Chelsea Handler cozies up to Ralph Fiennes at Vanity Fair’s Oscars 2025 afterparty

Chelsea Handler and Ralph Fiennes were spotted getting cozy while attending the Vanity Fair Oscars 2025 afterparty.

The “Chelsea Lately” alum, 50, and the Oscar-nominated actor, 62, appeared to be in good spirits as they were photographed leaving the star-studded event arm-in-arm.

Handler was dressed in a silver strapless Khoon Hooi gown and white sneakers after ditching the gold heels she wore while posing on the red carpet.

The “I’ll Have What She’s Having” author also carried a cocktail glass while flashing a giant grin.

Chelsea Handler and Ralph Fiennes were seen leaving the Vanity Fair Oscars 2025 afterparty arm-in-arm Sunday night. ShotbyJuliann / BACKGRID The pair appeared to be in good spirits as they were photographed smiling while leaving the star-studded event. ShotbyJuliann / BACKGRID While exiting with the “Conclave” actor, Handler was seen wearing white sneakers after ditching the gold heels she wore on the red carpet earlier in the night. FilmMagic

Meanwhile, the “Conclave” star wore a classic black tuxedo with a bow tie.

Fiennes matched Handler’s energy as he also flashed a smile during their interaction.

Page Six reached out to reps for both stars but did not immediately hear back.

The former talk show host wore a silver strapless Khoon Hooi gown for the glitzy soirée. AFP via Getty Images The Oscar nominee opted for a classic black tuxedo with a bow tie. REUTERS

The pair’s seemingly flirty night out came after they teamed up for a cheeky bit at the Critics Choice Awards 2025 — which Handler hosted on Feb. 7.

Handler and Fiennes loosely recreated a scene from Nicole Kidman’s erotic film “Babygirl” in which the actress chugged a glass of milk.

“‘Babygirl’ was one of my favorite movies this year because I love everything Nicole Kidman does and it even inspired me to hire a new sexy intern,” the comedian said during the awards ceremony.

“Oh, this must be from him, thank you,” Handler added as someone off camera handed her a glass of milk.

The comedian and Fiennes previously teamed up for a flirty bit at the Critics Choice Awards 2025 in February. E! They loosely recreated a scene from “Babygirl” — with Fiennes calling Handler a “good girl” as she chugged a glass of milk. E!

The “Dear Chelsea” podcast host then began to chug the beverage before Fiennes called her a “good girl” and told her, “Keep going! Don’t stop!”

While Handler and Fiennes’ relationship is currently unclear, the comedian confirmed she was dating someone during her “Call Her Daddy” appearance last month.

“We didn’t really become lovers until about six or seven months ago,” she said of her new flame, per Us Weekly.

“I invited him to Mallorca on a trip with a group of friends. … I’ve known him for years. I’ve always been attracted to him, but he was not available. I always have wanted someone like him in my life.”

Handler was previously in a relationship with comedian Jo Koy. They split in 2022. Instagram She claimed Koy had “very outdated, old-fashioned” expectations for their relationship on the “Armchair Expert” podcast last month. ArmchairExpertwithDaxShepard/YouTube

Handler’s comments on her “sweet” and “caring” new man came nearly three years after she split from fellow comedian Jo Koy.

The former talk show host appeared on the “Armchair Expert” podcast on Feb. 10 and revealed why she “had no choice” but to break up with Koy.

“I felt like it was a decision between having a relationship and being full-on or choosing myself and my sanity — sanity is an overstatement — but I would have compromised my own value system,” Handler divulged.

She claimed that Koy had “very outdated, old-fashioned” expectations for their relationship and she ultimately decided it was “not going to work.”