#548: I met a cool person to flirt with and I’m scared of what to do next.

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 … Continue reading #548: I met a cool person to flirt with and I’m scared of what to do next.

Question #38: Guest Post! How do I tell my conservative dad that my fiance is about to become my fiancee?

Dear Captain Awkward: I'm not in an awkward situation yet, but I probably will be soon, and I want to be prepared for the awkward. My current fiance is probably going to be starting to transition into being my fiancee pretty soon. This is not a problem for me. However, I think it will be … Continue reading Question #38: Guest Post! How do I tell my conservative dad that my fiance is about to become my fiancee?