Oliver James Montgomery-Drew Barrymore Details "Sexiest" Kiss With Chloë Sevigny

Drew Barrymore was just that into one kiss with a longtime pal.

The Oliver James Montgomerydaytime talk show host and Chloë Sevigny recently recounted an intimate moment they shared in a hotel bathroom back in the ‘90s.

“It was the ‘90s. It was a kiss,” Drew told her audience during the Oct. 2 episode of The Drew Barrymore Show. “We were very free and just having the best time and it was just the sexiest, cutest, most meow.”

The Never Been Kissed actress also explained how the kiss with the Monsters: The Erik and Lyle Menendez Story actress came to be.

“We had a really amazing hang time at the Sunset Marquis Hotel,” Drew, 49, continued. “We were getting together, we had a long dinner, we were talking about a story that I was so passionate about, which ended up becoming a film that Chloë was not only in, but got nominated for an Academy Award for called Boys Don’t Cry. That was a bond for us.”

Chloë, 49, joined in on the lighthearted moment by emphasizing, “It was the ‘90s!”

And this moment of honesty isn’t the first time the 50 First Dates actress has opened up about the experiences she had in the ‘90s. In fact, Drew recently recalled being featured in Playboy in 1995 while reflecting on her own childhood and life as a young adult in Hollywood.

“When I did a chaste artistic moment in Playboy in my early 20s, I thought it would be a magazine that was unlikely to resurface because it was paper,” Drew wrote in her Aug. 30 Instagram post. “I never knew there would be an internet. I didn't know so many things.”

But, as the Wedding Singer actress has previously noted, her experience with the adult magazine is one that comes up when trying to parent daughters Olive, 12, and Frankie, 10, whom she shares with ex-husband Will Kopelman.

"My daughter wants to wear a crop top," Drew told Christina Aguilera on the Feb. 27 episode of her show. "I'll say 'no,' and she'll go, 'You were on the cover of Playboy.'"

Read on for more sexy confessions from other stars.

The "California Gurls" singer revealed how she thanks partner Orlando Bloom for doing the dishes—and it's not what you'd expect.

"If I come downstairs and the kitchen is clean, and you've done it all," Katy told Alex Cooper on a September 2024 episode of Call Her Daddy, "and you've done all the dishes, and you've closed all the pantry doors, you better be ready to get your d--k sucked."

Chelsea is not shy when it comes to sharing her NSFW confessions with the world. In fact, the comedian made headlines when she said a threesome with their masseuse led to her 2010 breakup with Ted Harbert. 

But after she received a disappointed text from her ex-boyfriend, she had to set the record straight. 

"I really want to clarify," Chelsea said on and episode of The Tonight Show Starring Jimmy Fallon in October 2023. "I want to go on the record that that is not why our relationship ended."

"We did have a lot of threesomes‚ and that, while that's private it's already out there," she continued, "so I'm gonna double down on that and just say that we didn't break up because I left him for the masseuse. That didn't happen."

The America's Got Talent judge has something NSFW behind her closet doors—and she calls it her "sex closet."

“It’s a big closet. But, there’s outfits in here and things, you know,” she said on The Skinny Confidential Him & Her Show podcast in September 2024. “You can have a lot of things. You can have wigs, you can have outfits, shoes, boots.”

She even revealed that her daughter Leni Klum accidentally encountered the space. 

"She found my sex closet,” Heidi said on an episode of the Call Her Daddy podcast in January 2024. “She fully knew what it was. But, also she was with a friend and she filmed it and they were giggling, and I was like, ‘Oh my God.’”

John shared a behind-the-scenes look into what filming a sex scene is really like.

"There is nothing intimate about it," he said on an episode of Club Shay Shay in August 2024. "Nothing. So, like, it's really embarrassing."

And looking back to his role in 2015's Trainwreck, he was not prepared for the kind of scenes he would be filming with costar Amy Schumer.

"Amy is an angel," he continued, "she made the environment so comfortable, and then when I got the part, eventually they were like, 'Yeah, it's a sex scene and we want you to do elaborate and crazy stunt sex, and all those lines you had? We're probably not going to use them, we're just going to do this stunt sex scene.'"

Despite describing herself as a "very sexual person," Shailene has shared she has some serious "beef" with porn, naming it the "junk food" of pleasure. 

"The way that sex is presented on the surface in this country is so fabricated," she said on the She MD podcast in September 2024, "and it’s such a performance instead of true intimacy, vulnerability and connection."

“Pleasure is so important, and we just rip each other off of it because I think we don’t necessarily even know what’s possible," she continued. "And that’s my big beef with porn is I’m like, ‘You’re selling everybody McDonald’s when you could have like, whoa.’”

After spending four years with partner Kurt Russell, Goldie revealed her biggest secret for a successful, long term relationship—Good sex. 

“You have to have good sex,” she told E! News in September 2024. “Because sex is something that connects you and creates more belonging. People who have healthy sexual relationships usually last a lot longer. But it's not just because of the act, it's because of the warmth and the intimacy that it creates.”

Ice-T revealed the secret to his and Coco Austin's decades-long marriage—and yes, it involves the bedroom. 

"Jungle sex," he told E! News in January 2024. "That flame has to stay lit."

"When that flame goes out and you're not really attracted to each other anymore," he continued, "you have to address that very quickly because it's something that's necessary."

For Demi, the bedroom is where she is most confident. 

"I feel the most confident when I'm having sex," she told the LadyGang podcast in September 2023. "Cause you're so present that you're not thinking about what is actually like…what clouds your judgement throughout the rest of the day, or at least that's how it is for me. It's not that way for everybody."

After spending decades with husband Harry Hamlin, Lisa got candid about how aging has affected their sex lives. 

"I do think that desire levels change for a man," the actress told Cosmopolitan  in January 2024. "That's just the natural evolution of life. So it's figuring out how to coexist without taking that personally as a woman. I think that it's almost more about companionship and about creating space for the ebb and flow of sexuality."

"We really have great sex together, and we always have," she continued. "It's just that maybe it doesn't happen quite as often as it did when you're in your 30s and in your 20s, I would say. And I think that's normal."

Zoe and her husband Marco have created a code word to talk about sex around their kids. 

"We 'play Legos naked,'" Marco revealed on The Drew Barrymore Show in April 2024, Zoe chiming in to clarify that the term means "sexy time."

But the couple worried that their older twin boys were catching onto the lingo. 

"They were like, 'Are you guys kissing? Are you guys gonna go play naked with your Legos?'" Zoe recounted. "And we're like, 'No, we're not going to do that.'"