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 fan questions tackle whether bad sex justifies ending a relationship, how early is too early to discuss kinks on dating apps, and best hand etiquette during oral. Submit questions at coffeeandcleavage.com.

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 to play themselves. Rounding out the conversation are thoughts on misconceptions about content creators, the unexpected quality that makes someone unforgettable, personal goals they hope to lock in next year, and a three-item bucket list still waiting to be checked off. 

Submit more questions at coffeeandcleavage.com.

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 should pay and what counts as “effort.” 

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 rules can test trust. 

Share your own monogam-ish wins, fails, or questions at coffeeandcleavage.com.

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 accidental “Yes, mommy” sets the stage for laughs and genuine advice. 

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: Are they girly girls, or down to get dirty (and maybe go camping)? It's a raw, fun, and honest look into their lives as creators.

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 it about effort, vibes, or just expectations? And what does a date spot say about the kind of connection someone wants?

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—this is Ask Us Anything, Coffee and Cleavage style.

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 while she was in the shower. Is this cheating—or just private behavior? The trio breaks it all down with honesty, laughter, and personal stories.

In this fun and unfiltered episode, Lynnie, Shantal, and Gary answer personal, fan-submitted questions—from guilty pleasures and wild preferences. Positions, orgasms and where to finish! The trio dives into playful confessions, revealing their quirks, turn-ons, and a few things you probably didn’t know! It’s the ultimate “get to know us” episode—raw, honest, and a little spicy.