1310 - Sissy Madeline is a Gender Fluid Crossdresser who Hooks up with Men and Women

Strictly Anonymous Confessions · Dec 19, 2025 · 1h 3m

Sissy Madeline is a gender fluid crossdresser who hooks up with men and women and he called in to talk all about it. Tune in to hear all the details including when he started wearing feminine clothing, when he realized he was into guys, when he started buying clothing and what he bought, how and why he came out to people about everything he was into, how and why he now identifies as now as queer, what he went through to get to the point to accept himself, how his parents were very conservative and how and when he found out his father was gay, ahis explorations with guys when he was younger…