On Aug. 27, 2021, "He's All That" starring Addison Rae and Tanner Buchanan debuts on Netflix! In honor of the high school-set romantic comedy's release, which is a gender-swapped remake of the 1999 film "She's All That," Wonderwall.com is running down our all-time favorite high school rom-coms.
Keep reading for more of the very best teen romance films…
Get ready to feel old. The iconic '90s teen movie "She's All That" hit theaters more than two decades ago! The 1999 flick had it all: a beautiful dorky girl, a sensitive popular guy, a stupid bet, prom and all the drama in between. "She's All That," which starred Rachael Leigh Cook and Freddie Prinze Jr., reached No. 1 at the box office in its first week of release. Given just how iconic it was, it's no surprise that a gender-swapped remake debuted in 2021.
RELATED: Forgotten couples of the '90s
A reimagining of a classic fairytale set in the early aughts? Umm… count us in! 2004's "A Cinderella Story" stars Hilary Duff as Sam Montgomery, a teenage outcast who, under the screen name PrincetonGirl818, has a secret AIM-based relationship with a fellow teen who goes by Nomad. As their relationship deepens, they decide to meet in person at the Halloween Ball — where Sam realizes that her mystery man is none other than Austin Ames (Chad Michael Murray), the most popular guy in school. Throughout the course of the flick, we see Sam struggle with whether or not to reveal her true identity to Austin. Just as she decides to put her heart on the line, we come to realize that her evil step-sisters have a plan of their own in the works.
What happens when you've freshly graduated from high school but you've yet to profess your love to the girl of your dreams? 1999's "Can't Hardly Wait" explores this dilemma. Ethan Embry stars as Preston Meyers, an unpopular nice kid who hopes to tell his longtime love, Amanda Beckett (Jennifer Love Hewitt), how he feels before he leaves for a writing fellowship in Boston. As luck would have it, though, Preston and Amanda keep missing each other — despite both being at the same party!
Hilary Duff wasn't the only teen queen of the early aughts! In 2003's "Freaky Friday" — which is a reimagining of the 1976 film of the same name — Lindsay Lohan shines as rebellious teen rocker Anna Coleman, who wakes up one day in mom Tess Coleman's (Jamie Lee Curtis) body. The stakes are high for the Coleman women — not only does Anna have a pivotal audition coming up, but Tess is one day away from her wedding! Amidst their constant bickering and efforts to reverse the spell, Anna must also grapple with her growing crush on misunderstood heartthrob, Jake (Chad Michael Murray), while in her mother's body.
Our hearts melted when Heath Ledger serenaded Julia Stiles on the soccer field in "10 Things I Hate About You." The 1999 flick is the perfect high school romance movie with its witty one-liners, heartfelt poems, fantastic source material (Shakespeare's "The Taming of the Shrew") and all-star cast (Heath, Julia, Joseph Gordon-Levitt, Gabrielle Union). In fact, "10 Things I Hate About You" was so great that it opened at No. 2 at the box office during its first weekend behind right behind "The Matrix."
A high school rom-com list without "Clueless"? As if! "Clueless" truly defined a generation. We lived for the sweet romance between Cher, played by the perfect Alicia Silverstone, and her ex-stepbrother Josh, played by an adorable Paul Rudd. Add the amazing wardrobes, fabulous teen life and iconic '90s language and "Clueless" is the perfect teen film.
You're a part-time lover and a full-time friend! 2007's "Juno" is a heartwarming coming-of-age flick about a teenager who must decide what to do after finding out she's pregnant. Elliot Page stars as Juno MacGuff, who, despite initially contemplating getting an abortion, ultimately agrees to a closed adoption with a seemingly happy couple (Jennifer Garner and Jason Bateman). In addition to feeling the pressure of having to care for another life, Juno also comes to realize her own growing feelings for Paulie Bleeker (Michael Cera), her boyfriend and the father of her baby.
Aw, "Sixteen Candles" — what many (including us) would consider to be the quintessential teen romance film. After a run of bad luck, nerdy sophomore Samantha, played by '80s teen queen Molly Ringwald, ultimately gets the perfect 16th birthday gift when she shares a kiss over a cake with her senior knight in shining armor, played by Michael Schoeffling. The 1984 movie, directed by John Hughes and co-starring Anthony Michael Hall, is a must-see for any rom-com fan.
Quincy McCall and Monica Wright might end up married by the end of "Love and Basketball," but their romance started years before while they were in high school. The 2000 movie about high school sweethearts has it all: the signature prom scene, funny '90s lingo and a "first time" moment that may be the sweetest in Hollywood. Starring a young Sanaa Lathan and Omar Epps, "Love & Basketball' is not to be missed.
Amanda Bynes is charismatic in this romantic comedy inspired by William Shakespeare's "Twelfth Night." 2006's "She's the Man" — which also stars Channing Tatum, Laura Ramsey and Alex Breckenridge — follows teenager Viola Hastings, who devises a plan to pose as her twin brother, Sebastian (who's off pursuing a music career in London), after the all-girls soccer team at her high school gets cut. Viola strikes a deal with her roommate, Duke Orsino: If he helps her make the boys team, she'll help him get the girl he's long been crushing on. Of course, things go awry when Viola begins to develop feelings for Duke herself!
We love "Love, Simon" for taking the teen rom-com story and reviving it in the best way possible. The heartfelt films centers on a cute, popular guy (played by Nick Robinson) who comes to terms with his sexuality and finds love with a fellow male classmate. "Love, Simon" — the first film by a major Hollywood studio to focus on a gay teenage romance — grossed $66 million worldwide. It's funny, sweet and wonderfully acted — all the ingredients for a flawless rom-com.
The 1978 high school-set musical "Grease" is legendary for its fabulous songs, perfect choreography and iconic love story. The movie follows T-Bird Danny Zuko, played by a young and super-attractive John Travolta, and Australian transfer student Sandy Olsson, played by a gorgeous Olivia Newton-John, as they navigate love and friendship. "Grease" might be more than 40 years old, but it's just as amazing today as it was back then. Fun fact: The "Grease" soundtrack was the second bestselling album of the year in 1978.
Each "High School Musical" movie is perfection in its own right, but there's something particularly captivating about the second installment. "High School Musical 2," which debuted in 2007, sees the gang working at a New Mexico country club for the duration of summer. However, while the experience was meant to bring them all closer, Troy Bolton (Zac Efron) becomes wrapped up in the superficiality of it all — from hanging around Sharpay Evans (Ashley Tisdale) to neglecting his friends in an effort to network with basketball bigwigs. A particular relationship that suffers as a result? Troy's romance with Gabriella (Vanessa Hudgens), who doesn't like the person he's become.
"Never Been Kissed" is a unique high school rom-com considering neither of its main characters are actually students. In the 1999 flick, 25-year-old reporter Josie, played by the lovable Drew Barrymore, returns to high school as an undercover student for a story. There, she meets and falls for her teacher, who's played by Michael Vartan. "Never Been Kissed" has an all-star cast (Drew, Michael, Molly Shannon, John C. Reilly, James Franco, Jessica Alba) and a super-cute story, all contributing to its $84 million in earnings.
In addition to spawning several noteworthy quotes and catchphrases, 2004's "Mean Girls" gave us an adorable teen romance. Lindsay Lohan stars as transfer student Cady, who finds herself embroiled with the meanest girls in school: the Plastics (Rachel McAdams, Amanda Seyfried, Lacey Chabert), spearheaded by queen bee Regina George. As Cady copes with her flawed moral compass, she develops feelings for high school cutie Aaron Samuels (Jonathan Bennett), who, unfortunately, happens to be Regina's ex.
We loved the sweet romance between cheerleader Megan Bloomfield (played by Natasha Lyonne) and her fellow conversion therapy attendee Graham Eaton (played by Clea DuVall) in 2000's "But I'm a Cheerleader." The teen satire follows Megan after her family sends her away to "cure" her lesbianism. There, she finds love with the charismatic Graham. "But I'm a Cheerleader" is unique, hilarious and endearing, all qualities that make it one of the best.
Sure, we all love Duchess Kate and Duchess Meghan, but Princess Mia Thermopolis is our hands-down favorite royal. In 2001's "The Princess Diaries," American high school student Mia not only finds out she's actually a European royal but finds love with her best friend's brother, fellow classmate Michael Moscovitz. The Disney teen movie, which grossed over $165 million, starred future A-listers Anne Hathaway and Mandy Moore and the legendary Julie Andrews. 10/10!
Get the tissues ready! "A Walk to Remember" might be the sweetest, saddest teen romance movie we've ever seen. The 2002 film follows Landon Carter and Jamie Sullivan as they fall in love and confront her battle with leukemia. We nearly ran out of tissues watching Landon kiss Jamie after her breathtaking performance in the high school play. Starring Mandy Moore in her breakout role and Shane West, "A Walk to Remember" is a true classic.
Our list wouldn't be complete without this John Hughes film! "Pretty in Pink" is the ultimate teen rom-com thanks to Brat Pack members Molly Ringwald and Andrew McCarthy and scene-stealer Jon Cryer. Molly stars as Andie, an artsy outcast who falls for Blane, her popular and rich classmate. Their relationship faces an uphill battle thanks to their different social statuses. Meanwhile, Andie's dorky best friend, Duckie, is secretly in love with her. Released in 1986, "Pretty in Pink" is a cult classic that everyone should check out.
"Easy A" has to be one of the most creative teen films we've ever seen. Loosely inspired by "The Scarlet Letter," "Easy A" follows Olive, a clean-cut student who decides to spice things up and lie about losing her virginity. Her little white lie soon turns her life upside down, but Olive finds happiness (and love) with the school mascot, Todd. "Easy A" is the film that helped propel Emma Stone to super-stardom and solidified Penn Badgley as a total heartthrob.
What happens when you mix a classically trained ballet dancer and a med school-bound hip-hop kid from opposite worlds? True love, of course! Sara Johnson and Derek Reynolds' love takes center stage in 2001's "Save the Last Dance," in which they overcome different backgrounds, the death of a loved one, gang associations and teen angst. Julia Stiles and Sean Patrick Thomas shine in this teen-focused rom-com.
So what if "Spider-Man: Far From Home" is a superhero flick?! The Marvel movie, which was released in 2019, stars Tom Holland as high schooler Peter Parker/Spider-Man, who goes on a class trip to Europe in hopes of growing closer to his longtime crush, MJ (Zendaya). Of course, as soon as they touch down in Italy, Peter is recruited by Nick Fury (Samuel L. Jackson) to put a stop to some of the diabolical villains threatening the continent. The film follows Peter as he struggles with juggling his duties as Spider-Man with his hopes to get the girl of his dreams.
"Say Anything" has a ton of moments that make it one of our favorite teen rom-coms of all time, but the most iconic has to be the boombox scene. The grand gesture we've all been waiting for IRL! After losing his girlfriend Diane, Lloyd Dobler plays "In Your Eyes" by Peter Gabriel outside of her window to show his love. Starring John Cusack and Ione Skye, "Say Anything" received rave reviews from critics and audiences when it opened in 1989.
Teen rom-coms might have briefly fallen out of style, but they're back and better than ever — as proven by "To All the Boys I've Loved Before." The movie based on the book of the same name immediately became a must-see hit when it dropped on Netflix in 2018 thanks to its witty dialogue, refreshing casting and charming plot. Lana Condor stars as Lara Jean Covey, a high school junior who's written love letters to all her crushes instead of telling them how she felt. When the letters are stolen and mailed out, Lara starts to pretend-date popular classmate Peter Kavinsky, played by Noah Centineo, as a distraction. Of course, their fake romance soon becomes the real thing. Can't get enough? It's since spawned two sequels.
From its super-cute story to its legendary theme song, "Drive Me Crazy" is a blast across the board. The 1999 movie stars Melissa Joan Hart (a '90s icon) and Adrian Grenier (our childhood crush) as next-door neighbors who decide to fake-date each other to make their real crushes jealous. The twosome soon realize that they already have true love — with each other. "Drive Me Crazy" was a major hit, grossing over $22 million — plus it gave us one of Britney Spears' best songs!
"Dope" is definitely one of the dopest movies we've seen so far. The 2015 indie flick has a hilarious and heartfelt story, phenomenal acting and the perfect soundtrack, making it one of the best. "Dope" follows Malcolm Adekanbi, a geeky teen from Inglewood, California, who falls for Nakia, a cool and classy girl who's struggling to get her GED. Their sweet romance is complicated when Malcolm is forced to help out a drug dealer acquaintance. Shameik Moore and Zoe Kravitz excel in this feel-good film, which was produced by Forest Whitaker.
Despite having aspects of a romantic comedy, this film also marks one of Hilary Duff's more dramatic roles. 2004's "Raise Your Voice" stars the teen queen as Terri Fletcher, a young girl from Flagstaff, Arizona, who dreams of being a singer-songwriter. Following the tragic death of her older brother, Paul, who was also her biggest supporter, Terri decides to attend a prestigious summer music program in Los Angeles, despite her overbearing father's wishes. There, Terri hones her craft and falls in love with a fellow musician named Jay (Oliver James).
After meeting by happenstance at a high school party, teens Dave Hodgman (Dylan O'Brien) and Aubrey Miller (Britt Robertson) strike up a conversation that leads to so much more. While Dave is initially hung up on Jane (Victoria Justice), the girl in his friend group who's long been the object of his affection, he begins to develop feelings for Aubrey. Soon, Dave and Aubrey find themselves agreeing to lose their virginity to one another… a decision that seems simple, in theory. 2012's "The First Time" explores first loves, first heartbreaks and the power of first experiences.
No high school rom-com list would be complete without this classic! 1963's "Bye Bye Birdie" is one of the first teen romance movies to come out of Hollywood. The legendary musical stars Ann-Margret as Kim MacAfee, a lucky high school girl who's selected to kiss young rock 'n' roll star Conrad Birdie before he heads off to war. The kiss causes problems for her high school sweetheart Hugo Peabody, played by Bobby Rydell, but the couple reunites in the end. "Bye Bye Birdie" delighted audiences back in the '60s and continues to do so today.