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Keeper of the Kink
Dear Dategirl, After a long illness, my dad died six months ago. My mom is coping, but wants…
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Nice One
Dear Dategirl, I met the prototypical “nice guy” just before I left the country for a year. He’s…
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Booze-Free Boning
Dear Dategirl, After spending most of my teens and 20s fucking around in a drunken haze, I finally…
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Safe-Sex Stupidity
Dear Dategirl, I’m a single woman who became sexually active before HIV/AIDS. All you needed was birth control,…
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The Dorky Dater
Dear Dategirl, I was wondering if you can point me toward a resource on . . . well, dating. Something like a…
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Dating With Disease
Dear Dategirl, I was recently diagnosed with cancer and the prognosis sounds way heavy. A cure is possible,…
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Teddy Fuxpin
Dear Dategirl, This Christmas, my boyfriend of THREE YEARS gifted me with a polyester teddy two sizes too…
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Hot, Young, & Poor
Dear Dategirl, I’m a 24-year-old broke gay man. I am extremely poor right now and just out of…
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The Slutty Professor
Dear Dategirl, My amazing, beautiful, talented, wonderfully smart, funny, incredible 19-year-old daughter is sleeping with one of her…
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Bridal Farty
Dear Dategirl, My upcoming wedding is pushing me over the edge. My maid of honor announced she was…
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The Ho Has to Go
Dear Dategirl, My man’s ex is always leaving flirty messages on his Facebook wall. She’s ugly, so I’m…
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Suicide Is No Way to End a Marriage
Dear Dategirl, My wife calls me terrible names and undermines me in front of our children. She mocked…
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‘Til Death Do Us Friend
Dear Dategirl, I rediscovered one of my best friends from high school on Facebook last year. We live…
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Filthy Hallmark Moments
Dear Dategirl, The last two men I’ve gone to bed with have gotten seriously freaky once the clothes…
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One-Night Standoffish
Dear Dategirl, I have been friends with “Bill” for many years and we’ve shared some kisses. But it…
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Hooker Face
Dear Dategirl, Nine months ago, I met a girl who was visiting from Japan. We really hit it…
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Should I Ruin My BFF’s Life by Stealing His Wife?
Dear Dategirl, I have been friends with this woman now for almost 10 years, and I am terribly…
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Good Guys and Jerks
Dear Dategirl, What’s the protocol on post-coital behavior? I’ve heard many jokes about men rolling over and falling…
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Girl-on-Girl Trouble
Dear Dategirl, This isn’t a relationship question, but my best friend is obsessed with male attention. She’s a…