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Chat4fun2004
Over 90 days ago
Heteroflexible Male, 154
United States

About

On the surface a normal family guy. Up until my early 30s everything relationship wise was pretty normal. It was at that time online dating was taking off and I gave the normal sites at the time a try. I quickly realized I wasnt looking for traditional relationship, I wanted to enjoy life more before settling down. So through my adult dating site i got to chat with others and learn, eventually finding a wonderful lady online that liked being my mistress.So spent a couple years serving her as her online slut, obeying her wishes. Before we parted ways she was working me up to maybe sucking a cock since she showed me already my sub side, toy play, ice play, and got me into lingerie for the first time. One of the last things she told me was, a cock is just skin on another body part, no big deal in giving it a try.

A good deal of times passes and i eventually have more dressup clothes and toys and finally met a guy for a simple jerkoff session.

More time goes by and a lovely TG friend gave me my first full makeover to see myself as a gurl really for the first time. I was amazed and hooked on it..It allowed me to evetually take the next steps with guys. My gurl side was out and enjoying the pleasures.

However, if you know crossdressing at all, you may know that it can be a hard cycle of being really motivated with it, to feeling guilty and trying to purge all your things and return to what you knew as normal. Plenty of factors play into this and gets complicated.

So the cycle continues..ask anything you like

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