Dear sifters of potentially-answerable awkwardness, I’ve had a lover of the very best kind for the past ~9 months, healthiest relationship I’ve ever been in, and we both had started to talk about, you know… we could see us together for a long time. I feel respected and heard and loved and the sex is […]
#557: That’s just one dude’s opinion/Annual reminder that “why did you break up with me?” is not a question you actually want answered.
Dear Captain Awkward: About two weeks ago, I was broken up with by my then-boyfriend of nearly two years, P. I did not see it coming, at all. A week before, he had invited me to his family’s reunion in the summer, and he had spent the previous weekend with me. P and I met […]
Dear Captain Awkward: How bad is it to get involved with a new person when I am still very hung up on someone else? Someone not available to me, but still part of my friend group? Even though I am still in love with him, I no longer hold out hope that we can be […]
Dear Captain Awkward, I’m a white ciswoman in my late twenties living in the Midwestern US. I’ve had a free online dating account for a while, having marginal success with short term dating but nothing that’s really led anywhere. My only *serious* relationship ended five years ago, after less than two years. I’ve come to […]
Dear Captain Awkward, So I met a girl last night, one I’ve run into occasionally when the orbits of our respective circles come into gravitational alignment. We spent the time chatting together and exchanged numbers afterwards. I have zero experience with romantic relationships, but what little knowledge I’ve accumulated from rom-coms and trashy novels leads […]