. She often slept naked but this morning she was a short, rather nice negligee type nightie and no panties... Continue»
Posted by antoniaf 4 years ago  |  Categories: Masturbation, Mature, 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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First meeting with Dom sissy mistress

I was a longtime secret panty sissy who played in private and only dared dream of finally meeting someone face to face when I met Miss Jamie on xhamster. We had an immediate rapport online and before long she suggested meeting. Of course, with her long experience as a sissy, and with me being an obviously natural submissive, she would take the role of teaching me my proper place as a submissive sissy. This is the account of that first meeting.

Miss Jamie's logistics were simple:
I was to park at a nearby shopping center and wait for her.
When she arrived, I was to get in her car.
She wou... Continue»
Posted by Shelleyisasissy 8 months ago  |  Categories: Fetish, First Time, 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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Sex on the Beach with a Little Brown Fuck Machine

I know of a beach that seems quite secluded and is only 20 minutes away from the hustle and bustle of the city. On one particularly hot day, I was lying out at the beach alone, enjoying the sun and enjoying the group of asian girls that set up about 10 feet away from me. There were three of them, and they looked to be Filipina. They were reading their US Weeklys and People Magazines, face down on their towels chatting about celebrity bullshit and giggling like schoolgirls. What I was more interested in was the way they were laying there. I'm guessing they weren't fond of tan lines because... Continue»
Posted by tripmagee 2 years ago  |  Categories: Hardcore, 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 6 months ago  |  Categories: Fetish, Group Sex, 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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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 1 year ago  |  Categories: Fetish, Interracial Sex, 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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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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