Tom, greeting-card writer and hopeless romantic, is caught completely off-guard when his girlfriend, Summer, suddenly dumps him. He reflects on their 500 days together to try to figure out where their love affair went sour, and in doing so, Tom rediscovers his true passions in life.

Catch and Release
2006
5.9/10

Hitch
2005
6.6/10

The Wrong Paris
2025
6.7/10

The Big Picture
1989
5.9/10

One Day
2011
7.4/10

Young Adult
2011
5.8/10

He Said, She Said
1991
5.9/10

Another Year
2010
7.0/10

Café Society
2016
6.4/10

Yoh! Bestie
2026
6.3/10

Which Brings Me to You
2023
6.3/10

A Lot Like Love
2005
6.8/10

New York, I Love You
2008
6.0/10

Valentine's Day
2010
5.9/10

Crossing Delancey
1988
5.9/10

Sidewalks of New York
2001
6.0/10

Author! Author!
1982
6.0/10

People We Meet on Vacation
2026
7.0/10

Paper Heart
2009
5.8/10

Is This Thing On?
2025
6.6/10
The Naked Street
1955
6.2/10