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Hoping to spend more time with Robin, Ted throws a series of parties at his apartment.

Ted agrees to let Barney spice up his love life, so he ends up on an adventure of flying to Philadelphia, encountering the law and visiting the Liberty Bell.

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.

Ted makes his yearly pilgrimage to the rooftop Halloween party in search of a girl he met years ago.

Ted visits a matchmaker in his search for love, but he is sent away matchless.

Ted and Marshall decide that a sword fight will be the means of settling who will get to keep their apartment.

Ted and Robin are surprised to run into Barney when they volunteer at a homeless shelter on Thanksgiving.

Ted relies on his friends to fill in the gaps left in his memory by a night of partying.

Ted surprises Lily, Marshall, Barney and Robin with a stylish New Year's Eve excursion around New York.

After a fight with Walden, Alan decides to move in with Herb.

Alan and Walden end up partying too hard as they try to cheer up Herb.

Walden and Alan are caught in the crossfire when Jake cheats on his girlfriend (Jaime Pressly) with her 18-year-old daughter.

Alan has a difficult time coping when Lyndsey breaks up with him.

With encouragement from Walden, Alan decides to update his look; Alan is faced with a moral dilemma when he attracts a married woman.

Walden dates an attractive 22-year-old (Hilary Duff), but ends up being more interested in her grandmother (Marilu Henner); Jake and Alan go on a trip.

Charlie's 25-year-old daughter arrives at the beach house, hoping to get to know her family.

Jenny moves in with Evelyn and her wealthy boyfriend, Marty (Carl Reiner).

When Berta hurts her back at work, Alan and Walden think she should retire.

Walden parties with Jenny and her attractive friends; Alan's illicit affair with Lyndsey is jeopardized.

Alan tries to find out what Lyndsey's boyfriend has over him; Walden helps Jenny pursue her acting career.

Alan wants to set up a date with Lynda Carter once he learns Walden knows her; Walden begrudgingly agrees to invite Lynda over for dinner.

Lyndsey's jealousy disrupts Walden's and Alan's dates with beautiful women.

When Alan and Lyndsey's affair puts Walden in danger, he is forced to accept Rose's (Melanie Lynskey) help.

Walden goes on a date with an accident-prone model; Alan's date reveals surprising personal information.

Jake sends Alan a Japanese delicacy; the house comes alive with questionable Christmas lyrics.

Walden teams up with a beautiful former employee (Odette Annable) on a new project; Alan gives Jenny advice about her girlfriend (Aly Michalka).

Lyndsey's boyfriend sets Alan up on a date; Walden wants to help Nicole with her project so she will have time to date him.

Marty Pepper (Carl Reiner) proposes to Evelyn; Alan and Walden plan a bachelor party for Marty.

Alan finds out that Lyndsey broke up with Larry without telling him; Walden tries to prove he is a man's man.

Alan asks Lyndsey to choose between him and Larry; Jenny worries that she and Brooke are growing apart.

Walden thinks his girlfriend is cheating on him; Alan starts dating Larry's sister, Gretchen (Kimberly Williams-Paisley).

Lyndsey finds out about Alan's relationship with Gretchen; Walden has a difficult time telling Barry to find his own place.

Walden's ex-girlfriend invites him to her boutique opening; Gretchen hopes to spend more time at Alan's home.

After reconnecting with Kate, Walden becomes convinced she is the one for him -- until he meets a woman named Vivian (Mila Kunis).

Alan finds an opportunity to make money; Walden addresses his co-dependency issues.

Gretchen insists that Alan reveal his true identity to Larry; Walden, Barry and Jenny go on a road trip.

Alan must face the consequences after revealing his identity to Larry.

Luann enters the final stretch of her cabaret tour, while Dorinda tries to find her footing in Palm Beach; Sonja and Kelly put their clash behind them; meanwhile, a spa day goes awry when Sonja brings up some unfinished business with Dorinda.

Lily moves in with Barney; Marshall enjoys fun couple activities with another man.

Barney propositions Marshall's law professor (Jane Seymour); Lily tries to teach Ted's boss (Bryan Cranston) a lesson.

Ted and Barney try to convince Marshall his new girlfriend is crazy.

Marshall and Lily go to Atlantic City to elope, but are held up by the three-day wait for a license.

Robin refuses to go to the mall with the gang, hoping to cover up a secret from her past.

Barney's gay brother (Wayne Brady) arrives as Barney is struggling with the realization that all his friends have settled into relationships.

Harsh words between Ted and Lily nearly ruin the gang's Christmas.

Robin tries to keep her younger sister from having sex, which prompts the group to recall their own first experiences.