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1999
1999 was similar to the previous year in that I still kept harboring my trans feelings, but I was so busy with the rest of
my life that I couldn't indulge my desires all that often. In September, I started dating a girl whom I fell completely in
love with, and because she was bisexual, I wondered if maybe she could accept the Rebecca side of me if I revealed it to her.
When Halloween came around, I decided to do the cheerleader costume again in an attempt to expose my girl self to her. This
only met with moderate success; while she seemed okay with it as a joke that night, she became more uncomfortable later in
our relationship after I admitted to her that I was a crossdresser (her term, not mine). Whether that was a determining factor
in why we broke up the following year, well, I can't say for sure, but I have a hard time believing that it wasn't. Still,
all of that didn't change the fact that from time to time, I still felt the need to be a pretty girl.
Although the pictures (of which there were many more
taken) don't show it, there were four other people (including the said girlfriend) with me that night. I've chosen to crop
or omit the photos that show them for reasons of privacy.
And as I've said, there were plenty of other times that I dressed up this year, and if I can, I'll post pictures of that
in the future.
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