Fading... - Sex Stories

Fading...

... when I was sixteen and had been organized by my cousin's family, they lived in the same town as we did, but far enough away that they went to different schools and had different friends. My cousin Shelly had convinced me to go dressed as a girl, she said that I'd have to beat the women off of me, and that they'd admire the courage it would take to do that. I would have preferred to go as something else, but she sold me on the idea in the hope that I may actually meet someone. I agreed and actually had a good time, while I didn't fool anyone, that wasn't my intention, besides how many teenage women do you know that are 5'10"? I just figured it would be worth it if one of those women Shelly had talked about found themselves suitably impressed enough to get to know me a bit, and maybe see where things might lead. The outfit was simple: a red dress that went to my knees, basic pantyhose, a wig from a thrift store and two water balloons tucked into a cheap bra from walmart.

In this dream, the house was my cousins, but everyone there was older, including myself. The only portion of the dream that remained in my memory was going to the bathroom, lifting up my dress, and sliding a pair of purple panties down my legs, and then sitting on the toilet to pee.

Oh, and for the record, while I chatted with several women at the actual party, it never went past 'Wow, you're brave.' and I suppose it was my fault that I just didn't have the courage to try to follow up, and ask any of the ...

... women there for their number.

~

School was uneventful, and then afterward I drove to work where I tried not to stare at women that were miles out of the league of the guys they were with. Before you ask, I wasn't holding out for the perfect woman, I'd talked with, and asked out women that weren't particularly attractive, or even had great personalities. I counted the day as one less to wait till my new life began at college, and it went on like that for almost another week.

Once again, a similar dream yanked me from my slumber. As before, I was older, still wearing the same dress but this time, I was in an unknown bedroom, and I'd pulled the dress over my head and looked down at two fantastic breasts that were held by a purple bra, which matched the panties I wore. It wasn't me from the party, this version of me had female breasts.

I lay there and tried to recall more, but it felt like the more I tried, the faster the dream faded.

It happened again a few days later, but this time, I was in a shower rubbing a clitoris that I didn't have, and holding myself upright with the shower curtain. When I woke from that dream I had a raging erection and I played it all back in my head as I tried to recall what it felt like, and what my fingers felt as the female-me had rubbed herself.

I didn't want to become a woman, I wanted to have a relationship with one, which I desperately wanted to include sexual activity with. I hated that the dreams would fade, but that was how ...