I'm a 24 year old woman. A man in my social circle, who is probably at least 17 years older than me, and maybe even more (could be anywhere from 42 to 47) seems to be interested in me. I'm confused, and not sure what to do. Advice, please? [more inside]
posted by anonymous on Jun 8, 2009 - 30 answers

Dead ex, fifteen year age difference, with jazzy tunes in the background.. help? (aka- do I dump my boyfriend?) [more inside]
posted by pintapicasso on May 31, 2009 - 26 answers

What are the social norms and/or taboos regarding a single 44 year old women approaching men who are slightly more than half her age? [more inside]
posted by anonymous on Mar 4, 2008 - 13 answers

I think my professor is hitting on me, what should I do? Does anyone have any advice? [more inside]
posted by anonymous on Sep 16, 2006 - 49 answers

So I've been/was dating this 'older' man and I think he's copping out. Do I make one last effort? (long explanation inside) [more inside]
posted by anonymous on Sep 7, 2006 - 26 answers

A friend of mine who is 19 is dating a 16 year old girl. He is getting a lot of negative comments about him and keeps trying to confide in me. I think if the chemistry is there and they are cool with it why not. Any opinions?
posted by isopropyl on May 23, 2006 - 47 answers

Two friends agreeing to marry each other if they are single by a certain age: does this really happen in real life? [more inside]
posted by divabat on May 20, 2006 - 47 answers

Advice on dating someone significantly younger. [more inside]
posted by nebulawindphone on Feb 23, 2005 - 41 answers