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Entertainment Weekly


Tiffany Haddish had a special request when she propositioned Leonardo DiCaprio

Gregory Pace/REX/Shutterstock; Michael Tran/FilmMagic

Posted on

Twenty-five years after he starred in What’s Eating Gilbert Grape, Leonardo DiCaprio is finally getting an award for his memorable performance — that is, if Tiffany Haddish has her way.

Haddish, who graces the cover of the latest issue of The Hollywood Reporter, has revealed some of her most memorable celebrity encounters, including the time she propositioned DiCaprio.

“Yeah, I met him at a party two, three months ago, and I asked him if he’d let me hit that,” she reveals. “He’s like, ‘Tiffany, you’re so funny.’ I’m like, ‘I’m serious.’ And then he goes, ‘I mean, I’d do it, but …’ I was like, ‘Come on, wasn’t you in a squad? The coochie squad or something?’ [referencing the infamous “p—y posse”]. I told him, ‘My only stipulation: I wanna do it with you as your character in What’s Eating Gilbert Grape.’ He starts bustin’ up laughin’. ‘Why?’ he asks, and I say, ‘Cause I feel like that performance deserves a real reward and that reward is this (gestures at her own body).’ He starts goin’ into how he got into the role, how he worked with these kids and all this stuff, and I’m just listenin’ and listenin’, like, ‘Mmm-hmm, mmm-hmm.’ I finally go, ‘All that’s good, I just need to know, When’s this gonna happen?'”

(No update on when or if it will happen.)

Other name drops during Haddish’s interview include Taylor Swift (Haddish wanted to bring the singer to her high school reunion, but Swift’s security team vetoed it), Drake (they almost went on a date), and Roseanne Barr, whose show was recently canceled after a racist tweet from the comedian. Haddish said she wasn’t surprised by the tweet considering their interactions in the early 2000s, when Haddish said she frequently passed by Barr’s home.

The Hollywood Reporter

“I say, ‘Hiiii, Roseanne,'” recalled Haddish, who says she loved Roseanne. “She looks at me (makes a disgusted face), and ran in the house. I thought, ‘Maybe she don’t want to be bothered today.’ A week later, we walk by again, and I told [Haddish’s friend] Anna — she’s Hispanic, but she looks white — she should say hi this time. So she says, ‘Hi, Roseanne,’ and Roseanne goes, ‘Hey!’ I thought, ‘Maybe she got to know us.’ Then I go back, like, a week later, I wave again and say, ‘Hi, Roseanne! I love your comedy,’ and she (makes the same disgusted face) and turns her head. I think, ‘F— that bitch.’ That was 2000, maybe 2001, so it’s not new. She been racist, why’d you all give her a TV show?”

Read the full THR story here.