The second guy ever to take me, his first ti[M]e having a [T]-girl.

My first sexual experience with a man happened relatively recently, over the holidays. I gave full details about it a couple of months ago in my [first posts to this sub](https://www.reddit.com/r/gonewildstories/comments/3zxoal/got_fucked_for_the_first_time_over_the_holidays/). I took a long time building up to it, but reached a point where I knew I had to take the plunge and just hook up with a guy. It was an amazing night, and I saw him twice afterward, but he was married. Things got complicated, and he decided to break it off with me.

Back then, I was in full girl-mode around my house and with close friends, but for the most part, my public appearance was more genderqueer. Recently, I’ve become a lot more confident and am now a full-time girl. This wasn’t as big of a leap as it probably sounds–everyone in my life has known, for a couple of years, that I’ve been in the process of transition. I was just more comfortable experimenting privately with my look before going fully public. Still, the reactions have been interesting, with some friends being more accepting than others.

Got fucked for the first [T]ime over the holidays. He’s [M]arried, and it was his first time with a T. [Part II]

First, even if you've already read part I of my story, I recommend reading it again. Not only to get back into the moment, but I've edited it with some additional details, so if you enjoyed reading it the first time, I'm absolutely sure you will again. :)

Additionally, I recommend a few good drinks while you do this, to recreate the intoxicated feelings that were rushing over me the whole night!

So, let's set the stage!

He's leading me by the hand back to the bedroom, and my heart is racing because I know what's next. Not only is my heart thundering, but my tight butt is squeezing its plug for dear life, and just quivering in a hot lust tinged with sweet fear! I'm walking back there thinking that I'm going into that room a sissy who has had lots of fantasies, but I'll be leaving it, a truly slutty girl. The way he was squeezing my hand and leading me along left no doubts about it, and the feeling of my skirt riding up and my pussy throbbing around my plug had me feeling incredibly feminine and submissive.

Got fucked for the first [T]ime over the holidays. He’s [M]arried, and it was his first time with a T. [Part I]

So in the past I've done a lot of playing with toys and chatting and flirting with men online, but never had quite built up the courage to take the dive into a real life experience. I had a lot of alone time over the holidays and kept thinking about what it would be like to be with a man–really be with a man. If I wasn't toying my ass, I was wearing a butt plug, and I was always thinking about cock, about finally being fucked. A few weeks ago, I finally reached the point where I couldn't take it anymore, and knew I just had to go through with it.

I got all dolled up, and posted an ad on Craigslist along with a few pictures. I showed off my smooth, slender body, my silky, toned legs, and my round, milky-white, girly butt. In my ad, I basically said I was looking for my first experience with the right kind of guy. That I wanted someone who knew what they wanted and would treat me like a girl.

Got fucked for the first time over the holidays. He’s married, it was his first time (with a T) too! [T] [M]

So in the past I've done a lot of playing with toys and chatting and flirting with men online, but never had quite built up the courage to take the dive into a real life experience. I had a lot of alone time over the holidays and kept thinking about what it would like to be with a man–really be with a man. If I wasn't toying my ass, I was wearing a butt plug, and I was always thinking about cock, about finally being fucked. A few weeks ago, I finally reached the point where I couldn't take it anymore, and knew I just had to go through with it.

I got all dolled up, and posted an ad on Craigslist along with a few pictures. I showed off my smooth, slender body, my silky, toned legs, and my round, milky-white, girly butt. In my ad, I basically said I was looking for my first experience with the right kind of guy. That I wanted someone who knew what they wanted and would treat me like a girl.