Shemales Porn Stories
Page 68

tranny

Let me tell you a little bit about myself I'm five feet 10 inches tall around
220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer.
Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort
Lauderdale, when one night I heard a commotion in the parking lot. There were
several men beating up a beautiful woman, when I tried to break it up I ended up
getting very banged up myself.
Her name was misty, she thanked me for helping her and asked if I need a ride
home since I was so beat up. I told her I was just doing my job but since my
gl... Continue»
Posted by verdeintenso 3 years ago  |  Categories: First Time, Shemales  |  
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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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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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From manager to sub sissy

Cindy was a co-worker; well actually I was Her manager. Even though I was Her manger, W/we were very close friends. As a matter of fact I still consider Her my best friend. Everyone in the office was sure that we were having an affair, but we were just friends. I must admit that I would have loved to have an ongoing affair with Her. I know that I am not near man enough for Her and I have always know that from the first time I saw Her. Eventually after being friends for many years, I confessed to Her my desire to serve a Dominant Woman. She attempted being my Dominatrix, but could never g... Continue»
Posted by wannabesubformt 4 years ago  |  Categories: BDSM, Fetish, Shemales  |  
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The GloryHole [true story]

one evening,I was feeling realy horny,so I got dressed to go to the local adult x store.wearing nothing than a strapless black lace corset,no panties,short mini skirt,and a pair of thigh high boots.and went with a short blonde wig.well walking thru the door,I turn to the left wear the door stood to the rooms,I could tell it was crowded,and there were alot of guys either standing around,or walking.well I found myself a cubicle,and went inside,slip a few bucks in to turn on video.a few seconds later I had a big cock sliding thru the hole as I reach down to pull it in my mouth licking it,and st... Continue»
Posted by blonde68 4 years ago  |  Categories: Shemales  |  
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a*****ed and Turned Out Ch. 1

a*****ed and Turned Out Ch. About four years ago, I decided to go out for the evening to a local club that tgurls hung out at. I was a regular there, and had been going there for some time with a regular circle of TG/CD girlfriends that I hang out with.

I was already excited when I started to prepare myself in the late afternoon. I picked out one of my favorite outfits, a short suede short skirt that came down just above mid thigh with a matching vest. I also picked out a tight long sleeve light pink stretch top and some calf high black suede boots with 2 inch heels. I am quite tall, and 3... Continue»
Posted by MacDaddy714 3 years ago  |  Categories: Anal, Interracial Sex, Shemales  |  
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Jacki's Journey into Sissyhood

crossdress – sissy – anal - plug – oral

I thought to myself could I really go through with it this time? I had to at least try it, didn't I? I took another swig of wine and then brushed the blonde strands of hair out of my face again as and I read through the message one more time. "Jacki, Id love to get together and treat you like the beautiful gurl that you are. Look over my pics and if you like what you see, send me your number and we can set up something, Steve." I sat there in a matching red lace bra and panties and black patent high heels, with my makeup, and my favorite blonde... Continue»
Posted by naughty_bi_interest 3 months ago  |  Categories: Anal, Fetish, 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 4 years ago  |  Categories: Anal, BDSM, 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 3 months ago  |  Categories: Anal, 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 3 years 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 4 years ago  |  Categories: Anal, Hardcore, 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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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 5 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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How I became a GURL

So how did you become a gurl?

That's the question almost everyone I meet or chat with asks me... how did you become such a sexy transvestite, when did you figure it out, when did you learn you liked cock.

I actually love the question, because it turns me on to answer it.

When I was 15 or 16 I used to sneak into my parents room, find my dad's stash of Playboys and jack off to them. The girls were sooooo beauitful, I just couldn't believe it. I wanted to see and touch one, which led -- I guess this is common among us gurls -- to digging into my Mom's stuff.

When I was left alone I w... Continue»
Posted by jenn1 5 years ago  |  Categories: First Time, Lesbian Sex, 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 1 year ago  |  Categories: Anal, First Time, 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 1 year ago  |  Categories: Anal, First Time, 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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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 2 years ago  |  Categories: First Time, Gay Male, 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 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
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WHAT A WEEK !! ANAL DEBAUCHERY at its finest

AZNSWAG here in toronto , canada !

i dont even know how to start this .. because everything i can sense and feel is still so fresh .. and im by no means an author ..
this story is gonna be as raw as it gets lololol .. i think what happened this week will be stuck with me for the rest of my life.. im only writing this now because it is sunday.. and now it is time for me to recover and get some rest for what remaining time i have before i end up going back out for more debauchery.... but i also wanted to reflect and share what happened with me this week ..

i live in a luxurious condo i... Continue»
Posted by AZNSWAG 1 year ago  |  Categories: Anal, Group Sex, Shemales  |  
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