Hi - The subject line has most of the relevant details. A friend of a friend (Jane) presented me with a screenshot of messages my boyfriend sent her through a major dating site. The messages themselves are innocent enough (about radio shows and favorite desserts) but whyyyyyyyy are you sending strange women messages on a … Continue reading #756: “How do I confront my long-term boyfriend with evidence of infidelity?”
Hi! I'm pretty young (17) and my boyfriend of two years is now 28. We met through this sport which is really uncommon where I live and we were happy for the first year but since my parents got a divorce I've been feeling worse for every day. Now I don't feel welcome in any of … Continue reading #746: Breaking Up…Much Older Boyfriend edition
Dear Captain Awkward, After two months of just-can't-get-enough-of-you, he went cold overnight. Just like a switch was thrown. No responses, no communication, nada. Okay, it's happened before with other guys, I can deal. What has also happened before which I CAN'T deal with is running into him again and getting that question. You know the … Continue reading #712: “You’re not still mad at me, are you?”
Hi! So here's the setup; I've been in a long term relationship for a while now (going on a decade). We've lived together for most of this, we now own a house together, we aren't married (and don't plan on it) and don't plan on kids. We also have a bit of an usual arrangement … Continue reading #584: The Elephant In The Room is in the room.
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 … Continue reading #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, I married my college boyfriend T three years ago, but our marriage became pretty awful. This past summer I went to a month-long program for my job and met M, who is honestly the most amazing person I’ve ever known. He gets me in a way no guy ever has. When we … Continue reading #553 I’m following my heart, so why won’t my friends root for me?
Dear Captain Awkward: Dated a man He broke my heart We did friends with benefits I called it off because I still loved him We were friends I tried to kiss him He said no I asked for some space to get over him He granted it (nicely) I came back when I was ready … Continue reading #489: A brief bullet-pointed tale of woe, or, the infernal temptation of “closure.”
Before we dig into today's letter, I really like this "Ask Polly" piece at The Awl, I Miss My Maniac Ex. The Maniac Ex is what we around these parts would call a Darth Vader boyfriend. So you focus on that one magical night, in the middle of a sea of terrible nights, where he … Continue reading #392: Overdue apologies.
Dear Capitan Awkward, How do you get over someone? OH MY GOD I JUST REALIZED it's been SEVEN years since this whole story started and I am SO OVER FEELING THIS WAY. UGHHH ok. so SEVEN years ago I started dating someone (X) who had just gotten out of a relationship with (Y). It was … Continue reading #378: How do you get over someone?