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Reader's Digest 50 Best Romantic Comedies of All Time

Here are Reader's Digest best romantic comedies by Kelly Bryant updated Mar 10,2023. Things taken into account are the movies staying power, box office numbers and award-show buzz when released. Enjoy.
281 users · 695 views
 
made by SW
avg. score: 23 of 50 (47%)
required scores: 1, 13, 20, 26, 34 

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1
The Princess Bride (1987)
The Princess Bride (1987)
2
Clueless (1995)
Clueless (1995)
3
When Harry Met Sally... (1989)
When Harry Met Sally... (1989)
4
10 Things I Hate About You (1999)
10 Things I Hate About You (1999)
5
Love Actually (2003)
Love Actually (2003)
6
Breakfast at Tiffany's (1961)
Breakfast at Tiffany's (1961)
7
Pretty Woman (1990)
Pretty Woman (1990)
8
Enchanted (2007)
Enchanted (2007)
9
Mamma Mia! (2008)
Mamma Mia! (2008)
10
Bridget Jones's Diary (2001)
Bridget Jones's Diary (2001)
11
Tootsie (1982)
Tootsie (1982)
12
13 Going on 30 (2004)
13 Going on 30 (2004)
13
50 First Dates (2004)
50 First Dates (2004)
14
Sleepless in Seattle (1993)
Sleepless in Seattle (1993)
15
Meet the Parents (2000)
Meet the Parents (2000)
16
Four Weddings and a Funeral (1994)
Four Weddings and a Funeral (1994)
17
Notting Hill (1999)
Notting Hill (1999)
18
The Holiday (2006)
The Holiday (2006)
19
You've Got Mail (1998)
You've Got Mail (1998)
20
Moonstruck (1987)
Moonstruck (1987)
21
The Proposal (2009)
The Proposal (2009)
22
The Wedding Singer (1998)
The Wedding Singer (1998)
23
My Big Fat Greek Wedding (2002)
My Big Fat Greek Wedding (2002)
24
Crazy, Stupid, Love. (2011)
Crazy, Stupid, Love. (2011)
25
How to Lose a Guy in 10 Days (2003)
How to Lose a Guy in 10 Days (2003)
26
Never Been Kissed (1999)
Never Been Kissed (1999)
27
My Best Friend's Wedding (1997)
My Best Friend's Wedding (1997)
28
27 Dresses (2008)
27 Dresses (2008)
29
While You Were Sleeping (1995)
While You Were Sleeping (1995)
30
Splash (1984)
Splash (1984)
31
Crazy Rich Asians (2018)
Crazy Rich Asians (2018)
32
The Big Sick (2017)
The Big Sick (2017)
33
To All the Boys I've Loved Before (2018)
To All the Boys I've Loved Before (2018)
34
Runaway Bride (1999)
Runaway Bride (1999)
35
The Wedding Planner (2001)
The Wedding Planner (2001)
36
Overboard (1987)
Overboard (1987)
37
Serendipity (2001)
Serendipity (2001)
38
Can't Buy Me Love (1987)
Can't Buy Me Love (1987)
39
Can't Hardly Wait (1998)
Can't Hardly Wait (1998)
40
Nick and Norah's Infinite Playlist (2008)
Nick and Norah's Infinite Playlist (2008)
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