Hahaha! Great posts!
Here's my little problem. I don't ask, "Does this make me look fat?" When I'm nervous about dressing up for something, I show him two earrings or two pairs of shoes and ask, "Which looks better?" or "Which one should I wear?" He gets frustrated and says he's a guy and doesn't know and whatever I pick will look good. Honestly, I know this, but the questions come from my insecurities about the situation I'm going into.
Oh well, more to work on to make myself a better person, and to quote GI Joe, "Knowing is half the battle." Hehe. I'm such a nerd.