Robin attends Lily’s bridal shower and finds the gift that she brought is out of place. Barney hires a stripper for Marshall’s bachelor party.
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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.
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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. We also get the story of how Ted met Marshall.
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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.
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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 think about it they remember when Robin and Lily went hunting for a wedding dress and when Barney got stuck on the subway
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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.
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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.
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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.
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Ted almost ruins Christmas for everyone when, still carrying around anger toward Lily, he calls her a horribly disgusting name. Robin tends to Barney while he has a cold.
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Barney’s brother, James (Wayne Brady), visits and Robin, the only one in the group that has never met him, is suprised. But James has a surprise for Barney that he finds difficult to swallow.
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