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Ted goes to a matchmaker whose computer program only returns woman who have already been matched. Lily and Marshall discover a Cockamouse, a combination of a cockroach and mouse, in their apartment.
Ted waits around the apartment on Halloween in the hopes that the girl dressed as a slutty pumpkin from years ago will return to their rooftop party.
Ted and Barney go to a club to pick up woman while Lily and Marshall try to be grown ups and host a wine party at the house for other couples.
Ted tries to rekindle a past relationship but quickly discovers why it didn't work the first time.
Ted and Barney fly to Philadelphia after using one of Barney's techniques to pick up women. While in Philadelphia the boys might not score but they do something legendary.
After Ted throw three parties so he can casually hang out with Robin again, they end up just being friends. Barney tries to pick up the girl who knows no one at the party.
Marshall proposed to Lily who says yes which prompts Ted to begin his journey to find his wife. Ted meets Robin, who he thinks is the one.