“Gwyneth Paltrow Shades Nikki Glaser’s Bold Confession About Ben Affleck – What They’re Really Fighting Over!”
Added on March 26, 2025 inCelebrity News Cards
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When you dive into the whirlwind romance of Hollywood’s elite, you can’t help but wonder: what cosmic alignments led Gwyneth Paltrow and Ben Affleck to date for three solid years back in the late ’90s? Fast forward to 2025—yes, that’s a whole two decades later—and here we find Nikki Glaser, hosting the Golden Globes, seemingly forgetting this starry history while spilling the beans on her crush for Gwyneth’s former flame, Ben. Can you imagine the planets at play when Glaser swiped right on Affleck on a celebrity dating app, only to be met with silence? Join me as we unravel this entertaining tale from Paltrow’s own goop podcast that’s just too juicy to miss. Buckle up, it’s bound to be a cosmic roller coaster of revelations and witty exchanges! LEARN MORE.
Gwyneth Paltrow and Ben Affleck have history, with them having dated for three years between 1997 and 2000. But Nikki Glaser seemed to have forgotten that.
Glaser, who hosted the 2025 Golden Globes, appeared on Paltrow’s goop podcast to discuss her performance at the recent awards ceremony, but also revealed how she has a thing for the 52-year-old host’s ex-lover, Ben Affleck.
Speaking about the time she came across Affleck on the celebrity dating app Raya, Glaser said: “When I used to be on Raya and he would come across, [I would give him a] very concentrated check mark ‘yes’ and, like, never [got] it back.”
Gwyneth Paltrow and Ben Affleck dated back in 1998 (Ron Galella, Ltd./Ron Galella Collection via Getty Images)
While speaking about her Golden Globes monologue, she said of Wicked stars Ariana Grande and Cynthia Erivo: “I thought that they might be too cool, same way I thought about J-Lo [Jennifer Lopez], like I’m not doing that joke in a special because she’s going to come after me.
“I think that sometimes I underestimate people who I put on a pedestal of being like taking themselves too seriously.”
For those not in the know, Lopez recently filed for divorce from Affleck just two years after tying the knot.
Paltrow then cuts in and calls Glaser out for comments she made about J-Lo’s now ex-husband, saying: “Even though you wanted to f**k her husband on Raya?”
After revealing that Andrew Garfield said ‘nope’ to her on the celeb dating app, Glaser then spoke in more detail about her Golden Globes performance, and how she chooses which celebrities to poke fun at.
Nikki Glaser detailed how she wanted to hook-up with Paltrow’s ex, Affleck (YouTube/goop)
“At the Golden Globes, like I thought, ‘you know Ariana and Cynthia would have no sense of humor about Wicked’,” Glaser explained.
“It is Wicked, it is a it’s about marginalized people being the… you know like this is a triumphant story of overcoming discrimination and ‘we are not to joke about Wicked because it is musical theater, it is gay.
“It is everything that society is kind of already, they’re already, struggling enough, why poke fun at this thing? Their interview cycle was just so sincere […] but man did I want to mock it right.
“Also like so many jokes written about that kind of mocking Wicked, and I was just like, ‘I don’t think this is it guys’.”
Warning: The following video contains explicit language:
She continued: “In my writer room saying, you know like we all kind of collectively agreed if we’re going to go after celebrities, maybe not Cynthia and Ariana.
“Because the worst thing to do at an award show is to cut to a celebrity that you make fun of and they’re like [rolls eyes]. No matter
how funny you are you’ve bombed because that person just rolled their eyes at you.
“No matter what because the reaction is everything, like it’s so important – the cutaway is so important.”
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