Categories
Sort By
Date
Languages
Search results
My first tranny

My First Tranny

... dating site. You can find her pictures on my xhamster page titled,

"My First Tranny". We corresponded through the dating site quite ... be there being that this would be our first meeting. It seemed that my dick started getting

hard the closer I ... ... Continue»
Posted by ghostdawgg62 3 years ago  |  Categories: First Time, Shemales  |  Views: 1098  |  
99%
  |  6

My first tranny

... through the week doing bussiness but each noght I was with my tranny lover. We fucked each other several times a day and night ... both them and me. I may not have been with a tranny before my first but Im hooked now and love to fuck trannys when ... ... Continue»
Posted by wildbill975 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 4538  |  
11%
  |  14

my first tranny (pt. 1)

... always remember your first time.


I remember my first blow job from an ex. (believe me, thats another story.) the first time I touched ... in the ass. & I'll always remember the first time I was with a tranny.

her name was brooke. I always wanted to ... ... Continue»
Posted by radec_24 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 2713  |  
97%
  |  7

my first tranny pt. 2

... new feeling that I liked.

"fuck me harder. fuck my ass with your tranny cock."

"you like it, do you? you feel really ... thought I would ever do.


but I will say this......she was my first transexual. BROOKE! she will not be the last. I really love ... ... Continue»
Posted by radec_24 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1447  |  
96%
  |  3

My first time with a tranny

... a nearby motel. But since I was very nervous and it was my first time I asked for a blowjob. She told me to drive around ... asked me if I had ever been with a tranny and I answered that it was my first time. She smiled and kept going faster. I knew ... ... Continue»
Posted by feinor11 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 6487  |  
93%
  |  18

ANGELICA BEGINS - MY FIRST MAN (ENGLISH)

... shirt, a very short mini skirt (how could I forget forget my first “mise”?), black patent shoes (heel 5”), dark-tan seamed stockings , ... I couldn’t go and have lunch with my parents ...
Then ... the cumshot ... my friend tranny didn’t want to cum at all, I ... ... Continue»
Posted by AngelicaTrav 5 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 701  |  
100%
  |  2

My First Meeting - A work of fiction

... While I was relatively new to being a tranny, Jane had been doing it for years, going ... into her house. She knew this was my first ever meeting with another girl, and very ... into her mouth ‘I love the taste of tranny cum, and yours tastes delicious’. At that ... ... Continue»
Posted by misssuzywhyte 1 year ago  |  Categories: First Time, Shemales  |  Views: 1652  |  
100%
  |  5

My first trip to the porn store

... say hey. I keep on looking at the tranny porn and notice that I'm on the edge ... little bolder and asks me what I like about tranny's. I reply "I love how feminine they are, ... booths here. I remind him that this is my first time here, so no. He tells me ... ... Continue»
Posted by waaterboy112 5 months ago  |  Categories: First Time, Gay Male, Interracial Sex  |  Views: 5244  |  
100%
  |  6

My beautiful tranny !

... never experienced. “Well, Andrew, you are about to have your first cock”. Fear filled me as I realized that there was no ... real trouble. So, here I am, 3 years later, still serving my beautiful tranny. I love her and will do whatever she wants. I love being ... ... Continue»
Posted by cute_girls_with_dick 2 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 1949  |  
71%
  |  2

MY FIRST SEX WITH SHEMALE

... of this hot sexual beauty before me. Her beautiful small tranny cock was hot as fire, as I again kissed the swollen ... earlier hot oral session, we continued the night with my first hot cock inside my manhole. She magically produced a small 5 inch jelly cock ... ... Continue»
Posted by fukkerguy 1 year ago  |  Categories: First Time, Shemales  |  Views: 4967  |  
100%
  |  5

first time with a Tranny

My first tranny I had was back after I graduated from high school. I ... she opened the car down and spit the cum out. First time for all, she was a virgin well so ... and sucked on my cock for a few min. and I went and sucked on her cock for the first time. The ... ... Continue»
Posted by theho_1 3 years ago  |  Categories: Anal, Shemales  |  Views: 4442  |  
82%
  |  8

my first tranny pt. 2

... cock. it was something different. & it feels good having a tranny dick in my mouth.

I blew her for a few more when she said ... never done that before." I told her.

"I want to be your first then."

she kissed me then said...

"you'll love it ... ... Continue»
Posted by radec_24 3 years ago  |  Categories: First Time, Shemales, Taboo  |  Views: 1130  |  
96%
  |  3

My First Time With a Guy - True Story

... some point I decided to watching some gay, tranny and bi porn online out of curiosity. I ... . I invited him over since it was his first time and not interested in anal. I was ... the hole. I went down on him. It was my first time, so I didn't really know what I was ... ... Continue»
Posted by chuckdiesel2 1 year ago  |  Categories: First Time, Gay Male, Masturbation  |  Views: 12836  |  
95%
  |  104

My sister, my first, the tranny

... of the dildo against the entrance to my ass. It didn't go in at first, but I pushed again, and slowly the expanding ... a cocksucker I thought to myself as I swallowed my first cum load.

She withdrew her cock from my mouth and moved behind me. Then I felt ... ... Continue»
Posted by 6270daniel 11 months ago  |  Categories: First Time, Shemales, Taboo  |  Views: 11230  |  
97%
  |  13

My first piss experience

... a busty ass) and wanted to share my first best experience. I was home the whole ... i saw a tranny with saggy tits and a big cock sucking cock. Suddenly my cock started to get ... which was really warm and smell it. My first reaction after smelling ,"WTF" and he ... ... Continue»
Posted by johncool21 8 months ago  |  Categories: Fetish, First Time  |  Views: 4425  |  
59%
  |  1

My first time with a guy

... , but found myself drawn to gay and tranny porn (still do). The thought of that first time, with all of the fear ... that I've felt. I like to think I'm pretty big (see my first album), but he was soo much thicker.

We started undressing ... ... Continue»
Posted by waaterboy112 1 year ago  |  Categories: Gay Male  |  Views: 5745  |  
100%
  |  21

My first time-an unexpected pleasure

... and sucking sweet pussies to shemales and crossdressers. I had seen my first shemale photo spread a couple years before in an issue of ... ass, it was not the last time I played with a shemale/tranny/crossdresser. Thanks for reading this and allowing me to tell ... ... Continue»
Posted by Blackpapi65 6 months ago  |  Categories: Anal, First Time, Shemales  |  Views: 3933  |  
100%
  |  8

My first CD

... . This story is about me and my first encounter with CD and then my first encounter with a real tranny. I was constantly looking at shemale ... in and she said to drop my pants so i took everything off except my t shirt and my long black socks. When she kissed ... ... Continue»
Posted by goldenstarboy 2 years ago  |  Categories: Shemales  |  Views: 999  |  
79%
  |  3

Finally, My First Tranny!!!

... same time. With her cum in my mouth and my cum in hers we kissed swapping ... suck my own cum off of her cock. It was really wild. These were the first time ... I have ever eaten cum. I bacame so fucking horney again and gave her a rubber. I got on my ... ... Continue»
Posted by adw276 3 years ago  |  Categories: Anal, First Time, Shemales  |  Views: 2932  |  
96%
  |  12

My first experience of older men in panties and st

... and maybe a bit more but weren't into the whole tranny scene. The instructions were clear that guests could change at ... look away uncomfortably.

What may be revealed after I get my first discreet package delivered? Of course it will be brought to ... ... Continue»
Posted by smallfurrycreature 1 year ago  |  Categories: First Time, Mature  |  Views: 1389  |  
100%
  |  19