Tags » Overthinking It

#1094: How do I answer the "what are you looking for in a relationship" question when I'm not sure I know?

Dear Captain Awkward,

How do I respond to the ‘what are you looking for’ question? It feels like no matter what I say it’s never the right answer. 1,778 more words

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#1093: "Urgent: I'm scared to ask my professor for help!"

Ahoy cap!

I am a university student who’s in the middle of those last weeks before the period ends that can be described as ‘hell on racehorse steroids’ and I’m failing one of my subjects. 629 more words

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#1091: Sorry, but she's not The One.

Hi there,

I’m 36, my (ex)gf is 25. Met in August last year. Fell in love. Never met anyone like her and ticks all the boxes. 896 more words

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#1088: "Trying to get my partner to be more ambitious and to move out of his family's house with me."

Dear Captain,

I have been in a serious committed relationship for six years. We met in law school, moved across the country together, and have been living at my boyfriend’s (“partner”) parent’s house for almost four years. 968 more words

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#1082: "How do I deal with people who aren't happy about my work success (if this is even success)?"

Dear Captain Awkward,

I’m having an awkward problem dealing with jealousy(?) from my peers.

I’m mid-twenties and very new to the working world. I dropped out of highschool due to some very serious mental health struggles and have only managed to pick myself up in the past few years. 828 more words

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#1078: "Sooooooo...what are you doing this weekend?"

Dear Captain,

I have been thinking about this one for some time now, and I’m stuck: What is a good response to “What are you up to tonight / this weekend / next Thursday?” 986 more words

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