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Episodes tagged: three-ways

Welcome to the Real Doll Brothel.

Episode #633 —
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A woman had sex with a pre-op transwoman. But she didn’t make the caller come, or even try. Now the caller wonders if this is a “vagina-bodied” vs “non vagina-bodied” problem, or just a “jerk” problem. A married gay man with kids begs Dan for a quick n’ dirty guide on how to add a … Read More »

The neighbor and the négligé.

Episode #594 —
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After 10 years of marriage, a man is dismayed to admit that he married a jizz-hater. His wife detests the stuff and doesn’t want to be anywhere near it. What is the solution? The ever-delightful and intrepid Erika Moen of “Oh Joy Sex Toy” is on to discuss a sex toy that will send you … Read More »

Robotic pornographers with Erika Lust.

Episode #589 —
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A female college student is busy planning her orgy. She wants to make sure the night is comfortable, fun and safe, with minimal awkwardness. Dan Savage, (the Martha Stewart of orgy planning,) is here to help. A man’s good (female) friend is planning to go on a date with one of his acquaintances. What the … Read More »

Whoa, no way! It’s Sarah Silverman!

Episode #587 —
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This week Dan caught up with Sarah Silverman to chat about her show “I Love You America.” They also answered some callers’ questions about conquering jealousy, and kids sticking things in their butts, among other things. She is a superior human and you should listen to the whole thing. A sub woman has been chatting … Read More »

With stand-up comedian Cameron Esposito. Also, Take My Kidney…Please!

Episode #580 —
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A man is enjoying his new cool girlfriend. The thing is? She isn’t an insane lunatic like his other girlfriends. Is this a problem? Oh man. This one’s good. Should a woman accept her ex’s offer to give his KIDNEY to her desperately ill father? Will there be strings attached? Oh my god? On the … Read More »

Women in gay bars. We have a problem.

Episode #565 —
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What do you do when your best friend is dating a con man? A woman has been with her boyfriend for a year. He has a key to her apartment, and regularly lets himself in when she isn’t there, even though she told him not to. How big of a problem do we have here? … Read More »

So many sex toys!

Episode #551 —
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A man and a woman used to date, but now they’re just friends. The woman got married and doesn’t want her rich husband to know that she used to date the caller. Is it because she’s embarrassed that the caller doesn’t make enough money? From three-way to third wheel…a gay man with a long term … Read More »

Sex Toy Review: Silver Bullet!

Episode #535 —
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“Boyfriend, boyfriend, there’s a lump in your testicle!” Should the caller deliver this news bluntly or keep her discovery to herself? A mother’s 9-year old son wants to be a stripper when he grows up. How can this mom advise him and keep her cool? Erika Moen from Oh Joy Sex Toy is on for … Read More »

The pleasures and dangers of choking.

Episode #533 —
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A man’s friend came out when they were in high school. Now after a sojourn to the desert to “pray away the gay” the tortured closet case is “church hunting for a bride.” Can his pal talk him out of this? A woman’s co-worker tried to kiss her at work, despite her unrelentingly professional demeanor, … Read More »

No on Prop 60!

Episode #523 —
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On the worst birthday EVER, a woman learns that her beloved long distance boyfriend…has a wife. If the wife asks her, should she lie for him? A man’s friend is dating a guy who gets coked up, turns the photos of her face-down and hires prostitutes to sleep with him in their shared bed. How … Read More »