Well, that was awkward.
During his opening monologue at the 2022 Emmys on Sept. 12, host Kenan Thompson cracked a joke about Euphoria star and nominee Zendaya and the notorious dating history of Leonardo DiCaprio.
"26 is a weird age in Hollywood," Kenan said about Zendaya inside Los Angeles' Microsoft Theater, "you're young enough to play a high school student but too old to date Leonardo DiCaprio."
For those not in the loop, Leo has garnered a reputation for dating women until they turn a certain age. As a reference, he broke up with 25-year-old girlfriend Camila Morrone in August.
After Kenan made his joke, a noticeably-embarrassed Zendaya buried her head in her hands.
During his monologue, Kenan also took a shot at the lack of diversity on HBO's Succession.
"Succession has 25 nominations," Kenan started. "I love the Roy family. It's the only show with three brothers and also no brothers."
Before the jokes began, Kenan participated in a celebratory dance routine to open the show. The routine featured modern interpretations of iconic theme songs from shows Friends, Law & Order and The Brady Bunch.
He also donned a platinum blonde wig like the one worn by Daenerys on Game of Thrones, doing a step routine with a group of back-up dancers.
Prior to his hosting duties, Kenan said he was focused on making the occasionally stuffy and overlong telecast into an enjoyable affair.
"I know it's a long day and a long program," he told E! News, "but I think that's going to be my main focus so it doesn't feel so tasking. It should feel like a celebration."
For the best red carpets looks from the 2022 Emmys red carpet, keep scrolling!
(E! and NBC are both part of the NBCUniversal family.)
Zendaya
In Valentino, styled by Law Roach
Kerry Washington
In Elie Saab
Issa Rae
In Sergio Hudson, styled by Jason Rembert
Ariana DeBose
In Prabal Gurung, styled by Zadrian and Sarah
Mindy Kaling
In Elie Saab
Kaley Cuoco
In Dolce & Gabbana, styled by Brad Goreski
Reese Witherspoon
In Armani Privé
Rosario Dawson
In Christian Siriano, styled by Jason Rembert
Adam Scott
In Dolce & Gabbana, styled by Ilaria Urbinati
Juno Temple
In Tom Ford, styled by Erin Walsh
Jake Lacy
Sasheer Zamata
In Tarik Ediz
Taron Egerton
In Brunello Cucinelli
Chandra Wilson
Sarah Paulson
In Louis Vuitton, styled by Karla Welch
Sebastian Stan
Vanessa Bayer
In Christian Siriano, styled by Ariel Tunnell
Tramell Tillman
Nicole Byer
In The Tri Collective
Kumail Nanjiani
Selena Gomez
Amanda Seyfried
In Armani Privé Couture, styled by Elizabeth Stewart
Zedd
In Dolce & Gabbana
Angela Bassett
In Dolce & Gabbana, styled by Jennifer Austin
John Legend
In Gucci
Trevor Noah
In Gucci, styled by Jason Bolden
Sydney Sweeney
In Oscar de la Renta, styled by Molly Dickson
Julia Garner
In Gucci, styled by Elizabeth Saltzman
Brendan Hunt
J. Smith Cameron
In Carolina Herrera, styled by Cat Pope