Phil and Rita, Groundhog Day
Bill Murray is the man. Andie MacDowell is an absolute sweetheart. Putting them together for the movie Groundhog Day was genius at its best. The two go back-and-forth in a topsy-turvy and at times toxic relationship, one that only Phil Connors (Murray) can remember due to his plight of re-living the same day. At the end of the day, Murray gets the girl (as he usually did in his cinematic heyday).