Mind changer into crossdresser. Barbie Bratz – FinDom Goaldigger will tell you: “Why Do Men Cross-Dress?” Cross-dressing is surprisingly prevalent among men who normally consider themselves heterosexual. The psychological development of a cross-dresser and his habits arise from natural and innocent circumstances, usually sexual repression. As soon as a man starts to notice girls, he starts to get curious about all things girly—especially the underwear. But after he realizes that to jerk off in these sexy girls' panties is even better.