In this episode of Coffee and Cleavage, hosts Shantal, Lynnie, and Gary tackle two candid fan submissions: dating someone who spends every Saturday hiking with an ex who refuses to meet the new partner, and receiving a late-night “miss your face” text that reopens old feelings. The trio explores clear boundaries, reasonable timelines for introductions, transparency without ultimatums, and how to navigate these challenges!

In this episode of Coffee and Cleavage, Shantal, Lynnie, and Gary respond to a listener who’s falling for someone in ethical non-monogamy and isn’t sure whether to continue. They explain ENM in plain terms, weigh curiosity versus compatibility, and challenge each other with “try it or walk away?” questions to show how each host would handle it.

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.

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.

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 ...

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 ...

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.

In this episode of Coffee and Cleavage, Shantal, Lynnie, and Gary take on three fan-submitted stories that hit close to home. From being strung along by a flirty texter, to dating someone still healing from trauma, to feeling blamed after every hookup—these men are asking: “What do I do next?” The hosts break down the mixed signals, communication breakdowns, and emotional red flags that so many of us face.

Shantal, Lynnie, and Gary explore two powerful fan-submitted stories this week on Coffee and Cleavage. First: a man’s girlfriend wants to explore her sexuality—on her terms only. Is one-sided openness ever okay? Then, another listener who's only attracted to "model-type" women and feels completely stuck—alone, frustrated, and unable to connect. Can attraction ever evolve—or are we doomed by our “type”?

Shantal, Lynnie, and Gary return with another round of brutally honest fan-submitted questions—this time diving deep into dating dilemmas, awkward sex scenarios, and emotional landmines like porn habits, body count convos, and finishing too fast.

Lynnie, Shantal and Gary are diving into three raw and relatable fan stories that hit all the awkward spots in dating and sex. From a hookup gone wrong and the sting of ghosting, to mixed signals in the DMs and the confidence gap between sexting and real-life intimacy—this episode is packed with honesty, insight, and zero sugarcoating.

How do you reset mid-sex without bruising egos? Can watching porn together actually strengthen intimacy? And is scheduling sex the secret to ending a two-month dry spell? In this rapid-fire fan Q&A, Coffee and Cleavage hosts Lynnie, Shantal, and Gary reveal the mood-setter songs they swear by, the dating-app icks they can’t ignore, and the one compliment that never gets old. From unsolicited nudes vs. voice notes to the best guilt-free post-hookup snacks, no question is off-limits. Send i...

In this fan-driven episode of Coffee and Cleavage, hosts Lynnie, Shantal, and Gary respond to a barrage of listener questions. Topics range from evolving sexual preferences, the worst flirting mistakes, and ideal pick-up lines to whether a threesome is on the table. They discuss preferred sex duration, attitudes toward body hair, and candid thoughts on pornography. Listeners also hear the hosts’ takes on spontaneous dates, public displays of affection, conflict styles, and relationship deal-b...

In this episode of Coffee and Cleavage, hosts Lynnie, Shantal, and Gary explore two listener dilemmas. One caller’s sister exaggerates his size, leading to mid-hookup humiliation; the hosts discuss rebuilding self-esteem, addressing family sabotage, and whether physical dimensions or chemistry matter most. Another listener loves his relationship but feels unwanted because his partner never initiates sex; the trio outlines respectful strategies to spark her confidence and desire. Additional fa...

In this episode of Coffee and Cleavage, hosts Lynnie, Shantal, and Gary answer listener-submitted questions for a behind-the-mic look at their lives. Topics include the only three apps they’d keep if they had to purge their phones, the single skill each host is quietly working on this year, and which past episode challenged them most. They open up about favorite comfort rituals, advice that proved life-changing, the oddest direct messages in their inboxes, and the Hollywood actors they’d cast...