Shemales Porn Stories
Page 13

My first time with a shemale (true story)

My girlfriend had been out of town for a couple of weeks and i was so horny and wanted to get upto something kinky.
I called a shemale site from la costa del sol called taiakshemales and arrange to meet one of the beauties.
I was very nervous as i drove to her house as i never touched a dick before.
Once i was in her room waiting for her to come out she was wearing this sexy lingerie very slutty and a bead panties that just went around her tool.
She asked me if i had any experience and what i liked most, i told her i had never touched a dick and was very passive and shy.
The next thing sh... Continue»
Posted by allurs85 2 years ago  |  Categories: Anal, Fetish, Shemales  |  Views: 3517  |  
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A Threesome to Remember - 2 CD's


Since I was a young man I was always curious to find out what it would feel like to get fucked by a hard cock while sucking on a cock. It wasn't until I was 20 that I really started to take the steps to make that fantasy a reality. At 20 I had my first gay experience, I got my cock sucked by one of my gay friends from school, but that still didn't satisfy my kinky fantasy, not even close.

After being referred to craigslist - casual encounters, I figured it was worth a try to post my fantasy up
to see if anybody might be interested. I received countless of men interested in helping me ful... Continue»
Posted by cd_player 1 year ago  |  Categories: Gay Male, Shemales  |  Views: 3507  |  
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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 7 months ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3493  |  
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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: 3488  |  
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Slutty Sissy Used in a Cheap Motel Part 2

After being fucked and bred by the first 2 strangers and watching my sissy hypnosis videos I was definitely ready for at least one more deep fucking. It was around 10 p.m. when the next guy knocked on my door. I opened the door to find a very large black man about 6'8" and a smaller black man who was about 6 feet even. I invited them both in and was very excited that I was going to be tag teamed by 2 black cocks. These two guys were very demanding and knew exactly what they wanted. I knew that I would do whatever they told me to do, because every ounce of my male thought process was gone and m... Continue»
Posted by cumslutchloe 8 months ago  |  Categories: Anal, Hardcore, Shemales  |  Views: 3479  |  
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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 7 months ago  |  Categories: Gay Male, Hardcore, Shemales  |  Views: 3477  |  
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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 3 months ago  |  Categories: Gay Male, Shemales, Taboo  |  Views: 3474  |  
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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 10 months ago  |  Categories: BDSM, Fetish, Shemales  |  Views: 3473  |  
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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: 3460  |  
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fucked by indonesian ladyboys

this is a true story of what actually happened to me in bali

When i was 17 i was on holiday in bali, indonesia. i'd only had sex once prior, with a genetic girl, and i barely managed to get hard and wasn't able to cum so i knew pussy wasn't for me.
i had been clubbing several times on this trip to bali and had been hassled by numerous prostitutes while out but wasn't interested, except for one night whilst walking back to my hotel on a quiet street in legian, a deep but seductive voice called out "hello" to me from the shadows of a run down apartment block, emerging from the dark stood a ... Continue»
Posted by yuneeqboi 17 days ago  |  Categories: Anal, Group Sex, Shemales  |  Views: 3484  |  
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His Dirty Little Slut

He'd been watching her at the party all night; fishnets, short tight leather skirt, tight top, scarlet red lips, and dark hair. She looked like such a dirty whore, and she was living up to her looks; time after time she'd lead another man out the back of the house, and each time she'd return, wiping the cum from her lips, and every time he'd catch her looking him up and down with her sultry eyes as she walked back into the room.

****

He stood over the toilet and shook the last of the piss from his cock before putting it back into his jeans and zipping it up. The drink was starting to tak... Continue»
Posted by ass_pussy_fucker 27 days ago  |  Categories: Shemales  |  Views: 3445  |  
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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 5 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 3422  |  
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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 11 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 3421  |  
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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 10 months ago  |  Categories: First Time, Gay Male, Shemales  |  Views: 3404  |  
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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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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 6 months ago  |  Categories: Lesbian Sex, Shemales  |  Views: 3402  |  
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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 8 months ago  |  Categories: Fetish, Gay Male, Shemales  |  Views: 3365  |  
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cinema fun

Cinema fun
i love all sex, anything is good sex as long as everyone involved is happy.
Many years ago while working in Berlin i took my car into a garage to have some work done, i was told it would take a couple of hours to complete, not really wanting to take a taxi home for such a short wait i decided to go for a walk and see what shops i could find. I walked for maybe ten minutes and made my mind up there were no quality shops in the area, it was quite run down and seedy. It wasn’t long before i came to a adult sex shop, i walked past and glanced in ,unable to see a thing i walked on f... Continue»
Posted by sean1000 1 year ago  |  Categories: Anal, Gay Male, Shemales  |  Views: 3352  |  
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Long Time Crush

When I was twelve I met a new classmate named Dave, he and I became great friends hanging out, joining clubs and what ever else high school k**s do. His f****y was from the Phillipines and he and his s****r were the first generation born in this country. His s****r Mai is the focus of this story. She is two years younger than Dave. I had a crush on her from the moment I saw her. She was one of those girls that even at a young age people would say how beautiful she was. Long black hair, deep brown eyes and that great skin tone she was just stunning.
But as she was only ten at the time I ... Continue»
Posted by triphammer73 11 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  Views: 3351  |  
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