In this episode of Coffee and Cleavage, hosts Shantal, Lynnie, and Gary run through today’s most-asked early-dating dilemmas—whether exclusivity before a third date signals clarity or haste, how to request a soft-launch without pressure, ways to blend friend groups so no one feels like a guest, a kind script for “I’m not ready to meet your parents,” whether to keep a useful gift from an ex, and the cleanest way to end a situationship that keeps looping back.

In this episode of Coffee and Cleavage, Shantal, Lynnie, and Gary dive into a candid fan confession: a married professional has been swapping playful snaps with a younger coworker for years—until “almost” photos and late-night messages suggest the feelings aren’t one-sided. The trio explores when fantasy becomes a problem, the difference between micro-cheating and harmless flirtation, workplace and digital-trail risks, and respectful scripts for cooling it down before real damage is done.

This week on Coffee and Cleavage, Shantal, Lynnie, and Gary tackle performance nerves and expectations. Story one: a listener relies on a “blue pill” for anxiety-related ED and wonders when to tell a new partner. Story two: a boyfriend climaxes most times while his girlfriend almost never does—she says she’s fine, he feels lost. The trio digs into disclosure without killing the vibe, trust vs. secrecy, asking for feedback without pressure, and coaching partners to explore what actually works.

In this episode of Coffee and Cleavage, hosts Shantal, Lynnie, and Gary unpack three candid fan submissions: being bored by “technically good” vanilla sex and how to introduce kink respectfully; when 24/7 location sharing crosses from reassurance into surveillance; and what to do when a threesome meant to reignite intimacy leaves partners feeling more disconnected. Can a threesome save a relationship or is it doomed after?

In this episode of Coffee and Cleavage, Shantal, Lynnie, and Gary tackle a spicier get-to-know-us Q&A. They pick the one bedroom toy they’d keep, share the everyday sounds that spark flirt mode, discuss whether enthusiastic sex can be restored, and unpack body count, fading desire, and the “constant attention” myth. They open up about a kink they admire but haven’t tried, foods that kill the mood, give-vs-receive dilemmas, on-camera versus real-life boundaries, car quickies versus luxury slow burns, mutual self-pleasure on video chat, the profile keywords that trigger an instant swipe-left, and a rapid “hot or pass” on rope, wax, and ice.

n this episode of Coffee and Cleavage, Shantal, Lynnie, and Gary answer fan-submitted questions about navigating desire with confidence. They break down how to introduce a kink without pressure, why after-care can matter even after “vanilla” sex, and the low-pressure way to bring toys into the bedroom. They also unpack whether quiet can be just as hot as vocal, and where the line is between sexy and too loud. Honest, useful, and stigma-free.

In this episode of Coffee and Cleavage, Shantal, Lynnie, and Gary dissect two fan stories that prove mixed signals are alive and painfully well. One listener gets ghosted 24 hours after a picture-perfect hookup; another is trapped between flirtatious compliments and Instagram posts about other guys. The trio explores signs of emotional unavailability, gentle ways to clarify intentions, and whether it’s ever smart to reach out after being blocked.

This week on Coffee and Cleavage, Shantal, Lynnie, and Gary are answering your juiciest fan-submitted questions—and it’s all about firsts, fantasies, and the moments that make you go “WTF?!” The trio share surprising things they are into and debate public sex, awkward dirty talk slip-ups, and who’s really more experimental in bed—men or women. 

Lynnie, Shantal, and Gary welcome a truly unique guest: Matt Barr, the official record-holder for the world’s largest scientifically documented penis—measuring over 14 inches. In this candid and honest conversation, Matt opens up about discovering his size, navigating dating and mental health, public perception, and the myths that surround male anatomy. We also touch on his experience posing nude for his upcoming book, how he responds to the “prove it” crowd, and what advice he’d give to any man struggling with size insecurity.

This isn’t just a conversation about size—it’s a conversation about what size means.

In this week’s episode, Shantal, Lynnie, and Gary answer even more fan-submitted questions—from what makes a hookup truly unforgettable to how many “okay” dates is too many before moving on. They are talking sex confidence vs. physical skill, the surprising impact of rejection, and why the first kiss might—or might not—tell you everything you need to know. 

Want your question answered on a future episode? Submit it at coffeeandcleavage.com.