Shemales Porn Stories
Page 61

My Semale Girlfriend part 2

Andrea finished her smoke and too me by the hand and led me downsatirs to her "Fuck room" mirrors everywhere, big T.V. couch, chair, bed and a closet full of toys, everything a sexy shemale or bisexual guy could ever want. We stood in the middle of the room kissing and exploring each others bodies "sit on the couch, put your legs up....." She told me in a very commanding voice. I layed back sprad and lifted my legs, Andrea knelt down and stroked my cock licked sucked my balls. her tounge run up the lenght of my cock to the tip then bac down....I moaned and reached for her head, but she backe... Continue»
Posted by rockerroller 3 years ago  |  Categories: Fetish, Hardcore, Shemales  |  
1974
  |  
90%

Finally




Finally



I had decided it was time, finally, to try the experiences I had dreamed
of my whole life. I had been a secret crossdresser since I was a c***d,
and had hidden this side of me from my wife and c***dren. The last few
years of my marriage had been empty, staying together mainly for the
k**s and a kind of inertia. But now, they had grown up, married and
left the area. I knew I would only see them infrequently. With their
departure, my wife and I quickly came to the realization that we were
better suited to live apart, and the divorce had been quick and
am... Continue»
Posted by klammer 7 months ago  |  Categories: BDSM, Fetish, Shemales  |  
1973
  |  
100%
  |  1

an akward encounter

once I made a guy cum like 8 times in one evening/night. he was the dad of my best friend. he was married with 2 k**s, both were in my school it was middle and highschool they were 14 and 18 at the time i was 18 too. i didnt know it was him untill the most akward time possible. he opened the door to the room I was in, there was music going I was about 8 feet from the door, face down with makeup and whiskers and cat nose painted on, furry paws(gloves boots), ass up in the air oiled up, hands spreading it, lights pointed at it, banana barely sticking out all while wearing my skirt and stockings ... Continue»
Posted by carefreeguy 1 month ago  |  Categories: Gay Male, Hardcore, Shemales  |  
1975
  |  
93%
  |  2

My first stranger.

I practiced dressing hundreds of times before I went out in public. I went out in public dozens of times before I tried to pick up someone. I wasn't attracted to gay men - I liked men who appreciated me for my feminine side, so because of that I only wanted to be with a straight guy. Obviously this proves difficult, since straight guys don't want their girl to have a cock. I have found that usually they are so turned on by the time they find you have a cock that they don't care.

This is the first time that happened to me.

I finally decided I was ready to try to pick up on a guy.
... Continue»
Posted by hotchickinchitown 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
1971
  |  
94%
  |  6

My beautiful tranny !

This guy picks up a girl and takes her to his place. Can you imagine his surprise when he finds out that this girl has a dong?

Hi! My name is Andrew! I’m a 5.4 feet tall, with some cute beer belly, crew cut light brown haired guy, blue eyes. My friends say I have a big noseJ but it’s not that I should worry about! Men of my f****y have always been stocky, and thickset. So a big nose and stocky figure are not a trouble! I’m working in a Western City College as a tutor of English Literature. I teach student best masterpieces of Shakespeare and Charles Dickens, and so I am in my whole b... Continue»
Posted by cute_girls_with_dick 3 years ago  |  Categories: Anal, First Time, Shemales  |  
1971
  |  
73%
  |  2

my transformation... 101

I was at a very tender age of 10 years when my story begins. I was born male. With all physical parts in tact. But there was something deeper which was unfathomable. I was a very lovable sweet k** just entering fourth grade. I studied in an all boys school. On the out set I knew I was a bit different from the others. I had to much love and care than what a similar aged young boy would do. People thought I was to mature for my s****r age. Least did they know how I felt within. Let alone others I too didn't know how I felt until I grew up.

An incident changed my life at this tender age. I sh... Continue»
Posted by tran4mate 2 years ago  |  Categories: First Time, Gay Male, Shemales  |  
1968
  |  
44%
  |  2

My beginning

I have been a closet cross dresser since my early teens seeking my mother's panty hose and underwear I thought I had kept it well hidden when I turned twenty I got a place of my own I found it very hard to get my women's clothing since I didn't have the courage to go out in public which brings me to my story . a friend of moms named Sherri was bag ng problems with her old man and they had spot up she came to me and asked if she could move in and help with the rent I was all for it Sherri wes a tall red head very pretty and we'll built a couple of weeks went by she was gone one evening a pair o... Continue»
Posted by mike63bear 4 months ago  |  Categories: Fetish, First Time, Shemales  |  
1966
  |  
93%
  |  2

blew him away

recently i met a frustrated 32 year old married man who was not getting sex from his older wife,he told me he was straight. I met him in holiday inn in town,i arrived in reception and met him.My hair was very long,i had lots of make up on,was wearing 8 inch black heels,black stockings,suspenders,g string,black bra,body jewellry,belly button stud,on top i was wearing a red tight dress,my nails were painted,had thick red lipstick.

He gave me a kiss and said i looked beautiful and i followed him too his room, i look embarassed as everyone looked at me,i felt like a prostitute becasue of the wa... Continue»
Posted by ladyboyslut 4 years ago  |  Categories: Anal, Shemales  |  
1964
  |  
91%
  |  1

Purchasing Panties and Finding Playmates

I've found a very easy (and fun) way to obtain the used panties of strange women. 

All of the thrift store chains around town carry used women's underwear.

I'll put on some synthetic fabric sweat shorts with no underwear and go shopping. A lil caffeine pill is probably bad for my k**neys and heart, but it sure gets me in the perv mood.

The first thing I do when I enter the store is look to see what cashiers are working, and I begin to scope out the youngest and cutest one they have available. Sometimes I don't manage to get a chick, and it's a dude. Still kinda fun, but I prefer to ha... Continue»
Posted by cumquarts 10 months ago  |  Categories: Fetish, Shemales, Taboo  |  
1962
  |  
80%
  |  2

A Warm Cum Bath, on Sara's Hen Night

Part 1. The Meeting with Alise

No one can say that Swedish girls can't attract attention, especially on their last night of freedom, on the eve of their betrothal, some will be found d***k, and some found stripped nude, and even some having a last minute sex with old boyfriends and so on, but one, only one had the experience, most girls cream their knickers thinking about, and this is her and her e****ts account, of her wildest fantasy come alive, the night 200 men ejaculated onto her, boys and men alike, all strangers, doing what men like to do to a beautiful blond 18 year o... Continue»
Posted by MarieL 1 year ago  |  Categories: Fetish, First Time, Shemales  |  
1960
  |  
100%
  |  4

Fucked by the Mailman

This is true, One day last year I was home and dressed, Nails lipstick, and a very short dress. I was watching porn and using a large toy! I was hot and horny! The doorbell rang and without thinking I got up and answered the door. It was my mailman. He is a big guy, 6'4 white and a bear type! When I saw him the first thing I said was OH SHIT!

He looked at me and said I never knew! But if you don't suck my cock I will tell your neigbors! What would you do? I let him in! More later... Continue»
Posted by Cherrycd 4 years ago  |  Categories: Anal, Gay Male, Shemales  |  
1958
  |  
58%
  |  1

Tgirl Hooker pt3

All my stories are based on my experiences

I’m sure most of you have read The Tgirl Hooker pt1 & pt2 with Emma who I found on a well known website. Pt 1 & pt2 was about my very first meeting with this Eastern European beauty who had a body to die for and a cock to match. I used to get the odd text from Emma every now and again asking when was I coming to see her, which then led to us chatting a bit and then as I got to know her, we then started to text or chat online nearly every day. I bottled up the guts to ask her out for a drink... one where I was not going to be charged by the hour a... Continue»
Posted by dirtydisco99 1 year ago  |  Categories: Anal, Fetish, Shemales  |  
1952
  |  
100%
  |  11

Quick Fuck

I was working the counter at the burger joint, as i asked the next customer for their order I was startled to her a distant but familiar voice. 'I don't think what I want is on the menu.' I looked up with a jolt and standing dare as sex as she/he wants to be is, blonde hair blues eyes, Bambi,'

I looked frantically around my fellow co-workers were busy in the back and no other customers were at the register. I whispered quietly 'Bambi, I need this job, what ever you want, I get off at four meet me across the street.' 'Silly boy,' Bambi started, 'I want a burger and fries.' I placed her/h... Continue»
Posted by d4david 4 years ago  |  Categories: Shemales  |  
1951
  |  
94%
  |  4

The long road to black (Part 1)

I guess if I look back I suppose I could say that it was pretty obvious that eventually I would submit to a black man, but there were times in my life that it was not obvious at all. Here is the first part to the journey, all true. Because this is true it may not have as many crazy scenarios as you hope, but I hope that it turns you on knowing that everything is true.

Going to inner city schools I was exposed very early to very competitive, sometimes racist, and sometimes mean black guys. I was also exposed to some great interracial friendships as well, don't get me wrong. But some of the ... Continue»
Posted by sissyboiforbully 1 year ago  |  Categories: BDSM, Interracial Sex, Shemales  |  
1951
  |  
85%
  |  2

Cockatoo Part 4

Cockatoo Part 4

Return From Bangkok

It was late afternoon by the time my flight left Bangkok and dusk began
to fall about halfway back to Koh Samui. Lights from the fishing boats
in the Gulf of Thailand began to glitter like tiny jewels in the
gathering darkness. I could make out the dark shape of Koh Tao, and I
shivered at the memory of what had happened down there only a few weeks
ago. How close I had come to death in the cold, dark water, and how,
given a second chance at life, I was determined to make the most of it.

I spent half the flight worrying if I had made the right d... Continue»
Posted by nikkiesilk 4 months ago  |  Categories: Anal, Lesbian Sex, Shemales  |  
1952
  |  
100%
  |  12

my first experience

i was in a pub with my friends when i noticed a really atractive female sat at the bar, my friends were all leaving and i told them i was going to stay for a while. So i walked up to this girl and asked if i could buy her a drink. She agreed so i bought her this drink and we started talking. later that night i ended up back at her house and was nervous but yet excited that my first time would be with someone as hot as this girl. when we got to the bedroom she said lets try a little bondage, i thought ye ok whatever makes you happy so she cuffed my hands to the bed at this point i was really tu... Continue»
Posted by xxjamiexx 4 years ago  |  Categories: First Time, Group Sex, Shemales  |  
1948
  |  
80%
  |  2

My First Taste

She was beautiful. Blonde, shapely and very sexy. She said she just loved my outfit, a pretty pink summer dress. She was in a black floral outfit, with a pleated bottom that swished around when she moved, almost flashing her panties. It was very arousing.

When we got to my place, and I put my arms around her and held her tight, she softly kissed my ear, and swirled her tongue around it. I kissed her lips and lightly let my fingertips glide down her back, and down her skirt until I could feel her thighs. I put my hand on her silky leg and brought it up to her panties, caressing her ass... Continue»
Posted by pantyboykristin 1 year ago  |  Categories: First Time, Shemales  |  
1948
  |  
100%
  |  4

Friends with benefits, part ONE (Edith)

This is a fictional story.



My cell rang with a familiar melody, I picked it up and looked at the screen. It was my friend Edith. I answer it and her voice on the other end said, "do yo want pizza and a fuck?"

I just giggle, "damn woman...." Then she interrupted me... "what don't you like pizza???" She cracked up...

"Hey I am in the neighborhood, mind if I stop by?" Edith said.

"No worries, bring some beer, real beer, no Coronas."

"Ok, will be there in a few."

This woman has been my friend ... Continue»
Posted by ilialenyc 5 months ago  |  Categories: Fetish, Sex Humor, Shemales  |  
1948
  |  
87%
  |  6

Best sex ever

Oh my days, I just had the best sex of my life and it was with a straight guy. I was chilling in the park after work minding my own business (checking out xhamster on my tablet) and these two black guys came and sst down next to me; lets call them Big and Bigger. There are no other people in this part of the park, which is why I like it, and I think it a bit weird they have sat next to me, but I have been craving big black cocks recently so I don't mind. They were great eye candy both of them. Big then produces the stinkiest weed I've ever smelt and says he is selling. I don't smoke so tha... Continue»
Posted by sfred736 10 months ago  |  Categories: Anal, Interracial Sex, Shemales  |  
1946
  |  
100%
  |  2

The Club and The Morning After

As we were leaving for the club I couldn't help but notice how sexy Linda and Kathy were dressed. Kathy was wearing a short black dress that seemed molded to her figure and nearly exposed her ass it was so short. Linda had on a pink, glittery looking dress that was flowing, short but not as short as Kathy's dress. Linda's nipples were visibly hard and both ladies were wearing high heels.

When we arrived at the club the doorman greeted Linda and Kathy like old friends, hugging and kissing both, then nodding to me and Henry. One could hear the music outside, but when the doorman opened the do... Continue»
Posted by trisexual69lvbbc 6 months ago  |  Categories: Fetish, Group Sex, Shemales  |  
1945
  |  
100%
  |  5