“He’s 31. She just turned 19. We’ve worked with her since she was 16. Should I confront my ex?”

Full disclosure: I edited these for length. I was quite verbose back in the day. Someone could be dealing with, like, a rude barista, and I would write back 14 paragraphs in response. Thank you to all the editors who have ever put up with me.

❗ Do I have to get a wedding gift for the friend who didn’t get me one?

❗ I just found out my ex is dating a teenager…!

❗ Am I allowed to date my former best friend’s ex?