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?

Follow and connect with all things @InYourDreams across Instagram, TikTok, and YouTube.

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!

It’s 10:20 p.m. and Owen is joined in his bed by the one and only Benny Blanco! Owen and Benny talk about the power of makeup (yes, men can and should wear it), the beauty in mundane kitchen tasks, and what they would cook if they were forced to by a home invader (would you hurt someone who made you tuna salad on open-faced toast?). Benny shares his date-night routine and what he would plan as a final date in a hypothetical world-ending scenario. Owen inquires about Benny’s People’s Sexiest Man Alive appearance (hot!) and asks Benny what it’s like working with his significant other. Watch this episode to see Owen and Benny compare their heights (a short king and a 6’4” bottom), their TikTok algorithms (hot people and people cooking in foreign countries), and their steps (87 and 15k ... guess who walks 87 steps). By the time it’s over you’ll be saying “delish” to everything.

Follow and connect with all things @InYourDreams across Instagram, TikTok, and YouTube.

It’s 1:32 a.m. and Owen is in bed and recovering from a weekend at Unwell’s Miami Spring Break event. He’s joined by a life-size pillow of himself (hot) that he received from his recent brand deal (FINALLY!!!). After admitting to lying about watching The White Lotus, Owen reveals that he recently decided to binge the current season and—spoiler alert—he loves it. Owen then shares some stories from Unwell’s Spring Break that include having shots poured into his mouth by Hallie Batchelder, getting swept up in street magic with Harry Jowsey, and hanging out at his tramp stamp station. Shout out to Nikki Blonsky from the movie Hairspray! Follow and connect with all things @InYourDreams across Instagram, TikTok, and YouTube.

It’s 11:36 p.m. and Owen is fangirling over the fact that Drew Afualo (his TikTok queen) has joined him in bed. They get nostalgic over high school and discuss Drew’s time jersey chasing in college. Owen (Scorpio) and Drew (Virgo) also talk about the real villain of the zodiac, their favorite pop girlies, and Drew’s engagement ring (Jared, take notes!). Later, they discuss Drew’s acting era (can confirm, she WOULD play Moana’s dad) and Owen’s mom’s love of The Rock. Watch to find out if Drew would spare Owen in the male apocalypse!

Follow and connect with all things @InYourDreams across Instagram, TikTok, and YouTube.

It’s 12:09 a.m. and Owen is back in bed, this time with comedian and fellow LA native Grace Kuhlenschmidt! They compare their high schools (go Sailors!), talk about Grace’s Michigan beach babe girlfriend, and confer about what it means to be a chapstick lesbian and a GrandeLASH gay. Grace discusses her feelings about doing G (because not drinking is boorrrriiiing) and being the catcher of her high school softball team while also thinking she was straight. Watch this episode and let us know if you’d turn straight for Dylan Efron!

It’s 11:27 p.m. and Owen is back with another solo sesh in bed! First, he talks about growing up a very cute child and morphing into a fugly teen (look it up!). Then, Owen discusses his Oscars Sunday, which involved a get-together at his place with close friends and two complete randos (kinda hot?!). Owen also talks about his recent salmon sperm facial, his Interview Magazine appearance, and the day he felt the most famous. Enjoy this episode, or as they say in Simlish, Zibadoo flibber!