Coffee and Cleavage

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...

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 respo...

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 coff...

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 gu...

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 d...

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 respectfu...

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 m...

In this episode of Coffee and Cleavage, hosts Lynnie, Shantal, and Gary explore three listener-submitted dating disasters. First, a caller catches his girlfriend of seven years in bed with his roommate and wonders how to trust again. Next, a man’s relationship—born from a “take one for the team” favor—faces insecurity after a friend’s careless joke about attraction and weight. Finally, an app date ends with a lecture about who shou...

In this episode of Coffee and Cleavage, hosts Lynnie, Shantal, and Gary explore relationships that are “not quite open, not exactly closed.” They debate whether hall passes protect commitment or plant resentment, how couples negotiate soft-swap vs. full-swap boundaries, and whether emotional monogamy can survive sexual freedom. A listener story about balancing free-pass trips with looming threesome jealousy illustrates how fuzzy ru...

In this episode of Coffee and Cleavage, hosts Lynnie, Shantal, and Gary tackle dirty talk and praise kink—two listener‑requested topics that can take intimacy to the next level. They dissect common missteps (jumping from silence to X‑rated, cliché porn lines, ignoring body language) and offer practical fixes, from slowing down and reading the moment to using “What if…?” questions and seductive pauses. A fan story about an accidenta...

In this episode of Coffee and Cleavage, Lynnie, Shantal, and Gary get personal with a creator-focused Q&A. From the highs and lows of content creation to the moments they’ve been truly embarrassed, the trio opens up about what it’s really like behind the scenes.

They reveal whether they tell people what they do for a living, how they keep ideas flowing, and share what they'd do if they only had one day left to live. Plus: A...

In this episode of Coffee and Cleavage, Lynnie, Shantal, and Gary react to one of the craziest dating stories yet—a woman goes on a late-night coffee date, ends up in a dark construction site fearing for her life... and then gets a dick pic the next morning.

They also break down the viral “Worst First Date Spots” list—from Cheesecake Factory to coffee shops—and debate whether these locations are truly bad or just misunderstood. Is i...

In this raw and revealing episode, Lynnie, Shantal, and Gary answer your burning dating questions—nothing off-limits. From what instantly attracts them to someone, to thoughts on dad bods vs. gym rats, bad boys vs. nice guys, and even whether they’ve ever cheated (or been tempted). They open up about love at first sight, vulnerability in men, and how soon is too soon to talk about sex. Unfiltered, honest, and totally unscripted—thi...

In this unfiltered episode, Lynnie, Shantal, and Gary dive into some of the most controversial topics in modern relationships. Can a relationship survive infidelity? Should you share passwords with your partner? Is jealousy healthy—or toxic? And where’s the line between porn and betrayal? One fan shares her hurt after discovering her husband’s porn history featuring women nothing like her. Another caught her boyfriend watching porn...