Interesting...
Speaking only about ages 18-32, I thought the second place winner was really bland, typical, and boring. It almost looks like 70% of the male profiles you'll find on OkCupid. Pretty surprised it won -- maybe I should have entered this contest. =)
The first place winner was definitely witty, which I think is important, but from the very beginning you could tell that his profile was just going to be one big joke and not really maintain any seriousness throughout. These kinds of profiles are also all over dating websites, and I believe the best profile I ever used had a very nice blend of witty banter intermixed with actual goals and life aspirations (that appeal to the emotional aspect of a woman, not just her logical aspect).
Some blend of #1 and #3 would probably be closest to what my profile looked like, although I believe the first one needs a bit more about the guy so that the girl doesn't think the entire thing is just a joke, while the third one could use a little more wit to spice it up.
This is just my take!
EDIT: I didn't discuss it too much, the third place person does a good job of describing what he wants out of a women with lines like these:
I enjoy listening and discovering the most interesting things in others lives… Why? I find superficial conversation rather boring… Don’t you?
I find women who can adapt to any situation to be very attractive – whether it’s a classy evening out, a day exploring the outdoors or a silly night kicking back on the couch eating pizza.
A few sentences like this (in between wit) are really key to letting a girl know that you are not only taking this at least somewhat seriously (unlike the first place winner), but you are also looking to screen out women who will waste your time. The ironic part is, this WON'T actually screen out any women, but the fact that it LOOKS like you're screening out women is attractive to the women who read it because they think to themselves, "well, here's a guy with some standards! I like that. He obviously isn't here to just scrape up any woman who messages him." And you're much more likely to have them reply. =)
- Franco