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 never thought I'd write one of those weepy "Should I cut things off with my friend?" letters to an advice column, but here I am. Long story short, I've been taking an extended (18-month) time-out from my best friend and now he wants to get back together. The problem is that … Continue reading Reader question #71: Should I patch things up with an old friend who hasn’t always treated me very well?