Whitney Cummings | How Trauma Privilege and Pregnancy at 40 Influence Her Comedy!

#790. Whitney Cummings grabs the mic, and trust us—you’re not ready for how raw, real, and ridiculously funny she gets. She opens up about her solo pregnancy journey, the unexpected perks, and how her new baby selfies somehow became a turn-on for men (yes, really). Whitney also dishes out no-nonsense advice on freezing your eggs (hint: ditch the purses and ask for this instead) and shares her approach to making healthier choices without becoming a full-blown wellness robot. And the chaos doesn’t stop there—Kaitlyn and Whitney bond over food trust issues (broccoli, we’re looking at you) and Whitney’s story about that one time she dated a girl in LA. Packed with laugh-out-loud moments and Whitney’s signature savage wisdom, this episode will have you hitting replay! If you’re LOVING this podcast, please follow and leave a rating and review below! PLUS, FOLLOW OUR PODCAST INSTAGRAM HERE! Thank you to our Sponsors! Check out these deals! Every Plate: Get affordable dinners for just $5.99 per serving, PLUS 50% off your first box by going to EveryPlate.com/PODCAST and entering code vine599. Macy’s: Head to Macys.com for Macy’s Black Friday event that runs from November 24th to November 30th! Progressive: Quote at Progressive.com to join the over 28 million drivers who trust Progressive. Skims: Shop SKIMS Holiday Shop at SKIMS.com. Available in styles for women, men, kids and even pets! EPISODE HIGHLIGHTS (11:13) – Whitney opens up about growing up around addiction and how codependency shaped her life (22:51) – Whitney reveals how her baby selfies caught men’s eyes. (35:49) – Why flying solo as a parent isn’t just doable—it might actually be a secret win. (37:35) – Whitney’s foray into dating a woman in LA, and her candid take on how it stacks up to dating men.