The Story of Stephanie (Chapter 3)

Cum all over me and a big dildo in my ass. Then, it hit me! What the fuck have I just done? I panicked a bit. I got up, took the dildo out, took off all my lingerie and ran into the shower. I felt dirty. My asshole was all greasy from the lube. I didn't like this feeling. I got out the shower and went in to my bedroom. I just sat there staring into space. Why am I doing this? What is wrong with me? I'm not gay. But there I was at the time, fucking myself with a big dildo, dressed in women's lingerie and fantasising about a man fucking me! I'm a weirdo! No one must ever know about me! I got up, put my stuff in a bag, and threw it under the bed. I went to sleep that night telling myself I can't do this again.

The next day, I couldn't get it out of my head. Back and forth, I was telling myself it was wrong, but also telling myself it was amazing. But that night I decided not to try it again. After all, my ass was still sore from the night before. A few nights later, I went online. I was chatting to the man I'd been chatting to a few times in the weeks previous. I told him I'd bought the dildo. He wanted to see it. He seemed to get quite excited about it. He asked me to use it. So I did. Taking instructions from this man, imagining it was him inside me. Again, another unbelievable orgasm! I could get used to this. Now I was hooked. I was online every night. Showing off on cam to random strangers. I was also starting to build my wardrobe. More stockings, more basques, thongs, dresses. I even bought myself my first pair of heels. Stephanie was in full flow! But I still wasn't completely satisfied. I wanted to look better. I wanted to feel more feminine when I was dressed.

I wasn't a overly hairy guy, but I knew if I wanted to feel the full effects of my dressing and to feel feminine, I had to be smooth all over. So one night, I went for it. I was single so had no girlfriend to hide it from. I wasn't really sporty so it's not like any of my friends would see my legs.