How Many 90s High School Movies Can You Name?

It’s hard to believe that the ’90s ended almost two decades ago. So for those of you who grew up during that decade, we’re sure you’re feeling quite a bit older than you’d like to right now.

With the ‘80s currently enjoying their revitalization in popular culture with shows like Stranger Things and GLOW, it seems like it would only make sense for the ‘90s to experience their own reboot in due time.

While the '90s may not have had the awesome sci-fi kids movies that filled up the ‘80s — like The Goonies and E.T. the Extra-Terrestrial — the decade still had its fair share of entertaining high school comedies and horror movies that have since become classics.

If you grew up during this time period, you still recall a time when the VHS reigned supreme — meaning that you know what it was like to walk up and down the aisles of your local rental store looking for something new to watch.

While we’re sure everyone will be able to pick out a few of all time classics — including Scream and American Pie — there’s a good chance that you’ll needed to have lived through at least a few years of the ‘90s to ace this quiz.

Question 1

Name this ‘90s comedy.

Like a number of ‘90s teen movies, this 1995 comedy was also based on a classic work of fiction. In this case, the story was loosely adapted from the 1815 novel by Jane Austen titled Emma. The film was largely a satire of ‘90s teen culture in the upscale Beverly Hills, and it starred Alicia Silverstone in the main role of Cheryl “Cher” Horowitz. Her co-stars included Stacey Dash, Brittany Murphy, and Paul Rudd — making it one of the actor’s first major film roles.

Question 2

Name this ‘90s romance.

Easily one of the most recognizable comedies of the 1990s, this film was actually based on The Taming of the Shrew — the classic 16th Century comedic play by William Shakespeare. In this instance, actress Julia Stiles plays the “shrew” named Katarina “Kat” Rutherford — an angsty high schooler who dislikes the company of almost anyone. But as the result of a bet, the equally rough-around-the-edges Patrick Verona (Heath Ledger) is paid to try and get her to go to prom with him.

Question 3

Name this ‘90s comedy.

Easily one of the most recognized teen sex comedies of all time, this 1999 film went on to spawn a massively popular franchise and inspire a number of less original copycat films throughout the early 2000s. The story centers around a group of young men who form a pact to lose their virginity together before graduation. The film stars Jason Biggs as the extremely awkward Jim Levenstein along a number of other notable co-stars, including Seann William Scott, Alyson Hannigan, and Chris Klein.

Question 4

Name this ‘90s comedy.

Though this film may have been released in 1993, it’s actually set on the last day of school in a small town in 1976 Texas. Though the film only grossed a measly $8 million against a $6.9 million budget, it has gone on to be considered one of the greatest high school movies ever made, which follows various groups of high and middle schoolers as they cut loose on the last day of school. The film stars a number of actors and actresses who would go on to much bigger things, including Ben Affleck, Milla Jovovich, and Ben Affleck.

Question 5

Name this ‘90s horror movie.

Easily the most recognizable horror film of the 1990s, this 1996 release was directed by horror master Wes Craven and starred a cast of A-list actors, including Drew Barrymore, David Arquette, Neve Campbell, Courtney Cox, Rose McGowan and Matthew Lillard. While most of these stars were way beyond their teenage years when the film was made, the story was still set in the high school world, where a mysterious killer remerges one year after murdering the protagonist’s mother to wreak havoc once again.

Question 6

Name this ‘90s dramedy.

Before he was cast to play Peter Parker in the Spider-Man trilogy, Tobey Maguire starred as the equally wholesome character of David in this 1998 dramedy. The film follows two siblings, played by Maguire and Reese Witherspoon, as they’re magically transported into a 1950s TV show where the lives of all the characters are seemingly perfect on the outside — but severely lacking any sense of fun or freedom. Though the film received widespread positive reviews, it actually failed to find an audience upon its debut.

Question 7

Name this ‘90s drama.

This 1999 movie contains not one, not two, but three stars who dominated the entertainment world throughout the ‘90s, including Sarah Michele Gellar, Reese Witherspoon, and Ryan Phillipe. The erotic teen drama is loosely adapted from the iconic 1782 French novel Dangerous Liaisons in which two step-siblings plan to manipulate a naive new student for their own personal gains. Though the film received mixed reviews due to its themes of sexual manipulation involving teens, it went on to be a box office success.

Question 8

Name this ‘90s horror film.

This 1996 film has maintained a strong cult following over the years, likely due to its connection to the horror genre with a story that follows four outcasted girls and their use of witchcraft. The film starred Neve Campbell, Fairuza Balk, Robin Tunney, and Rachel True as the four female high schoolers, and the film was directed by Andrew Fleming — who also directed a number of other ‘90s films, including Threesome and Dick. And as of 2016, plans for a reboot were in the works.

Question 9

Name this ‘90s romance.

This 1999 comedy contained one of the most cliched plots of any teen movie, which involved the popular kid giving the “ugly duckling” a makeover as part of a bet, only to fall in love with her in the process. Another ‘90s movies staple — the film also starred Freddie Prinze Jr., who played the popular Zack Siler opposite of Rachael Leigh Cook’s obnoxiously nerdy Laney Boggs. The film was released on January 29, 1999, and became a smash hit, grossing over $100 million against a $10 million budget.

Question 10

Name this ‘90s comedy.

Though this film might not have been as popular as other teen comedies at the time of its release, it has since gained more recognition over the years due to the number of actors in the film who would go on to gain more recognition over the years, including Seth Green, Jason Segel, and Jaime Pressly. The film was actually based on the concept and feel of many ‘80s high school comedies and takes place almost exclusively during the events of a student’s graduation party.

Question 11

Name this ‘90s romance.

This 1999 romantic comedy starred Drew Barrymore as Josie Geller, a 25-year-old reporter at the Chicago Sun-Times who takes an assignment which involves her venturing back to high school to do an undercover report on the lives of teenagers. However, things begin to unravel when Josie once again finds herself becoming the class nerd who is subjected to torture from the popular kids. The film also starred a number of current and upcoming A-listers, including David Arquette, Leelee Sobieski, and James Franco.

Question 12

Name this ‘90s dark comedy.

Upon rewatching a number of your favorite ‘90s movies, you may find that most of them have not aged all too well. However, this 1999 black-comedy has held up impressively well over time, with its cynical tone and spot-on characterizations being just as relevant now as they were at the time of its release. The film follows a high school presidential run that spirals out of control when the characters let their darker sides get the better of them. It stars Matthew Broderick and Reese Witherspoon in the two primary roles.

Question 13

Name this ‘90s romance.

Taking its title from a popular song from the soundtrack performed by Brittany Spears, this 1999 film starred Melissa Joan Hart and Adrian Grenier as Nicole Maris and Chase Hammond — two total opposite teens who live next door to one another with their single parents. After their love lives don’t go according to plan, the two teenagers begin to pretend date in an attempt to make their exes jealous. Though the film received mostly negative reviews from critics due to its cliched outcome, the film was a box office success.

Question 14

Name this ‘90s dark comedy.

Definitely one of the darker teen comedies of the 1999s, this film was a commercial and critical flop upon its release, with was deemed a rip-off of the 1988 dark comedy Heathers which has a strikingly similar premise. However, thanks to its talented cast of actors who have gone on to bigger and better things — including Rose McGowan, Julie Benz, and Judy Greer — the film has turned into somewhat of a cult classic. The film involves a group of friends playing a cruel prank on their leader, which results in her accidental death.

Question 15

Name this ‘90s sports drama.

Before Friday Night Lights captured the overbearing world of high school football culture in Texas, this movie tackled a similar subject matter — though in a slightly lighter tone. The film starred Dawson’s Creek star James Van Der Beek as Jonathan “Mox” Moxon, a star quarterback and student who seemingly has it all — including an attractive and equally popular girlfriend — though he can’t help but feeling that something is seriously lacking in his life. A TV series based on the movie is currently in the works at CMT.

Question 16

Name this ‘90s fantasy.

Though this story may not be primarily set in high school, it does feature a cast of teenager characters in a film that has since become a traditional Halloween viewing experience for those who watched the movie growing up. The film was released in 1993 and follows three Salem witches from the 1600s who are resurrected on Halloween night to break a 300-year old curse. Bette Midler, Kathy Najimy, and Sarah Jessica Parker star as the three witches who wreak havoc on the citizens while teenager Dani and her younger brother try to send them back to the grave.

Question 17

Name this ‘90s horror movie.

Though it may not have had quite as much much widespread recognition as other ‘90s teen horror movies, this 1998 film is still a favorite amongst many horror buffs. The film stars Elijah Wood, Josh Hartness, Jordana Brewster, and Clea DuVall as a group of high schoolers who come to the conclusion that aliens have taken over the faculty of their school with plans to infect the student body and eventually the entire world. While the premise may be overdone, this film is at least smart enough to references other popular alien invasion movies which influence the characters' decisions.

Question 18

Name this ‘90s drama.

It turns out that not all ‘90s teen movies were broad comedies or cheeky horror films, as this 1999 drama takes on an increasingly serious tone by tackling the issues of suicide, isolation, and depression. The film was based on the popular 1993 novel of the same name, which follows a family of five daughters as their parents begin to obsess about their well being. The film stars Kirsten Dunst as one of the five sisters, and the movie was directed by first time director Sofia Coppola.

Question 19

Name this ‘90s comedy.

Wes Anderson has one of the most distinct visual styles of any writer/ director working today, which many believed was perfected in his second feature film. This 1998 movie which revolves around the life of am accent teenager named Max Fischer (played by Anderson favorite Jason Schwartzman). The film is set in a private school in Houston, Texas, where Max has a hand in nearly every school activity, but has horrible grades and is in threat of being expelled right around the same time he develops a crush on a first grade teacher.

Question 20

Name this ‘90s drama.

Based on the 1978 memoir of the same name, this dark coming-of-age drama follows the life of Jim Carrol, a star high-school basketball player who becomes addicted to heroin, ruining his chances of ever going pro. The 1995 films starred Leonardo DiCaprio in one of his first leading roles, though he had previously received critical acclaim for his performances This Boy’s Life and What’s Eating Gilbert Grape years prior. This film also starred up-and-coming actor Mark Wahlberg in the minor role of Mickey.

Question 21

Name this ‘90s dramedy.

This 1996 comedy-drama follows four women who reunite in the ‘90s to reminisce about their shared summer together decades earlier. The present-day character were played by Demi Moore, Rosie O’Donnell, Rita Wilson and Melanie Griffith, while their younger counterparts were portrayed by Gaby Hoffmann, Christina Ricci, Ashleigh Aston Moore, and Thora Birch, respectively. The film was considered somewhat of a rip-off of the 1986 film Stand By Me, leading to lukewarm reviews and a moderate performance at the box office.

Question 22

Name this ‘90s horror movie.

Loosely based on the popular campfire story and urban legend known as The Hookman, this 1997 slasher film follows a group of teen who accidentally hit someone with their car and dispose of the body, only to have a killer begin stalking them a year later. The film stars Jennifer Love Hewitt, Freddie Prinze Jr., Ryan Phillippe, and Sarah Michelle Gellar as the group of high schoolers who harbor the dark secret, and the film went on to be a massive box office success and the start of an ongoing franchise.

Question 23

Name this ‘90s comedy.

This 1991 dark comedy stars Christina Applegate, Josh Charles, and David Duchovny in a story about five unruly kids who are put under the care of an evil babysitter for two months while their mother is out of town. But when the babysitter dies in her sleep, the kids are given free reign over the house after they drop the body off at the local funeral home. Plans for a remake of the film were announced back in 2010. But as of yet, it looks like we’ll just have to rewatch this classic ‘90s comedy over and over again.

Question 24

Name this ‘90s horror comedy.

You may not have known, but this popular ‘90s TV series actually started as a 1992 movies that was written by Joss Whedon and directed by Fran Rubel Kuzui. However, Whedon was unhappy with the tonal changes that were made to his script, which eventually resulted in the premise being turned into a series with Sarah Michelle Gellar taking over the title role of a high school cheerleader who just so happens to slay supernatural forces in her free time. Sound familiar yet?

Question 25

Name this ‘90s dark comedy.

Thanks to his success writing the scripts for other ‘90s teen classics including Scream, I Know What You Did Last Summer, and The Faculty, Kevin Williamson made his directorial debut with this 1999 dark comedy which follows three students who must prove to their history teacher that they did not cheat on their test. Unfortunately, the film was a box office bomb that had its delay released following the Columbine shooting for fear that it would draw even more attention to violence in a high school setting.

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