Come up with creative questions
When you're meeting new people online, you answer all the same questions again and again. I've fantasized about making up an FAQ to get that sort of thing out of the way, but it seems a little antisocial. So we go through the basics with each new person: What's your real name? What do you do for work? What's your living situation? What do you do for fun? yawn
Every once in a while, someone jazzes things up by asking an offbeat question, and I love that! It indicates to me that he's creative, can get out of a rut, and he's willing to be a bit funny or goofy. I'm sure some women don't like goofy, but I'm not among them.
How many marshmallows can you fit in your mouth at once? What's the grossest thing you've ever eaten? What's the longest you've gone without sleep?
Whatever you're asking, a surprising question can shake the conversation out of the autopilot realm and back into actual, interesting interaction. This, on those rare occasions that it happens, is enough to make me sit up and take notice. I like that.

Comments
There's a more subtle reason why we ask *that* question. (And it isn't to see if YOU ask 'mini marshmellows or the regular ones?') :)
Posted by: otwisted | December 20, 2005 11:10 AM
Ha! Well, in that case, I'll have to try it so I have a ready answer ;)
Even so, though, how much cooler is it to ask how many marshmallows than to ask, "Hey, baby, can you deep-throat?"
Posted by: ClueChick | December 20, 2005 1:34 PM
The correct answer might be "I'm not so good at fitting lots of SOFT stuff in my mouth. Is that a problem?"
Posted by: sapiophile | December 21, 2005 1:31 PM
*guffaws* Nice, sapiophile. Very nice.
Posted by: GreyDuck | December 23, 2005 1:15 PM