Shemales Porn Stories
Page 69

Date Coach from sissifyourself


Chapter 1


“So what brings you here today?”
Daniel looked at the date coach. He wasn’t sure of his height, taller than himself for sure, who stood at a paltry 5’ 4”, even though he was already 23 years old. He’d been made fun of his whole life for his height, but he still had a good bit of muscle, and some fat on him, as he weighed about 150 pounds, with nary a hair on his body. The doctor on the other hand, still looked athletic and muscular through his button down shirt, and didn’t look a day over 35. With his short clean cut hair and clean shaven face he could tell this guy was real ... Continue»
Posted by slim_krak 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 1230  |  
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Not Your Average e****t pt1

There was a knock at the door. I got up and walked over, checked the peephole first, saw it was a woman and opened the door. She was at least six feet tall, had long raven black hair, pale skin, deep blue eyes and smallish but perky breasts. Her nipples showed some through the fabric of her short, hot pink dress.
“Hello. May I please come in,” she asked with a nearly perfect smile. I stepped back, pulling the door open wide, swinging my arm in a wide arch waving her in. As she walked past I could smell her vanilla scented perfume. Her little pink dress was stretched tight over her firm, ro... Continue»
Posted by TheHumanoidTyphoon 2 months ago  |  Categories: Shemales  |  Views: 1231  |  
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Marie's playtime: An evening with Susan

Marie woke for work like it was any other day, all hard and swollen, first thing she did was rub her smooth legs together. The silky feeling alone was enough to send a tremor of pleasure through her. Desperate to cum but conscious of the impending lateness to start her day she quickly dressed and assumed the guise of her male alter ego. This meant a grey man's suit, but before that went on so did a pair of 10 denier stockings and garter belt with a lacy mesh fronted pantie through which her cock was clearly visible, under her jacket she wore a tie and shirt, nothing to exciting.

Time passed... Continue»
Posted by Marie_metal 5 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1230  |  
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Being Caught

i'll put in my 2 cents worth and it's true...it's been a few years ago. I took a 'date' to a local gay bar, she and i danced and flirted with most all of the guys there. They weren’t used to seeing a real woman dancing with a crossdresser (me) and we created quite a stir with the fags. We had a blast: dancing, playing pool, in the bathrooms, at the bar, we both pretty much drank for free the whole night. At closing time she and i both turned down several lewd offers and i drove her home. i dropped her off and headed home...well it was 2 am in a small city, i'm half loaded, dressed, made-up, wi... Continue»
Posted by sissyteri 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 1228  |  
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Basketball Star & Math Tutor

The crowd cheered profusely as the Francis Marion High School Swampfoxes dominated the opposing team. The home team had been led by the five-foot-eleven-inch junior Anton Jones. The slender point guard ended the night with a triple double – 21 points, 11 steals, & 12 assists. The scouts loved him and he loved them. He was being looked at seriously by numerous Division One colleges and he had designs on the University of Kentucky. His parents were steadfast Apostolic Christians and told he would attend whatever school gave him the best scholarship. Secretly, they hope their son would make it bi... Continue»
Posted by faggyboi 4 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 1228  |  
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wife fucked by shemale

Wife fucked by shemale
This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 k**s from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these prostitutes in their ass. After getting married to him he used to apply all the tricks on me. He made me watch blue films and he get his cock sucked as women in bluefilm. He even used to make me drink his cum. He tried all the filthy things on me and now I feel like a big whore.... Continue»
Posted by harvin007 2 years ago  |  Categories: Shemales  |  Views: 1225  |  
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My Story - Wet Dream Making love to a T-girl

For some unknown reason while I was watching a sexy film a girl came into my room – don’t know why? She was tall, fit, Brunette with long hair and had sweet little face. She looked as though she was in her early Thirties! – Nice
She asked me if she could join me in bed. I said yes and was very curious about who she was – never mind. She noticed I was naked; she smiled at me implying she was very pleased at what she saw!
She asked me if I wanted a kiss. I said yes in a deep sexy voice.
She approached me at a slow pace with her lips ready to pounce. We finally touched with amazing passion. We... Continue»
Posted by master081169 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 1226  |  
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My life changed by science (part 1)

For some reason i just loved science lessons at school, it had something mysterious! This lesson was as always mysterious because in the corner of the classroom stood a weird machine with several touchscreens on them and in the machine they installed a chair to sit on. As always with that kind of weird stuff it atracted me.This time i wondered what the machine could do.

The teacher came in the class room and every one sat down at their desks. as always the teacher had to ask me seperatly to sit down at my desk.

As i was walking to it i asked the teacher what the machine could do. Normal... Continue»
Posted by 34carolanne 3 years ago  |  Categories: Fetish, First Time, Shemales  |  Views: 1225  |  
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Sissy Emma is Turned Chapter 4

I couldn't go outside dressed like that could I?

Here I was f***ed to dress like a slut in locked on heels, barely black stockings, mini skirt, frilly white blouse with which could clearly see my black bra and 38d breastforms and heavily made up face. I would have looked like a reasonable vision of a woman, albeit a very slutty woman other than the fact that my new Master and my ex-wife had failed to give me a wig. So to anyone seeing me it would be clear that I was in fact a feminised male. This was going to be humiliating.

But I couldn't think of a way out. At the least it was going to... Continue»
Posted by emmahighheels 1 year ago  |  Categories: Shemales  |  Views: 1227  |  
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A Sissy Slave for a Transvestite...

I barely remembered what had happened to me, my head was spinning, my hands were restrained. My feet was spread wide and I was on my stomach on a bed in a strange room. I could raise my head, only to have it resound with thunder as my heart pumped bl**d through out my body.

A feminine voice said softly '...I see that you are woke. Don't try to move to fast or you'll go back to sl**p...' I turned towards the voice only to see a very muscular black shemale sitting in a chair stroking a very massive twelve inch penis.

I laid my head down as I watched her manipulate her male member. I sig... Continue»
Posted by d4david 1 year ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1224  |  
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my crossdressing experience

i went over to the big double bed look over my shoulder gave you the filthiest look youve ever seen bent over and grabbed my ankles! My denim mini skirt rode up revealing the bottom of my tanned cheeks, theres no way im undressing my self so i waited till u picked up the courage to come over. Your stood behind me now and your hands stroke my bum then SLAP mmmh you gave me a firm tap on my little ass i fucking loved that! Then you lift up my skirt my arse is red from the slap but very beautifull for a man!! You kneel down pull my thong down slowly and tongue my little fuck hole, i reach round a... Continue»
Posted by andytmpson 2 years ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 1222  |  
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Both girls had nice cocks..

[user]http://xhamster.com/user/scorpiodragon[/user]

So Im online, couple years ago, in a chat-room, im checking out profiles, looking at their locations, bingo find someone in California. finally found someone with similar interests, BOTH OF US very horny and love to give oral top & bottom also HIV-.

She didn't live that far, we started regular chatting n flirting just about every other night..
One night she happen to be in LA - Im in the valley not too far. So I Sent a TXT PM. She replied back very fast.. It seemed we had instant chemistry always flirting.
always saying lets hooku... Continue»
Posted by scorpiodragon 11 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1222  |  
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new job part 4

I spent the Sunday recuperating from (and reliving) my slutty encounters of the night before. As I replayed the events in my mind, I kept asking myself was that really me? Was that me letting Bethany slam me with that big dildo on the couch? Was it me catching my cum in my hand and guzzling it down? Did I really kneel handcuffed before two cops and let them spit roast me and cover me with cum. And did I really like it that much? The answer kept coming back…yes. Yes that was me. Yes I did do that. And yes I loved it. It looked like I was becoming quite the little slut after all. I wasn’t sure w... Continue»
Posted by cinful6767 11 months ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 1220  |  
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foxxiroxxi takes two BBC,s in sex shop

The other day i went shopping for a sexy fetish outfit for a fancy dress party , the theme was doctors and nurses so i decided to suprise everyone at the party and turn up in a naught nurse outfit with platform heels . Looking online i found a sex shop that had the outfit that was going to blow every girl away at the party. It was red and white extremly short and tight , they also had all yhe accesories to go with it . When i got to the shop there was this big fit and very hot black guy w... Continue»
Posted by foxxiroxxi 1 year ago  |  Categories: BDSM, Interracial Sex, Shemales  |  Views: 1220  |  
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POP GOES THE CHERRY

POP GOES THE CHERRY

I recently read a delightful account of a young gurl loosing her virginity to a f****y friend. Got me thinking about loosing my own virginity.

First, you should know, my mother made me a sissy. She took great delight in dressing me as a little girl, thinking back I can not remember when she did not. We lived in the country and most of the time growing up I played outside with my dolls in dresses. The only time I wore little boy’s clothing was when f****y visited or I went to school.

Everyone in town knew I was a very sissy acting little boy. I was bullied a ... Continue»
Posted by littleoralvee 3 years ago  |  Categories: Shemales  |  Views: 1219  |  
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Slutty Sissy's Naughty Weekend Part 1

I'm bi and it started when I was about 15, just wearing my GFs knickers, thongs and bras. The excitement of it, the feeling of the flimsy material barely covering me. I kept this up for 3 years until recently id been talking to a guy online who called himself seb, a guy who described himself as 'Tall, dark & handsome.' A phrase which never really ever meant much to me, this was all up until I met him for the first time.

I'm pretty broke at the moment, especially living alone. Seb offers to buy me some clothes to cheer me up, which I jumped at of course, I had never been able to affor... Continue»
Posted by younglucyhart 3 months ago  |  Categories: Interracial Sex, Shemales  |  Views: 1217  |  
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Bus Stop

Dressed with my red 17cm boots, fishnet stockings, transparent skirt and transparent top I was waiting at the bus-stop to go back to my hotel in Barcelona, but suddenly a car behind be honked.


A beautiful Spanish guy stopped and looked at me, he couldn’t leave his eyes from my beautiful huge tits under the shirt. He whispered into my ear, “Need a ride?” I wasn't even startled and thought if this guy would have a nice cock as his body it would be a good start for the night…. I said “Sure, let's go.”
I saw tha... Continue»
Posted by Sexysamara 3 years ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 1216  |  
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Waiting for my uncle Jim to get back home. Part 4

My uncle Jim had just left to go back to work after catching dressed up in my moms lingerie. He made me suck his cock with him jacking off all over my face. He told me not to wash my face with his cum all over it until he got back home from work also. His cum was starting to dry on my face and I could smell it also. I went into the bath room and looked into the mirror to see what I looked like. I could see his cum drying on my face. I thought about washing it off but I reambered that if I did not do as he said he would tell my mom about me. So I did not wash it off but I could still smell the... Continue»
Posted by suecd58 2 years ago  |  Categories: Shemales  |  Views: 1221  |  
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She dresses him like a slut

My cock was as hard as it could get when Jaime came in the room. I could feel the moist pre cum rub on my thigh. Carol had made Jaime up to look like a total slut. Jaime had dark brown shoulder length hair, thick shades of blue that ran from the drawn on black eyebrows to her to long black eyelashes and around the bottom of her eyes, her lips painted pink with a thick coat of lipstick. She wore a tight black strapless cocktail dress that just covered her sweet spot with black nylons that had a thin dark stripe down the back stopping at her sexy black high heels. “Suck his cock now” Carol barke... Continue»
Posted by Zeffer1 2 years ago  |  Categories: Shemales  |  Views: 1212  |  
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Sauna Special Service of a Kind

Sauna Special Service of a kind

My name is Yaki, a shemale in Tai Chung, Taiwan. One Saturday afternoon, I dress in my usual lady costumes and go to the sauna palour on Daya Road with my three CD friends.

This sauna palour is really gorgeous. It occupies three floors with over 20,000 ft in area. In their usual manner the waiters greet us at the reception area in unison and lead us to the changing area. We have been here a few times before. This place does not preclude entrance of cross-dressers, so I often come here to enjoy special services with my 36D implant breast and my small c... Continue»
Posted by ewong6220 7 months ago  |  Categories: Anal, Fetish, Shemales  |  Views: 1214  |  
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