He ends up by Holly in the airport restaurant and overhears her telling the waiter that she is supposed to be in Boston but is stranded and not sure what sheβs going to do. Tyler ends up offering her his place since heβs going to be gone awhile and she takes him up on it. Soon sheβs putting off her plans to go to Boston more and more while sheβs falling for the Midwestern life. Tyler becomes smitten with Holly and is ready to throw in his work life to settle down, but Holly still heads to Boston.