It’s 10:23 p.m. and Owen is freaking out because one of his childhood icons has joined him in bed—the angelic Holly Madison! Owen and Holly talk about The Girls Next Door (duh), Holly’s beginnings in Alaska (sometimes without running water), and the hardest hikes in LA. Then, Holly discusses her love of horror and the next season of her true crime series, The Playboy Murders (S3 starts May 5!). Holly also informs Owen of Benjamin Franklin’s ho phase (that apparently lasted his entire life) before discussing Hugh Hefner’s will, why she turned down Traitors, and her real-life connection to a murder case. After you’re done watching this episode, would someone mind creating a change.org petition to abolish April Fools’ Day?

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It’s 11:54 p.m. and Owen’s good friend, the lovely Geraldine Viswanathan, has joined him for a sleepover. They contemplate going blonde (hot), analyze the term “reheating [someone’s] nachos,” and compare sleeping habits. Later, they decide to pitch a coming-of-age Marvel tv series, and Geraldine talks about her upcoming MCU movie Thunderbolts* and what it was like breathing the same air as Julia Louis-Dreyfus (did she convince Geraldine to get a dog? Who knows!). Owen brings back the Owie Pack (iykyk) and asks Geraldine if she personally knows any of his favorite Australians. By the time you’ve finished the episode you’ll know what a “quokka” is… maybe…

It’s 11:11 p.m. (make a wish!) and Owen is joined by literal angel Kaia Gerber in her stunning DÔEN x Library Science nightgown (so on brand!). Owen and Kaia talk about the time they went to the Sweat Tour together—where they were each other’s boyfriends for the night. They also discuss their TikTok and Instagram algorithms, and Owen learns that Kaia is not on BookTok but instead ExorcismTok (??)! Kaia then tries to help Owen find the perfect book to read before they play a word game that puts their connection to the test. Will Kaia finally convince Owen to read a book? Definitely not but you should watch the episode!