NSFW-Filter: My new lover's penis is rather large and we have a not insignificant height difference. Also, he was a virgin up until last week. Please advise. [more inside]
posted by anonymous on Dec 10, 2009 - 13 answers

Please help me figure out how to deal with being close to a musical genius brother whose inability to get laid has led to outbursts that are traumatizing my parents and me. [more inside]
posted by anonymous on Mar 1, 2009 - 21 answers

What else could I have said in this situation? (NSFW) [more inside]
posted by anonymous on Feb 3, 2009 - 67 answers

Mid-20s guy needs first-time condom/penetrative intercourse advice. This will be NSFW. [more inside]
posted by anonymous on Nov 16, 2008 - 32 answers

Heartbroken after recently getting out of a 7 year relationship, and still a virgin. [more inside]
posted by anonymous on Sep 30, 2008 - 26 answers

So...my nineteen year old son just informed me that he is president of his college's abstinence club. I think that this is a huge mistake. How can I help my son get laid and see what he is missing? [more inside]
posted by anonymous on Sep 4, 2008 - 63 answers

Newlywed here. First-time sex question inside. [more inside]
posted by anonymous on Jun 2, 2008 - 25 answers

I'm 29 and haven't had sex. How can I reconcile with the fact that it might not ever happen for me? [more inside]
posted by anonymous on May 17, 2008 - 42 answers

Two virgins attempt to have sex, but a recalcitrant hymen gets in the way. Help? [more inside]
posted by anonymous on Dec 5, 2007 - 22 answers

Please help me not be the next 40 year old virgin! [more inside]
posted by anonymous on Jul 21, 2007 - 31 answers

Ok, embarrassing. I’m a late twentysomething virgin, in a relationship that will probably turn sexual very soon. He doesn’t know I’m a virgin and I really don’t want to tell him. My question is, will he be able to tell when we do have sex? [more inside]
posted by anonymous on Oct 16, 2006 - 49 answers

Is losing my virginity worth waiting for? A lot [more inside]
posted by anonymous on Aug 11, 2005 - 28 answers

So my girlfriend and I have decided we're going to have sex. First time for both of us even though we're both adults. We're going to go away for a weekend to do it. Any advice for making it great? What do you wish had been different about your first time?
posted by anonymous on Jun 23, 2005 - 75 answers