Shemales Porn Stories
Page 63

My afternoon getting some(true story) BB creampie

It was a Sunday afternoon and I was emailing with a guy I just met on craigs list. I was having a few drinks while starting to get in the mood. We exchanged phone numbers had a little chit chat on the phone, he told me he was straight but always wanted to experience a TS. Well this is the type that I love to entertain. So we set up a time to meet and gave him directions. I quickly jumped in the tub to wash up, shave my legs, gave myself a enamma. I had a couple hours before my man would arrive so I took my time doing a really good job my makeup (especially we where meeting during the day time)... Continue»
Posted by sarahcd_legs 4 years ago  |  Categories: Shemales  |  
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The Cop & The Chubby

-Wyd?
-Watching TV. You?
-Laying in bed dick hard thinking bout your fag pussi hole.
-Oh wow!
-Come over tonite. My wife is getting ready for work. k**s are sl**p.
-What time?
-Be here at 11:30. You can stay til morn.
-OK.
-You know the drill. Park at the Krogers on Wynnton. Text me and I’ll come pick you up.
-OK Daddy. See you soon.

Russell Jones put his phone back on the nightstand. His wife of nine years exited the bathroom fully dressed in her scrubs. She kissed him before heading out of their two-story Dutch Colonial style four-bedroom house. She was on her way to the hospital... Continue»
Posted by faggyboi 3 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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My new ladyboy- LittleLi - Part 1

It was nice to meet my new freind littleLi. I met her at the library at college one day and was immedietly attracted to her. Her long dark hair and big brown eyes, with a lovely sweet smile. She was wairing a little cropped T shirt with a hello kitty picture on it, showing off her smooth honey coloured tummy, cut off denim shorts, white frilly ankle socks and black patent pumps. I thought to myself, only an asian girl could wair little frilly laced ankle socks and mary janes and get away with it! I had known for ages i was bi, so i was not suprised that this fanatastic girl standing in fron of... Continue»
Posted by igglepiggle 3 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Jayne's Story Part 2

My story now continues in 1978, I was no longer seeing my earlier lovers, & had moved to London,& to become friends with Dave,a guy I meet in a disco one friday. I would normally get the last train back to my West London bedsit,but Dave insisted I stayed at his apartment south of the river,so we went there.Being very d***k,neither of us was shy talking about our private lives,& I told him I liked wearing womens clothes,& was in fact wearing a bra & panties as we spoke. Dave said he didn't belive me,so I removed my jumper & shirt exposing the black 36a bra underneath & dropped my jeans to pro... Continue»
Posted by tvluver2008 5 months ago  |  Categories: Gay Male, Group Sex, Shemales  |  
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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 then ... Continue»
Posted by jessicajudd 2 years ago  |  Categories: Anal, Shemales  |  
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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 2 years ago  |  Categories: First Time, Shemales  |  
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Sam's Sissy Computer Tech

Since my first day at work as a computer specialist at C@T Construction I desperately wanted to have sex with Sam the owner. He was a stronger older man, divorced and in his early fifties. He started his company with a bulldozer and a dump truck and now it had 300 employees and over 100 pieces of equipment. Every day I worked around these beefy men and went home and masturbated furiously. Here I was a 110 pound, sissy, effeminate, gay twink surrounded by these manly specimens. I was dying to be fucked by one of them, hopefully Sam and hoped to be his “girl” one day. I just had to find the oppo... Continue»
Posted by captjim51 7 months ago  |  Categories: Anal, Gay Male, Shemales  |  
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Sexual Fantasies 001

One of my sexual fantasies is what I call "f***ed anal orgasms" or "anal ****"

Everything starts with a date with a shemale scort. I arrive to her flat and a 185 tall woman, dark skinned and with a femenine figure, opens the door. She invites me to get inside with a toothpaste advertisement like smile and a long curly hair. She takes my hand and gides me to a room with a king size bed with black sheets.

She sits me in the bed and starts asking me
-What would you like to do, honey? Do you want me to start blowing you and then you fuck me in all fours? Or would you like a girlfriend expe... Continue»
Posted by Auspex 6 months ago  |  Categories: Anal, Hardcore, Shemales  |  
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SheMale Pussy and Cock


I once had a friend who always said "never fuck anything you can't bench-press". He was right, the biggest benefit of having sex with someone smaller and lighter than you is you can lift them easily !

On a recent trip to Thailand I couldn't take my eye's off a stunning, short, tiny but beautifully proportioned woman sitting on the bar-stool close to where I was eating.

She had a silk-blue clinging chinese style wrap on with a huge slit running all the way up her thigh revealing a beautiful tanned leg. The outfit was buttoned all the way up to the neck, but her (37?) bre... Continue»
Posted by Niggle 4 years ago  |  Categories: Anal, Gay Male, 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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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 3 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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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 3 years ago  |  Categories: BDSM, Fetish, 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 4 years ago  |  Categories: First Time, Lesbian Sex, 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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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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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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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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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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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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