Me : Extrovert. She : Introvert. Can this relationship survive? Should it? [more inside]
posted by Sloop John B on Mar 28, 2012 - 67 answers

How do I ask for a woman's phone number in a non-creepy way? [more inside]
posted by anonymous on Dec 2, 2011 - 43 answers

You are a man and you were once shy about sex, particularly about vocalizing your wants/needs. How did you come out of your shell? [more inside]
posted by anonymous on Sep 21, 2011 - 20 answers

Can't make a move... should I just talk to her about it? [more inside]
posted by anonymous on May 19, 2010 - 46 answers

I initiated our hang-out; he enthusiastically responded. The evening started with great conversation and mutual interest-- and then the energy seemed to weirdly wane as the evening went on. To be fair, we had a grueling evening. What now? [more inside]
posted by anonymous on Sep 21, 2008 - 22 answers

I would like to be more, er, assertive in bed, but I'm too shy. How can I get past this? Is there a good self-help book on the subject? Is there anything you've personally tried that worked for you? [more inside]
posted by anonymous on Jul 16, 2008 - 19 answers

I am a 38-year-old man who has many good qualities (I hope so at least) but two drawbacks which understandably be dealbreakers for most women - I am impotent and I have a small penis (around 4 inches on the rare occasions it is erect), so even if my impotence got treated I am not sure I could satisfy a women. On the other hand, I have heard that it's possible to have satisfactory sex life with a 3 inch penis, but have no idea how that can be. So basically I am what would be a figure of ridicule for many other men, and not exactly a strong candidate to be a boyfriend for most women either. However I know some women while still heterosexual may not want a sexual partner e.g. they may be celibate for whatever reason. And there may even be women who will overlook a sex life without penetrative sex for the right person. I have just come out of a four-year relationship which had lots of affection and companionship but not strong feelings of passion and obviously no sex, but I eventually want another relationship again and believe I have a lot of love to give the right person. How can I find her? [more inside]
posted by anonymous on Mar 23, 2008 - 38 answers

Looking for a brainstorm about tips for a shy, semi-square kind of guy to make friends with locals in a cool neighbourhood. [more inside]
posted by jchgf on Jul 10, 2006 - 13 answers