Movies like Drive Me Crazy (1999)
The best movies like Drive Me Crazy (1999) are Trippin' (1999), Sixteen Candles (1984) and Just One of the Guys (1985). If Drive Me Crazy hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest rated10 Things I Hate About You (1999)7.6/10 from 9,301 votes
- NewestHow to Lose a Popularity Contest (2026)Released 2026
Trippin' (1999)
Greg is near the end of his senior year in high school, wanting to go to the prom, eyeing Cinny (the school's beauty with brains) from afar, and regularly trippin', daydreaming about being a big success as a poet, a student, a lover. His mom wants him to apply to colleges, but Greg hasn't a clue. One of his teachers, Mr. Shapic, tries to inspire him, too. He finally figures out he can get close to Cinny if he asks her for help with college applications. But friendship isn't enough, he wants romance and a prom date. So, he tells a few lies and, for awhile, it seems to be working. Then, things fall apart and Greg has to figure out how to put the trippin aside and get real.
Why it matches: Fans watch both · both comedy & romance
Sixteen Candles (1984)
With the occasion all but overshadowed by her sister's upcoming wedding, angst-ridden Samantha faces her 16th birthday with typical adolescent dread. Samantha pines for studly older boy Jake, but worries that her chastity will be a turnoff for the popular senior. Meanwhile, she must constantly rebuff the affections of nerdy Ted, who is unfortunately the only boy in school who seems to take an interest in her.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisJust One of the Guys (1985)
When Terry Griffith loses her high school's writing competition, she's convinced that it's because she's a girl. So Terry decides to change high schools and pose as a boy to prove her point. Her brother, Buddy, helps her pass as a guy so well that she is soon making friends with the boys at school, including the attractive Rick, who becomes her new best friend. But her gender-swapping makes things difficult when she falls in love with him.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisHow to Lose a Popularity Contest (2026)
A rebellious student and a perfectionist overachiever form an unlikely alliance in their race for student body president, discovering unexpected feelings along the way.
Why it matches: Fans watch both · both romance & comedy
Teen Spirit (2011)
Amber, a mean popular girl who gets electrocuted and dies, is not allowed to enter into heaven unless she helps the least popular girl in school become Prom Queen within a week, but things do not go as planned.
Why it matches: Fans watch both · both drama & comedy
SnoozefestMovies like thisPicture This (2008)
Bookish and unpopular Mandy finds her luck finally changing when Drew, the school hottie, invites her to the year's biggest party. But with being grounded and Drew's ex-girlfriend bent on thwarting her, Mandy may be destined to remain a geek. Can a little ingenuity and some help from her friends save the day?
Why it matches: Fans watch both · both comedy
SnoozefestMovies like thisJust One of the Girls (1993)
To save himself from the biggest bully in school, Chris Calder has to dress himself up like a girl to avoid Curt. When the disguise works, he is forced to stay a girl - with disastrous results. Curt falls for the new girl in school while Chris falls for the bully's sister, a beautiful blonde cheerleader. High school is hard enough without worrying if your wig is on straight. Chris soon find out he can't hid in his sister's skirts. But is he man enough to reveal his secret and fight for the girl he loves?
Why it matches: Fans watch both · both comedy
SnoozefestMovies like thisSlap Her... She's French (2002)
Welcome to Splendona High School, Texas, where football players, cheerleaders and beauty queens rule the hallways. And Starla Grady, the most popular girl in school, is on top of it all. That is, at least until Genevieve LePlouff, a French foreign exchange student arrives and turns her life upside down.
Why it matches: Fans watch both · both comedy
SnoozefestMovies like thisSay Anything... (1989)
Average student and eternal optimist Lloyd Dobler seeks to capture the heart of Diane Court, a beautiful but unattainable valedictorian classmate. He surprises just about everyone - including himself - when she returns the sentiment. However, Diane's divorced, over-protective father soon begins to disapprove of the match, and Lloyd realises that it's going to take more than just the power of love to conquer all.
Why it matches: Fans watch both · both romance & comedy
Worth the HypeMovies like thisGetting That Girl (2011)
When East Coast teen Mandy Meyers moves to Los Angeles with her family, she's thrown into the fast life at McDermott High, where the pretty girls rule the school and two very different guys want to date her.
Why it matches: Fans watch both · both comedy & romance
Never Been Kissed (1999)
Josie Geller, a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her brother, Rob, Josie infiltrates the inner circle of the most popular clique on campus. But she hits a major snag in her investigation -- not to mention her own failed love life -- when she falls for her dreamy English teacher, Sam Coulson.
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisShe's the Man (2006)
Viola Hastings is in a real jam. Complications threaten her scheme to pose as her twin brother, Sebastian, and take his place at a new boarding school. She falls in love with her handsome roommate, Duke, who loves beautiful Olivia, who has fallen for Sebastian! As if that were not enough, Viola's twin returns from London ahead of schedule but has no idea that his sister has already replaced him on campus.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisClueless (1995)
Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was -- and falls for him.
Why it matches: Fans watch both · both comedy & romance
Worth the HypeMovies like this10 Things I Hate About You (1999)
After discovering his high school crush can't date until her brash older sister does, a lovesick teen enlists a bad-boy classmate to woo her.
Why it matches: Fans watch both · both comedy & romance
Worth the HypeMovies like thisHow to Deal (2003)
For teenager Halley, love seems like an alien concept. Her mother is divorcing her father, who is dating a younger woman Halley can't stand. Her sister is about to get married and doesn't realize that her fiancé is not the man of her dreams. And her best friend has fallen madly in love for the first time, leaving Halley to feel even more alone. But, when she meets edgy Macon, she learns what love is really all about.
Why it matches: Fans watch both · both drama & comedy
SnoozefestMovies like thisShe's All That (1999)
High school hotshot Zach Siler is the envy of his peers. But his popularity declines sharply when his cheerleader girlfriend, Taylor, leaves him for sleazy reality-television star Brock Hudson. Desperate to revive his fading reputation, Siler agrees to a seemingly impossible challenge. He has six weeks to gain the trust of nerdy outcast Laney Boggs -- and help her to become the school's next prom queen.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisThe Girl Next Door (2004)
Exceptionally ambitious high schooler Matthew has aspirations for a career in politics when he falls in love with his gorgeous 19-year-old neighbor, Danielle. But Matthew's bright future is jeopardized when he finds Danielle was once a porn star. As Danielle's past catches up with her, Matthew's love for her forces him to re-evaluate his goals.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisGet Over It (2001)
When Berke Landers, a popular high school basketball star, gets dumped by his life-long girlfriend, Allison, he soon begins to lose it. But with the help of his best friend Felix's sister Kelly, he follows his ex into the school's spring musical. Thus ensues a love triangle loosely based upon Shakespeare's "A Midsummer Night's Dream", where Berke is only to find himself getting over Allison and beginning to fall for Kelly.
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisHere on Earth (2000)
Three lives of three young people intersect over the course of one summer. A rich student and a young working-class man accidentally destroy a diner when their impromptu road race takes a disastrous turn. Ordered by a judge to spend the summer repairing the building, they find themselves becoming rivals for the affections of the owner's daughter.
Why it matches: Fans watch both · both romance & drama
SnoozefestMovies like thisKissing Is the Easy Part (2026)
Sean's gunning for MIT. Flora's ditching the SAT. A secret deal with her tenured parents sparks a romance that challenges everything they believe in.
Why it matches: Fans watch both · both romance & comedy
Worth the HypeMovies like thisSleepover (2004)
Desperate to improve their social status, four best friends enter into an all-night scavenger hunt against the popular clique in their school.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisTo All the Boys I've Loved Before (2018)
Lara Jean's love life goes from imaginary to out of control when her secret letters to every boy she's ever fallen for are mysteriously mailed out.
Why it matches: Fans watch both · both comedy & romance
Worth the HypeMovies like thisWish Upon a Star (1996)
A younger sister wishes to switch places with her popular older sister and the two bickering siblings awaken to find the wish has come true.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisWhatever It Takes (2000)
A nerdy teen, Ryan Woodman is smitten with the popular and gorgeous Ashley Grant, who apparently has no interest in him. Meanwhile, dim star athlete Chris Campbell has his eye on Ryan's brainy and beautiful friend, Maggie Carter. The two agree to help each other in their romantic quests, but, as they come closer to their goals, both Ryan and Chris suspect that they might be pursuing the wrong girls.
Why it matches: Fans watch both · both drama & comedy
SnoozefestMovies like thisCrossroads (2002)
After eight years apart, three childhood friends - Lucy, Kit, and Mimi - rediscover their friendship on a cross-country trip. With barely a plan, practically no money but plenty of dreams, the girls catch a lift with Mimi's handsome friend Ben in his convertible. Along the way they not only gather experiences that will change their lives, but they also discover how important it is to hold onto their hearts' desires.
Why it matches: Fans watch both · both drama & romance
SnoozefestMovies like thisBring It On: Fight to the Finish (2009)
When her mother falls for a wealthy man, Lina Cruz must move in with her new stepfather and transfer from an urban East Los Angeles public high school to an exclusive prep school in Malibu, where she struggles to fit in with her affluent new peers. After snooty cheerleading captain Avery blocks Lina from varsity, Lina recruits her best friends from her old school to help her whip the pathetic junior varsity cheerleading squad -- the Sea Lions -- into fighting shape.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisOur Lips Are Sealed (2000)
Mary-Kate and Ashley star in this Down Under adventure filled with nonstop Aussie intrigue, laughs and romance. After running afoul of a notorious gangster, Mary-Kate and Ashley take refuge in the FBI Witness Protection Program. Unfortunately, the girls are uncontrollable blabbermouths and they blow their cover in town after town until there's only one hiding place left - Australia.
Why it matches: Fans watch both · both comedy
Popcorn FlickMovies like thisSome Kind of Wonderful (1987)
Keith Nelson, an artsy high school outcast, tries to land a date with popular girl Amanda Jones with some help from his tomboy best friend, Watts. However, Watts realizes she likes Keith as more than just a friend and tries to convince him to stop pursuing Amanda. Matters are further complicated when Keith's invitation draws the ire of Amanda's rich yet snobby ex-boyfriend, Hardy Jenns, who makes plans to get even.
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisCan't Buy Me Love (1987)
Nerdy high schooler Ronald Miller rescues cheerleader Cindy Mancini from parental punishment after she accidentally destroys her mother's designer clothes. Ronald agrees to pay for the $1,000 outfit on one condition: that she will act as though they're a couple for an entire month. As the days pass, however, Cindy grows fond of Ronald, making him popular. But when Ronald's former best friend gets left behind, he realizes that social success isn't everything.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisCan't Hardly Wait (1998)
It's graduation day at Huntington Hills High, and you know what that means - time to party. And not just any party, either. This one will be a night to remember, as the nerds become studs, the jocks are humiliated, and freshman crushes blossom into grown-up romance.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like this
Like Drive Me Crazy and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Drive Me Crazy?
The closest matches to Drive Me Crazy are Trippin' (1999), Sixteen Candles (1984) and Just One of the Guys (1985). Below are 27 more, each with the reason it matches.
What should I watch after Drive Me Crazy?
People who watched Drive Me Crazy most often go on to Trippin' (1999), Sixteen Candles (1984) and Just One of the Guys (1985).
What is the highest-rated movie like Drive Me Crazy?
10 Things I Hate About You (1999), rated 7.6/10 by 9,301 TMDB users.
What is the newest movie like Drive Me Crazy?
How to Lose a Popularity Contest (2026) is the most recent release on this list.
Are there English movies like Drive Me Crazy?
Yes: Trippin' (1999), Sixteen Candles (1984) and Just One of the Guys (1985).
How are movies similar to Drive Me Crazy chosen?
First come films that Trakt’s viewers watch alongside Drive Me Crazy, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.