>>4849I wouldn't call it an obsession, just a minor fetish, but I pretty much feel the same way OP. The reluctance/embarrassment aspect is also a necessary component for me to enjoy feminization.
I think it stems from one of my earliest sexually-charged experiences. I was in a mixed group of guys and girls, drinking, and playing strip-Super-Smash-Bros. But even though the guys had started drinking earlier than us, and with a large handicap of extra lives for the girls, it still seemed unfair; since the girls didn't really wanna see the guys naked as much as visa-versa. So Anonette (whose house we were at) had the bright idea that the guys would also have to put on some of her more feminine clothing, once they had nothing else to strip off.
Maybe it's just a coincidence, and even without that experience, I still would have developed this fetish. Maybe through reading gender-bending manga, or maybe I was born with this predilection. But I still like to blame Anonette's bright idea for giving me this fetish. My one consolation is that she was punished; a bunch of her clothes got stretched-out and ruined by the guys' wide frames.
