mabye he's watched you take a piss and liked what he saw, and just wanted to see if you might be interested. but I tried wearing panties a few times, but they kept riding up, and were uncomfortable.
don't know about you buddy, but I've worn them for years, nothing frilly or fancy, they were fruit of the loom bikini to start with, now its flirtitude boy briefs, I know of 2 people that know, but have never said anything, and I don't really care if other know, I like the way they fit.
I wore my mom's panties once. I'm a freak, I know..
I have been wearing panties on and off for about forty years now and I just love the way they make me feel, SEXY! As a teen I loved it when my older sister had her sleep over parties and her girl friends would run around the house in there T-shirts and panties. I found a pair of sis's panties on the bathroom floor one night and when I picked them up and felt how silky they were I just had to see what they would feel like sliding them up my legs and over my cock. They felt soooo good! I was hooked and have been wearing them as often as I can from that night on.
I have a feeling that there are just as many guys who wear girl's underwear then there are girls who wear guy's underwear. Personally, I like nylon boxer briefs, but I would not be inhibited to try something different if it was comfortable enough.