More than two decades after the beloved teen classic 10 Things I Hate About You redefined romantic comedies for a generation, director Gil Junger is back with a fresh spin on love and modern cynicism. But don’t expect a typical sequel. 10 Things I Hate About Dating is a spiritual successor — one that trades Shakespearean angst for social media satire and heartache with bite.
The Legacy Lives On — But With a Twist
Since its 1999 debut, 10 Things I Hate About You has enjoyed lasting popularity, thanks to its sharp wit, emotional honesty, and the unforgettable chemistry between Julia Stiles and the late Heath Ledger. For director Gil Junger, the continued fan enthusiasm made it clear: the time was ripe for a new story.
“You can’t imagine how many people have asked me over the last three years, ‘Why aren’t you doing another one?'” Junger recently told Entertainment Weekly. “And I’m like, ‘Yeah, I should.'” The result? 10 Things I Hate About Dating, a film designed not as a sequel, but as a thematic sibling — carrying the same emotional DNA into the world of dating apps, podcast wars, and performative vulnerability.
From Shakespeare to Social Media
While 10 Things I Hate About You was loosely based on Shakespeare’s The Taming of the Shrew, the new film draws inspiration from Molière’s The Misanthrope — a 17th-century play about a man repelled by the vanity and hypocrisy of society. It’s a fitting blueprint for a story that centers on a disillusioned podcaster and a seemingly flawless dating coach forced to run a couples retreat together.
The central tension isn’t just romantic; it’s philosophical. “He’s a man who’s critiquing society, and he wants to withdraw and not be a part of it,” explains screenwriter Naya Elle James, who co-wrote the film with Junger. “But he’s very much a part of the machine of social media and creating controversy. And she, on the other hand, is very polished, proclaiming authenticity — but lying to herself in order to believe her own message.”
A Comedy of Conflict — and Chemistry
Unlike traditional rom-coms, this film won’t shy away from emotional complexity. Junger describes it as “not a rom-com, but a trauma-bond-com” — a term that captures the story’s deeper psychological stakes. These are characters wrestling with their own contradictions, struggling toward self-awareness rather than simply toward each other.
James notes that both protagonists must be “humbled” to find connection. That emotional journey, layered with satire and sincerity, mirrors what made the original film resonate. “That character of Kat influenced an entire generation of women,” Junger reflects. “She was a woman who didn’t falter to norms… She didn’t need anyone else’s approval.”
Building a Trilogy of Truth
If successful, 10 Things I Hate About Dating will be the first entry in a planned trilogy. Junger and James have already sketched out 10 Things I Hate About Marriage and 10 Things I Hate About Kids as potential follow-ups — each examining the evolving dynamics of love through modern, often uncomfortable, lenses.
Whether these films will also be rooted in classic literature remains to be seen, but Junger isn’t ruling it out. “Why not? There is great literature to pull from with universal themes,” he says. James, for her part, is fully aligned. “I’m doing it,” she said at a recent event. “I’m adapting classic literature into a rom-com film. There’s nothing more suited to my life’s passion.”
The Right Voice at the Right Time
Junger credits James as the creative linchpin of the project. “She’s one of the strongest, most independent women I know, and easily one of the smartest,” he says. Her voice — bold, incisive, and emotionally honest — shapes the heart of the film.
This isn’t a nostalgia project. It’s an evolution. 10 Things I Hate About Dating speaks to a generation burnt out by digital love yet still yearning for something real. And like its predecessor, it promises to challenge expectations while making audiences laugh, cringe, and maybe even believe in love again — just not the way they used to.
