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Episodes tagged: three-ways

A newly employed dishwasher wants to have sex with both of his bosses…

Episode #274 —
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A newly employed dishwasher wants to have sex with both of his bosses because he suspects they may be swingers. Is this a wise course of action?  Dan discusses the intricate financial and marketing strategies of selling your used underpants. Everybody worries about coming out to their parents, but what about grandparents? Here’s a big … Read More »

If your lady has a dream about being penetrated by five dicks, does that…

Episode #273 —
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If your lady has a dream about being penetrated by five dicks, does that mean she actually wants to be penetrated by five dicks? Have you ever masturbated for a pretty lady on Chatroulette? Well, here’s a man with a pretty face who looks a lot like a lady. Perhaps you’ve already met. And for … Read More »

“No sex before the game!” Is this bit of conventional wisdom wise?

Episode #260 —
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“No sex before the game!” Is this bit of conventional wisdom wise? A gay man wonders if his date being specifically NOT invited to a family wedding is in any way bigoted. A man and woman are married only in the legal sense. But they still live together and enjoy each other’s company. How do … Read More »

Apparently, there is someone more qualified to answer your filthy questions…

Episode #258 —
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Apparently, there is someone more qualified to answer your filthy questions than Dan Savage. The identity of Dan’s replacement may shock you… A man’s buddy is accused of sexual assault by an acquaintance. The caller is dubious, but pretends to believe her. Should he confront her or lie in order to protect his friend? Is … Read More »

It’s the fairy dust show! Can Dan Savage reach into his man-purse, pull out…

Episode #257 —
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It’s the fairy dust show! Can Dan Savage reach into his man-purse, pull out a handful of pink fairy dust, sprinkle it all over your sexual problems, and cure you of whatever ails you? No he cannot. 206-201-2720 Today’s episode is brought to you by AdamandEve.com. Get 50 percent off almost any item when you … Read More »

Gentle listeners of the podcast, it pains us to have to remind you to TEND…

Episode #251 —
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Gentle listeners of the podcast, it pains us to have to remind you to TEND TO YOUR UNICORN. In other words, if you have secured a lovely lady who is willing to be the third in your three-way, you are obligated to do her the courtesy of providing her with an ORGASM. Jesus Christ, people. … Read More »

A meddling, deluded mother changes the relationship status on her gay…

Episode #248 —
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A meddling, deluded mother changes the relationship status on her gay son’s Facebook page to say he’s interested in women. How can this patient son help his mother through her tantrum phase? A young woman’s 19-year-old cousin is planning on meeting a 42-year-old man she met online. He claims to be in an open relationship. … Read More »

Is it wrong to contact the subsequent lovers of your lying, cheating,…

Episode #243 —
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Is it wrong to contact the subsequent lovers of your lying, cheating, abusive ex and compare notes? What if one of the notes is that you have herpes? A closeted lesbian is worried that if she comes out it will impact her parents- pillars in their conservative community. A jealous lover makes his boyfriend write … Read More »

How do you ask your lady if her boobs are the work of god or man? A woman…

Episode #242 —
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How do you ask your lady if her boobs are the work of god or man? A woman engaged to be married wants to help a gay couple she knows by being a surrogate mother. Her fiancé isn’t having it. Who should prevail? Poppers! Deep fried snack or sex enhancing drug- they’re both nasty. Call … Read More »

What does a neglectful drunk have to do to win his wife back? A man with…

Episode #239 —
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What does a neglectful drunk have to do to win his wife back? A man with a doll fetish wonders if his turn-on for the “little girl” look automatically makes him a pedophile. An attractive man with a homely girlfriend wonders if he’s missing out by leaving all the world’s hotties on the table. And … Read More »