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Episodes tagged: snooping

What do we do now that Tumblr is dead?

Episode #658 —
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Here’s a conundrum: A black, gay man is married to his white husband. They want to drive into threesomes, but the black man is only attracted to white men and the white man is only attracted to black men. So you see. This is a real pickle. Meanwhile, a straight man has fantasies where he … Read More »

Why aren’t young people doing it? With The Atlantic’s Kate Julian.

Episode #632 —
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A man has tried group sex a couple times. But when he shows up his dick doesn’t. What is going on here? Oh this story! A girl started seeing her therapist at age 17. At age 19, she confessed to her 45 year-old therapist that she loved him. So, naturally he told her that he … Read More »

Ask a Fuck-Up.

Episode #605 —
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A woman was chilling with her male friend, you know, the way friends do, and sure, he wishes they were a couple, but she’s not into him that way, so anyway, she invited him over after some drinking and masturbated in front of him, you know, the way friends do, except now things are weird? … Read More »

Jon Ronson on bespoke porn and sexy stamps.

Episode #561 —
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A gay man hooked up with a hot guy- great lover. But his micro-penis made the caller wonder if his lover was perhaps a transman. Should he ask him? Does it matter? A man’s ten year-old son has come out as gay. The worried father bemoans his child’s fate living on the “margins of society.” … Read More »

Going Gay for One Drunken Night.

Episode #554 —
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A woman wants to try a three-way. But all the posts online are riddled with spelling and grammar errors. (Not sexy!) How can she forge a more classy connection? A woman has been with her fiancé for 5 years. He loves to play with her nipples, but she hates it. And guess what? She has … Read More »

The Neuroscience of Orgasm

Episode #538 —
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A couple tricky pregnancy situations on this show: A newly pregnant woman has discovered that her boyfriend snoops through her personal stuff with no apology. Should she dump him and embrace single motherhood? Our other pregnant woman misjudged the timing, and now has the unenviable duty of telling her current boyfriend that he is probably … Read More »

With Mistress Matisse

Episode #517 —
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A lesbian is about to go to a wedding with a bunch of conservative guests. And guess who’s going to be there! You’ll never guess. Ricky Santorum! How should she take advantage of this unusual opportunity? Dan chats with pro-dominatrix, writer and activist Mistress Matisse about SWOP Behind Bars- a project to support incarcerated sex … Read More »

With ex-Muslim sex blogger, Elynah.

Episode #507 —
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A woman with Catholic in-laws tries to figure out whether she should cave in to them and get her little baby baptized. Dan’s advice…may shock you. Then, Dan chats with ex-muslim sex blogger and children’s book author, Elynah about sex negativity in conservative Muslim communities. On the Magnum, Dan speaks with trans activist Parker Molloy … Read More »

Dan’s response to the Orlando massacre.

Episode #503 —
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Please listen to Dan’s response to the Orlando massacre. In lighter fare… A 19 year-old bi lass worries that she’ll never get to try ladies if she stays with her monogamous-minded man…forever. Is there any hope for her? A man is about to meet a woman he’s been having phone sex with for the first … Read More »

Dr. Debby Herbenick on ANXIETY ORGASMS.

Episode #491 —
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A straight man has begun a relationship with a transwoman. To put his question bluntly, is he obligated to suck her dick? How on earth is a nice gay man supposed to deal with his father when dad has sworn to vote for Donald Trump? A woman is horrified to see boudoir paintings of her … Read More »