The story begins with Ted's best friend Matthew (Jason Schegler) proposing to his girlfriend, kindergarten aunt Lily (Alison hannigan), who has been dating for nine years. At this time, 27-year-old Ted realized that it was time for him to find his other half. Ted's friend Barney is a white-collar worker with a suit fetish. He always has countless original ideas about picking up girls. Ted fell in love with Robben, a beautiful female reporter he met in a bar, at first sight, while Barney kept "persuading" him never to get married and should enjoy a single life before he was 30.