In a desperate attempt for a second date, Ted invites Robin to a party he is throwing. However, she doesn't show up and he keeps throwing parties in the hopes she will finally arrive.

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

Ted's outlook on his continuing search for love is altered when he rediscovers a shirt that has not seen daylight in years. Meanwhile, Barney amuses himself by coaxing Robin into sacrificing her job by saying completely outlandish things on air live for a cash reward.

Ted and Barney start checking out the club scene with their friend Robin, whereas Lily and Marshall try to participate in some more "grown-up" activities, as they draw slowly nearer to their wedding.

Ted makes his yearly pilgrimage to the rooftop Halloween party in search of a girl dressed as a pumpkin who he met years ago. Meanwhile, Robin struggles her new boyfriend because of her independent ways.

When a matchmaker with a 100% success rate turns Ted away because he is not compatible with any of the available women in her database, he is still determined that he is going to find his match. Meanwhile, Marshall and Lily are obsessed with ridding their apartment of a critter.

As Lily officially moves into the apartment, Ted feels like he is being edged out of the mix by his engaged roomies. Ted and Marshall each want to keep the place, so they settle it like real "grown-ups" -- launching into a sword fight.

Ted and Robin are surprised to run into Barney when they volunteer at a homeless shelter on Thanksgiving. Lily is on the brink of freaking out when she goes to Thanksgiving dinner at her future in-laws house.

After being forced into knocking back 5 shots so he will stop thinking, Ted goes on a partying rampage. The next morning, he wakes up with a woman -- and a pineapple. The gang tries to piece together the night and figure out who the woman is in his bed.