Shemales Porn Stories
Page 15

I gave a blowjob to the taxi driver -TRUE STORY-

It's a 100% true story like the rest of my stories (Although it took 2-3 hours to seduce the young repairman *see: Airconditioner repairman laid some pipe*)

I never really liked clubbing unlike my best friend B. but she was really into that and therefore, i did accompany her several times despite enjoying the scene myself.

I went to clubbing on a Saturday night as usual with my best mate B., it was almost 23.30 when we arrived due to heavy rain that hit the region. Although it was rainy, the club was very crowded and packed with every kind of people - drags, lesbians,gay couples and e
... Continue»
Posted by Slave4str8twinks 12 months ago  |  Categories: First Time, Hardcore, Shemales  |  Views: 3504  |  
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steam room sex



Steven rode into the parking lot for the 24-hour gym just as the sun was beginning to rise. The brisk air kept Steven awake during his travels as he rode to the gym around 5 am. Steven's first class was at 7 am and he loved to get in the gym early mainly because no one else was around.

Locking up his bike Steven walked through the double glass doors and into the lobby. He waved pleasantly at the woman watching the counter who smiled politely back to him. Making his way to the locker room Steven changed into a pair of shorts and a white T-Shirt then locked away his duffel bag.

Casuall... Continue»
Posted by tombret123 3 months ago  |  Categories: Masturbation, Shemales  |  Views: 3499  |  
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Shemale Next Door Pt. I

(Note: This is an excerpt from "The Shemale Next Door" on sale on Amazon now)

It was a warm Saturday afternoon, one of the first really hot days near the end of spring and right before the beginning of summer and Ken was waking up late like he always did on the weekends and found the trashcan in their house completely full. He sighed to himself and was going to call to Roger to take care of it until he remembered that Roger had gone away for a week to visit his f****y and that he had left this morning. This one was all on him. He sighed as he cinched the plastic handles up, tied them... Continue»
Posted by rehumanize 1 year ago  |  Categories: Anal, First Time, Shemales  |  Views: 3490  |  
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More from my diary

One morning while I was on holiday and I felt particularly randy and I hadn’t got anyone around to help me out, so what else do you do but go out on the pull and see what you can find? I went to a local beauty spot which is a car park on the top of some cliffs where there are some toilets that sometimes there are some tasty morsels to be found and I don’t mean food snacks !!

I pulled into the car park and there was only one car there with someone sitting in it on his own. I couldn’t see who it was properly but I thought I’d take my chance anyway and parked on the other side of the car park ... Continue»
Posted by angelatvdom 10 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3485  |  
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My Neighbours surprise part 2

So, I was feeling very very sexy. I had my large butt plug in my GurlPussy and was dressed up to the nines. I felt amazing. I was mincing around my house, walking up and down the stairs and all throughout the house just so I could feel my clothes against my skin. I don't know how many times I walked into my bedroom just so I could look at myself in my full length mirror, I looked liked like a right little slut with my heavy make up and tight clothing, I definitely felt like a right slut.
My wine was going down real easy too and I had just finished my third large glass so I went to pour myself... Continue»
Posted by maria2904 6 months ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 3481  |  
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Back Seat Booty

“My head hurts,” Charmaine Epps informed her date. “I think I’m ready to go home.”
“Yeah. That’s cool,” Steve Parker replied trying to hide his disappointment.

The six-foot-four-inch, two-hundred-fifteen-pound athletically built man had been enjoying the holiday party thrown by Charmaine’s employer. She was a former beauty queen with honey colored skin. This was the fourth date in as many weeks and the divorced mother of two was completely up front with him about her ‘three month monogamy’ rule. It was her philosophy to only give up the pussy after three months in a committed exclusive rel... Continue»
Posted by faggyboi 11 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 3475  |  
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First time with Brooke.

A few years back I lived on the 2nd floor of a four-flat apartment. Downstairs from me lived Brooke. She was an attractive girl, about a year older than me. We were both divorced at the time and she knew I spent most of my nights alone. She would often invite me down for dinner and vise-versa. Other times we would hand out in each other’s apartment watching TV and talking. I liked her but I didn’t feel that she was interested in me. Plus, she had a boyfriend at the time. He was the athletic type that worked in the corporate world. She really didn’t talk about him too much and since he lived do... Continue»
Posted by ahsleymills 15 days ago  |  Categories: Fetish, Shemales  |  Views: 3483  |  
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Sissy gurl meets Daddy

The doorbell rang, and Samantha's heart fluttered. She raced down the stairs and opened the door. She answered the door and managed to open her lipstick lips and say "hello sir". She stood in front of him with her Plaid skirt and white blouse, thigh highs with red bows, red mary janes and otherwise dolled up. Her hair in pigtails, he enters and follows Samantha up the stairs.

he sat right down in the leather chair, asking for Sissy to pose. Samantha did exactly that, prancing around in front of him in her school girl outfit. she looked right in his eyes, posed seductively and said "does dad... Continue»
Posted by SissyXtina 1 year ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 3466  |  
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Moms friend Vanessa




My mom had a best friend named Vanessa. She was more like an aunt

and always was around. She had big tits, a thin waist, a fat ass,

and nice big legs. She would always wear short skirts or short

summer dresses that showed her wonderful legs. One time my mother

was at work and Vanessa was watching me until she got home. I was about

6 at the time watching tv in my spiderman underwear laying on the floor.

Vanessa was sitting on the sofa reading a magazine. She crossed her legs

just as I had looked up. What I saw made me very curious to say the least.

I saw what ... Continue»
Posted by moms_sissy 1 year ago  |  Categories: Mature, Shemales, Taboo  |  Views: 3462  |  
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First time dressed as a woman

Ok, this is an absolutely true story.

I'm a married white guy, stocky, 6'1" with a 5-1/2" cut dick. I've been dressing up on and off since I was a p*****n, starting with my mother's lingerie and dresses. I love makeup, but especially lipstick. I used to masturbate by stroking my cock with a bl**d red lipstick while reading those old trashy porn novels you could pick up in the seedier luncheonettes.

I always denied my cock loving side, imagining myself as a lesbian for the most part, but I fantasized a lot about sucking cock and getting fucked. Once I'd cum I'd feel ashamed and try to... Continue»
Posted by kevinj631 1 month ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 3437  |  
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Hook up at the gym

I ended up at the gym late the other night to try to get in a quick workout before I went home. The owner was busy doing his end of the day paperwork, I've never been there that late. There was only one more guy working out, he was pretty good looking and I couldn't help but check him out, especially when on his back doing bench presses, his back arching, legs spread apart and his large package in his pants seemed to be calling out to me. I couldn't be 100% sure but I thought he was wearing panties, unless it was his outfit and lighting making them look pink under his shorts. He finished h... Continue»
Posted by slipn2panties 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 3434  |  
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Topped by a tranny: virgin ass

I was in college busy trying to get my degree like we are expected to now a days. I was working part time and other than that had a lot of free time. I was always horny. I jerked off almost any time I got free. One day I got tired of the alone action and wanted more fun. I always had a fantasy of being fucked so i decided to try and find someone to break my anal cherry. I wasnt very good with meeting people and trying to meet someone to do that to me was def hard to think of how to do. I turned towards craigslist. I sent out posts for women with strapons, guys... Guys were all fat or gross n ... Continue»
Posted by Fnhory04 9 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 3418  |  
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1st time with an angry Trannsexual

This is a true story that took place in bayswater London in June 2012.

I had often wondered what it would be like to have sex with a hot transexual girl. Finally with the help of the Adulwork website i was able to find some stunning TS girls available for meets in London. I chose a hot blonde brazilian beauty named Isabella. She looked amazing in her pics and her cock looked gorgeous. I had to meet her.

I emailed her, she gave me a number, and i called to arrange a suitable time to visit her.
I knocked on the apartment door and awaited a response. Moments later the door crept open and ... Continue»
Posted by kentcariblad 1 year ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 3412  |  
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my first encounter

i had been with my girlfriend for over a year now, and our sex life was amazing, but i wanted to try something new. i wanted to try role reversal. i had never mentioned this to her, and i wasnt sure on how she would take it. one night, i decided to bring it up to her.


" ummm, hunni..can i ask you something?' i said.


" sure, babe, what is it?" she replied.


"well, i wanna try something different. i want to try role reversal, where i dress up as a girl, you wear a strapon, and you fuck me in the ass. what do you think?:


: wow, really?...you know, i think i could be fun..umm... Continue»
Posted by SashaCD 2 months ago  |  Categories: First Time, Lesbian Sex, Shemales  |  Views: 3406  |  
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Leila My Hermaphrodite Lover



(MF, herm, bi?)

I'm an ordinary guy, nothing special about me at all. Well, maybe my choice in women could set me apart from most.

It all started one rainy afternoon in Northern California as I was driving home after a party I'd attended alone the day before.

I'd stayed over at a friend's house and after a nice leisurely breakfast I headed home so that I would be back before dark. I had to be at work the next day and wanted plenty of rest.

I was driving along Highway 1 w... Continue»
Posted by ab-2007 1 year ago  |  Categories: Mature, Shemales, Taboo  |  Views: 3399  |  
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Schoolgirl Sissy Crossdresser and Her Black Daddy

WARNING: This fictional story contains graphic sexual/profane terms and scenes. This is a work of fiction, a fantasy, and is meant to be enjoyed by horny fucking perverts like myself.


I can't believe this is happening right now. Here I am, a 16 year old white boy dressed in the sluttiest schoolgirl costume and makeup I have ever seen, being barebacked by an older, married black man. How'd I get so lucky?! Let me start at the beginning...

It was summer time. As always I spent my summers hanging out and occasionally mowing neighbors lawns for some extra cash. Although I wasn't exactly th... Continue»
Posted by AllisonCumms 1 year ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 3406  |  
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Am I a Bad Aunt - Part 3

Am I a Bad Aunt - Part Three

By billy69boy

(Part Two ended with Aunt Eve heading to the shower with a couple of her niece's dildoes.)

I couldn't wait to get in that hot shower and relieve myself with the help of Ariel's toys. As I stood under the cascading water, I spread shower gel over the larger pink dildo, teased my clit with the tip for about 2 seconds, and then plunged it deep into my wanton cunt. I was so sexed up, both from playing with my niece, as well as listening to her true confessions.

Oh god, here I was getting off while I'm thinking of my sweet young niece learni... Continue»
Posted by billy69boy 9 months ago  |  Categories: Lesbian Sex, Shemales  |  Views: 3397  |  
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SUCKING COCK

The first time I sucked cock, I knew I was was addicted. I grasped his semi-hard cock in my hand. So hot and velvety soft skin. I could feel his heartbeat with my fingertips. I leaned in and giddy with excitement, I placed my tougne on the tip of his cock. The taste was like a d**g, my pulsed raced and I had to get it into my mouth. To feel his reaction, the way his cock got instantly completely hard. I knew instantly that I owned him, if only as long as I was sucking his cock, He was mine. The way his head seemed to fit on my toungr like it was always meant yo be there. I wanted to see how m... Continue»
Posted by jennifersusan 3 years ago  |  Categories: Fetish, Hardcore, Shemales  |  Views: 3375  |  
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Caught by a neighbour

I've secretly been crossdressing from a young age. In my late teens, around 17, I became more
adventurous. maybe because I was enjoying it more. At that age I was very slender, had long dark
hair as well has having a naturally smooth and hairless body. My b*****r and s****r were both at uni
and my parents would work a lot of the time meaning I was left home alone quite a lot. I would
"borrow" my s****r's clothes and had actually found in the loft a bag of things she didn't wear any
more. As you can image this bag had made it's way into my wardrobe some time ago to make those
long days al... Continue»
Posted by sparkyking 11 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 3361  |  
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My Job in Lingerie shop for cross dressers and she

As a student I applied for a job in a lingerie shop in London.
Having being dressing for yesars inmy s****rs pantys etc I was
really excited when I got a text to come for a job interview
I decided to wear my black lacy pantys and matching lacy bra under
my shirt and tight jeans. I tucked my big cock between my legs so as not to bulge too much

I arrived at the shop and went in and noticed there were a couple of old guys feeling the lingerie
assisted by two shop assistants
At the counter was an old guy who I assumed was the owner
I am Ann I am here for an interview for yiur job vacan... Continue»
Posted by juicypantys 3 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3358  |  
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