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Episodes tagged: snooping

How to say “No” with Justine Ang Fonte.

Episode #806 —
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A woman and her husband are getting into group sex. The catch? She’s newly pregnant. Should she disclose this to participants?  4 years ago, soon after a woman got together with her boyfriend, in a fit of paranoia, he checked to see if she was indeed doing what she said she would be doing with … Read More »

Sometimes you have to call a rabbi.

Episode #733 —
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Our opening “sexcess” story features a black light. You people are creative! Dan counsels a gay man whose boyfriend is so closeted and scared of his military father, (this boyfriend lives in his parent’s basement,) that he has to sneak in and out under cover of night. Kind of fun when you’re in high school, … Read More »

OK Boomer…

Episode #720 —
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A man’s new boyfriend is really great in every way! Except…he believes in mythical creatures, thinks he has super-powers and that the government is communicating with him through the radio. So, should the caller leave his mentally ill new boyfriend or try to get him some help? Meanwhile, a woman’s sister has started dating a … Read More »

The Planned Parenthood Show!

Episode #715 —
Micro Episode with ads
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Hear the tale of the NB lesbian who snooped and found out that the sex worker they want to hire makes more money than they do, and finds this unacceptable. (Confidential to the caller: you’ll eventually get over the pummeling Dan gives you.) We were so honored to welcome Dr. Erin Berry -regional Medical Director … Read More »

What do we do now that Tumblr is dead?

Episode #658 —
Micro Episode with ads
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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 —
Micro Episode with ads
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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 »