The Hilarious Way Tiffany Haddish Propositioned Leonardo DiCaprio

Tiffany Haddish Girls Trip Leonardo DiCaprio The Wolf of Wall Street

Tiffany Haddish is a wonderful storyteller, but you probably know that by now. The comedian can turn even the most mundane day-to-day encounters into absolutely hilarious material. So, now that she's invited to more Hollywood parties and experiencing some very weird celebrity encounters, Tiffany Haddish has got even more juicy stories to share with her fans. Like the time she tried to court Leonardo DiCaprio, for instance. During a recent profile piece, Tiffany Haddish talked about the time she flirted hard with The Wolf of Wall Street actor at a party, and how she was hitting on the Academy Award-winner thanks to his Oscar-nominated performance in What's Eating Gilbert Grape? Indeed, the Girls Trip actress was trying her hardest to score with Leonardo DiCaprio, and can you blame her? Tiffany Haddish wasn't afraid to admit it either. Here's how the A-list funny woman recounted the time she met Leo and tried to get inside his pants.

Yeah, I met him at a party two, three months ago, and I asked him if he'd let me hit that. 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?' 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?'

This brief celebrity encounter was shared by Tiffany Haddish herself during her recent interview with THR. It turned out to be a pretty revealing conversation, because it's the same profile where Haddish seemingly confirmed who Beyonce Knowles' biter was, which finally put #WhoBitBeyonce to a close -- although she didn't name any names, to be fair. Indeed, Tiffany Haddish has experienced no shortage of crazy moments in her life. Thankfully, she's not afraid to reveal them to us. She also got the chance to hit on Leonardo DiCaprio too. Directly in his face to boot. How many people can say that?

While some people felt Tiffany Haddish's gossiping would get her uninvited from every party in Hollywood, the comedian claims the opposite has happened. Since revealing the Beyonce Knowles biting incident, the Night School actress claims she's received more invitations to the hottest Hollywood gatherings than ever. Haddish believes it's because she's willing to spill the details about said parties, possibly getting the event even more coverage. Everyone want the comedian/actress to attend their parties, and they want her to reveal all the crazy stuff that goes down too. It's a great time to be Tiffany Haddish. That's for sure.

Should we expect to see Tiffany Haddish and Leonardo DiCaprio as an item soon? What would their name be? DiDish? TiffCaprio? We don't know. We'll leave it up to Tiffany Haddish to let us know, though, if that moment ever comes. If it does, we'll surely hear all about it from Tiffany Haddish. That much is for certain. In the meantime, however, we'll try to brainstorm some better names for the couple.

Will Ashton

Will is an entertainment writer based in Pittsburgh, PA. His writing can also be found in The Playlist, Cut Print Film, We Got This Covered, The Young Folks, Slate and other outlets. He also co-hosts the weekly film/TV podcast Cinemaholics with Jon Negroni and he likes to think he's a professional Garfield enthusiast.