Categories
Sort By
Date
Languages
Search results
My first encounter with a shemale!

My first encounter with a shemale!

... and started wanking to shemale porn every now an again online. i have always been interested with my ... years ago and my first stop was amsterdam. after a few hours of roaming the red light district i ... this was my first experience and that i wanted to her to treat me like a bitch. i payed my money... Continue»
Posted by onceuponanas 3 years ago  |  Categories: Anal, First Time, Shemales  |  
3755
  |  
10%
  |  6

MY FIRST SHEMALE ENCOUNTER

... I remember the first time I found myself in bed with a shemale. I had just broken up with my ... to fall in love with them - they just want sex with a straight dude!"

Well, my first thought was "Fuck ... with a woman. When I told my buddy, Bob, he told me he knew just where to take me to solve this. So... Continue»
Posted by madnessx 4 years ago  |  Categories: Anal, Masturbation, Shemales  |  
3959
  |  
89%
  |  7

A Steamy Photo Session with my wife

... A steamy photo session with my wife
Part 1
Hello mera naam hai Aseem, 35yrs aur meri ... lagayi aur boli “ OK, my naughty, sexy hubby, as you wish “. Phir usne meri penis aur mere testicle ... thoda sa hi massage karte hi main ane boiling point pe a gaya aur mere semen ki ek moti si dhaar... Continue»
Posted by Tee_Rex 6 days ago  |  Categories: Anal, Hardcore  |  
24

First Time Shemale Encounter

... . Not knowing and spanish i tried to tell the owner what i wanted. If it was going to be my first time ... in. My lucky day! The manager, who spoke english offered me two women since it was my first time. I ... and the other took my shirt off. Im standing naked while two beautiful shemales are looking at me. i... Continue»
Posted by iLoveShemales12 4 years ago  |  Categories: Anal, First Time, Shemales  |  
2618
  |  
92%
  |  3

My First Encounters - My Story - Part 1

... . The cab driver murmured something and moved on along with my first gay encounter experience...

The next ... is that mine is real, hot and very easy to swallow if you catch my drift.

I was 25 when I first ... , the realisation that I can do whatever I want with anyone, men, women or shemales. I almost wept my pants... Continue»
Posted by dandyhole 2 years ago  |  Categories: First Time, Gay Male  |  
1763
  |  
100%
  |  3

My first sexual encounter

... closer and and had my first taste of any woman. I can't say this was the best job I had ever done ... only encounter with another female, she was shocked that most of my encounters have only been ... on my older s****r and deciding to try it for myself. I was quite reserved in high school which had... Continue»
Posted by bigirl96 1 year ago  |  Categories: First Time, Lesbian Sex  |  
4198
  |  
100%
  |  7

my first sexual encounter

... My life
Chapter one
My first sexual encounter
I was only very young when my dad moved ... felt something touch my back side, at first it felt like something had fallen down and just brushed ... feel him sliding on the walls to my virginal passage, he really felt huge and at first it really... Continue»
Posted by ken256 4 years ago  |  Categories: First Time  |  
1642
  |  
95%
  |  4

My first time with a shemale

... it at first, so she took my one hand and led it under her mini skirt, rubbing it against her crotch ... pissing on me. First my chest, then my face. She stopped, looked at me and told me to open my ... enough my ears still start glowing with excitement. It wasn't the first time that I sucked cock... Continue»
Posted by HOLY-SMOKE 4 years ago  |  Categories: Anal, First Time, Shemales  |  
5531
  |  
99%
  |  11

My first shemale

... I was on a vacation when I had my first shemale.
It was a regular december day in Sweden, rainy ... came first and shot her load dep inot my ass. Kristina bent forward so we wera doing a full 69. I shot ... and cold. I was in a rented motel room with my friend Katrin. She was from ecuador so she had... Continue»
Posted by Ankakalle 4 years ago  |  Categories: Group Sex  |  
974
  |  
87%
  |  3

MY FIRST SEX WITH SHEMALE

... eyes made contact. My first reaction was that she was just being friendly, but I was very mistaken ... with her beautifully raging hard cock. I blew the hottest load of my life with a hot shemale cock deep ... the earlier hot oral session, we continued the night with my first hot cock inside my manhole. She... Continue»
Posted by fukkerguy 2 years ago  |  Categories: First Time, Shemales  |  
5263
  |  
100%
  |  5

My first gay encounter

... it just to the first knuckle. It was like an electric shock, my body pulsed as I exploded, with wave ... encounter or experience yet had often wanked to the thought of it. This day was to change things ... to the urinal was closed. I unzipped and pulled out my cock ready to pee and noticed a movement... Continue»
Posted by yevedj 4 years ago  |  Categories: Gay Male  |  
2593
  |  
98%
  |  20

My First Time with a Shemale

... of my head, and, for the first time, I took a guy’s dick fucking my face.

Just before she was about ... I had watched porn for a long time, graduating from straight porn to videos of shemales, falling ... . However, as much as I fantasized about being with a shemale or cross-dresser, I never thought it would... Continue»
Posted by TSfanxxx 3 years ago  |  Categories: First Time, Shemales  |  
2418
  |  
97%
  |  4

My first gay encounter

... of many no doubt. There is no doubt that this first gay encounter changed my life and I have had many such experiences since then. ... of Vaseline out of his coat and started to put some into my hole first with one finger and then a second ... for the first time in my life. I pushed back and his gorgeous cock slid right in. The pain had now... Continue»
Posted by merfin 4 years ago  |  Categories: First Time  |  
2099
  |  
92%
  |  13

My First Translesbian Encounter

... He came over sometime around 6 and wanted to change at my place; that was fine of course. I totally ... to meet at my place.
I honestly expected her to look a lot more feminine, but then again on her emails ... of eyeliner and mascara on before she came over, and had my panties, stockings, and chami combo on under... Continue»
Posted by Tslizz 5 months ago  |  Categories: Anal, First Time, Shemales  |  
610
  |  
100%
  |  2

My First Group Encounter

... more encounters throughout my senior year. I will have to write about those later. ... This happened about five years ago. I was in my senior year in high school. I was a cheerleader ... was in a history competition in another state. My history coach was also my cheerleader coach, her name... Continue»
Posted by zimabean 4 years ago  |  Categories: Group Sex, Hardcore  |  
3042
  |  
95%
  |  4

My first encounter

... tasting hard cock in my mouth, my first ever.

He moaned gently, I ran my tongue round the tip ... soft and he bit my ear and neck, whispering that he had cum inside me, my very first proper anal douche ... I started dressing in my s****r's clothes when I was about 11, she would have been around 13... Continue»
Posted by antoniaf 4 years ago  |  Categories: Anal, First Time, Shemales  |  
2524
  |  
88%
  |  4

My First Interracial Encounter

... I had been having gay sex encounters since 16 but always with other white partners mainly because ... lived close to the campus and walked to class in the morning and within the first week, noticed ... a message about myself and my number.

That afternoon he called me back and we talked a bit nervously... Continue»
Posted by stretchitwyd 1 year ago  |  Categories: Anal, Gay Male, Interracial Sex  |  
2052
  |  
86%
  |  2

My First Encounter with Mr. W

... My first encounter with Mr. W

I was very anxious to meet him in person, we had been online ... , that was my first lesson, patience, I have such a hard time controlling myself when he's near me, I'm so ... his cock in my hand, I slowly got close to the tip of it, with my lips and I kissed it for the first... Continue»
Posted by Lilredkitten 10 months ago  |  Categories: BDSM, Fetish, First Time  |  
569
  |  
100%
  |  2

My First Group encounter as a Student

... So far I have covered a good age range, a range from a self discovery, branching out to my first ... clitoris lashed by a very experienced tongue, and it was my first double orgasm, clitoral and vaginal ... pussy, God she was good, my first Bi-girl on girl experience.
I am sure you guys wanking off... Continue»
Posted by MarieL 5 years ago  |  Categories: First Time, Group Sex, Lesbian Sex  |  
3027
  |  
86%
  |  7

My First Sex Encounter : Part 2

... 2 days. But then the thought of video recording stroke my mind and I was not able to sl**p. I had to encounter that black guy the next day in the class. ... secretly the every moment of him taking me in his bedroom. My body started shaking. I asked him why he ... to take my clothes off. I requested him not to do all that again. He stood up and spanked on my face... Continue»
Posted by MeenalovesBBC 2 years ago  |  Categories: Anal, Interracial Sex, Hardcore  |  
766
  |  
100%