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Joseph Gordon-Levitt is the sweetie, David Krumholtz is the nerd, Andrew Keegan is the jerk and, forever in our hearts, Australian newcomer Heath Ledger is the misunderstood bad boy who falls head over heels for the intelligent, untrusting and delightfully girl he's hired to romance.
(Not to mention, Allison Janney is the guidance counselor who's writing an erotic novel on the side, and Daryl Mitchell is spot-on as the English teacher who rolls his eyes at the woes of the suburban privileged.)It's much ado about As Kat and Patrick were falling for each other onscreen, according to some of their co-stars on the DVD commentary, Julia Stiles and Heather Ledger became an item off-screen—the only thing that can make a choice movie romance in 2014, calling the experience of working with him "amazing."Opening up a little more to Australia's ABC in 2016, Stiles said, "Heath and I did not keep in touch after filming ended, but when I heard about his death, I was incredibly sad, I was very shocked.
But smooth sailing it won't be for the pair, especially in the company of head cheerleader Chastity, love-struck nerds like Cameron and the school's mysterious bad boy, Patrick.
"I knew that I wanted to go to school and I wanted to go for four years and in New York. I took poetry classes, and courses in playwright and screenwriting. It was so refreshing to see a teenage girl who was so feisty.Mc Cullah described their work to Buzz Feed News as "badass and full of mirth.""I think our legacy is just these fearless, funny female characters who are sort of radical by their confidence," Smith said."They're changing the world even though they don't really know that they're doing it.""We did get a note that said, 'Why is she so angry? Added Mc Cullah, "they didn't understand that sometimes as a teenage girl you're just angry at all the bulls--t you have to put up with." Mc Cullah and Smith, hearing that Disney's Touchstone Pictures wanted to make a teen romance, stat, raced to finish their rewrite to hopefully beat out the other script the studio had purchased—called , meanwhile, was inspired by an actual list Mc Cullah made about a high school boyfriend."The title is based on a diary entry I made in high school," she said in a sit-down with UCTV."I had a boyfriend named Anthony that I was frequently unhappy with. When Kirsten and I decided to write this, I went through all of my high school diaries to bone up on the angsty memories, and when I told her about that list, she was like, 'That's our title.'"Moreover, "Anthony is very proud of that fact," Mc Cullah added. And every now and then I'll get a random phone call in the middle of night: 'My nephew doesn't believe that this title is about me.Tell him.' On the phone, I'm like, 'Yes, I hated Anthony in high school.'" "We saw hundreds and hundreds of actors," recalled producer Andrew Lazar, "but halfway through the process we did stumble upon an amazing girl, who we felt was perfect for the lead role, and that was Julia Stiles.