There's a lot to be said sometimes for faking it until you make it, but I'm a big fan of dropping the act and dropping the shame right along with it.
Hi Captain, I realize my problem isn't as serious as other letters you've answered, but I figured I should try writing anyway since I don't really have anyone to talk to about it. I was friends with someone I’ll call “Oakley” from elementary school through high school. It was very rare for my parents to … Continue reading #906: “Anxious that my mom might try to connect me with an old schoolmate.”
Two letters from people who feel ugly are below the jump. (#367 ) Dear Captain Awkward: I've never had much of a social life and I've had exactly one serious relationship ever (I'm in my late 20s now). That ended because, after more than a year, she decided she wasn't attracted to me and we … Continue reading #367 & #368 Am I too ugly to date?
Dear Captain Awkward: Most of the people who know me would consider me a pretty outgoing person, and with people I know/am comfortable with, I am quite extroverted. I also think I'm pretty well-spoken and a decent conversationalist when I'm among friends. But, when I'm in a social setting with more people that I don't know than people … Continue reading Question # 147: “I handle myself badly in large groups of new people.”