Tiffany Haddish, like many people on this planet, would not mind bedding Leonardo DiCaprio. However, unlike most other people, she actually had the nerve and the opportunity to ask him if he was game—with one very particular stipulation.
In a new interview with The Hollywood Reporter, the Girls Trip star spills some tea about the time she hit on Leonardo DiCaprio. “Yeah, I met him at a party two, three months ago, and I asked him if he’d let me hit that,” she tells THR. “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?'” she asks, referring to, as THR points out, the “pussy posse,” the gossip column name for DiCaprio’s friendship circle in the ’90s that included Tobey Maguire and Kevin Connolly.
But Haddish wasn’t just interested in any old hookup; she had one very specific request for their encounter. “I told him, ‘My only stipulation: I wanna do it with you as your character in What’s Eating Gilbert Grape,'” she continues.
“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,'” she says, reportedly gesturing 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?'”
Despite the fact that it doesn’t seem like it “happened” (at least for now) and that the comedian completely ignored fan favorite Jack from Titanic, Haddish’s crush on DiCaprio seems to run deep. She’s spoken in the past about wanting to “get him in her hammock” and she once told Stephen Colbert that she wanted to “get pregnant” by him.
Tiffany Haddish Makes Yet Another Bold Statement—This Time in Haute Couture
Tiffany Haddish wears a Valentino Haute Couture gown and sandals; Falke tights. Beauty: Nars All Day Luminous Weightless Foundation in Khartoum, Brow Defining Cream in Danakil, Brow Gel, Eyeliner Pencil in Black Moon, Galice Velvet Shadow Stick, Narsissist Wanted Cheek Palette II, Summer Fire Lip Cover.
Tiffany Haddish wears an Elie Saab Haute Couture dress; Kokin New York hat; Ralph Lauren Collection belt; Gianvito Rossi shoes.
A Marie Antoinette extravaganza, Haddish wears a Giambattista Valli Haute Couture gown; Stephen Russell necklace; Manolo Blahnik shoes. Beauty: Play up a royal flush with Nars Narsissist Wanted Cheek Palette II.
Embodying classic Hollywood sophistication, Tiffany Haddish wears a Givenchy Haute Couture jacket, skirt, and earrings.
Milking the situation in a RVDK Ronald van der Kemp top and skirt.
As a fashion widow, in a Chanel Haute Couture tunic; Kokin New York mantilla; Bulgari earrings; Tiffany & Co. necklace.
More than ready for her close-up in a Valentino Haute Couture dress and sandals; Philip Treacy for Valentino Haute Couture hat; Falke tights.
Celebrating her arrival to the big time in an Armani Privé bustier and skirt; Cartier bracelet; Manolo Blahnik sandals.
Caught up in a fashion whirlwind, wearing a Ralph & Russo gown; Manolo Blahnik shoes.
A star is born in a Dior Haute Couture dress; Manolo Blahnik shoes.