When Robin must leave in the middle of their first date, Ted can hardly wait to see her again, and his eagerness threatens to scare her away.

Ted is determined to win over Robin and since she doesn't want a serious relationship, he decides to play it really cool.

Barney persuades Ted to join him picking up girls at JFK airport instead of going to the same boring bar as usual. When they find themselves on a plane to Philadelphia for the night, Ted wonders if he's made the right decision.

Ted reconnects with an old shirt and sees a parallel to his love life, beginning to think that a woman from his past is perfect for him now.

Ted and Barney go out to the clubs with Robin, as Lily and Marshall go to an adult wine and cheese party.

Marshall and Lily enter a Halloween costume party, and Robin brings her new boyfriend. Ted and Barney go to the same fancy dress party they go to every year where Ted waits for his lost love.