Ted's parents visit New York for their anniversary, and he learns a family secret, while Robin worries that they won't like her. Lily and Marshall try to adjust to the new format of their relationship now that they are no longer together.
After Ted and Robin's first big fight, Barney tries to convince Ted that being an architect is an easy in to picking up chicks. Lily and Robin start following his trail after discovering that Ted hit it off with a girl named Anna shortly afterward.
Barney gets a new nickname. Meanwhile, Marshall goes on his first real date post-Lily, but Ted and Barney warn him that this girl has the "crazy eyes," and Lily decides to do everything she can to find her own reasons for breaking them up.
Marshall and Lily drag the gang to Atlantic City to elope, and their quest to overcome the three-day wait for a marriage license crosses them with some Chinese gamblers, a ship captain, and a sexy novelty shirt.
Ted and Barney discusses their viewpoints on knowing things about women. Barney thinks that the more you know the more likely you are to find a deal breaker. Ted wants to know the deal breakers right away, as Robin refuses to go to the mall to cover her secret.
Robin wants to tell Ted that she loves him, but she can't tell him. Meanwhile, her sister visits and brings her boyfriend, and Robin doesn't know how to react when her sister says she's ready to lose her virginity.
When Ted is constantly insulted by his former boss, who is now working for him on a project, he is told to fire the man, but he finds that a hard thing to do. Meanwhile, Barney offers Lily a lot of money to paint a nude portrait of him.
When a funeral conflicts with the Super Bowl, the gang vows to avoid hearing the score and watch it together on Monday. This proves difficult, as Marshall is threatened with the score by a boy in Lily's class, while doing the news puts Robin in danger of finding out who won.moreless
Ted can't seem to catch a flight to interview for his dream job, and he and Robin contemplate why. The story unfolds backwards as they they remember when Robin and Lily went hunting for a wedding dress and when Barney got stuck on the subway.
Lily gets asked to play in an off-off-off-off-Broadway play, and the gang shows up to support her. Ted and Robin get hung up on what each kept from their past relationships. Barney performs his own play to prove a point to Lily.
Marshall is all set to celebrate his beloved Fiero hitting the 200,000 mile mark, but it stops. While the gang sits in the mechanic's garage and waits to hear what will happen to the vehicle they think about times gone by that they have spent together in the car, including the story of how Ted met Marshall.moreless
Barney takes drastic measures to prevent Ted from moving into Robin's apartment. Meanwhile, Marshall and Lily are discovering the ups and downs of having the apartment to themselves. Barney considers moving in with Marshall and Lily.