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Episodes tagged: cross-dressers

Meth Baby

On the Magnum: Interview with the Cross-Dresser
Episode #930 —
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Workplace intrigue ahoy! A gay trans man who passes completely, is out to some of his co-workers but not all. Over drinks, one of his bosses told him he was bi, but not attracted to male genitals. So was this his way of acknowledging that the caller is trans, and flirting with him? Or was … Read More »

Happy Feast of the Ass!

Episode #846 —
Micro Episode with ads
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A woman is head over heels in love with her new boyfriend. He is a cross-dresser and they both enjoy exploring this kink together. The problem? He isn’t interested in having sex with her and it’s shredding her self-confidence.  A man is seeing two women in a poly triad. The second woman struggles to feel … Read More »

Chasers! With Trans Writer Evan Urquhart

Episode #840 —
Micro Episode with ads
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A gay man seeks out masseurs who turn out to be erotic body workers. They initiate a sexual encounter, which the caller enjoys very much. But is it wrong to see them? And why do they recoil when he tries to touch them? Night Terror! A woman had a great time with a dom who … 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 »

Sex Toy Review: Silver Bullet!

Episode #535 —
Micro Episode with ads
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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 »