Size A A A

Nicole comes out

In the early days of chatting online, so many years ago now, I used to chat a lot in various kinds of sexually themed chatrooms. More often than not I chatted under a female screenname. I’ve always had a very strong feminine side and I was good enough to get away with it. Under the various female names I used I chatted with men and women alike. Usually it was just straight up cybersex but on a few occasions I engaged in long erotic role-plays that could go on for weeks.
There was one woman in particular that I really got it on with. We role-played that we were long-distance girlfriends and “the sex” was awesome. After we had chatted for about a month it almost felt like a real relationship and that lead to her wanting to meet for real. Needless to say that was not an option for me since well … my cock was a little too big for me to pull it off without telling her I’d just been pretending to be a girl. I panicked and there was a brief moment when I actually thought about coming clean and hope she still wanted to meet up. In the end I just blocked her from my messenger.
After that incident I decided it would perhaps be better to be up front about being a guy wanting to role-play as a girl. To my surprise there were a lot more people online willing to accept that premise and I even got asked to have phonesex while playing a girl. One of the best phone sessions I had was with a girl who wanted to play a guy to my girl. It was totally hot when she talked about showing her big cock into my tight cunt. We ended up calling each other a few more times before it faded out.
It was also about this time that I started to dress up as a girl when I went online to play, at first just casually, a pair of panties, stuffed bra and maybe stockings too. Then I met this guy who totally bought the concept. We started chatting via messenger and kept a nice long-term online relationship going with me playing his neighbour’s daughter Nicole. Whether she existed for real or not I have no idea bit it quickly evolved into so much more than just sex and slowly I started to build up a whole backstory for myself, partly based on my own life partly made up. I invented boyfriends that I told him about, even the occasional girl I had a crush on. I had issues with mum and dad that I vented to him. It became very intimate even if it was largely fiction.

Comments (3)
Last commented videos / Trending video comments / Most commented videos
Advertisment