Size A A A

My first sexual experience with a man

My first time having sex with a man, learning to be a girl that I felt inside. I was 20 years old, just moved to the UK, with my wife at the time as I was stationed at one of the bases there. I had been dressing up and wearing panties and stockings and bras mostly up till that time. I had a couple of dresses, maybe 1 pair of heels and like no makeup. Hair was short, and no wigs. At the time i didn’t know what i liked or wanted, all i know is i felt different inside. I wanted to be a girl, dress like, feel like, treated like a girl. Up till the age of 20 it was a couple of girlfriends then my wife, who I opened up to about my feminine side and we fooled around with me dressing up in bed. It was just a few times me wearing stockings to bed, to eventually it was almost every time we had sex i was wearing stockings and started shaving all the time.

That's the backstory in a nutshell, and I’ve been living in the UK for 6 months now. I have a feel for the place and settling in. Since found a few lovely shops that sold beautiful lingerie, and found books and magazines that had transgender related subjects. I believe it was towards the beginning of chat rooms and found transgender groups on line. As I created a profile and entered a chat room, it wasn’t long before a man was messaging me. We agreed to meet as there wasn’t much we can do about exchanging photos, so we met up at his place of work during the day. I don’t know what he did for work, all i know is that he had a lab or classroom, and he was alone. And i showed up in my guy clothes as i wasn’t brave enough to dress up during the day. Too nervous.

We sat and talked and he seemed nice, asking alot of insightful questions, like how long have you been feeling this way? How long have you been dressing? Have i ever been with a man before? I soon felt myself at ease around him and he asked if i wanted to give him a blow job. I said sure and he proceeded to lock the door and take me back into what might have been a dark room or something, i got down on my knees and he unzipped his pants which fell to the floor.

Comments (4)
Last commented videos / Trending video comments / Most commented videos
Advertisment