Crossdressing leads to first homosexual experience - Sex Stories

Crossdressing leads to first homosexual experience

... store in the background. I drive back to the same spot on the abandoned road to change before heading home. I'm shocked to see the guy who I saw me earlier was still there. I pass him and pull off further down the road around the curve out of sight of him but waited to get out of the car. I waited 2 or 3 minute until I was sure he wouldn't follow. Just when I was about to get out of the car, I saw him coming around the bend in the road. I had suspected it earlier but now I was sure he was looking for a hookup. I drove off before he reached me and found a different place to change. I thought about what happened while I drove home. I remembered years ago how my Mistress wanted to f***e me to suck a cock and maybe even fucked in the ass by a guy with a big dick. She was preparing me with dildos and butt plugs but the relationship ended before we got that far. I'm still bi-curious but would need a very dominate man to make me his bitch. To f***e me to suck his massive cock and bend me over, rip off my panties and mercilessly fuck my ass until I can't walk straight for a week. So today (Monday) I decided to follow the same routine as yesterday. I went to the same Walmart and bought more panties (a sissy can't have too many pairs of panties) and another dress. My first three dresses were full length but this one is a cute, short little sundress. I also bought some condoms. I drove to my second changing spot I used the day before and changed. I drove back to the original spot. I ...

... knew the old man probably wouldn't be there and even if he was, I probably wouldn't go through with it. I was surprised to see the same car in the same spot. I drove past and around the curve until he was out of sight and pulled off. He followed. This time I didn't drive away. We both got out of our cars and talked for a bit. I told him I never did anything like this before and was very submissive, as if the dress didn't already tell him that. I explained that I was not gay but was curious. The man was much older than me but if he was dominate enough, that was OK with me. He said he could be dominate with the right person. I told him I needed someone to dominate me. He reached under my dress and started fondling my cock and balls. He asked if anything goes? I told him as long as he used a condom if there is penetration. He agreed so we walked into the woods away from the road. I was really getting hard as I looked for a fallen tree he could bend me over after I was f***ed to suck his cock. I was severely disappointed when all he wanted to do was suck my cock. He wasn't being dominant at all. I let him suck my cock but I told him I would not be able to cum without him being dominate. He asked how I liked to be dominated. I explained how I like to be humiliated and I explained about my former Mistress and how she was preparing me for f***ed bi. He didn't seem to understand me at all. He didn't even seem know what the terms Femdom or BDSM meant. I told him I was sorry but if he ...