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Episodes tagged: cross-dressing

What’s All This About Doxy-PEP?

On the Magnum: Dr. Oliver Bacon
Episode #884 —
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A man has discovered his love for wearing feminine clothing. His friends and fiancé are all supportive. But his brother- not so much. Should the caller just expect to move through the world offending people with his unconventional dress?  A gay transman has started having kinky hookups. Although he doesn’t want the intimacy associated with … Read More »

PSA: Don’t Spray Foam Into Your Urethra. 

Episode #802 —
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A man matched with a woman in an ethical non-monogamous relationship. She proposed they meet at a lifestyle club. He had never heard of lifestyle clubs before and wonders if this is an elaborate scam to boost the club’s membership. Is this on the up and up?  A man started seeing a new woman, and … Read More »

Those naughty ancient Greeks.

Episode #765 —
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A mother in Central America is worried that her son is being a little too risky when he walks home from the beach in women’s clothing. When she confronts him about this, he calls her a transphobic, homophobic boomer. Teens! Am I right? A woman is afraid that her boyfriend will cheat on her. And … Read More »

Hey everybody! It’s Marc Maron!

Episode #707 —
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We open the show with a marital tale of delicious rug burn. It’s the battle of the podcast goliaths! Dan welcomes Marc Maron to the show, and the two engage in a civil debate about whether porn can be “addictive.” Also, they discuss a very special piece of equipment. Some of this convo is on … Read More »

With America’s Sweetheart, Erin Gibson!

Episode #703 —
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We open with a quarantine sex story, in which a woman’s boyfriend pulls on one of her dresses, and things get even better from there. A woman in a poly relationship knows she has to end things soon with her primary partner. So, naturally, she started sleeping with her roommate. Is it time to pull … Read More »

John Moe’s Hilarious World of Depression.

Episode #690 —
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Hand-wringing women, am I right? First we have a lady who feels guilty about masturbating at night when her partner is snoring next to her. And another woman feels guilty about “objectifying” her new cross-dressing boyfriend. Is it wrong to be attracted to him in his female garb? On the Magnum version of the show, … Read More »

With former white supremacist Christian Picciolini.

Episode #669 —
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A 76 year-old woman wonders if everyone is doing polyamory these days, or if there are any monogamous couples left. A woman’s twin brother has become a white supremacist, and is getting sucked in to a very scary community. Dan brings on Christian Picciolini, who himself was recruited and eventually left the white power movement. … Read More »

Doggity Style!

Episode #634 —
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Dear Australia, Hi! This is the Savage Lovecast. Listen. Do you guys refer to the very common sexual position where a man enters a woman from behind while she is on all fours as …”Doggity Style?” No? We didn’t think so. (Both Dan and Nancy are gobsmacked by this call.) A man’s friend has been … Read More »

With victims’ rights avenger Carrie Goldberg.

Episode #574 —
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A married woman is totally accepting of her husband’s newfound love of cross-dressing. But! She wishes he wouldn’t borrow HER clothes. Dan interviews high powered lawyer Carrie Goldberg about her work prosecuting online harassers, revenge pornography and domestic violence abusers. She is a hero. On the Magnum, how can a woman stop masturbating to thoughts … Read More »

Planned Parenthood to the rescue!

Episode #487 —
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A mature 18 year-old has somehow failed to tell her real age to her new boyfriend who thinks she’s at least 20. How can she come clean? A man is totally into being cuckolded. Does his girlfriend have to tell her other lovers that they are part of a bigger picture? We are honored to … Read More »