In today’s episode of Coffee and Cleavage, Lynnie, Shantal, and Gary dive headfirst into three real-life listener dilemmas. First, a Tinder user is stuck swiping and wonders if changing jobs (and maybe asking out coffee shop customers) will boost his matches. Next, a self-conscious virgin fears rejection from women who might label his inexperience a deal breaker. Finally, a fan struggles with whether to tell a close friend he’s caught feelings—and risks turning the entire friendship upside down. Tune in for frank advice, personal stories, and plenty of laughs as the hosts share their honest takes on these tricky dating crossroads.