C
by christine_cordero | created - 05 Sep 2014 | updated - 08 Sep 2015 | PublicRomance - Comedy - Before 2000's
- Instant Watch Options
- Genres
- Movies or TV
- IMDb Rating
- In Theaters
- Release Year
- Keywords
1. 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: 245,768 | Gross: $56.63M
2. 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: 385,109 | Gross: $38.18M
3. You've Got Mail (1998)
PG | 119 min | Comedy, Drama, Romance
Book superstore magnate Joe Fox and independent book shop owner Kathleen Kelly fall in love in the anonymity of the Internet, both blissfully unaware that he's trying to put her out of business.
Director: Nora Ephron | Stars: Tom Hanks, Meg Ryan, Greg Kinnear, Parker Posey
Votes: 229,605 | Gross: $115.82M
4. Notting Hill (1999)
PG-13 | 124 min | Comedy, Drama, Romance
A set of circumstances makes Anna Scott, a famous actress, fall in love with William Thacker, owner of a bookstore in Notting Hill. But the paparazzi's fascination with her complicates their bond.
Director: Roger Michell | Stars: Hugh Grant, Julia Roberts, Richard McCabe, Rhys Ifans
Votes: 342,191 | Gross: $116.09M
5. Shakespeare in Love (1998)
R | 123 min | Comedy, Drama, History
The world's greatest ever playwright, William Shakespeare, is young, out of ideas and short of cash, but meets his ideal woman and is inspired to write one of his most famous plays.
Director: John Madden | Stars: Gwyneth Paltrow, Joseph Fiennes, Geoffrey Rush, Tom Wilkinson
Votes: 234,313 | Gross: $100.32M
6. When Harry Met Sally... (1989)
R | 95 min | Comedy, Drama, Romance
Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship.
Director: Rob Reiner | Stars: Billy Crystal, Meg Ryan, Carrie Fisher, Bruno Kirby
Votes: 242,663 | Gross: $92.82M
7. 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: 192,115
8. 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: 190,823 | Gross: $126.53M
9. Pretty Woman (1990)
R | 119 min | Comedy, Romance
A man in a legal but hurtful business needs an escort for some social events, and hires a beautiful prostitute he meets... only to fall in love.
Director: Garry Marshall | Stars: Richard Gere, Julia Roberts, Jason Alexander, Laura San Giacomo
Votes: 362,125 | Gross: $178.41M
10. Some Kind of Wonderful (1987)
PG-13 | 95 min | Drama, Romance
When Keith goes out with Amanda, the girl of his dreams, Amanda's ex-boyfriend plans to get back at Keith. Meanwhile, Keith's best friend, tomboy Watts, realizes she has feelings for Keith.
Director: Howard Deutch | Stars: Eric Stoltz, Mary Stuart Masterson, Lea Thompson, Craig Sheffer
Votes: 34,648 | Gross: $18.55M
11. 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: 126,296 | Gross: $23.69M
12. Can't Buy Me Love (1987)
PG-13 | 94 min | Comedy, Drama, Romance
An outcast secretly pays the most popular girl in school one thousand dollars to pretend to be his girlfriend for a month.
Director: Steve Rash | Stars: Patrick Dempsey, Amanda Peterson, Courtney Gains, Tina Caspary
Votes: 41,970 | Gross: $31.62M
13. Say Anything (1989)
PG-13 | 100 min | Comedy, Drama, Romance
A noble underachiever and a beautiful valedictorian fall in love the summer before she goes off to college.
Director: Cameron Crowe | Stars: John Cusack, Ione Skye, John Mahoney, Lili Taylor
Votes: 95,914 | Gross: $20.78M
14. Ferris Bueller's Day Off (1986)
PG-13 | 103 min | Comedy
A popular high school student, admired by his peers, decides to take a day off from school and goes to extreme lengths to pull it off, to the chagrin of his Dean, who'll do anything to stop him.
Director: John Hughes | Stars: Matthew Broderick, Alan Ruck, Mia Sara, Jeffrey Jones
Votes: 386,379 | Gross: $70.14M
Tell Your Friends