Tiffany Haddish Aggressively Hit on Leonardo DiCaprio and It Involved Role Play

Jonathan Borge
Updated

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Tiffany Haddish only wants one thing: Leonardo DiCaprio. And his babies.

Last fall, the actress made it clear she’s looking to carry the Oscar winner’s offspring, telling Stephen Colbert, straight up, “I want to get pregnant by Leonardo DiCaprio.” Weird, but um… same?

So far, the actress and comedian has had no such luck. In a new interview with The Hollywood Reporter, she explains exactly how she came on to DiCaprio when she cornered him earlier this year. If you’re looking to win over a hunk, listen up.

“Yeah, I met him at a party two, three months ago, and I asked him if he’d let me hit that,” she said. “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?’” Haddish was referring to the “pussy posse,” a group of then-up-and-coming Hollywood favorites like Tobey Maguire and magician David Blaine who stayed out late and partied with girls in the ‘90s.

A theory as to why he may not be interested? While Haddish is young at 38, she doesn’t quite match up with the average age of the women he likes to romp around with: 22.9. That didn’t stop her from pushing him, going so far as to suggest some role play.

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“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 that performance deserves a real reward and that reward is this [gestures at her own body].’” Haddish said. DiCaprio’s role in the film earned him his first Oscar nomination at 19—but no win.

“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?’”

Time’s ticking, Leo.