I can't seem to ever get to the third date. [more inside]
posted by chrisfromthelc on Sep 11, 2009 - 58 answers

Can cynical old me still find passionate love? Or should I readjust to some kind of grown-up relationship? [more inside]
posted by anonymous on Jun 14, 2009 - 8 answers

I’m concerned that I may have inadvertently gone out on a date recently. Please advise. [more inside]
posted by willie11 on Feb 23, 2009 - 34 answers

Does anyone have any experience with crazyblinddate.com, from the okcupid people? [more inside]
posted by kerfuffled on Nov 29, 2007 - 8 answers

AskingOutFilter: I've heard of a potential match from a third party.. how might I go about acquiring her contact details (or other info) in an uncreepy way? [more inside]
posted by Quarter Pincher on Feb 1, 2007 - 17 answers

I'm an still-in-the-closet (but perhaps soon to be out) gay man in his early 20s. What are the best ways to meet good-hearted, intelligent, and personable gay men in Boston (or generally), people who are interested in relationships and not just quick hookups?
posted by anonymous on Dec 8, 2005 - 17 answers

I've gone out with this girl on one date which went “ok”. And, at the time, I figured on going out with her at least once more since first dates can often be unrepresentative of other dates. [MI] [more inside]
posted by Alex Handcoding on Dec 25, 2004 - 44 answers

Baffling Things About America, #819: What is a date? [More inside.] [more inside]
posted by MiguelCardoso on May 18, 2004 - 46 answers