1625 - Janine is a Submissive, Sissy Crossdresser Who Hooks Up With Guys Behind His Wife’s Back

Strictly Anonymous Confessions · Oct 16, 2026 · 1h 10m

Janine is a submissive, sissy crossdresser who hooks up with men behind his wife's back, and he called in to talk all about it. Tune in to hear all the details including when he first started wearing heels and then feminine clothing, how hiding his crossdressing turned it into a kink, his lifelong struggle between his male and female sides, how he discovered his submissive sissy side and what went down at his first trans club, the first guy he hooked up with and what went down, how he met his wife and eventually told her about his female alter ego, how she reacted when she first saw him…