Here are my top picks for movies just like 10 Things I Hate About You. Keep in mind the list is in no particular order. Enjoy the recommendations!
Nicole Maris (Melissa Joan Hart) and Chase Hammond (Adrian Grenier) live next door to each other. Nicole lives with her divorced mother and Chase’s mother died of cancer, making them two teens living with their single parents. However, they are worlds apart. Nicole is up on the latest fashions; Chase, on the latest protest. She wouldn’t miss a pep rally or basketball game with her scheming socialite friends; he can usually be found in a dark coffee room with his friends who don’t care what they wear.
Violet Sanford (Piper Perabo) leaves her hometown of South Amboy, New Jersey, her father Bill (John Goodman), and best friend Gloria (Melanie Lynskey) to pursue her dreams of becoming a songwriter in nearby New York City. The pizza shop where she works has a wall covered with the autographs of employees that left, hoping to make it big, and Violet adds hers to the wall.
Violet tries unsuccessfully, a lot of times, to get her demo tape noticed by the recording studios. One night, she tries to get herself noticed by a music industry scout. The bartender jokingly points out Kevin O’Donnell (Adam Garcia), making her believe that he is the bar owner. When the joke is discovered, Violet feels that Kevin was making a fool out of her. With only a few dollars left in her pocket after her apartment is robbed, she goes to an all-night diner and notices three girls, Cammie (Izabella Miko), Rachel (Bridget Moynahan), and Zoe (Tyra Banks), flaunting the hundreds of dollars in tips they earned. After inquiring, she finds out that they work at a trendy bar named Coyote Ugly.
Josie Geller (Drew Barrymore) is an insecure copy editor for the Chicago Sun-Times who has never had a real relationship. One day, her editor-in-chief, Rigfort (Garry Marshall) assigns her to report undercover at a high school to help parents become more aware of their children’s lives.
Her first day at South Glen South High School is miserable. Josie reverts to the old geek persona that ruined her first high school career. She also has an unfortunate run-in with three obnoxious popular girls (Jordan Ladd, Jessica Alba, and Marley Shelton), and Guy Perkins (Jeremy Jordan), the school’s most attractive, popular student. Josie loses hope, but is reassured when a kind-hearted nerd named Aldys (Leelee Sobieski) befriends her. Aldys, who loathes Guy and his gang, invites Josie to join The Denominators, a group of intelligent students.
Sara Johnson, a promising dancer in high school, hopes to be admitted to study at Juilliard School and invites her mother to attend the audition. She fails the audition and soon learns that her mother was involved in a fatal car accident in her haste to get to the audition.
Terry Griffith (Joyce Hyser) is an aspiring teenage journalist living in Phoenix, Arizona who feels that teachers don’t take her school newspaper articles seriously because of her good looks. After failing to get her dream job as a newspaper intern, she comes to the conclusion that it is because she is a girl.
With her parents out of town, Terry decides to remedy the situation. Enrolling at a rival high school, she enlists the help of her sex-obsessed loudmouth little brother, Buddy (Billy Jacoby) and her best friend Denise (Toni Hudson) to disguise herself as a boy. Her brother and friend also help to keep tabs on her throughout the experiment. Along the way she meets Rick Morehouse (Clayton Rohner), a gold-hearted nerd who becomes her pet project. After helping him through an image makeover and encouraging him to start talking to girls (which results in him taking the most popular girl in school out to the prom), Terry starts to fall for him.
Zack Siler (Freddie Prinze, Jr.) is the big man on campus at his Southern California high school. His popular but narcissistic girlfriend, Taylor Vaughan (Jodi Lyn O’Keefe), ditches him for a faded reality TV star from The Real World, Brock Hudson (Matthew Lillard), whom she met on spring break in Florida. Although bitter over the break-up, Zack consoles himself by claiming that Taylor is replaceable by any girl from the school. Zack’s friend, Dean Sampson, Jr. (Paul Walker), disagrees and challenges him to a bet on whether Zack can turn any random girl into the Prom Queen within six weeks, a coveted position held by the most popular girl in school. Dean picks out Laney Boggs (Rachael Leigh Cook), a dorky, solitary, unpopular art student, as his choice for Zack.
Andie Anderson (Kate Hudson) is a writer who works for a magazine called Composure as the “How to…” girl. She is bored and wishes she could write more about important things, such as politics, economics, religion, poverty; stuff she actually cares about. She soon finds herself writing an article called “How to Lose a Guy in 10 Days”. The idea comes about when Andie’s friend, Michelle (Kathryn Hahn), experiences a minor breakdown after yet another break-up. Using her friend as inspiration, Andie reveals how she will actually start dating a guy and drive him away but “only using the classic mistakes women make”.
Three strong women — Roberta Martin (Rosie O’Donnell), Samantha Albertson (Demi Moore) and Tina “Teeny” Tercell (Melanie Griffith) — return home to reunite with their childhood friend Chrissy DeWitt Williams (Rita Wilson) and see her through the end of her first pregnancy. The four lifelong friends share their memories of the unforgettable summer of 1970, the summer their innocent younger selves (Christina Ricci, Gaby Hoffmann, Thora Birch, Ashleigh Aston Moore) grew up.