Updated 2026-09-03

Trying My Luck With a 30 Year Old Crossdressing Playboy

Story by Chinzurina Art by Chinzurina

Hayato is trying to pick up Megumu, his favorite femboy from a male crossdressing bar. Somehow he scores a date, but as they said "never meet your idols". When he's not working, Megumu turns out to be an average middle aged man on the inside (despite still looking like a femboy). Despite his initial disappointment, being close in age and sharing interests, Hayato and Megumu hit it off and end up in a hotel together...