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 happen to really like a guy who is the most confusing man I’ve ever met. I met Matt( fake name don’t worry) through my best friend. She is the type of person who finds loads of guys attractive and usually likes me to meet them so she can a) get my […]
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 […]
Hey there Captain Awkward, I don’t normally post these things, but I’m taking a big step and reaching out to you in the hopes that I can get some useful (if not probably obvious) advice from you. I have been in a relationship with a man 8 years younger than me for the past […]