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Episodes tagged: age difference

A former call girl is dating a conservative man. Should she tell him about…

Episode #82 —
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A former call girl is dating a conservative man. Should she tell him about her history with “compensated dating?” If you are a straight man, what is the polite way to reject a gay man? A woman who has been faking orgasms with her boyfriend wonders if she should tell him the truth now that … Read More »

Time limit: Her boyfriend says he loves her, but he's not "in…

Episode #71 —
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Time limit: Her boyfriend says he loves her, but he’s not “in love” with her. How long should she put up with this sort of nonsense? Bitch: If you think your buddy’s new girlfriend is a bitch, should you tell him so? What’s the etiquette here? Death by dildo: Hear the sordid tale of a … Read More »

Sisterhood is powerful. And so are blowjobs..

Episode #70 —
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Sisterhood is powerful. And so are blowjobs. A caller explains to Dan and all female listeners that a blowjob bestows tremendous power on the blower over the blowed. Lutheran jailbait: A teenage, “very, very Lutheran” girl living with her parents wonders whether she should tell them about her attraction to older men? A crossdressing man … Read More »

In this episode, Dan advises an older gentleman who prefers the company of…

Episode #2 —
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In this episode, Dan advises an older gentleman who prefers the company of younger men. Should a beleaguered lesbian get back together with her girlfriend, even though she’s been cavorting with a skanky ho? And The Cougar Hunter: a How-To Guide. How does this work? Here’s how it works. You call this number: 206-201-2720. It’s … Read More »