#194: “I am so socially awkward that my boyfriend won’t take me anywhere.”

Hi Captain, I am a twenty-something girl who has absolutely no clue how to act in social situations. My partner of 5 years refuses to take me to restaurants or pubs, because I always ruin the mood by saying something stupid or embarrassing. I'm big on social media and connecting the conversation to recent events, which … Continue reading #194: “I am so socially awkward that my boyfriend won’t take me anywhere.”

#184: Confusing dude is confusing. Should I reach out to him and tell him how I feel?

Oh Captain, my Captain-- I was in a serious relationship with a man, let's call him Ethan, a few years ago while we were both in college. We met through our ROTC program. He was a very good guy, and a great boyfriend. I broke up with him around our one-year anniversary, because we rarely … Continue reading #184: Confusing dude is confusing. Should I reach out to him and tell him how I feel?

Question #135: How do I deflect the well-meaning people who ask me about my abusive dad?

Hey Captain! I've been dealing with a rather awkward social conundrum lately, and I'd love some advice. The short version:  I need to figure out how to fend off well-meaning questions from acquaintances about my semi-estranged father. The longer version: my dad's an alcoholic person with bipolar disorder, and he's non med compliant. I grew up … Continue reading Question #135: How do I deflect the well-meaning people who ask me about my abusive dad?

Reader question #95: How do I get face-time with my boss so I can get the transfer and promotion I want?

Hi Captain Awkward, I've been reading for about 8 months, and I really appreciate your excellent, transferable and practical advice. Can you help me use my words at work, please? How do I pin down my elusive boss and talk to her? Eighteen months ago I got a job in the industry of my dreams, but not in the … Continue reading Reader question #95: How do I get face-time with my boss so I can get the transfer and promotion I want?

Reader question #50: I’m a 27-year-old virgin and I’m mostly okay with that but sometimes I feel like a loser.

Here is  a reader question and corresponding guest-post from Commander Logic on the subject of losing your virginity after most people around you have lost theirs, but really it's like a manual on dating and respecting the shit out of yourself, aka, universally applicable. Dear Captain Awkward: There are a lot of awkward conversations going … Continue reading Reader question #50: I’m a 27-year-old virgin and I’m mostly okay with that but sometimes I feel like a loser.

Reader question #39: My girlfriend is moving away to go to school and be with her other boyfriend(s). Should I wait?

Good day Cap-i-tan! I come to you now with the story if my current relationship, which is very very..... very awkward. Bit of information to note. She was 19, is now 20, I am 24. We met through friends, and first started out to be roommates cause mine was leaving me in a month and … Continue reading Reader question #39: My girlfriend is moving away to go to school and be with her other boyfriend(s). Should I wait?

Blanket Statement Monday: You don’t have to be friends with your ex.

The commenters in this thread are just killing it with wise advice.  I think I got caught up in the "how do you communicate in a situation that is already happening where you're in the same room (not text messages)" side of the problem, but sort of missed the "Oh yeah, you don't ever have … Continue reading Blanket Statement Monday: You don’t have to be friends with your ex.