10 Things I Hate About You 1999

[8.8/10] There’s a funny thing about these updated, transmogrified Shakespeare adaptations like 10 Things I Hate About You. If you didn’t know better, you could call the plots convoluted. There is a complicated web of relationships and deceptions, to the point that you practically need a diagram to explain it properly.

In short, Michael helps his friend Cameron woo Bianca by convincing Joey to pay Patrick to date Kat, because Bianca, per her father Mr. Stratford, cannot date until Kat does. With me? Well then, it turns out that Kat dated Joey, and after Bianca picks Cameron over Joey, Joey picks Bianca’s friend Chastity, while Michael pursues Kat’s friend Mandella, as Kat and Patrick’s tempestuous relationship takes root.

It’s a little dizzying, and yet the complex string of friends and enemies and relationships that tow the line between put-ons and genuine affection track nigh-perfectly into the high school setting. Despite the dense qualities of that big ball of string’s worth of plot threads, the complicated social structures and intersecting circles of high school make for the perfect way to realizes The Bard’s comedies in the modern day.

But 10 things is more than just a transmogrified version of The Taming of the Shrew. It also a charming tale that captures the heart and hazards of adolescence at the same time it exaggerates them for comic effect. What’s most impressive about the film is how it has its cake and eats it too on that front. There are goofy beats and subplots that only happen in teen movies, like unexpected party scenes and famous bands showing up to play contemporary (hopefully) chart-topping hits for the soundtrack.

But amid that broader material, there is a real examination of what it is to play up or down to expectation, a theme present in the work that inspired 10 Things, but which is given new life in the guise of the teenagers who are at that point in the fraught process of growing up where they’re deciding who and what they want to be, in love and in life. The gross wager that turns into real love is a hoary trope (see also: fellow 1990s borrower She’s All That) but by rooting the romance at the core of the film in two people who embrace a thorny image and find the hidden depths behind the prickers in one another, the film does justice to its source material and resonates with a target audience trying to figure out which parts of who they are malleable, which parts are non-negotiable, and which parts are fit to be broadcast to the rest of the world (or at least, the relevant social circles)>

It is also just damn charming. The film is full of quotable lines and crackerjack exchanges between characters. The cutting aside is wielded well and often, and side characters like teachers (including the great Allison Janney) and parents (Larry Miller, who nails both comedy and emotion as Mr. Stratford) provide a backdrop of colorful characters for the main story to flourish in. The writing stands out in 10 Things not just for the amusing lines which liven some otherwise familiar teen material, but for the way it allows the film to, in true Shakespeare form, shift tones into more serious material when it needs to.

The same goes for the characters. Kat shoots off the best zingers in the movie, and with her rebellious attitude and literary bent, it would be easy to turn her into a one-dimensional avatar rather than a character. Instead, the film roots her perspective and demeanor in an experience with Joey that gives form to her concerns of Bianca following in her footsteps, and gives just enough context to her mom leaving to make the crisis of conscience and turning point understandable.

By the same token, Bianca could easily be a generic popular girl, and in fairness, at certain points of the film, she is. But she too has a simple but meaningful arc of playing to expectations only to realize that she doesn’t necessarily like what that gets her, and it allows the two sisters to grow in their understanding of one another in strong scenes that deepen their relationship.

The objects of their affection receive a bit of shading as well. The reveal that Patrick, who puts on a gruff exterior and bears the reputation derived from many humorous urban legends about him, is not as wild as he seems is, perhaps, a predictable one. But he gains strength from the way that he and Kat see bits of themselves in one another, Cameron is a bit flatter, learning a trite if endearingly-put lesson about not accepting the notion that he doesn’t deserve what he wants, but there’s enough there to give ballast to the enjoyable-if-disposable teen romp elements.

Even Mr. Stratford, who is arguably the most outsized major character in the film, gets a bit of shading. While he spits out awkward-sounding nineties slang and is comically overprotective and paranoid of his daughters getting pregnant, the film balances that with a subtext to his insecurities about Kat leaving for Sarah Lawrence. There is a Daria-like quality to the film’s ability to poke fun at the parent-child relationship, but also find the sweetness and sincerity in it.

That’s what makes 10 Things more than the sum of its byzantine bets and love triangles. Some twists are convenient, some gestures a little too big to work anywhere but on the silver screen, and some bits of forgiveness come a little too easy. Still, the film keeps its plot, humor, and drama working in sync, where one scene can make you chuckle, the next will let you get to know a character a little better, and the one after will tug at your heartstrings, just a little bit.

The oh-so-nineties soundtrack immediately places in the film at a specific moment in time, but it speaks to the relatable qualities of that quest to figure out both who you are, and who’ll accept you for who you are, that feel like life and death for all seventeen-year-olds. 10 Things is a touchstone for those who grew up with it, both for the quips and clever asides that let the film crackle, and for the notion of young men and women, cutting through pretension and presentation, and finding something true beneath it, in themselves and in the people they love.