In this hilarious and heartfelt episode of "From Cool to Clueless: Our Worst Dating Moments" two Gen X dads dive into their most cringe-worthy, awkward, and painfully honest dating experiences from youth to midlife. As divorced dads navigating the wild world of modern relationships, we bring raw, relatable stories that highlight the struggles men face with vulnerability, rejection, and starting over. Blending comedy with real talk, our channel gives a voice to fatherhood, divorce, dating, and loneliness—while offering insights for women and kids to better understand the male experience. Join us for laughs, lessons, and a reminder that you're not alone.