I Didn’t Know I was a Sissy: First Time Feminization

This is a first time feminization, Male Dom on male sub, crossdressing sissy fantasy.

Aaron is talked into going on a blind date by his cousin Brittany, but there’s a catch. He’ll be going on this date in her place, which means she’ll have to feminize him. It is made clear to Aaron that Brad, the guy Brittany will be dating, must fall for her. Aaron’s behavior and actions must lead to securing Brad’s attraction to Brittany.

Brittany has her own reason for why she won’t be going on this date and Aaron has his reason for accepting such a ridiculous proposal. To him, he’s only temporarily impersonating his cousin until he gets what he wants from her. However, Brad is a stud who has a way with the ladies and Aaron finds himself having too much fun while playing the role of a woman.