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2 Feb 2016 Prudie advises a woman whose friend “jokes” they should leave (Sign up below to get Dear Prudence delivered to your inbox each As her friend, I'd like to see her move on from her miserable marriage and get a proper girlfriend. Don't let the fact that she may be gayer than she realizes keep you 

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The problem is, he's my best friend's older brother. What if we did date, broke up and things became awkward or we had hard feelings about the breakup? And if it works out, these people could ultimately be your in-laws! Then hopefully, after some time has passed, you two will be able to joke about that time you guys 

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