Nah, never fucked anyone with a wig or anything. The ex had some sexy lingerie she liked to wear sometimes and a crotchless lacey black bodysuit that she would wear with heels, but all that was mostly for her enjoyment. I bought her an outfit that I really liked though and she had sex with me while wearing it a couple of times, which was nice, but normally I like business to occur with both participants fully undressed sans makeup.
I feel like I couldn't take the wig thing seriously. I'd pull it off or something. I guess it's the same reason I've never wanted to roleplay in bed. I just like being me and doing it with someone I love.