The Best 90s/2000s Teen Movies Comedy/Romance/Horror
by Liiisaberglund | created - 20 Jun 2022 | updated - 9 months ago | PublicAmerican Rom-Coms, Hot Chick Flicks, Funny High School Dramas, Sweet Coming Of Age Storys and "Scary" Teenage Horror Movies!
- Instant Watch Options
- Genres
- Movies or TV
- IMDb Rating
- In Theaters
- Release Year
- Keywords
1. She's All That (1999)
PG-13 | 95 min | Comedy, Romance
A high school jock makes a bet that he can turn an unattractive girl into the school's prom queen.
Director: Robert Iscove | Stars: Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard, Paul Walker
Votes: 103,869 | Gross: $63.37M
2. I Know What You Did Last Summer (1997)
R | 101 min | Horror, Mystery
Four young friends bound by a tragic accident are reunited when they find themselves being stalked by a hook-wielding maniac in their small seaside town.
Director: Jim Gillespie | Stars: Jennifer Love Hewitt, Sarah Michelle Gellar, Anne Heche, Ryan Phillippe
Votes: 158,182 | Gross: $72.59M
3. I Still Know What You Did Last Summer (1998)
R | 100 min | Horror, Mystery, Thriller
The murderous fisherman with a hook is back to once again stalk the two surviving teens, Julie and Ray, who had left him for dead, as well as cause even more murder and mayhem, this time at a posh island resort.
Director: Danny Cannon | Stars: Jennifer Love Hewitt, Freddie Prinze Jr., Brandy Norwood, Mekhi Phifer
Votes: 78,682 | Gross: $40.00M
4. Loser (2000)
PG-13 | 98 min | Comedy, Romance
A college student, branded a loser by his roommates and booted from the dorm, falls in love with a coed who has eyes for their condescending professor.
Director: Amy Heckerling | Stars: Jason Biggs, Mena Suvari, Zak Orth, Thomas Sadoski
Votes: 30,362 | Gross: $15.62M
5. Cruel Intentions (1999)
R | 97 min | Drama, Romance
Two vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term.
Director: Roger Kumble | Stars: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair
Votes: 205,267 | Gross: $38.77M
6. EuroTrip (2004)
R | 92 min | Comedy
Dumped by his girlfriend, a high school grad decides to embark on an overseas adventure in Europe with his friends.
Directors: Jeff Schaffer, Alec Berg, David Mandel | Stars: Scott Mechlowicz, Jacob Pitts, Michelle Trachtenberg, Travis Wester
Votes: 222,994 | Gross: $17.72M
7. Scream (1996)
R | 111 min | Horror, Mystery
A year after the murder of her mother, a teenage girl is terrorized by a masked killer who targets her and her friends by using scary movies as part of a deadly game.
Director: Wes Craven | Stars: Neve Campbell, Courteney Cox, David Arquette, Skeet Ulrich
Votes: 388,684 | Gross: $103.05M
8. Scream 2 (1997)
R | 120 min | Horror, Mystery
Two years after the first series of murders, as Sidney acclimates to college life, someone donning the Ghostface costume begins a new string of killings.
Director: Wes Craven | Stars: Neve Campbell, Courteney Cox, David Arquette, Jada Pinkett Smith
Votes: 209,852 | Gross: $101.36M
9. Scream 3 (2000)
R | 116 min | Horror, Mystery
While Sidney and her friends visit the Hollywood set of Stab 3, the third film based on the Woodsboro murders, another Ghostface killer rises to terrorize them.
Director: Wes Craven | Stars: David Arquette, Neve Campbell, Courteney Cox, Liev Schreiber
Votes: 164,142 | Gross: $89.14M
10. Drop Dead Gorgeous (1999)
PG-13 | 97 min | Comedy, Romance, Thriller
A small-town beauty pageant turns deadly as it becomes clear that someone will go to any lengths to win.
Director: Michael Patrick Jann | Stars: Kirsten Dunst, Denise Richards, Ellen Barkin, Allison Janney
Votes: 40,839 | Gross: $10.56M
11. The Craft (1996)
R | 101 min | Drama, Fantasy, Horror
A newcomer to a Catholic prep high school falls in with a trio of outcast teenage girls who practice witchcraft, and they all soon conjure up various spells and curses against those who anger them.
Director: Andrew Fleming | Stars: Robin Tunney, Fairuza Balk, Neve Campbell, Rachel True
Votes: 107,782 | Gross: $24.88M
12. Sugar & Spice (2001)
PG-13 | 81 min | Comedy, Crime
A popular high-school cheerleader becomes pregnant by the star quarterback and turns to crime to support her desired lifestyle.
Director: Francine McDougall | Stars: Marla Sokoloff, Marley Shelton, Melissa George, Mena Suvari
Votes: 15,336 | Gross: $13.28M
13. Idle Hands (1999)
R | 92 min | Comedy, Fantasy, Horror
A teenage slacker's right hand becomes possessed with murderous intent.
Director: Rodman Flender | Stars: Devon Sawa, Seth Green, Elden Henson, Jessica Alba
Votes: 46,776 | Gross: $4.00M
14. Dick (1999)
PG-13 | 94 min | Comedy
After wandering off during a White House tour, two high school girls inadvertently become Richard Nixon's top secret advisers at the height of the Watergate scandal.
Director: Andrew Fleming | Stars: Kirsten Dunst, Michelle Williams, Dan Hedaya, Will Ferrell
Votes: 21,372 | Gross: $6.24M
15. The Faculty (1998)
R | 104 min | Horror, Mystery, Sci-Fi
When Casey Connor, Herrington High School's newspaper photographer, witnesses the murder of a nurse and sees her alive again, he decides to investigate the bizarre happenings.
Director: Robert Rodriguez | Stars: Jordana Brewster, Clea DuVall, Laura Harris, Josh Hartnett
Votes: 135,179 | Gross: $40.06M
16. Election (1999)
R | 103 min | Comedy, Romance
A high school teacher meets his match in an over-achieving student politician.
Director: Alexander Payne | Stars: Matthew Broderick, Reese Witherspoon, Loren Nelson, Chris Klein
Votes: 104,577 | Gross: $14.88M
17. Cherry Falls (1999)
R | 92 min | Horror, Mystery, Thriller
In the small town of Cherry Falls, a psychotic murderer is killing off the virgins of the local high school.
Director: Geoffrey Wright | Stars: Brittany Murphy, Jay Mohr, Michael Biehn, Jesse Bradford
Votes: 14,771
18. 10 Things I Hate About You (1999)
PG-13 | 97 min | Comedy, Drama, Romance
A high-school boy, Cameron, cannot date Bianca until her anti-social older sister, Kat, has a boyfriend. So, Cameron pays a mysterious boy, Patrick, to charm Kat.
Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik
Votes: 385,638 | Gross: $38.18M
19. Final Destination (2000)
R | 98 min | Horror, Thriller
After getting a premonition about a plane crash on his school trip, Alex, a student saves a few of his classmates. However, their situation gets complicated when death starts chasing them.
Director: James Wong | Stars: Devon Sawa, Ali Larter, Kerr Smith, Kristen Cloke
Votes: 279,682 | Gross: $53.33M
20. Final Destination 2 (2003)
R | 90 min | Horror, Thriller
Death is stalking Kimberly Corman and multiple survivors of a deadly highway accident.
Director: David R. Ellis | Stars: A.J. Cook, Ali Larter, Tony Todd, Michael Landes
Votes: 182,085 | Gross: $46.96M
21. Final Destination 3 (2006)
R | 93 min | Horror, Thriller
Wendy Christensen and a group of teens who escaped a fatal roller-coaster crash face a bloody date with Death.
Director: James Wong | Stars: Mary Elizabeth Winstead, Ryan Merriman, Kris Lemche, Alexz Johnson
Votes: 153,796 | Gross: $54.10M
22. The Final Destination (2009)
R | 82 min | Horror, Thriller
A horrifying premonition saves a young man and his friends from death during a racetrack accident but terrible fates await them nonetheless.
Director: David R. Ellis | Stars: Nick Zano, Krista Allen, Andrew Fiscella, Bobby Campo
Votes: 115,134 | Gross: $66.48M
23. She's the Man (2006)
PG-13 | 105 min | Comedy, Romance, Sport
When her brother decides to ditch for a couple weeks, Viola heads over to his elite boarding school, disguised as him, and proceeds to fall for his school's star soccer player, and soon learns she's not the only one with romantic troubles.
Director: Andy Fickman | Stars: Amanda Bynes, Laura Ramsey, Channing Tatum, Vinnie Jones
Votes: 175,890 | Gross: $2.34M
24. Urban Legend (1998)
R | 99 min | Horror, Mystery, Thriller
A college student suspects a series of bizarre deaths are connected to certain urban legends.
Director: Jamie Blanks | Stars: Jared Leto, Alicia Witt, Rebecca Gayheart, Michael Rosenbaum
Votes: 71,511 | Gross: $38.07M
25. Urban Legends: Final Cut (2000)
R | 97 min | Horror, Mystery
A film school is the center of a fresh spate of killings based on urban legends.
Director: John Ottman | Stars: Jennifer Morrison, Matthew Davis, Hart Bochner, Loretta Devine
Votes: 18,964 | Gross: $21.47M
26. Mean Girls (2004)
PG-13 | 97 min | Comedy
Cady Heron is a hit with The Plastics, the A-list girl clique at her new school, until she makes the mistake of falling for Aaron Samuels, the ex-boyfriend of alpha Plastic Regina George.
Director: Mark Waters | Stars: Lindsay Lohan, Jonathan Bennett, Rachel McAdams, Tina Fey
Votes: 435,488 | Gross: $86.06M
27. The Crush (1993)
R | 89 min | Crime, Drama, Romance
A journalist becomes the unwanted center of attention for a 14-year-old girl, who proceeds to sabotage his life after he refuses her sexual advances.
Director: Alan Shapiro | Stars: Cary Elwes, Alicia Silverstone, Jennifer Rubin, Kurtwood Smith
Votes: 22,326 | Gross: $13.61M
28. Bring It On (2000)
PG-13 | 98 min | Comedy, Romance, Sport
A champion high school cheerleading squad discovers its previous captain stole all their best routines from an inner-city school and must scramble to compete at this year's championships.
Director: Peyton Reed | Stars: Kirsten Dunst, Eliza Dushku, Jesse Bradford, Gabrielle Union
Votes: 105,829 | Gross: $68.38M
29. Bring It on: Again (2004 Video)
PG-13 | 90 min | Comedy, Sport
When new students can't get onto their college cheerleading team, they form their own squad and prepare for a cheer off.
Director: Damon Santostefano | Stars: Anne Judson-Yager, Bree Turner, Kevin Cooney, Faune Chambers Watkins
Votes: 10,866
30. Bring It on: All or Nothing (2006 Video)
PG-13 | 99 min | Comedy, Sport
A transfer student to a rough high school tries joining the cheer-leading squad and she not only faces off against the head cheerleader, but against her former school in preparation for a cheer-off competition.
Director: Steve Rash | Stars: Hayden Panettiere, Jake McDorman, JoJo Wright, Emme Rylan
Votes: 22,283
31. Bring It On: In It to Win It (2007 Video)
PG-13 | 90 min | Comedy, Sport
At Camp Spirit Thunder, high school cheer leaders compete. The red team/Sharks' cutie, Carson, and blue team/Jets' hunk, Penn, are in love. Does that make them archenemies like the Sharks and Jets?
Director: Steve Rash | Stars: Ashley Benson, Cassandra Scerbo, Noel Areizaga, Jennifer Tisdale
Votes: 14,088
32. Bring It on: Fight to the Finish (2009 Video)
PG-13 | 102 min | Comedy, Sport
Lina Cruz and her family move from the urban streets of East Los Angeles to the sunny beach town of Malibu, where at her new school, she attempts to beat competitive cheer coach Avery in the Spirit Championships.
Director: Bille Woodruff | Stars: Christina Milian, Vanessa Born, Gabrielle Dennis, War Shazar
Votes: 9,566
33. Disturbing Behavior (1998)
R | 84 min | Horror, Mystery, Sci-Fi
The new kid in Cradle Bay, Washington stumbles across something sinister about the town's method of transforming its unruly teens into upstanding citizens.
Director: David Nutter | Stars: James Marsden, Katie Holmes, Nick Stahl, Tobias Mehler
Votes: 25,301 | Gross: $17.41M
34. Superbad (2007)
R | 113 min | Comedy
Two co-dependent high school seniors are forced to deal with separation anxiety after their plan to stage a booze-soaked party goes awry.
Director: Greg Mottola | Stars: Michael Cera, Jonah Hill, Christopher Mintz-Plasse, Bill Hader
Votes: 633,185 | Gross: $121.46M
35. Wild Things (1998)
R | 108 min | Crime, Drama, Mystery
A police detective uncovers a conspiracy behind a case involving a high-school guidance counselor when accusations of rape are made against him by two female students.
Director: John McNaughton | Stars: Kevin Bacon, Neve Campbell, Matt Dillon, Denise Richards
Votes: 130,842 | Gross: $29.75M
36. American Pie (1999)
R | 95 min | Comedy
Four teenage boys enter a pact to lose their virginity by prom night.
Directors: Paul Weitz, Chris Weitz | Stars: Jason Biggs, Chris Klein, Thomas Ian Nicholas, Jennifer Coolidge
Votes: 433,990 | Gross: $102.56M
37. American Pie 2 (2001)
R | 108 min | Comedy
Jim and his friends are now in college, and they decide to meet up at the beach house for some fun.
Director: J.B. Rogers | Stars: Jason Biggs, Seann William Scott, Shannon Elizabeth, Alyson Hannigan
Votes: 270,251 | Gross: $145.10M
38. American Wedding (2003)
R | 96 min | Comedy
It's the wedding of Jim and Michelle and the gathering of their families and friends, including Jim's old friends from high school and Michelle's little sister.
Director: Jesse Dylan | Stars: Jason Biggs, Alyson Hannigan, Seann William Scott, Eugene Levy
Votes: 217,246 | Gross: $104.57M
39. American Pie Presents: Band Camp (2005 Video)
R | 87 min | Comedy
Matt Stifler wants to be just like his big bro, making porn movies and having a good time in college. After sabotaging the school band, he gets sent to band camp where he really doesn't like it at first but then learns how to deal with the bandeez.
Director: Steve Rash | Stars: Eugene Levy, Tad Hilgenbrink, Arielle Kebbel, Jason Earles
Votes: 75,642
40. American Pie Presents: The Naked Mile (2006 Video)
R | 97 min | Comedy
A high school virgin, who is eager to have sex, gets a guilt free pass from his girlfriend to lose his virginity while attending college parties for a whole weekend.
Director: Joe Nussbaum | Stars: John White, Eugene Levy, Maria Ricossa, Christopher McDonald
Votes: 74,157
41. American Pie Presents: Beta House (2007 Video)
R | 85 min | Comedy
Erik and Cooze start college and pledge the Beta House fraternity, presided over by none other than legendary Dwight Stifler.
Director: Andrew Waller | Stars: John White, Christopher McDonald, Jake Siegel, Lexie Galante
Votes: 67,777
42. American Pie Presents: The Book of Love (2009 Video)
R | 93 min | Comedy
Ten years after the first American Pie movie, three new hapless virgins discover the Bible hidden in the school library at East Great Falls High.
Director: John Putch | Stars: Bug Hall, Kevin M. Horton, Brandon Hardesty, Eugene Levy
Votes: 49,467
43. Dead Man's Curve (1998)
R | 91 min | Drama, Mystery, Romance
Two college students kill their roommate and make it look like a suicide.
Director: Dan Rosen | Stars: Matthew Lillard, Michael Vartan, Randall Batinkoff, Keri Russell
Votes: 6,394
44. Jawbreaker (1999)
R | 86 min | Comedy, Crime, Thriller
Three of the most popular girls at Reagan High accidentally kill the prom queen with a jawbreaker when a kidnapping goes horribly wrong.
Director: Darren Stein | Stars: Rose McGowan, Rebecca Gayheart, Julie Benz, Alexandra Adi
Votes: 28,962 | Gross: $3.07M
45. Scooby-Doo (2002)
PG | 86 min | Adventure, Comedy, Family
After an acrimonious break up, the Mystery Inc. gang are individually brought to an island resort to investigate strange goings on.
Director: Raja Gosnell | Stars: Matthew Lillard, Freddie Prinze Jr., Sarah Michelle Gellar, Linda Cardellini
Votes: 125,605 | Gross: $153.29M
46. Scooby-Doo 2: Monsters Unleashed (2004)
PG | 93 min | Adventure, Comedy, Family
The Mystery Inc. gang must save Coolsville from an attack of their past monsters brought to life by an evil masked figure trying to take down the gang.
Director: Raja Gosnell | Stars: Freddie Prinze Jr., Sarah Michelle Gellar, Matthew Lillard, Linda Cardellini
Votes: 64,907 | Gross: $84.22M
47. American Beauty (1999)
R | 122 min | Drama
A sexually frustrated suburban father has a mid-life crisis after becoming infatuated with his daughter's best friend.
Director: Sam Mendes | Stars: Kevin Spacey, Annette Bening, Thora Birch, Wes Bentley
Votes: 1,211,429 | Gross: $130.10M
48. Pleasantville (1998)
PG-13 | 124 min | Comedy, Drama, Fantasy
Two 1990s teenage siblings find themselves transported to a 1950s sitcom where their influence begins to profoundly change that colorless, complacent world.
Director: Gary Ross | Stars: Tobey Maguire, Jeff Daniels, Joan Allen, William H. Macy
Votes: 136,366 | Gross: $40.57M
49. The Butterfly Effect (2004)
R | 113 min | Drama, Sci-Fi, Thriller
Evan Treborn suffers blackouts during significant events of his life. As he grows up, he finds a way to remember these lost memories and a supernatural way to alter his life by reading his journal.
Directors: Eric Bress, J. Mackye Gruber | Stars: Ashton Kutcher, Amy Smart, Melora Walters, Elden Henson
Votes: 521,394 | Gross: $57.94M
50. Confessions of a Teenage Drama Queen (2004)
PG | 89 min | Comedy, Family, Music
A teenage girl is convinced that her home city revolves around her until her family packs up and moves to the suburbs, where she finds herself competing for attention.
Director: Sara Sugarman | Stars: Lindsay Lohan, Megan Fox, Adam Garcia, Glenne Headly
Votes: 31,338 | Gross: $29.33M
51. Thirteen (2003)
R | 100 min | Drama
A thirteen-year-old girl's relationship with her mother is put to the test as she discovers drugs, sex, and petty crime in the company of her cool but troubled best friend.
Director: Catherine Hardwicke | Stars: Evan Rachel Wood, Holly Hunter, Nikki Reed, Vanessa Hudgens
Votes: 98,074 | Gross: $4.60M
52. Whatever It Takes (2000)
PG-13 | 94 min | Comedy, Drama, Romance
A modern-day remake of the Cyrano DeBergerac tale.
Director: David Raynr | Stars: Shane West, Marla Sokoloff, Jodi Lyn O'Keefe, Manu Intiraymi
Votes: 12,005 | Gross: $8.74M
53. Mysterious Skin (2004)
Unrated | 105 min | Drama
Two pre-adolescent boys both experienced a strange event and later it affects their lives in different ways. One becomes a reckless, sexually adventurous prostitute, while the other retreats into a reclusive fantasy of alien abduction.
Director: Gregg Araki | Stars: Brady Corbet, Joseph Gordon-Levitt, Elisabeth Shue, Chase Ellison
Votes: 76,346 | Gross: $0.70M
54. Clueless (1995)
PG-13 | 97 min | Comedy, Romance
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.
Director: Amy Heckerling | Stars: Alicia Silverstone, Stacey Dash, Brittany Murphy, Paul Rudd
Votes: 246,093 | Gross: $56.63M
55. Scary Movie (2000)
R | 88 min | Comedy
A year after disposing of the body of a man they accidentally killed, a group of dumb teenagers are stalked by a bumbling serial killer.
Director: Keenen Ivory Wayans | Stars: Anna Faris, Jon Abrahams, Marlon Wayans, Carmen Electra
Votes: 286,849 | Gross: $157.02M
56. Scary Movie 2 (2001)
R | 83 min | Comedy, Horror
Four teens are tricked by a professor into visiting a haunted house for a school project.
Director: Keenen Ivory Wayans | Stars: Anna Faris, Marlon Wayans, Antony Acker, Mark Barrett
Votes: 175,225 | Gross: $71.31M
57. Scary Movie 3 (2003)
PG-13 | 84 min | Comedy
Cindy must investigate mysterious crop circles and video tapes, and help the President in preventing an alien invasion.
Director: David Zucker | Stars: Anna Faris, Charlie Sheen, Regina Hall, Pamela Anderson
Votes: 158,434 | Gross: $110.00M
58. Scary Movie 4 (2006)
PG-13 | 83 min | Comedy
Cindy finds out the house she lives in is haunted by a little boy and goes on a quest to find out who killed him and why. Also, Alien "Tr-iPods" are invading the world and she has to uncover the secret in order to stop them.
Director: David Zucker | Stars: Anna Faris, Regina Hall, Craig Bierko, Bill Pullman
Votes: 129,231 | Gross: $90.71M
59. American Virgin (1999)
R | 88 min | Comedy
A woman, fed up with her father's double standards, decides to lose her virginity.
Director: Jean-Pierre Marois | Stars: Mark Adair-Rios, Jason Bercy, Brian Bloom, Michael Cudlitz
Votes: 1,695
60. May (2002)
R | 93 min | Drama, Horror
A socially awkward veterinary assistant with a lazy eye and obsession with perfection descends into depravity after developing a crush on a boy with perfect hands.
Director: Lucky McKee | Stars: Angela Bettis, Jeremy Sisto, Anna Faris, James Duval
Votes: 40,516 | Gross: $0.15M
61. The Princess Diaries (2001)
G | 115 min | Comedy, Family, Romance
Mia Thermopolis has just found out that she is the heir apparent to the throne of Genovia. With her friends Lilly and Michael Moscovitz in tow, she tries to navigate through the rest of her sixteenth year.
Director: Garry Marshall | Stars: Julie Andrews, Anne Hathaway, Hector Elizondo, Heather Matarazzo
Votes: 163,712 | Gross: $108.25M
62. The Princess Diaries 2: Royal Engagement (2004)
G | 113 min | Comedy, Family, Romance
Now settled in Genovia, Princess Mia faces a new revelation: she is being primed for an arranged marriage to an English suitor.
Director: Garry Marshall | Stars: Anne Hathaway, Callum Blue, Julie Andrews, Hector Elizondo
Votes: 88,975 | Gross: $95.17M
63. Fear (1996)
R | 97 min | Drama, Thriller
When Nicole met David; handsome, charming, affectionate, he was everything. It seemed perfect, but soon she sees that David has a darker side. And his adoration turns to obsession, their dream into a nightmare, and her love into fear.
Director: James Foley | Stars: Mark Wahlberg, Reese Witherspoon, William Petersen, Amy Brenneman
Votes: 54,932 | Gross: $20.75M
64. Can't Hardly Wait (1998)
PG-13 | 100 min | Comedy, Romance
A complete graduating class, consisting of beautiful girls, geeks and promising footballers, assemble at a rich classmate's residence for a party. Interesting developments follow at the get-together.
Directors: Harry Elfont, Deborah Kaplan | Stars: Jennifer Love Hewitt, Ethan Embry, Charlie Korsmo, Lauren Ambrose
Votes: 53,998 | Gross: $25.34M
65. 200 Cigarettes (1999)
R | 101 min | Comedy, Drama, Romance
A collection of twentysomethings try to cope with relationships, loneliness, desire and their individual neuroses.
Director: Risa Bramon Garcia | Stars: Ben Affleck, Casey Affleck, Dave Chappelle, Guillermo Diaz
Votes: 16,350 | Gross: $6.85M
66. Go (1999)
R | 102 min | Comedy, Crime
The aftermath of a drug deal as told from three different points of view.
Director: Doug Liman | Stars: Sarah Polley, Jay Mohr, Scott Wolf, Taye Diggs
Votes: 75,202 | Gross: $16.84M
67. Strike! (1998)
PG-13 | 97 min | Comedy
In the 1960s, a group of friends at an all girls school learn that their school is going to be combined with a nearby all boys school. They concoct a plan to save their school while dealing with everyday problems along the way.
Director: Sarah Kernochan | Stars: Kirsten Dunst, Lynn Redgrave, Gaby Hoffmann, Rachael Leigh Cook
Votes: 7,605 | Gross: $0.97M
68. Get Over It (2001)
PG-13 | 87 min | Comedy, Romance
A high school senior's girlfriend breaks up with him. His friends try to make him think of something else. His friend's sister Kelly helps him with the school musical. Spending time with Kelly has an effect.
Director: Tommy O'Haver | Stars: Kirsten Dunst, Ben Foster, Melissa Sagemiller, Sisqó
Votes: 20,031 | Gross: $11.58M
69. Pecker (1998)
R | 87 min | Comedy, Drama
A talented young photographer, who enjoys snapping photos of his satirical, perverted Baltimore neighborhood and his wacky family, gets dragged into a world of pretentious artists from New York City and finds newfound fame.
Director: John Waters | Stars: Edward Furlong, Christina Ricci, Bess Armstrong, Mark Joy
Votes: 14,859 | Gross: $2.28M
70. Valentine (2001)
R | 96 min | Horror, Mystery, Thriller
Five women are stalked by an unknown assailant while preparing for Valentine's Day.
Director: Jamie Blanks | Stars: Denise Richards, David Boreanaz, Marley Shelton, Jessica Capshaw
Votes: 30,265 | Gross: $20.38M
71. Freaky Friday (2003)
PG | 97 min | Comedy, Family, Fantasy
An overworked mother and her daughter did not get along. When they switch bodies, each is forced to adapt to the other's life for one freaky Friday.
Director: Mark Waters | Stars: Jamie Lee Curtis, Lindsay Lohan, Mark Harmon, Harold Gould
Votes: 152,646 | Gross: $110.23M
72. It's a Boy Girl Thing (2006)
PG-13 | 95 min | Comedy, Fantasy, Romance
Sworn enemies find themselves in each other's bodies, and use this to ruin each other's lives.
Director: Nick Hurran | Stars: Samaire Armstrong, Kevin Zegers, Sherry Miller, Robert Joy
Votes: 42,831
73. Dazed and Confused (1993)
R | 103 min | Comedy
The adventures of high school and junior high students on the last day of school in May 1976.
Director: Richard Linklater | Stars: Jason London, Wiley Wiggins, Matthew McConaughey, Rory Cochrane
Votes: 199,739 | Gross: $7.99M
74. But I'm a Cheerleader (1999)
R | 85 min | Comedy, Drama, Romance
A naive teenager is sent to rehab camp when her straitlaced parents and friends suspect her of being a lesbian.
Director: Jamie Babbit | Stars: Natasha Lyonne, Clea DuVall, Michelle Williams, Brandt Wille
Votes: 41,277 | Gross: $2.21M
75. Empire Records (1995)
PG-13 | 90 min | Comedy, Drama, Music
Twenty-four hours in the lives of the young employees at Empire Records when they all grow up and become young adults thanks to each other and the manager. They all face the store joining a chain store with strict rules.
Director: Allan Moyle | Stars: Anthony LaPaglia, Debi Mazar, Maxwell Caulfield, Rory Cochrane
Votes: 61,916 | Gross: $0.30M
76. The Virgin Suicides (1999)
R | 97 min | Drama, Romance
A group of male friends become obsessed with five mysterious sisters who are sheltered by their strict, religious parents in suburban Detroit in the mid 1970s.
Director: Sofia Coppola | Stars: Kirsten Dunst, Josh Hartnett, James Woods, Kathleen Turner
Votes: 169,310 | Gross: $4.86M
77. Boys and Girls (2000)
PG-13 | 94 min | Comedy, Drama, Romance
A friendship is put to the ultimate test when two best friends wind up in bed together.
Director: Robert Iscove | Stars: Freddie Prinze Jr., Claire Forlani, Brendon Ryan Barrett, Gay Thomas Wilson
Votes: 17,604 | Gross: $20.63M
78. Summer Catch (2001)
PG-13 | 104 min | Comedy, Drama, Romance
A rich girl whose family summers on Cape Cod has a romance with a local poor boy who hopes to become a major league baseball player.
Director: Michael Tollin | Stars: Freddie Prinze Jr., Jessica Biel, Fred Ward, Matthew Lillard
Votes: 16,657 | Gross: $19.69M
79. Wristcutters: A Love Story (2006)
R | 88 min | Comedy, Drama, Fantasy
A film set in a strange afterlife way station that has been reserved for people who have committed suicide.
Director: Goran Dukic | Stars: Patrick Fugit, Shea Whigham, Tom Waits, Will Arnett
Votes: 57,723 | Gross: $0.32M
80. Dude, Where's My Car? (2000)
PG-13 | 83 min | Comedy, Mystery, Sci-Fi
Two potheads wake up after a night of partying and cannot remember where they parked their car.
Director: Danny Leiner | Stars: Ashton Kutcher, Seann William Scott, Jennifer Garner, Marla Sokoloff
Votes: 145,868 | Gross: $46.73M
81. Gossip (I) (2000)
R | 90 min | Drama, Mystery, Thriller
Three college students base their class project around gossip and how fast it spreads, which soon spirals out of control.
Director: Davis Guggenheim | Stars: James Marsden, Lena Headey, Norman Reedus, Kate Hudson
Votes: 17,557 | Gross: $5.11M
82. Legally Blonde (2001)
PG-13 | 96 min | Comedy, Romance
Elle Woods, a fashionable sorority queen, is dumped by her boyfriend. She decides to follow him to law school. While she is there, she figures out that there is more to her than just looks.
Director: Robert Luketic | Stars: Reese Witherspoon, Luke Wilson, Selma Blair, Matthew Davis
Votes: 248,391 | Gross: $96.52M
83. Legally Blonde 2: Red, White & Blonde (2003)
PG-13 | 95 min | Comedy
Elle Woods heads to Washington, D.C. to join the staff of a Representative in order to pass a bill to ban animal testing.
Director: Charles Herman-Wurmfeld | Stars: Reese Witherspoon, Sally Field, Bob Newhart, Regina King
Votes: 72,752 | Gross: $90.19M
84. Prozac Nation (2001)
R | 95 min | Biography, Drama, Romance
A young woman struggles with depression during her first year at Harvard.
Director: Erik Skjoldbjærg | Stars: Christina Ricci, Jonathan Rhys Meyers, Jessica Lange, Anne Heche
Votes: 19,006
85. Ghost World (2001)
R | 111 min | Comedy, Drama
Two eccentric best friends graduate high school and respond to a man's romance-seeking newspaper ad as a gag, only to find their lives becoming increasingly complicated.
Director: Terry Zwigoff | Stars: Steve Buscemi, Thora Birch, Scarlett Johansson, Brad Renfro
Votes: 126,871 | Gross: $6.22M
86. Rushmore (1998)
R | 93 min | Comedy, Drama, Romance
A teenager at Rushmore Academy falls for a much older teacher and befriends a middle-aged industrialist. Later, he finds out that his love interest and his friend are having an affair, which prompts him to begin a vendetta.
Director: Wes Anderson | Stars: Jason Schwartzman, Bill Murray, Olivia Williams, Seymour Cassel
Votes: 198,052 | Gross: $17.11M
87. The Girl Next Door (2004)
R | 109 min | Comedy, Drama, Romance
A teenager's dreams come true when a former porn star moves in next door and they fall in love.
Director: Luke Greenfield | Stars: Emile Hirsch, Nicholas Downs, Elisha Cuthbert, Timothy Olyphant
Votes: 239,968 | Gross: $14.59M
88. Slums of Beverly Hills (1998)
R | 91 min | Comedy, Drama
In 1976, a lower-middle-class teenager struggles to cope living with her neurotic family of nomads on the outskirts of Beverly Hills.
Director: Tamara Jenkins | Stars: Natasha Lyonne, Alan Arkin, Bryna Weiss, Marisa Tomei
Votes: 14,624 | Gross: $5.48M
89. Juno (2007)
PG-13 | 96 min | Comedy, Drama
Faced with an unplanned pregnancy, an offbeat young woman makes a selfless decision regarding the unborn child.
Director: Jason Reitman | Stars: Elliot Page, Michael Cera, Jennifer Garner, Jason Bateman
Votes: 549,415 | Gross: $143.50M
90. Nowhere (1997)
R | 82 min | Comedy, Drama, Sci-Fi
Follows a day in the lives of a group of Los Angeles high school students and the strange lives they lead.
Director: Gregg Araki | Stars: James Duval, Rachel True, Nathan Bexton, Chiara Mastroianni
Votes: 10,256 | Gross: $0.03M
91. The Doom Generation (1995)
R | 83 min | Comedy, Crime, Drama
Jordan White and Amy Blue, two troubled teens, pick up an adolescent drifter, Xavier Red. Together, the threesome embark on a sex-and-violence-filled journey through an America of psychos and quickie marts.
Director: Gregg Araki | Stars: James Duval, Rose McGowan, Johnathon Schaech, Cress Williams
Votes: 17,890 | Gross: $0.26M
92. Not Another Teen Movie (2001)
R | 89 min | Comedy
A sendup of all the teen movies that have accumulated in the past two decades.
Director: Joel Gallen | Stars: Chyler Leigh, Jaime Pressly, Chris Evans, Eric Christian Olsen
Votes: 115,970 | Gross: $38.25M
93. 17 Again (2009)
PG-13 | 102 min | Comedy, Drama, Fantasy
Mike O'Donnell is ungrateful for how his life turned out. He gets a chance to rewrite his life when he tried to save a janitor near a bridge and jumped after him into a time vortex.
Director: Burr Steers | Stars: Zac Efron, Matthew Perry, Leslie Mann, Thomas Lennon
Votes: 216,476 | Gross: $64.17M
94. Jennifer's Body (2009)
R | 102 min | Comedy, Horror
A newly-possessed high-school cheerleader turns into a succubus who specializes in killing her male classmates. Can her best friend put an end to the horror?
Director: Karyn Kusama | Stars: Megan Fox, Amanda Seyfried, Adam Brody, Johnny Simmons
Votes: 151,392 | Gross: $16.20M
95. Clerks (1994)
R | 92 min | Comedy
A day in the lives of two convenience clerks named Dante and Randal as they annoy customers, discuss movies, and play hockey on the store roof.
Director: Kevin Smith | Stars: Brian O'Halloran, Jeff Anderson, Marilyn Ghigliotti, Lisa Spoonauer
Votes: 232,420 | Gross: $3.15M
96. Mallrats (1995)
R | 94 min | Comedy, Romance
Both dumped by their girlfriends, two best friends seek refuge in the local mall.
Director: Kevin Smith | Stars: Shannen Doherty, Jeremy London, Jason Lee, Claire Forlani
Votes: 128,902 | Gross: $2.12M
97. Chasing Amy (1997)
R | 113 min | Comedy, Drama, Romance
Holden and Banky are comic book artists. Everything's going good for them until they meet Alyssa, also a comic book artist. Holden falls for her, but his hopes are crushed when he finds out she's a lesbian.
Director: Kevin Smith | Stars: Ben Affleck, Joey Lauren Adams, Ethan Suplee, Scott Mosier
Votes: 143,842 | Gross: $12.02M
98. Dogma (1999)
R | 130 min | Adventure, Comedy, Drama
An abortion clinic worker with a special heritage is called upon to save the existence of humanity from being negated by two renegade angels trying to exploit a loop-hole and reenter Heaven.
Director: Kevin Smith | Stars: Ben Affleck, Matt Damon, Linda Fiorentino, Bud Cort
Votes: 228,723 | Gross: $30.65M
99. Jay and Silent Bob Strike Back (2001)
R | 104 min | Comedy
The comic "Bluntman and Chronic" is based on real-life stoners Jay and Silent Bob, so when they get no profit from a big-screen adaptation, they set out to wreck the movie.
Director: Kevin Smith | Stars: Jason Mewes, Kevin Smith, Amy Noble, Harley Quinn Smith
Votes: 161,107 | Gross: $30.09M
100. Clerks II (2006)
R | 97 min | Comedy
A calamity at Dante and Randal's shops sends them looking for new horizons - but they ultimately settle at the fast food empire Mooby's.
Director: Kevin Smith | Stars: Brian O'Halloran, Jeff Anderson, Rosario Dawson, Jason Mewes
Votes: 140,704 | Gross: $24.15M
Tell Your Friends