Aside from the "dead ender" stuff (things so bad you could never live with this person), I can't stand when a woman asks me for my opinion knowing full well she won't like it. Case in point.
"which dress do you think I should wear?"
"You know I hate this game, why don't you ask which dress I hate the most so you can just pick that one. You'll look beautiful no matter what you choose and you'll never pick what I recomend anyway. "
"No, I'm serious. Tell me which one you like. Theres only three. Which one do you like the most."
"Are you sure about this, you really care what my opinion is?"
"Of course I do, otherwise I wouldn't ask you"
"I like the red one. It sets off your hair and everything, its dead sexy."
"oh, wait what about this one" (goes to get another dress, comes back with two, then demands my attention again because my opinion is sooo very important)
"I still like the red one the best. If you don't want to wear it, the silver one would look good as well."
"I'm not sure, what about this green one"
"I think that would look fantastic.. on my grandmother" (then immediately feel chagrined because this is not funny, its serious, we need to leave soon and she needs my help. She tells me this with her eyes. She also tells me she will remember this for at least a week)
"You're going to look beautiful no matter what dress you wear (it was worth a shot, but shes still going to remember). If you don't like the first two I mentioned, wear the black dress. Its classy, beautiful, you'll look great."
...
skip to the end. She wears none of the dresses I picked. She still looks beautiful and still doesn't feel the least bit fazed that she chose to wear the one dress that I didn't mention. I've tried picking them in reverse from dresses to lamps to colors to freaking food in the grocery store. It doesn't seem to matter. Its always the last thing I would pick. Of course, we divorced (unrelated reasons), so its some other poor fools problem now.