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The Definitive Romantic Comedies

We all have predisposed notions about the infamous “romantic comedy.” As with other genres, there’s a large subsection of offerings, giving it a bad name. But, for every tired, cliché-driven comedy, there is another impressive offering that redefines the genre, garners plenty of laughs, and tells an honest story about love and relationships, however warped they may be. In the coming weeks, we’ll take a look at the fifty romantic comedy films that should be seen. These may not all be classic films, but they certainly put a stamp on the industry and the genre we affectionately call “rom-coms.”
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How Many Romantic Comedies Have You Seen?

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1
The Philadelphia Story (1940)
The Philadelphia Story (1940)
2
It Happened One Night (1934)
It Happened One Night (1934)
3
Annie Hall (1977)
Annie Hall (1977)
4
When Harry Met Sally... (1989)
When Harry Met Sally... (1989)
5
City Lights (1931)
City Lights (1931)
6
The Apartment (1960)
The Apartment (1960)
7
The Graduate (1967)
The Graduate (1967)
8
Bringing Up Baby (1938)
Bringing Up Baby (1938)
9
Pretty Woman (1990)
Pretty Woman (1990)
10
Some Like It Hot (1959)
Some Like It Hot (1959)
11
My Big Fat Greek Wedding (2002)
My Big Fat Greek Wedding (2002)
12
His Girl Friday (1940)
His Girl Friday (1940)
13
The Princess Bride (1987)
The Princess Bride (1987)
14
Tootsie (1982)
Tootsie (1982)
15
Breakfast at Tiffany's (1961)
Breakfast at Tiffany's (1961)
16
Sixteen Candles (1984)
Sixteen Candles (1984)
17
Pretty in Pink (1986)
Pretty in Pink (1986)
18
Love Actually (2003)
Love Actually (2003)
19
The African Queen (1951)
The African Queen (1951)
20
Jerry Maguire (1996) (1996)
Jerry Maguire (1996) (1996)
21
Sleepless in Seattle (1993)
Sleepless in Seattle (1993)
22
Say Anything... (1989)
Say Anything... (1989)
23
Briget Jones's Diary
Briget Jones's Diary
24
Roman Holiday (1953)
Roman Holiday (1953)
25
(500) Days of Summer (2009)
(500) Days of Summer (2009)
26
About a Boy (2002)
About a Boy (2002)
27
The 40 Year Old Virgin (2005)
The 40 Year Old Virgin (2005)
28
The Seven Year Itch (1955)
The Seven Year Itch (1955)
29
There's Something About Mary (1998)
There's Something About Mary (1998)
30
Eternal Sunshine of the Spotless Mind (2004)
Eternal Sunshine of the Spotless Mind (2004)
31
Bull Durham (1988)
Bull Durham (1988)
32
Four Weddings and a Funeral (1994)
Four Weddings and a Funeral (1994)
33
Splash (1984)
Splash (1984)
34
Manhattan (1979)
Manhattan (1979)
35
Sense and Sensibility (1995)
Sense and Sensibility (1995)
36
Moonstruck (1987)
Moonstruck (1987)
37
Chasing Amy (1997)
Chasing Amy (1997)
38
Harold and Maude (1971)
Harold and Maude (1971)
39
Adam's Rib (1949)
Adam's Rib (1949)
40
Knocked Up (2007)
Knocked Up (2007)
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