My question concerns the etiquette of losing your virginity. [more inside]
posted by anonymous on Jun 21, 2009 - 35 answers

I'm worried about my new-ish sex life with my boyfriend. Please help me figure out if everything is alright, and if it isn't what I can do. [more inside]
posted by anonymous on Mar 19, 2009 - 24 answers

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

I always thought I'd wait for someone special to have sex for the first time. But I haven't met anyone special. Is pursuing a casual relationship a good idea, and how do I do it? [more inside]
posted by anonymous on Feb 2, 2009 - 24 answers

Where does the phrase "losing your virginity" come from? [more inside]
posted by rzperllian on Sep 2, 2008 - 13 answers

What should I know about trying to have casual first-time sex at a fantasy convention? [more inside]
posted by anonymous on May 13, 2008 - 47 answers

I've lost my religion and now I am going to lose my v-card, please help. [more inside]
posted by anonymous on Feb 11, 2008 - 42 answers

Why can't I get Gardasil after I turn 27? [more inside]
posted by anonymous on Jun 18, 2007 - 22 answers

What is the likelihood my girlfriend will ever get any sort of horny? [more inside]
posted by anonymous on May 23, 2007 - 66 answers

Help me get past my staggering lack of romantic experience. [more inside]
posted by anonymous on May 17, 2007 - 44 answers

How do you convince a part of your brain that seems unaccessible by cognitive function, yet holds beliefs that are affecting your life poorly? The combination of two such "unalterable" opinions has me currently locked into a course that will exacerbate, not solve, some very long-lasting problems. [more inside]
posted by anonymous on Mar 20, 2007 - 29 answers

I never thought that I would ask a relationship question, but I also never thought that I would be 28 and dating a virgin. Please help me with my virgin (and my craziness). [more inside]
posted by anonymous on Mar 19, 2007 - 32 answers

Did penetrative sex 'work' for you the first time? If not, how long was it before it did? [more inside]
posted by anonymous on Sep 17, 2006 - 24 answers

Condoms, penis size, and virginity. . . [more inside]
posted by anonymous on Sep 17, 2006 - 34 answers

Here's the problem: I'm fat, I'm balding, I'm in my early thirties, I'm a virgin, and I am beginning to very much need sex. [more inside]
posted by anonymous on Jul 25, 2006 - 73 answers

How can I get over my confidence issues and find a girlfriend (or boyfriend) in Ft. Wayne, Indiana? [more inside]
posted by thirteenkiller on Feb 18, 2006 - 30 answers

Would it scare off a guy to know that I'm 21, have never had a relationship (short or long term) and am still a virgin? [more inside]
posted by trampesque on Sep 8, 2005 - 45 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

I am a 30-year-old Chicago male, and I am still a virgin. [more inside]
posted by anonymous on Apr 30, 2005 - 60 answers

DatingFilter: I'll kiss on the first date (hell, make out on the first date if it's going well). I'm pretty outgoing in general, and I don't think anybody would ever suspect I'm a Virgin and plan to be one until marriage. When do I tell? Is it weird that I feel bad kissing a guy on the first date and not telling him (point blank: Am I leading him on)? Help me out, please.
posted by anonymous on Jan 16, 2005 - 57 answers