#360: My coworker called me a virgin, why did that hurt my feelings so much?

Dear Captain Awkward, I live and work at an isolated location with six other people. We are nearing the end of our work rotation and everyone is wearing a little thin emotionally so that might be partially where this problem stems from. I have a really good relationship with the woman that I spend the … Continue reading #360: My coworker called me a virgin, why did that hurt my feelings so much?

#319: Captain Awkward Writes Your Casual Encounters Ad

Dear Captain Awkward, I'm a single straight guy in my early 30s. I'm also a virgin. (Or at least I identify as one. I wouldn't quibble with anyone who'd say I'm not. I have some limited experience receiving oral sex, for example.) I'm far from the negative virgin stereotypes, I think: I have plenty of female friends, I have … Continue reading #319: Captain Awkward Writes Your Casual Encounters Ad

Reader question #50: I’m a 27-year-old virgin and I’m mostly okay with that but sometimes I feel like a loser.

Here is  a reader question and corresponding guest-post from Commander Logic on the subject of losing your virginity after most people around you have lost theirs, but really it's like a manual on dating and respecting the shit out of yourself, aka, universally applicable. Dear Captain Awkward: There are a lot of awkward conversations going … Continue reading Reader question #50: I’m a 27-year-old virgin and I’m mostly okay with that but sometimes I feel like a loser.