Sort By
Search results
First Time In Gay Bar Dressed Up

First time dressing up

... the vibrator and put the dress and everything else back in her room.

After that day any time i dressed up i ... everything in the room back to the way it was. At least once a week i would dress up in different ... clothes, but the time after this was when i really discovered how fun it was to cross dress.

After... Continue»
Posted by Badassgirl123 1 year ago  |  Categories: First Time, Masturbation, Shemales  |  
  |  15

My First Gay Bar

... I recently visited a gay bar in my area for the first time. I was a little nervous as its location ... myself. Being it was my first time, I wasn't really there to try and 'hit' or pick up anyone ... wasn't exactly in the best part of town and that I wasn't sure if it was actually a gay bar or just... Continue»
Posted by ghostdawgg62 1 year ago  |  Categories: First Time, Gay Male  |  
  |  5

First time going gay

... enjoyed our time together. I was one of the quieter members of the gang though I wasn't shy. I dated ... to my head.

Women seemed to want my company and I was always getting set up on dates. I took ... does have a gay scene, but I could never bring myself to go to it. The stigma would just be too... Continue»
Posted by Hassanx23 6 months ago  |  Categories: First Time, Gay Male, Mature  |  

My first time gay anal

... lay on the sofa watching the other man fuck and got dressed and left some time later. This was the first time I had gay anal
... and zipped up and got out of the bathroom. I walked back over to my seat at the bar.

I then could ... see that the bartender was kissing a man then it hit me I was in a gay bar. I just had a good Laugh... Continue»
Posted by adel5000 4 years ago  |  Categories: Anal, Gay Male  |  
  |  8

My First Gay Time - With Neighbour

... I am not an author and do not claim to be, however i was told that my first time was a horny story ... at the same time. I moved my hand down to his smooth balls and back up to his shaft. I looked up ... to the hilt. This was the first time anyone had even touched my cock and it was enough to send me over... Continue»
Posted by whitleybaylad 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
  |  33

First time dressing

... % of Transvestites.
My fetish started when I was an adult in my 50s. I dressed for the first time when I met ... . Transvestite dresses for two different reasons. First reason was to seek to intensify sexual ... with a gender identity problem. I dressed for the first reason.
In many surveys and research it had been... Continue»
Posted by cindyusa58 8 months ago  |  Categories: Anal, First Time  |  

First time dressed as a woman

... dick. I've been dressing up on and off since I was a p*****n, starting with my mother's lingerie ... on by CD's, TS's and TV's and frequenting the cross-dressing forums and chat rooms. I began building up ... seamed black stockings.

It was about this time that I got up the nerve to respond to a Craig's list... Continue»
Posted by kevinj631 1 year ago  |  Categories: Fetish, Gay Male, Shemales  |  
  |  15

First time dressed in a club Pt # 1

... I had been wanting to go out to a club dressed for sometime but was having a hard time deciding ... to do it, up to this point I had been only dressing in my apartment and for my friend Bill who live ... .
Looking at myself all dressed up with my wig and make up on I thought I didn't make a bad looking... Continue»
Posted by MonicaBond 1 year ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
  |  10

My first time dressed as a girl part 2

... My First Time Dressed as a Girl, pt 2
(The events of this story are true and reflect what happened ... thirty years ago the first time I went all out and dressed as a female. The conversations in it may ... by Bobbi dressed like this. It’s kind of my first time.” I was a little nervous, given the way he eyed... Continue»
Posted by sbobbi66 1 year ago  |  Categories: Lesbian Sex, Sex Humor  |  
  |  6

My first gay experience - leather bar

... had a leather tie). Showed up at the bar. I eyed him for a second but he was pushing close to 300lbs ... up with a few guys that I met online but never felt comfortable doing anything with them, never got ... turned on enough to try so I generally didn't bother. The desire to have gay sex kept gnawing at me... Continue»
Posted by bad4u102 2 years ago  |  Categories: Fetish, First Time, Gay Male  |  
  |  3

My first time dressed as a girl (A True Story) The

... My first time dressed as a girl (This is a true story, the conversations in it are only as accurate ... threatened to go out to the bar without me if I didn’t play along.
Soon Michelle had me dressed up ... it was relevant. “I’m sure if we dressed you up right you could pass for her. You’re both about the same... Continue»
Posted by sbobbi66 1 year ago  |  Categories: Lesbian Sex, Sex Humor  |  
  |  7

First time at Aarows Gay sex club

... ! It was AWESOME!

Everyone dissipated and I calmed down got cleaned up and dressed and decided to have ... plopped in and slowly did the rest of his shaft. What a feeling! This was the first time for me so he ... I had been searching craigslist and a couple other sites just to meet up with someone and have some... Continue»
Posted by patty2323 1 year ago  |  Categories: Gay Male  |  
  |  3

Gay First Time; whit black/puerto rican

... his room was fckn messy.
He tells me this shyt bout the first time he saw me he thought i ... tld him haha u gay nigga.I was sitting in his little chair whit ma legs on the bed.He jumps up ... the bed nd starts feeling on my legs goin up then he saids ,"thiss is gay".I knew he playn nd shyt so i... Continue»
Posted by yo-jo713 4 years ago  |  Categories: Anal, First Time, Gay Male  |  
  |  6

My First Time With Two Gay Guys

... did just not show up for long periods of time, especially mid-week in the hot time of the year. My ... back toward the bar. Jenny looked like she needed someone to talk to.

I slid up on to one ... the head up and down my slit, stopping to rub my clit from time to time. I could feel my pussy... Continue»
Posted by adel5000 4 years ago  |  Categories: Anal, Hardcore  |  
  |  3

My First Time Dressed as a Girl (PT 2) (Aftermath)

... , a little shocked at the words coming out of my mouth. Last night was the first time I had ever dressed up ... My First Time Dressed as a Girl,(PT 2) Aftermath
Hi Reposting an account of how I got started ... the first time I went all out and dressed as a female. The conversations in it may not be completely... Continue»
Posted by sbobbi66 8 months ago  |  Categories: First Time, Group Sex, Shemales  |  
  |  5

First time dressing up: Part 2

... of time to prefect doing my make up, hair and shaving my legs. One night when my f****y WAS home i ... half of my face. The same time i came i squeezed the fake balls and shot more of my Dad's cum up ... Dressing in my s****rs clothes became a regular thing after about 2 months of doing it, I would use... Continue»
Posted by Badassgirl123 1 year ago  |  Categories: Masturbation, Taboo, Shemales  |  
  |  12

my first time dressing

... for the first time with another mans cock.He directed it into my mouth and I remember starting ... was supposed to do.I never thought in my life up to that point to ever wear something like that.I ... it on it will be fine so get dressed and come out here.I sat there nervously for several more minutes and finally... Continue»
Posted by cdlover19 1 month ago  |  Categories: Fetish, First Time  |  
  |  4

First time with cousin (Gay)

... Being that this is my first story.. A true one at that, that happened years ago I'd love ... experienced my first orgasm. I spewed white cum all over my bed and was confused as to what ... but not a lot, I picked the pace up and before long, I was slapping against him and watched his big fat... Continue»
Posted by Jeemmmmmm_x 4 years ago  |  Categories: First Time, Gay Male, Taboo  |  
  |  9

First time dressing and having sex

... pads online. I started watching online tutorials about makeup. One night I got up the courage to dress ... a woman. This idea of cross dressing began to haunt me. I began ordering fake breasts and hip and ass ... up and go out. I put on my pads, did my hair and makeup and slid into my jumpsuit. I was obviously... Continue»
Posted by dunlopblacks 2 years ago  |  Categories: Anal, First Time, Shemales  |  
  |  3

First Gay Time With Older Man And Bondage

... to do it for the first time.
I waited and then the door opened.

The man walked in still wearing ... I was still a virgin and wanted to have sex for a long time.
Since i was bi-sexual i would love ... a few days i came in contact with a man. He was really nice to me and told me he was gay so i would... Continue»
Posted by TSRMA 3 years ago  |  Categories: BDSM, First Time, Gay Male  |  
  |  2