Best Teenager Movies
by desperatecassie | created - 21 Apr 2011 | updated - 21 Apr 2011 | Public- Instant Watch Options
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1. 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: 435,393 | Gross: $86.06M
2. Sydney White (2007)
PG-13 | 108 min | Comedy, Drama, Romance
A modern retelling of Snow White set against students in their freshman year of college in the greek system.
Director: Joe Nussbaum | Stars: Amanda Bynes, Sara Paxton, Matt Long, Jack Carpenter
Votes: 51,285 | Gross: $11.89M
3. 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: 385,580 | Gross: $38.18M
4. A Cinderella Story (2004)
PG | 95 min | Comedy, Family, Romance
Routinely exploited by her wicked stepmother, the downtrodden Samantha Montgomery is excited about the prospect of meeting her Internet beau at the school's Halloween dance.
Director: Mark Rosman | Stars: Hilary Duff, Chad Michael Murray, Jennifer Coolidge, Dan Byrd
Votes: 94,018 | Gross: $51.44M
5. Breakfast at Tiffany's (1961)
Approved | 115 min | Comedy, Drama, Romance
A young New York socialite becomes interested in a young man who has moved into her apartment building, but her past threatens to get in the way.
Director: Blake Edwards | Stars: Audrey Hepburn, George Peppard, Patricia Neal, Buddy Ebsen
Votes: 192,218
6. Wild Child (2008)
PG-13 | 98 min | Comedy
A rebellious Malibu princess is shipped off to a strict English boarding school by her father.
Director: Nick Moore | Stars: Emma Roberts, Aidan Quinn, Natasha Richardson, Lexi Ainsworth
Votes: 64,002 | Gross: $0.02M
7. The Clique (2008 Video)
PG | 87 min | Comedy, Drama, Family
A young girl tries to fit in with a clique of popular middle school girls after moving into the guest house of one of their homes.
Director: Michael Lembeck | Stars: Elizabeth McLaughlin, Ellen Marlow, Sophie Anna Everhard, Samantha Boscarino
Votes: 6,194
8. Confessions of a Shopaholic (2009)
PG | 104 min | Comedy, Romance
A college grad lands a job as a financial journalist in New York City to support where she nurtures her shopping addiction and falls for a wealthy entrepreneur.
Director: P.J. Hogan | Stars: Isla Fisher, Hugh Dancy, Krysten Ritter, Joan Cusack
Votes: 83,136 | Gross: $44.28M
9. Easy A (2010)
PG-13 | 92 min | Comedy, Drama, Romance
When Olive lies to her best friend about losing her virginity to one of the college boys, a girl overhears their conversation. Soon, her story spreads across the entire school like wildfire.
Director: Will Gluck | Stars: Emma Stone, Amanda Bynes, Penn Badgley, Dan Byrd
Votes: 418,162 | Gross: $58.40M
10. Another Cinderella Story (2008 TV Movie)
PG | 90 min | Comedy, Family, Music
Mary lives with her evil stepmom/sisters and slaves for them. At the high school masquerade ball, she gets to dance with her pop idol, Joey. Running home before midnight, she drops her Zune. Joey tries to find the girl who fits the Zune.
Director: Damon Santostefano | Stars: Selena Gomez, Drew Seeley, Jane Lynch, Katharine Isabelle
Votes: 31,054
11. What a Girl Wants (2003)
PG | 105 min | Comedy, Drama, Family
An American teenager learns that her father is a wealthy British politician running for office. Although she is eager to find him, she realizes it could cause a scandal and cost him the election.
Director: Dennie Gordon | Stars: Amanda Bynes, Colin Firth, Kelly Preston, Soleil McGhee
Votes: 66,523 | Gross: $35.99M
12. Chasing Liberty (2004)
PG-13 | 111 min | Comedy, Romance
Anna wants to be like other girls her age (18): date a guy etc. but she's the US president's daughter and always guarded. In Prague he breaks his promise of only 2 agents following her to a concert and she runs away with Ben to see Europe.
Director: Andy Cadiff | Stars: Mandy Moore, Matthew Goode, Mark Harmon, Stark Sands
Votes: 41,071 | Gross: $12.19M
13. Sweet Home Alabama (2002)
PG-13 | 108 min | Comedy, Romance
A young woman who has reinvented herself as a New York City socialite must return home to Alabama to obtain a divorce from her husband after seven years of separation.
Director: Andy Tennant | Stars: Reese Witherspoon, Patrick Dempsey, Josh Lucas, Candice Bergen
Votes: 123,632 | Gross: $127.22M
14. How to Lose a Guy in 10 Days (2003)
PG-13 | 116 min | Comedy, Romance
Benjamin Barry is an advertising executive and ladies' man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days.
Director: Donald Petrie | Stars: Kate Hudson, Matthew McConaughey, Adam Goldberg, Kathryn Hahn
Votes: 270,179 | Gross: $105.81M
15. 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: 28,957 | Gross: $3.07M
16. 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: 246,032 | Gross: $56.63M
17. The Proposal (I) (2009)
PG-13 | 108 min | Comedy, Drama, Romance
A pushy boss forces her young assistant to marry her in order to keep her visa status in the U.S. and avoid deportation to Canada.
Director: Anne Fletcher | Stars: Sandra Bullock, Ryan Reynolds, Mary Steenburgen, Craig T. Nelson
Votes: 360,540 | Gross: $163.96M
18. 27 Dresses (2008)
PG-13 | 111 min | Comedy, Romance
After serving as a bridesmaid 27 times, a young woman wrestles with the idea of standing by her sister's side as her sibling marries the man she's secretly in love with.
Director: Anne Fletcher | Stars: Katherine Heigl, James Marsden, Malin Akerman, Brian Kerwin
Votes: 175,187 | Gross: $76.81M
19. The Ugly Truth (2009)
R | 96 min | Comedy, Romance
An uptight television producer takes control of a morning show segment on modern relationships hosted by a misogynistic man.
Director: Robert Luketic | Stars: Katherine Heigl, Gerard Butler, Bree Turner, Eric Winter
Votes: 230,476 | Gross: $88.92M
20. The Devil Wears Prada (2006)
PG-13 | 109 min | Comedy, Drama
A smart but sensible new graduate lands a job as an assistant to Miranda Priestly, the demanding editor-in-chief of a high fashion magazine.
Director: David Frankel | Stars: Anne Hathaway, Meryl Streep, Adrian Grenier, Emily Blunt
Votes: 467,406 | Gross: $124.74M
21. Love Actually (2003)
R | 135 min | Comedy, Drama, Romance
Follows the lives of eight very different couples in dealing with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London, England.
Director: Richard Curtis | Stars: Hugh Grant, Martine McCutcheon, Liam Neeson, Laura Linney
Votes: 531,647 | Gross: $59.70M
22. Never Been Kissed (1999)
PG-13 | 107 min | Comedy, Drama, Romance
A newspaper reporter enrolls in high school as part of research for a story.
Director: Raja Gosnell | Stars: Drew Barrymore, David Arquette, Michael Vartan, Molly Shannon
Votes: 97,591 | Gross: $55.47M
23. The Breakfast Club (1985)
R | 97 min | Comedy, Drama
Five high school students meet in Saturday detention and discover how they have a great deal more in common than they thought.
Director: John Hughes | Stars: Emilio Estevez, Judd Nelson, Molly Ringwald, Ally Sheedy
Votes: 436,727 | Gross: $45.88M
24. Sixteen Candles (1984)
PG | 93 min | Comedy, Romance
A girl's "sweet" sixteenth birthday is anything but special: her family forgets about it, and she suffers from every embarrassment possible.
Director: John Hughes | Stars: Molly Ringwald, Anthony Michael Hall, Justin Henry, Michael Schoeffling
Votes: 126,411 | Gross: $23.69M
25. 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: 163,685 | Gross: $108.25M
26. Angus, Thongs and Perfect Snogging (2008)
PG-13 | 100 min | Comedy, Drama, Romance
The story centers on a 14-year-old girl who keeps a diary about the ups and downs of being a teenager, including the things she learns about kissing.
Director: Gurinder Chadha | Stars: Georgia Groome, Aaron Taylor-Johnson, Karen Taylor, Alan Davies
Votes: 30,116
27. The Hottie & the Nottie (2008)
PG-13 | 91 min | Comedy, Romance
A woman agrees to go on a date with a man only if he finds a suitor for her unattractive best friend.
Director: Tom Putnam | Stars: Paris Hilton, Joel David Moore, Christine Lakin, Johann Urb
Votes: 39,143 | Gross: $0.03M
28. The Last Song (2010)
PG | 107 min | Drama, Music, Romance
A rebellious girl is sent to a Southern beach town for the summer to stay with her father. Through their mutual love of music, the estranged duo learn to reconnect.
Director: Julie Anne Robinson | Stars: Miley Cyrus, Liam Hemsworth, Greg Kinnear, Bobby Coleman
Votes: 92,559 | Gross: $62.95M
29. John Tucker Must Die (2006)
PG-13 | 89 min | Comedy, Romance
Three ex-girlfriends of a serial cheater set up their former lover to fall for the new girl in town so they can watch him get his heart broken.
Director: Betty Thomas | Stars: Jesse Metcalfe, Ashanti, Arielle Kebbel, Sophia Bush
Votes: 88,140 | Gross: $41.01M
30. White Chicks (2004)
PG-13 | 109 min | Comedy, Crime
Two disgraced FBI agents go way undercover in an effort to protect hotel heiresses the Wilson sisters from a kidnapping plot.
Director: Keenen Ivory Wayans | Stars: Marlon Wayans, Shawn Wayans, Busy Philipps, Maitland Ward
Votes: 163,304 | Gross: $70.83M
31. The Sweetest Thing (2002)
R | 84 min | Comedy, Romance
Christina Walters spent years avoiding men, then suddenly met her perfect match while hanging with her best friends, Courtney and Jane. When she finds out that he has left town, she and Courtney set out on a trip.
Director: Roger Kumble | Stars: Cameron Diaz, Thomas Jane, Christina Applegate, Lillian Adams
Votes: 62,476 | Gross: $24.72M
32. Knocked Up (2007)
R | 129 min | Comedy, Romance
For fun-loving party animal Ben Stone, the last thing he ever expected was for his one-night stand to show up on his doorstep eight weeks later to tell him she's pregnant with his child.
Director: Judd Apatow | Stars: Seth Rogen, Katherine Heigl, Paul Rudd, Leslie Mann
Votes: 384,741 | Gross: $148.73M
33. Sex and the City (1998–2004)
TV-MA | 30 min | Comedy, Drama, Romance
Four female New Yorkers gossip about their sex lives (or lack thereof) and find new ways to deal with being a woman in the late 1990s.
Stars: Sarah Jessica Parker, Kim Cattrall, Kristin Davis, Cynthia Nixon
Votes: 143,050
34. Bride Wars (2009)
PG | 89 min | Comedy, Romance
Two best friends become rivals when they schedule their respective weddings on the same day.
Director: Gary Winick | Stars: Kate Hudson, Anne Hathaway, Candice Bergen, Bryan Greenberg
Votes: 115,556 | Gross: $58.72M
35. 50 First Dates (2004)
PG-13 | 99 min | Comedy, Drama, Romance
Henry Roth is a man afraid of commitment until he meets the beautiful Lucy. They hit it off and Henry think he's finally found the girl of his dreams until discovering she has short-term memory loss and forgets him the next day.
Director: Peter Segal | Stars: Adam Sandler, Drew Barrymore, Rob Schneider, Sean Astin
Votes: 382,351 | Gross: $120.91M
36. Miss Congeniality (2000)
PG-13 | 109 min | Action, Comedy, Crime
An F.B.I. Agent must go undercover in the Miss United States beauty pageant to prevent a group from bombing the event.
Director: Donald Petrie | Stars: Sandra Bullock, Michael Caine, Benjamin Bratt, Candice Bergen
Votes: 230,411 | Gross: $106.81M
37. Miss Congeniality 2: Armed & Fabulous (2005)
PG-13 | 115 min | Action, Comedy, Crime
Gracie Hart abandons the life of a field agent to become the public face of the FBI. Yet, when Cheryl Frasier and Stan Fields are kidnapped, she is determined to rescue them, along with her reluctant partner.
Director: John Pasquin | Stars: Sandra Bullock, Regina King, William Shatner, Enrique Murciano
Votes: 80,308 | Gross: $48.48M
38. The Break-Up (2006)
PG-13 | 106 min | Comedy, Drama, Romance
A couple's break-up proceeds to get uglier and nastier by the moment as each tries to keep their luxurious condo from the other.
Director: Peyton Reed | Stars: Jennifer Aniston, Vince Vaughn, Jon Favreau, Joey Lauren Adams
Votes: 139,016 | Gross: $118.70M
39. A Walk to Remember (2002)
PG | 101 min | Drama, Romance
Two North Carolina teens, Landon Carter and Jamie Sullivan, are thrown together after Landon gets into trouble and is sentenced to perform community service.
Director: Adam Shankman | Stars: Mandy Moore, Shane West, Peter Coyote, Daryl Hannah
Votes: 221,422 | Gross: $41.28M
40. Just My Luck (2006)
PG-13 | 103 min | Comedy, Fantasy, Romance
Manhattanite Ashley is known to many as the luckiest woman around. After a chance encounter with a down-and-out young man, however, she realizes that she's swapped her fortune for his.
Director: Donald Petrie | Stars: Lindsay Lohan, Chris Pine, Samaire Armstrong, Bree Turner
Votes: 61,605 | Gross: $17.32M
41. The Lizzie McGuire Movie (2003)
PG | 94 min | Adventure, Comedy, Family
Lizzie McGuire has graduated from middle school and takes a trip to Rome, Italy with her class. And what was supposed to be only a normal trip, becomes a teenager's dream come true.
Director: Jim Fall | Stars: Hilary Duff, Adam Lamberg, Clayton Snyder, Hallie Todd
Votes: 42,093 | Gross: $42.73M
42. Sleepless in Seattle (1993)
PG | 105 min | Comedy, Drama, Romance
A recently widowed man's son calls a radio talk-show in an attempt to find his father a partner.
Director: Nora Ephron | Stars: Tom Hanks, Meg Ryan, Ross Malinger, Rita Wilson
Votes: 190,947 | Gross: $126.53M
43. 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: 175,873 | Gross: $2.34M
44. What Happens in Vegas (2008)
PG-13 | 99 min | Comedy, Romance
A man and a woman are compelled, for legal reasons, to live life as a couple for a limited period of time. At stake is a large amount of money.
Director: Tom Vaughan | Stars: Cameron Diaz, Ashton Kutcher, Rob Corddry, Lake Bell
Votes: 187,927 | Gross: $80.28M
45. Hairspray (2007)
PG | 117 min | Comedy, Drama, Musical
Pleasantly plump teenager Tracy Turnblad teaches 1962 Baltimore a thing or two about integration after landing a spot on a local TV dance show.
Director: Adam Shankman | Stars: John Travolta, Queen Latifah, Nikki Blonsky, Michelle Pfeiffer
Votes: 138,735 | Gross: $118.87M
46. High School Musical (2006 TV Movie)
TV-G | 98 min | Comedy, Drama, Family
A popular high school athlete and an academically gifted girl get roles in the school musical and develop a friendship that threatens East High's social order.
Director: Kenny Ortega | Stars: Zac Efron, Vanessa Hudgens, Ashley Tisdale, Lucas Grabeel
Votes: 96,561
47. The Hangover (2009)
R | 100 min | Comedy
Three buddies wake up from a bachelor party in Las Vegas, with no memory of the previous night and the bachelor missing. They make their way around the city in order to find their friend before his wedding.
Director: Todd Phillips | Stars: Zach Galifianakis, Bradley Cooper, Justin Bartha, Ed Helms
Votes: 846,782 | Gross: $277.32M
48. Practical Magic (1998)
PG-13 | 104 min | Comedy, Drama, Fantasy
Two witch sisters, raised by their eccentric aunts in a small town, face closed-minded prejudice and a curse which threatens to prevent them ever finding lasting love.
Director: Griffin Dunne | Stars: Sandra Bullock, Nicole Kidman, Stockard Channing, Dianne Wiest
Votes: 93,107 | Gross: $46.68M
49. The Lake House (2006)
PG | 99 min | Drama, Fantasy, Romance
A lonely doctor who once occupied an unusual lakeside house begins to exchange love letters with its former resident, a frustrated architect. They must try to unravel the mystery behind their extraordinary romance before it's too late.
Director: Alejandro Agresti | Stars: Keanu Reeves, Sandra Bullock, Christopher Plummer, Ebon Moss-Bachrach
Votes: 157,708 | Gross: $52.33M
50. Youth in Revolt (2009)
R | 90 min | Comedy, Drama, Romance
While his trailer trash parents teeter on the edge of divorce, Nick Twisp sets his sights on dream girl Sheeni Saunders, hoping that she'll be the one to take away his virginity.
Director: Miguel Arteta | Stars: Michael Cera, Portia Doubleday, Jean Smart, Zach Galifianakis
Votes: 76,112 | Gross: $15.28M
51. Scott Pilgrim vs. the World (2010)
PG-13 | 112 min | Action, Comedy, Fantasy
In a magically realistic version of Toronto, a young man must defeat his new girlfriend's seven evil exes one by one in order to win her heart.
Director: Edgar Wright | Stars: Michael Cera, Mary Elizabeth Winstead, Kieran Culkin, Anna Kendrick
Votes: 465,518 | Gross: $31.49M
52. Almost Famous (2000)
R | 122 min | Adventure, Comedy, Drama
A high-school boy in the early 1970s is given the chance to write a story for Rolling Stone magazine about an up-and-coming rock band as he accompanies them on their concert tour.
Director: Cameron Crowe | Stars: Billy Crudup, Patrick Fugit, Kate Hudson, Frances McDormand
Votes: 293,527 | Gross: $32.53M
53. 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: 549,377 | Gross: $143.50M
54. The Notebook (2004)
PG-13 | 123 min | Drama, Romance
An elderly man reads to a woman with dementia the story of two young lovers whose romance is threatened by the difference in their respective social classes.
Director: Nick Cassavetes | Stars: Gena Rowlands, James Garner, Rachel McAdams, Ryan Gosling
Votes: 620,480 | Gross: $81.00M
55. My Sassy Girl (2008)
PG-13 | 92 min | Comedy, Drama, Romance
A sweet Midwestern guy with his life planned out for himself is wooed, groomed, and ultimately dumped by a complicated, elusive gal.
Director: Yann Samuell | Stars: Elisha Cuthbert, Jesse Bradford, Austin Basis, Chris Sarandon
Votes: 20,478
56. 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: 248,337 | Gross: $96.52M
57. Nanny McPhee (2005)
PG | 97 min | Comedy, Family, Fantasy
A governess uses magic to rein in the behavior of seven ne'er-do-well children in her charge.
Director: Kirk Jones | Stars: Emma Thompson, Colin Firth, Angela Lansbury, Kelly Macdonald
Votes: 85,514 | Gross: $47.14M
58. New York Minute (I) (2004)
PG | 91 min | Adventure, Comedy, Crime
Two sisters who just can't get along have to travel to New York City together and find themselves on numerous misadventures in order to accomplish their goals.
Director: Dennie Gordon | Stars: Mary-Kate Olsen, Ashley Olsen, Eugene Levy, Andy Richter
Votes: 24,963 | Gross: $14.02M
59. 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: 31,336 | Gross: $29.33M
60. The Hot Chick (2002)
PG-13 | 104 min | Comedy, Fantasy
An attractive and popular teenager, who is mean-spirited toward others, finds herself in the body of an older man, and must find a way to get back to her original body.
Director: Tom Brady | Stars: Rob Schneider, Rachel McAdams, Anna Faris, Matthew Lawrence
Votes: 102,661 | Gross: $35.08M
61. The Sisterhood of the Traveling Pants (2005)
PG | 119 min | Comedy, Drama, Romance
Four best girlfriends hatch a plan to stay connected with one another as their lives start off in different directions: they pass around a pair of secondhand jeans that fits each of their bodies perfectly.
Director: Ken Kwapis | Stars: Amber Tamblyn, Alexis Bledel, America Ferrera, Blake Lively
Votes: 65,056 | Gross: $39.01M
62. Serendipity (2001)
PG-13 | 90 min | Comedy, Romance
A couple search for each other years after the night they first met, fell in love, and separated, convinced that one day they'd end up together.
Director: Peter Chelsom | Stars: John Cusack, Kate Beckinsale, Jeremy Piven, Bridget Moynahan
Votes: 121,404 | Gross: $50.29M
63. While You Were Sleeping (1995)
PG | 103 min | Comedy, Drama, Romance
A hopelessly romantic Chicago Transit Authority ticket booth operator is mistaken for the fiancée of a comatose patient.
Director: Jon Turteltaub | Stars: Sandra Bullock, Bill Pullman, Peter Gallagher, Peter Boyle
Votes: 114,051 | Gross: $81.06M
64. City of Angels (1998)
PG-13 | 114 min | Drama, Fantasy, Romance
An angel on Earth, a doctor unable to believe, a patient with a secret, a love story made in Heaven.
Director: Brad Silberling | Stars: Nicolas Cage, Meg Ryan, Andre Braugher, Dennis Franz
Votes: 127,810 | Gross: $78.69M
65. The Holiday (2006)
PG-13 | 136 min | Comedy, Romance
Two women troubled with guy-problems swap homes in each other's countries, where they each meet a local guy and fall in love.
Director: Nancy Meyers | Stars: Kate Winslet, Cameron Diaz, Jude Law, Jack Black
Votes: 323,093 | Gross: $63.22M
66. Leap Year (2010)
PG | 100 min | Comedy, Romance
Anna Brady plans to travel to Dublin, Ireland to propose to her boyfriend Jeremy on February 29, leap day, because, according to Irish tradition, a man who receives a marriage proposal on a leap day must accept it.
Director: Anand Tucker | Stars: Amy Adams, Matthew Goode, Adam Scott, John Lithgow
Votes: 110,704 | Gross: $25.92M
67. Valentine's Day (I) (2010)
PG-13 | 125 min | Comedy, Romance
Intertwining couples and singles in Los Angeles break-up and make-up based on the pressures and expectations of Valentine's Day.
Director: Garry Marshall | Stars: Julia Roberts, Jamie Foxx, Anne Hathaway, Jessica Alba
Votes: 125,438 | Gross: $110.49M
68. Made of Honor (2008)
PG-13 | 101 min | Comedy, Romance
Hannah surprises Tom, her best friend who is secretly in love with her, with the news of her engagement to a wealthy man. Things take a complicated turn when she asks Tom to be her maid of honor.
Director: Paul Weiland | Stars: Patrick Dempsey, Michelle Monaghan, Kevin McKidd, Kadeem Hardison
Votes: 76,071 | Gross: $46.01M
69. 500 Days of Summer (2009)
PG-13 | 95 min | Comedy, Drama, Romance
After being dumped by the girl he believes to be his soulmate, hopeless romantic Tom Hansen reflects on their relationship to try and figure out where things went wrong and how he can win her back.
Director: Marc Webb | Stars: Zooey Deschanel, Joseph Gordon-Levitt, Geoffrey Arend, Chloë Grace Moretz
Votes: 558,261 | Gross: $32.39M
70. Killers (2010)
PG-13 | 100 min | Action, Comedy, Romance
A vacationing woman meets her ideal man, leading to a swift marriage. Back at home, however, their idyllic life is upset when they discover their neighbors could be assassins who have been contracted to kill the couple.
Director: Robert Luketic | Stars: Katherine Heigl, Ashton Kutcher, Tom Selleck, Catherine O'Hara
Votes: 96,108 | Gross: $47.06M
71. Bridget Jones's Diary (2001)
R | 97 min | Comedy, Drama, Romance
Bridget Jones is determined to improve herself while she looks for love in a year in which she keeps a personal diary.
Director: Sharon Maguire | Stars: Renée Zellweger, Colin Firth, Hugh Grant, Gemma Jones
Votes: 263,822 | Gross: $71.54M
72. Two Weeks Notice (2002)
PG-13 | 101 min | Comedy, Romance
A lawyer decides that she's used too much like a nanny by her boss, so she walks out on him.
Director: Marc Lawrence | Stars: Sandra Bullock, Hugh Grant, Alicia Witt, Dana Ivey
Votes: 125,956 | Gross: $93.35M
73. Date Night (2010)
PG-13 | 88 min | Comedy, Crime, Romance
In New York City, a case of mistaken identity turns a bored married couple's attempt at a glamorous and romantic evening into something more thrilling and dangerous.
Director: Shawn Levy | Stars: Steve Carell, Tina Fey, Mark Wahlberg, Taraji P. Henson
Votes: 172,205 | Gross: $98.71M
74.
The Wonderful World of Disney (1997–2023)
Episode:
Life-Size
(2000)
TV-G | 101 min | Adventure, Comedy, Drama
A widower's daughter accidentally brings her doll to life while trying to cast a spell to resurrect her mother.
Director: Mark Rosman | Stars: Lindsay Lohan, Jere Burns, Anne Marie DeLuise, Garwin Sanford
Votes: 8,657
75. Beauty & the Briefcase (2010 TV Movie)
PG-13 | 83 min | Comedy, Romance
A freelance writer looking for romance sells a story to Cosmopolitan magazine about finding love in the workplace and goes undercover at a Finance Company.
Director: Gil Junger | Stars: Hilary Duff, Chris Carmack, Michael McMillian, Amanda Walsh
Votes: 13,515
76. Sleepover (2004)
PG | 89 min | Comedy, Family, Romance
Desperate to improve their social status, four best friends enter into an all-night scavenger hunt against the popular clique in their school.
Director: Joe Nussbaum | Stars: Alexa PenaVega, Mika Boorem, Scout Taylor-Compton, Jane Lynch
Votes: 18,027 | Gross: $9.44M
77. 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: 216,456 | Gross: $64.17M
78. The Perfect Man (2005)
PG | 100 min | Comedy, Family, Romance
A lonely mother begins receiving romantic e-mails from a secret admirer, unaware that this perfect man is really a creation of her daughter who is trying to cheer her up.
Director: Mark Rosman | Stars: Hilary Duff, Heather Locklear, Aria Wallace, Chris Noth
Votes: 32,084 | Gross: $16.25M
79. Step Up (2006)
PG-13 | 104 min | Crime, Drama, Music
Tyler Gage receives the opportunity of a lifetime after vandalizing a performing arts school, gaining him the chance to earn a scholarship and dance with an up and coming dancer, Nora.
Director: Anne Fletcher | Stars: Channing Tatum, Jenna Dewan, Damaine Radcliff, De'Shawn Washington
Votes: 126,853 | Gross: $65.33M
80. Charlie's Angels (2000)
PG-13 | 98 min | Action, Adventure, Comedy
Three women, detectives with a mysterious boss, retrieve stolen voice-ID software, using martial arts, tech skills, and sex appeal.
Director: McG | Stars: Cameron Diaz, Drew Barrymore, Lucy Liu, Bill Murray
Votes: 196,360 | Gross: $125.31M
81. Taken (I) (2008)
PG-13 | 90 min | Action, Crime, Thriller
A retired CIA agent travels across Europe and relies on his old skills to save his estranged daughter, who has been kidnapped while on a trip to Paris.
Director: Pierre Morel | Stars: Liam Neeson, Maggie Grace, Famke Janssen, Leland Orser
Votes: 634,687 | Gross: $145.00M
82. Maid in Manhattan (2002)
PG-13 | 105 min | Comedy, Drama, Romance
A Senatorial candidate falls for a hotel maid, thinking she is a socialite, when he sees her trying on a wealthy woman's dress.
Director: Wayne Wang | Stars: Jennifer Lopez, Ralph Fiennes, Natasha Richardson, Stanley Tucci
Votes: 96,225 | Gross: $94.01M
83. The Blind Side (2009)
PG-13 | 129 min | Biography, Drama, Sport
The story of Michael Oher, a homeless and traumatized boy who became an All-American football player and first-round NFL draft pick with the help of a caring woman and her family.
Director: John Lee Hancock | Stars: Quinton Aaron, Sandra Bullock, Tim McGraw, Jae Head
Votes: 360,647 | Gross: $255.96M
84. Material Girls (2006)
PG | 98 min | Comedy, Family, Romance
Two wealthy sisters, both heiresses to their family's cosmetics fortune, are given a wake-up call when a scandal and ensuing investigation strip them of their wealth.
Director: Martha Coolidge | Stars: Hilary Duff, Haylie Duff, Anjelica Huston, Maria Conchita Alonso
Votes: 22,731 | Gross: $11.44M
85. 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: 105,809 | Gross: $68.38M
86. Bewitched (2005)
PG-13 | 102 min | Comedy, Fantasy, Romance
Thinking he can overshadow an unknown actress in the part, an egocentric actor unknowingly gets a witch cast in an upcoming television remake of the classic sitcom Bewitched (1964).
Director: Nora Ephron | Stars: Nicole Kidman, Will Ferrell, Shirley MacLaine, Michael Caine
Votes: 75,515 | Gross: $62.25M
87. Camp Rock (2008 TV Movie)
TV-G | 94 min | Comedy, Family, Music
At a music camp for gifted teens, a popular teen idol overhears a girl singing and sets out to find who the talented voice belongs to. What he doesn't know is that the girl is actually a camp kitchen worker with a fear of being heard.
Director: Matthew Diamond | Stars: Demi Lovato, Joe Jonas, Meaghan Martin, Maria Canals-Barrera
Votes: 37,254
88. 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: 239,915 | Gross: $14.59M
89. 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: 433,950 | Gross: $102.56M
90. 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: 115,957 | Gross: $38.25M
91. 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: 199,696 | Gross: $7.99M
92. Ever After: A Cinderella Story (1998)
PG-13 | 121 min | Drama, Romance
The Brothers Grimm arrive at the home of a wealthy Grande Dame who speaks of the many legends surrounding the fable of the cinder girl before telling the "true" story of her ancestor.
Director: Andy Tennant | Stars: Drew Barrymore, Anjelica Huston, Dougray Scott, Patrick Godfrey
Votes: 81,756 | Gross: $65.71M
93. Hope Floats (1998)
PG-13 | 114 min | Drama, Romance
Birdee Calvert must choose between her morals and her heart after her husband divorces her and a charming young man, who her daughter disapproves of, comes back into her life.
Director: Forest Whitaker | Stars: Sandra Bullock, Harry Connick Jr., Gena Rowlands, Mae Whitman
Votes: 30,242 | Gross: $60.05M
94. Nancy Drew (2007)
PG | 99 min | Comedy, Crime, Family
Teen detective Nancy Drew accompanies her father on a business trip to Los Angeles, where she happens upon clues to a murder mystery involving a movie star.
Director: Andrew Fleming | Stars: Emma Roberts, Tate Donovan, Max Thieriot, Craig Gellis
Votes: 21,551 | Gross: $25.61M
95. Aquamarine (2006)
PG | 110 min | Comedy, Family, Fantasy
Two teenage girls discover a mermaid in their beach club's swimming pool.
Director: Elizabeth Allen Rosenbaum | Stars: Emma Roberts, JoJo, Sara Paxton, Jake McDorman
Votes: 45,147 | Gross: $18.60M
96. Love & Other Drugs (2010)
R | 112 min | Comedy, Drama, Romance
In 1990s Pittsburgh, a medicine peddler starts a relationship with a young woman suffering from Parkinson's disease.
Director: Edward Zwick | Stars: Jake Gyllenhaal, Anne Hathaway, Judy Greer, Oliver Platt
Votes: 224,284 | Gross: $32.37M
97. Bedtime Stories (2008)
PG | 99 min | Adventure, Comedy, Family
A hotel handyman's life changes when the lavish bedtime stories he tells his niece and nephew start to magically come true.
Director: Adam Shankman | Stars: Adam Sandler, Keri Russell, Courteney Cox, Guy Pearce
Votes: 101,320 | Gross: $110.10M
98. Alice in Wonderland (I) (2010)
PG | 108 min | Adventure, Family, Fantasy
Nineteen-year-old Alice returns to the magical world from her childhood adventure, where she reunites with her old friends and learns of her true destiny: to end the Red Queen's reign of terror.
Director: Tim Burton | Stars: Mia Wasikowska, Johnny Depp, Helena Bonham Carter, Anne Hathaway
Votes: 441,198 | Gross: $334.19M
99. The Cheetah Girls 2 (2005 TV Movie)
TV-G | 96 min | Comedy, Drama, Family
The girl group return for more adventures, this time traveling to Spain to take part in a music festival.
Director: Kenny Ortega | Stars: Raven-Symoné, Adrienne Houghton, Sabrina Bryan, Kiely Williams
Votes: 6,948
100. The Pacifier (2005)
PG | 95 min | Action, Comedy, Drama
Having recovered from wounds received in a failed rescue operation, Navy SEAL Shane Wolfe is handed a new assignment: Protect the five Plummer kids from enemies of their recently deceased father -- a government scientist whose top-secret experiment remains in the kids' house.
Director: Adam Shankman | Stars: Vin Diesel, Brittany Snow, Max Thieriot, Brad Garrett
Votes: 100,953 | Gross: $113.09M
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