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Married Boss - what could go wrong? 2 Apr 2013 | 06:40 pm

Double trouble on December 14, 1998… Dear Breakup Girl, My boss and I have this incredible chemistry between us. We get along so well, and he has many of the qualities I would look for in a man. Howev...

The Epic Tale of Compass Rose 13 Mar 2013 | 05:45 pm

A poetic Predicament from December 14, 1998… Dear Breakup Girl, I want to share with you the recent story of a fellow heartache fighter. Let’s call her Compass Rose. This wandering knightess-errant (f...

A capital offense 6 Mar 2013 | 06:27 pm

Trippin’ on December 7, 1998… Dear Breakup Girl, I have had a crush on this particular girl for a while now. She and I seem very compatible with our similar personalities. Secondly, she’s downright be...

I don’t feel like ripping his clothes off 5 Mar 2013 | 07:16 pm

Something missing on December 7, 1998… Dear Breakup Girl, I hate to need your help — but I can’t admit this to my friends, and I’m beginning to struggle. Okay. My boyfriend is perfect. And I don’t car...

The Night Visitor 28 Feb 2013 | 06:30 pm

Ghosts of boyfriends past visiting on December 7, 1998… Dear Breakup Girl, I feel as though I’m experiencing a sitcom “inner dialogue/fantasy sequence”…it’s so cliche as to be deeply disturbing. I’ve ...

Does size matter? 27 Feb 2013 | 06:36 pm

Measuring up on December 7, 1998… Dear Breakup Girl, I am a 17 year-old male. Please please please let me know what you think about penis size. Does size matter? You can laugh at me, make jokes, anyth...

Missing my ex 26 Feb 2013 | 07:31 pm

Regretting it on December 7, 1998… Dear Breakup Girl, Firstly… you rock. Secondly, I’m kind of a wreck, so I seek your counsel, once again, for a little perspective on my breakup nine months ago. To r...

Things are going from breakup to worse 25 Feb 2013 | 06:57 pm

Making things right on December 7, 1998… Dear Breakup Girl, I am in a very complicated situation involving my ex-girlfriend. We are both college students; I’m 20 and a junior, she’s 19 and a sophomore...

A case of paranoia? 22 Feb 2013 | 06:58 pm

Trouble trusting on December 7, 1998… Dear Breakup Girl, I have been involved for a year and a half with a very gentle, caring man who I feel is trustworthy. However, I cannot seem to give up relentle...

My boyfriend gives lame presents! 21 Feb 2013 | 06:22 pm

Re: Gifting on December 7, 1998… Dear Breakup Girl, Okay, un petit dilemma. It being the festive, gift-giving season and all, I thought you might be able to help with a somewhat topical question: What...

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