Original air date: 10/24/2005 Runtime: 22:08 min. Ted tells how when he was in his 20s he would return to the same boring Halloween party each year in hopes of once again running into a girl he met at the party years ago, but whose phone number he lost, and Robin double-dates with Marshall and Lily.
Original air date: 11/14/2005 Runtime: 22:06 min. Lily officially moves in with Marshall and Ted, and when Ted suspects that he's being edged out of the apartment, he and Marshall decide to settle it like men.When Ted signs up with a matchmaking service, he learns that love is not a science.
Original air date: 12/19/2005 Runtime: 22:08 min. Ted rents a limo and makes a detailed plan for the group’s New Year’s Eve celebration, Ted expects to meet up with a woman from work, but finds himself drawn to Robin instead, and Robin, then Lily, then Marshall get separated from the group.
Original air date: 01/09/2006 Runtime: 21:52 min. Ted invites Robin to be his date at a wedding, when the bride insists that Ted can’t bring a date to the wedding, he asks the groom’s permission instead, and the groom says yes, the bride and groom argue over the matter, and call off the wedding.
Original air date: 01/23/2006 Runtime: 22:14 min. Ted goes to a wedding, and meets a girl he’s really attracted to, though they spend the night flirting, they agree never to see each other again, the next day, however, Ted wants to find her, but doesn’t know how, and Robin admits to Lily that she has feelings for Ted.
Original air date: 03/20/2006 Runtime: 22:06 min. Ted tries to maintain a long-distance relationship with Victoria, who’s in Germany, but when she e-mails that they need to talk, he’s sure she’s going to dump him, and Marshall goes to work at Barney’s big, evil company, and his changed behavior upsets Lily.
Original air date: 04/10/2006 Runtime: 21:54 min. Robin invites Ted over at 2 am, and Ted accepts, trying (and failing) to convince himself that nothing is going to happen, since he has a girlfriend, and Lily, Marshall, and Barney are at a karaoke bar, advising Ted by phone to do the right thing.