Dominate a crossdressing sissy (Looking for F character)

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The plan for this game is simple:

A girl with a dominating streak finds out her coworker has a little something for female clothing, and decides she could use some fun with the "girl"...

Sex heavy, containing teasing, humiliation, maybe a little bondage. I'd love my character to be reluctant to do this at first (maybe he never actually crossdressed before, just dreamed of it) so your character might need to push him a bit...