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The Ugliest Truth: 24 Romantic-Comedy Characters Who Don't Deserve Love

"As romantic comedies come to lean more and more on the twin beams of predictable formula (obnoxious people meet each other, hate each other, then come to appreciate each other) and ridiculous gimmicks (as said people are kept apart by outsized misunderstandings and contrivance), it's apparently becoming necessary for each new rom-com to distinguish itself by making its characters progressively broader and more cartoony. Which tends to leave audiences without much stake in the proceedings as they wait for the bad behavior of some shrill, irritating caricature to be rewarded with ultimate happiness."
Note: The Ugly Truth and How to Lose a Guy in 10 Days each contribute two to the list, because apparently neither their heroes nor their heroines deserve a happy ending.
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1
Bridget Jones's Diary (2001)
Bridget Jones's Diary (2001)
Rotten Tomatoes®   80%
2
Serious Moonlight (2009)
Serious Moonlight (2009)
Rotten Tomatoes®   22%
3
Woo (1998)
Woo (1998)
Rotten Tomatoes®   10%
4
I Hope They Serve Beer in Hell (2009)
I Hope They Serve Beer in Hell (2009)
Rotten Tomatoes®   19%
5
Sleepless in Seattle (1993)
Sleepless in Seattle (1993)
Rotten Tomatoes®   75%
6
As Good as It Gets (1997)
As Good as It Gets (1997)
Rotten Tomatoes®   85%
7
I Hate Valentine's Day (2009)
I Hate Valentine's Day (2009)
Rotten Tomatoes®   19%
8
The Invention of Lying (2009)
The Invention of Lying (2009)
Rotten Tomatoes®   55%
9
Tadpole (2002)
Tadpole (2002)
Rotten Tomatoes®   78%
10
Leap Year (2010)
Leap Year (2010)
Rotten Tomatoes®   23%
11
Dirty Love (2005)
Dirty Love (2005)
Rotten Tomatoes®   6%
12
You've Got Mail (1998)
You've Got Mail (1998)
Rotten Tomatoes®   69%
13
P.S. I Love You (2007)
P.S. I Love You (2007)
Rotten Tomatoes®   24%
14
40 Days and 40 Nights (2002)
40 Days and 40 Nights (2002)
Rotten Tomatoes®   39%
15
Garden State (2004)
Garden State (2004)
Rotten Tomatoes®   86%
16
Failure to Launch (2006)
Failure to Launch (2006)
Rotten Tomatoes®   24%
17
Never Been Kissed (1999)
Never Been Kissed (1999)
Rotten Tomatoes®   55%
18
Mr. Deeds (2002)
Mr. Deeds (2002)
Rotten Tomatoes®   22%
19
The Ugly Truth (2009)
The Ugly Truth (2009)
Rotten Tomatoes®   14%
20
How to Lose a Guy in 10 Days (2003)
How to Lose a Guy in 10 Days (2003)
Rotten Tomatoes®   42%
21
Annie Hall (1977)
Annie Hall (1977)
Rotten Tomatoes®   96%
22
Manhattan (1979)
Manhattan (1979)
Rotten Tomatoes®   94%
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