Movies

Cast of '10 Things I Hate About You': Then and Now

'10 things i hate about you' cast10 Things I Hate About You. The film premiered on March 31, 1999, and with it turned Julia Stiles, Larisa Oleynik and the late Heath Ledger into household names. Adapted from Shakespeare's The Taming of the Shrew, the movie starred Stiles as Kat Stratford, an abrasive teen just trying to get through high school, and her younger sister, Bianca, a popular sophomore who can't go on a date unless her sibling does. Cue hilarity and the most memorable cover of "Can't Take My Eyes Off You" ever. Go ahead and break out your Letters to Cleo albums and ringer tees -- we've got some memories to relive here, people! 

1 / 24

Julia Stiles: Then

Julia Stiles in 10 Things I Hate About You

Julia Stiles: Now

Julia Stiles at 2019 winter tcaHamlet and O (for Othello), but she also strapped into ballet shoes for 2001's Save the Last Dance. A Columbia University grad, she remained a familiar face in movies, starring in Mona Lisa Smile, Down to You, The Omen and the Bourne franchise, and also won an Emmy for a small screen role after guest starring on Dexter in 2010. Though it's felt like she's taken a bit of a break, she has appeared in smaller roles on TV and in film, and she's poised to make a big comeback in Hustlers and The God Committee.

Larisa Oleynik: Then

Larisa Oleynik in 10 things i hate about you10 Things I Hate About You's debut, as she starred on the Nickelodeon show, The Secret World of Alex Mack. The 1999 flick was a very different role, as she played Bianca, as popular as her sister was loathed. We hope that after graduation, she did go to Europe to find out if one can just be whelmed. 

Larisa Oleynik: Now

Larisa Oleynik on SVU in 2016Mad Men, Pretty Little Liars, Hawaii Five-O and Law & Order: Special Victims Unit. Last year, she appeared on the TV show Half Life and her latest film, Auggie, was released in March. 

Heath Ledger: Then

Heath Ledger and Julia Stiles in 10 things i hate about you

Heath Ledger: Now

Heath Ledger in 2007Angels in the Outfield as well as quite a few guest roles on shows like Roseanne, That '70s Show and Dr. Quinn, Medicine Woman. He was starring on the sitcom 3rd Rock From the Sun when he was cast as nerdy Cameron James, who desperately wanted to date Bianca, in 10 Things I Hate About You.

Joseph Gordon-Levitt: Now

Joseph Gordon-Levitt at sxsw 2019500 Days of Summer, he also made a splash in 50/50, The Dark Knight Rises and Don Jon. He started his own production company, HitRECord, which helps up-and-coming artists make a splash in various entertainment projects, and has been a producer, director, writer (including Don Jon!) and editor.

Andrew Keegan: Then

Andrew Keegan in 10 things i hate about youBoy Meets World, Moesha, Step by Step, Baywatch and Full House, but his biggest pre-10 Things role was as Reed Isley on Party of Five.

Andrew Keegan: Now

Andrew Keegan at the unauthorized musical parody of '10 Things I Hate About You' at Rockwell Table and Stage Living Among Us, and he has a film called Adverse in post-production. In recent years, he's been most associated with co-founding Full Circle Venice, an open source spiritual community center in the Los Angeles area. 

Gabrielle Union: Then

10 things i hate about you - gabrielle union

Gabrielle Union: Now

Gabrielle Union at agt event 10 Things was her first movie, she went on to star in Bring It On, Love & Basketball, Bad Boys II and the Think Like a Man films. She's since been more prominent in television, having starred on Being Mary Jane for its entire run, is one of the newest additions to the judges table on America's Got Talent, and will soon be seen in the upcoming L.A.'s Finest, co-starring Jessica Alba in a spin-off from her Bad Boys II role. She's also a mainstay at her hubby, Dwyane Wade's basketball games (well, before he retires this year), and the pair recently welcomed their first child together via surrogate.

David Krumholtz: Then

David Krumholtz in 10 things

David Krumholtz: Now

David Krumholtz in October 2018Numb3rs, The Good Wife and The Deuce. He's still good friends with Gordon-Levitt and was reunited with their 10 Things co-star, Allison Janney, on Mom.

Allison Janney: Then

Allison Janney in 10 things i hate about you

Allison Janney: Now

Allison Janney at the 30th Annual GLAAD Media Awards I, Tonya. On the big screen, she's also appeared in Hairspray, The Help and The Girl on the Train, and despite all that, she's still a mainstay in theatrical productions. In 2016, she received a star on the Hollywood Walk of Fame. She's also just delightful.

Larry Miller: Then

Larry Miller in 10 things i hate about youDream On, Life's Work and Mad About You, and film credits that included The Nutty Professor, Waiting for Guffman and L.A. Story. He was even on an episode of Gordon-Levitt's 3rd Rock From the Sun.

Larry Miller: Now

Larry Miller in February 2019

Susan May Pratt: Now

Susan May Pratt in August 2017Charmed, Private Practice, Franklin & Bash and Masters of Sex. She had spurts of acting gigs in 2012, 2015 and 2017, but was last seen in the 2008 short, The Girl on the Roof, and has one film, Act Super Naturally, in post-production.

Kyle Cease: Then

Bogey Lowenstein in 10 things i hate about you

Kyle Cease: Now

Kyle Cease in 2012Not Another Teen Movie and had a couple of small roles on shows and in shorts, he focused on his first love, stand-up comedy, before moving into motivational speaking. He's also a published author, releasing I Hope I Screw This Up: How Falling in Love With Your Fears Can Change the World in 2017 and his follow-up, The Illusion of Money: Why Chasing Money Is Stopping You From Receiving It, will hit shelves later this fall.

Daryl Mitchell: Then

Mr. Morgan in 10 things i hate about you

Daryl Mitchell: Now

Darryl Mitchell in NCIS: New OrleansEd as a bowling alley manager who had been in a similar accident, starred on NCIS: New Orleans as Patton Plame from 2014-2019, and acted on Fear the Walking Dead. The father of three started the Daryl Mitchell Foundation to raise awareness for spinal cord industries and is a spokesperson for the Christopher Reeve Foundation. 

tags: