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Archive | February 2012

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#195, #196, and #197: Meet more people.

Three letters in one today. This will get long, but bear with us, ok? There is a soundtrack and a lot of talk about crushes and what they mean and what you should do about them. First, a little song from one of our Awkward Patron Saints to get you in the mood. About these […]

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#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 […]

#193: “I used my words and told the Shy Guy how I felt…repeatedly. Now what?”

Hello, Awkwardeers, I’ve had the good problems of paid freelance work, social fun times with friends, and trying to get a movie project off the ground, so posting has been and will continue to be spotty. First, I’d like to signal-boost this post which perfectly sums up everything I hate about the idea of the […]

#192: Should I apologize for being a NiceGuy(tm) in the past?

Oh Captain! My Captain! I have what I hope is a quick question. Background: Back in high-school, I was (and still am, to an extent), an incredibly awkward dude. The more I learn on the internet, the more I realize that I was a Nice Guy™. I wasn’t an egregious Nice Guy™, but it was […]

#191: Annual reminder time: Get your teeth cleaned. Get your eyes/bits checked. And stop hanging out with crappy people.

Dear Captain Awkward, There’s been something that’s been really bothering me for the last year and a half or so, and I really think you might be able to help. Two years ago I met a cool girl, let’s call her Marla, and we became good friends. So, I’m a 24 year-old gal in college […]

#190: The Sandwich Means “I Love You”: A Valentine.

Valentine’s day is tomorrow, right? These are pretty much still my thoughts about that. It’s a terrible night to eat out. Don’t buy anyone an expensive necklace that looks like two butts stuck together. People like to be told that they matter. Today’s question is also a love story. Dear Capt. Awkward, I have depression. […]

#189: My girlfriend moved here to live with me and now I feel trapped.

Dear Captain Awkward, I’ve been in a relationship for over four years now, initially long-distance but much closer for the past year and a half. We went from long-distance to living together in my mother’s house, and then, when she went to university in another city, living apart on the weekdays and back together on […]

#188: Dealing with a coworker with a severe mental illness.

Dear Captain Awkward: I have a coworker diagnosed with bipolar. Let’s call her Cosette. Cosette and I work in the same field, and share many colleagues. When I moved to my current job with Cosette, our colleagues told me about her diagnosis. Some did this in a really ableist sort of way (“Look out for […]

#187: I want a divorce and don’t know how to tell anyone.

Captain- I’ve been keeping a secret from everyone I know. My husband, my best friend, my family. I haven’t even written it down until now. I want a divorce. I met a great guy in high school, and we started seeing each other. Things got serious fast and we moved in together, and that was […]

#186: The lie of “strength.”

Dear Captain Awkward I am currently going through the tail end of a massive crisis involving my Dad having an affair, leaving our state and moving across country, effectively running off and abandoning us for his now girlfriend. This has left my family and I stuck up financial poop creek without a paddle. As you […]


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