A Lot Like Love (2005) Ashton Kutcher Amanda Peet Taryn Manning Ali Larter

On a flight from Los Angeles to New York, Oliver Martin (Kutcher) and Emily Friehl (Peet) make a connection, only to decide that they are poorly suited to be together. Over the next seven years, however, they are reunited time and time again, they go from being acquaintances to close friends to. .. lovers