The New Year is approaching and I need some guidance on how to move forward with my life. [more inside]
posted by anonymous on Dec 26, 2009 - 9 answers

I've been in a long-distance relationship for five years, we'll call him "M." It is a damn challenge. During those five years, M and I have gone back and forth between an open relationship, not a relationship, and a long-distance relationship. We've both dated other people, but never gotten serious about anyone else. I just started dating someone, "J." Do I need to tell J about M? And should I even be dating other people? [more inside]
posted by ajarbaday on Dec 13, 2009 - 18 answers

How do I tell my friend the truth in a way that she can hear it, then take what she can from it and do what feels right to her? [more inside]
posted by Hydrofiend on Nov 29, 2009 - 29 answers

I haven't had a crush since I was 14 and now I have a HUGE one. I have never had to be the pursuer before, but now I think I need to be. AskMeFi, teach me to flirt and pursue while still keeping me cool!! [more inside]
posted by SkylitDrawl on Nov 16, 2009 - 19 answers

Ambiguous date requests. [more inside]
posted by anonymous on Sep 10, 2009 - 25 answers

I was rejected pretty kindly, we are being friends, and we're hanging out an awful, awful lot. Please help me get some perspective. [more inside]
posted by anonymous on Jun 6, 2009 - 10 answers

I'm in love with my friend. I'm going to tell him, but not for a few months. A) What do I do in the meantime? B) Any dos/don'ts for when I tell him? C) How do I both hope for the best and keep my expectations in check so I don't get hurt if he's not interested? D) Any way I can feel him out for signs of interest? [more inside]
posted by anonymous on Apr 1, 2009 - 42 answers

I am looking for opinions on my lifestyle of multiple casual relationships.. Is it healthy to be inherently against a committed relationship because you enjoy the company of new people quite frequently? [more inside]
posted by Macallister Vagabond on Jan 19, 2009 - 29 answers

Since the beginning of the year, I've begun binge drinking in social situations to loosen up. What can I do that will help me get over my anxieties and not have to depend on a bottle to make me talkative and fun? [more inside]
posted by anonymous on Jan 12, 2009 - 21 answers

We've been friends for several years. Over time, all signs pointed to his having feelings for me. I just asked him out. He said no. But I have lots of evidence that he fancies me. Could this be because of our 14-year age difference? [more inside]
posted by anonymous on Dec 14, 2008 - 30 answers

Posted a question here about my situation as it stood about 9 months ago and got some good feedback. My question now relates in some way to my previous question and how the situation has evolved. [more inside]
posted by DuckGirl on Sep 8, 2008 - 12 answers

Meeting and making friends from online dating sites? [more inside]
posted by anonymous on Aug 26, 2007 - 14 answers

I'm soon to be 22, and I've never had a relationship... I seem to very consistently turn all my dates and potential girlfriends into girl friends and my therapist, family and friends seem to be running out of ideas. Any suggestions? Of course, complications and some potentially funny stories inside. [more inside]
posted by StrikeTheViol on Jul 7, 2007 - 43 answers

Next Day filter: Went out with a friend last night, turned into a sort of date. Do I call today, and what should I say? Of course, the situation is more complicated... [more inside]
posted by papakwanz on Apr 22, 2007 - 14 answers

I keep my friends "separate" from each other. [more inside]
posted by anonymous on Dec 3, 2006 - 10 answers

I seem to be stuck in a middle age range/income category that is making it difficult for me to find a new group of people to hang with/date in NYC (more inside)... [more inside]
posted by sweetkid on Jul 9, 2006 - 25 answers