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Description
Jim experiments with mother's clothing, jewellery, and makeup:

I reached the vanity without breaking an ankle then smoothed out my skirt as I'd watched girls at school do before sitting down. My reflection in the vanity mirror was pretty good, I looked a lot like Cindy might look in this dress without makeup on, but that wasn't good enough for me. I wanted to be the pretty sister and in front of me were the tools I would need to complete my journey from plain to pretty. I just hoped I could master them without anyone discovering what I was doing, I wanted to surprise mom with a daughter who was pretty and feminine, a poised and confident young woman!

Inspired by "The Tomboy Tapes" by Karen Elizabeth L.

Description
Jim experiments with mother's clothing, jewellery, and makeup:

I reached the vanity without breaking an ankle then smoothed out my skirt as I'd watched girls at school do before sitting down. My reflection in the vanity mirror was pretty good, I looked a lot like Cindy might look in this dress without makeup on, but that wasn't good enough for me. I wanted to be the pretty sister and in front of me were the tools I would need to complete my journey from plain to pretty. I just hoped I could master them without anyone discovering what I was doing, I wanted to surprise mom with a daughter who was pretty and feminine, a poised and confident young woman!

Inspired by "The Tomboy Tapes" by Karen Elizabeth L.