The Last Kiss(2006)
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.
Directed by Tony Goldwyn - With Zach Braff, Jacinda Barrett, Casey Affleck, Rachel Bilson, Michael Weston, Eric Christian Olsen, ...