- Marshall becomes predictably depressed and pathetic after the breakup. And it only gets worse when he discovers that Lily may be back in town.
- At the beginning of the summer of 2006, Ted and Marshall embark on two extreme journeys. Ted and Robin are at the beginning of their romantic relationship and Ted cannot be happier. Marshall, on the hand, cannot get over his break-up with Lily despite he giving her the ultimatum of him or the summer long art fellowship in San Francisco. He wants to call and talk to her, but Ted tries to convince him that that is not the right thing to do. Ted and Barney try unsuccessfully to get Marshall out of his deep depression, but it's Robin who provides at least a short reprieve from that depression. However, Barney gives Marshall the idea that he can follow Lily's whereabouts by tracking her credit card use, Barney not actually realizing that Marshall has her on-line account password. When there is evidence from her recent hotel room purchase that Lily is back in New York, Marshall, still hurt that she didn't at least try to contact him first, has to decide if he will try and make contact with her at the hotel.—Huggo
- Throughout the summer of 2006, Ted (Josh Radnor) is extremely happy in his new relationship with Robin (Cobie Smulders), while Marshall (Jason Segel) wallows in depression following his break-up with Lily (Alyson Hannigan). Marshall told Lily that they should not speak, when she was leaving. But now he pines for her and Ted tries hard to make sure that Marshall does not come across as weak and pathetic. Barney (Neil Patrick Harris) is unhappy with all of them, being forced to endure either Ted and Robin being cutesy together or Marshall lamenting the loss of Lily. Ted and Robin haven't told anyone about getting back together, but Barney was able to figure it out by just touching them both.
After forty days, Marshall has yet to leave the apartment and Robin, Ted, and Barney discuss the situation. Ted calls Lily selfish and immature. Ted has to constantly stop Marshall from trying to call Lily. Eventually, Marshall calls Lily and finds that she changed her number. Barney takes Marshall to a strip club, telling him that he hasn't gotten over Lily yet because he can still picture her naked (The human brain can only store a finite number of boob images or B-Pegs); unfortunately, all he can think about is Lily. Ted then takes Marshall to a Yankees-Indians baseball game, but when a couple becomes engaged a few rows down from them, Marshall freaks out and throws a hot dog at the couple. Security escorts him out of the stadium.
Day 46, Robin, who has been hiding from Ted the fact that she likes guns, finally takes Marshall to a firing range, which cheers him up a little. Marshall knocks himself out with the recoil of his first shot. His good mood is short-lived, though (on Day 55), when he finds one of Lily's credit card bills in the mail. Looking at the charges on her bill, Marshall imagines that Lily has hooked up with George Clinton and they do everything that he and Lily didn't, like playing tennis and owning a ferret. These charges were over a month ago. Barney gives Marshall the idea to look at her online credit card statement to see more recent charges, and Marshall discovers that there are charges on the card for a hotel in New York. Despite Ted's best efforts, Marshall calls the hotel and a man answers the phone in Lily's room.
Trying to convince Marshall not to go to the hotel, Ted finally gets tough on him, telling him he won't have a chance to win back Lily in his depressed, shampoo sniffing, sniveling, pathetic state. Marshall agrees not to go to the hotel, and Ted and Robin leave for a romantic weekend, putting Barney in charge of staying with Marshall. As they leave town, Robin and Ted discuss whether or not Ted was too hard on Marshall. Feeling guilty, Ted calls Barney to see how Marshall is doing, but Barney, having taken Marshall to another strip club, realizes that Marshall is gone. Ted and Robin turn around and head to the hotel to find Marshall.
Ted finds Marshall in the hotel bar, and Marshall tells him that he had already gone up to Lily's room and punched the guy (Joey Adalian) who opened the door. He then found out that the guy wasn't Lily's new boyfriend; he had stolen Lily's credit card. Ted tries to reassure Marshall that Lily didn't come back into town without calling him and she didn't have a new boyfriend, but Marshall is upset that the last link that he had to Lily was a lie. Ted reminds Marshall of the first time that they met in college, before Marshall had met Lily, and that he is someone outside of his relationship with Lily and encourages him not to let his break-up ruin his life. While Marshall doesn't immediately bounce back, one Sunday morning (day 67) he makes pancakes for Ted and Robin. As Marshall begins going out again, Lily appears at MacLaren's one night. She sees her friends having drinks and leaves unnoticed.
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