The Last Kiss (2006)
Overview
Michael has a great job, has his 4 best friends, and is in love with a beautiful girl at 30. He loves Jenna but his life seems predictable until someone else enters his life. It seems that everybody's having relationship problems.
Cast
Zach Braff, Jacinda Barrett, Casey Affleck, Rachel Bilson, Michael Weston, Eric Christian Olsen, Marley Shelton, Lauren Lee Smith