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Lily's performance in an awful play draws criticism from Barney. Ted and Robin fight over what to do with leftover "stuff" from each other's previous relationship.
Ted has a shot to get his dream job but loses his chance and he and Robin miss the flight to Chicago for the interview.
The group was planning on watching the Superbowl when an unexpected funeral comes up. They agree to watch the game the following day and try their best to avoid finding out the results.
Ted is constantly being insulted by his former boss (guest star Bryan Craonston) who is now working under him on a project.
When Robin's younger sister comes to visit, she tries to talk her out of losing her virginity. The whole gang discusses their own first times.
Lily hears a message on the answering machine of Ted telling Marshall that Lily is a (censored as Grinch) when they were broken up.
When the rest of the group has coupled off and became boring, Barney invites his gay, black brother, James (guest star Wayne Brady) to help bring back the group's energy.
When Robin refuses to go to the mall and the gang is betting on reasons why not, Marshall and Barnery propose a "slap bet."
Lily and Marshall attempt to run off and elope in Atlantic City with just the gang. While there, Barney is forced to face his gambling problem.
Barney gets a new nickname from the group, Swarley. Marshall goes on his first post-Lily date, but Ted and Barney warn him that she has crazy eyes. Lily tries to break them up herself.