Blog Archives

#420: Did that date go well? I can’t tell.

Posted on January 2, 2013 by JenniferP

Dear Captain Awkward: So I went on a second date with a guy and am unsure of next steps. Context: both dates were Sunday walks where we were bundled up like marshmallows. End of first date – he’s very specific…

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Tagged with: Dating, how to tell what someone is really thinking, humor, reassuring answers
Posted in Captain Awkward's Dating Guide for Geeks

#417: How do I let mutual friends know about my imminent breakup and move?

Posted on January 1, 2013 by JenniferP

Happy 2013, everybody! Dear Captain Awkward: Here’s the deal. About 4 months ago I moved with Boyfriend about a thousand miles away from my family and friends for a job offer he received. The city we moved to is big…

Tagged with: breaking up, Dating, ending relationships, Relationships
Posted in Dating, Manners, Reader Questions, rejection, Relationships, Social Interactions, Social Media

#412: One “Slow Fade” Textbook Example coming right up!

Posted on December 27, 2012 by JenniferP

Hey Captain! My question is on the ‘he’s not that into you’ theme, and in particular about how to respond appropriately. I recently decided to try to reconnect with an old friend. We used to be flirty and have some…

#403: Fat rape survivor seeks the super handsome guy at work.

Posted on December 5, 2012 by JenniferP

Hello Captain and Co.! Here’s my super sad background: I am a fat (stats redacted), black, straight, able-bodied, 33 year-old woman. I haven’t had sex in 13 years. I’ve come to realize that my one sex partner kinda raped away…

Tagged with: Dating, fat acceptance, fat dating, sexual assault survivor
Posted in Dating, Reader Questions, rejection, Sex

#383 & #384: Ladyboners

Posted on October 18, 2012 by JenniferP

Dear Team Awwkard, Ok so here it is: I’m back at university after having to take time out due to depression and a very bad reaction to meds last year. I have a feeling that the depression was in a…

#377: Ask her out, already. You can do it.

Posted on October 11, 2012 by JenniferP

Dear Captain Awkward, I feel this is essentially a non-question, and you will just tell me to “use my words”. But I think I need to hear it, so bear with me please. I am 19 years old, and attending…

#372: How do I perform a FEELINGS-ectomy?

Posted on October 8, 2012 by JenniferP

Dear Captain Awkward, Three years ago, I skipped 8th grade and started high school. Most people were awful about it, but several girls and one guy (ONE! In my WHOLE GRADE!) who actually spoke to me treated me like a…

#369: Breaking off contact with an ex.

Posted on October 3, 2012 by JenniferP

Dear Captain Awkward: A year ago I broke up with a girlfriend of three years. Before she was my girlfriend she had been my best friend for over 10 years, and was someone whom I deeply trusted with pretty much…

#367 & #368 Am I too ugly to date?

Posted on October 2, 2012 by JenniferP

Two letters from people who feel ugly are below the jump.

Tagged with: beauty, Dating, feeling ugly, Relationships, self-esteem, self-image, social anxiety
Posted in Captain Awkward's Dating Guide for Geeks, Dating, Reader Questions, rejection, Relationships

#366: Attention and jealousy and Skype.

Posted on October 1, 2012 by JenniferP

Dear Captain Awkward, My boyfriend and I have been going out for about a year and he is the best and I hope we stay together for a very long time. Lately (being about half a year) I’ve been dealing…

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