Kate Hudson and Matthew McConaughey arrive for the UK Film Premiere of ‘Fool’s Gold’ at the Vue West End on April 10, 2008 in London, England.

If you can believe it, the 2003 rom-com we all know and love, How to Lose a Guy in 10 Days, is celebrating its 20th anniversary. (We know, how can this be?!) Luckily, stars Kate Hudson and Matthew McConaughey are taking the opportunity to reunite and filmed an Instagram Live where they chatted about the legacy of the beloved romantic comedy and answered fan’s most-asked questions.

“I think it’s so amazing,” said Hudson. “We got so lucky to be in such a classic [movie], you know?”

McConaughey gave his two cents. I’m always asked what it is. I know when I’ve been with people watching it, there’s sort of a mischievous fun they’re having. It’s sort of an interactive experience they’re having,” he says about the audience connecting with Hudson’s character Andie or McConaughey’s Ben.

Kate Hudson as Andie Anderson in How to Lose a Guy in 10 Days, 2003 (Image Source: Everett Collection)

“We’re probably two very well-casted people for anything mischievous,” The Glass Onion star chimed in before McConaughey joked, “Yes, we’ve picked each other’s pockets before.” The pair also starred together in 2008 action comedy, Fool’s Gold and talked about their innate ability to riff off of one another and playfully fight, causing palpable chemistry, and going “toe-to-toe,” as McConaughey put it.

Hudson said one of the most common questions she’s asked is what it must be like to kiss McConaughey. “My whole thing is, we’re always in weird environments. There was only time, when we kissed that is was so nice and gentle, in the bathroom [scene],” she said.

“Yeah, everything else has not been climate controlled,” McConaughey said with a laugh. “Everything else was like, ‘Swim up to the top, the sharks almost ate you, you just fell from a plane from 300 feet, tread water, before you catch your breath, kiss.’” Hudson added “’And make it look passionate.’”

“Or you’re one the Brooklyn Bridge and you’re yelling across, and the wind is blowing in right your face,” Hudson said, referring to the finale scene in How to Lose a Guy in 10 Days. McConaughey noted there was the smell of the exhaust from 18-wheelers when they filmed it.

Among other tidbits included the fact that McConaughey believes Hudson came up with the baby-talk “Benny boo boo” on her own. They joked about their back-to-back pose in the film’s poster that was mimicked time and time again (see McConaughey’s other films, Failure to Launch and Ghosts of Girlfriends Past). They even discussed how iconic that yellow dress has become ever since Hudson wore it in the film.

Directed by Donald Petrie, the 2003 blockbuster follows magazine advice columnist Andie Anderson (Hudson) who comes up with the idea to imitate her friend’s needy behavior when dating, to show that it drives men away with the article, “How to Lose a Guy in 10 Days.” Seeking the perfect man for the experiment, Andie stumbles upon the cocky ad executive Ben Berry (McConaughey). Overly confident in his skills as a ladies’ man, Ben is under the impression he can make any woman fall in love with him in 10 days. Chaos ensues and plans backfire.

During their live chat, the stars guessed where their iconic characters would be now. While Hudson hopes Andie and Ben are still together, being adventurous, with children, McConaughey suggested: “They’re still on their honeymoon,” McConaughey joked. “And look, she’s still in the yellow dress.”

In November, Hudson told Jonathan Ross that she would “revisit” the film given the opportunity. “We both [Matthew and I] have the same feeling about it. If for some reason a great idea came across our desk and it read well, yeah I would totally revisit it,” said Hudson. “I love working with Matthew. I don’t know — I’m sure it would start with marital conflict. Or maybe — I have no idea. How to Lose a Husband in 20 Years…?”

The film has seen a resurgence thanks to Gen Z and TikTok, where the sound of Hudson singing Carly Simon’s “You’re so Vain” with her own lyrics have been trending.

Seems like the perfect time for a sequel!