#1263: “I apologized and it made everything weirder. What’s really going on?”

Dear Captain, I've looked in the archives for something like this, but I couldn't find anything. What do you do when you apologize and it seems to upset someone even more? I (she/her) have an ex (he/him), and we have recently reconnected after a breakup and period of no contact and are trying to be … Continue reading #1263: “I apologized and it made everything weirder. What’s really going on?”

#1257:”How do I navigate the transition between romantic relationship and friendship with someone who’s really (platonically) important to me?”

Dear Captain, I had a friend I first met about 15 years ago. We got on amazingly well: mutual friends called us “one mind in two bodies” because our personalities were so similar. We understood each other almost perfectly and could talk and laugh for hours about things nobody else quite got. We then had … Continue reading #1257:”How do I navigate the transition between romantic relationship and friendship with someone who’s really (platonically) important to me?”

#1250: How do I support my (very-recently) ex-partner through his complex grief?

Content note: Mention of suicide Dear Captain Awkward 2 weeks ago my boyfriend (he/him/his) of 2 years made the decision to break up with me (cis/female). I moved out of our shared house and back with my parents and sister. I did not want the relationship to end and I hoped we could have worked … Continue reading #1250: How do I support my (very-recently) ex-partner through his complex grief?

#723: “Am I immature if I think my boyfriend is too intertwined with his ex?”

Ahoy, Captain Awkward! Looking for some relationship advice and hoping you can help. Background: Boyfriend and I met through a mutual friend, I'm in my mid 20s(first serious relationship) he's in his late 30s(and been around the block a few times, though never married). It's been an awesome two years and we're looking into moving … Continue reading #723: “Am I immature if I think my boyfriend is too intertwined with his ex?”

#442: Clearing the air (but only if you feel like it) + Pledge Drive Week (but only if you feel like it).

Hello! If you're just arriving here from Freshly Pressed, please come in and stay awhile. The site policies about commenting are here. A glossary of inside jokes and references is here. Dear Captain & Friends, A while ago, I had a falling out with a lover I'd had for a relatively short time. They are … Continue reading #442: Clearing the air (but only if you feel like it) + Pledge Drive Week (but only if you feel like it).