Hello Captain! I am looking for scripts/advice dealing with a situation that I tangled myself up in. A friend I made over the summer, and became quite close to, recently started giving me the silent treatment (I'd say about a month ago). Although it was hard for me to accept, I decided after olive branching … Continue reading #766, #767, #768: Awkward friendships, ahoy!
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
Dear Captain Awkward, So there’s this guy, let’s call him James. We have been friends for several years and in this, our last year of medical school, have slowly gone from drunken making-out, to friends with benefits, to casually dating. It has been exciting and awesome, but we were both more or less expecting this … Continue reading #217: The Almost-Doctor with the Almost-Boyfriend
Dear Captain Awkward, It was perhaps my hookup starved, commitment-phobe, idealistic and naïve side that encouraged me to start a Friends With Benefits thing. Obviously there was the consent of The Friend, but prior to our first, drunken "Oh, what? We're making out?"-night that began FWB, I had given the whole concept some thought and … Continue reading Reader question #107: Can friends-with-benefits work? (A qualified yes).
Dear Captain Awkward, I have just discovered your blog and I love it for many reasons. One of them is: I have somewhere to ask this question! I am a young, single, straight, cis woman. In my capacity as such, I met a man a while ago -- and by a while ago, I mean, … Continue reading Reader Question #21: Why don’t my friends-with-benefits like being told that they are friends-with-benefits?