Leslie tries to infiltrate the boys' club of politics by crashing an after-work gathering at the town hall. Trying to fit in, she opens a gift basket breaking the local government ethics, and then is called before an ethics committee.
At a banquet honouring her mother, Leslie tries to convince a local zoning official to support her park project. But sensing resistance, Lesie resorts to blackmail. Meanwhile, Tom and Mark ditch the festivities to hit the bars.
Leslie doesn't realize that a dinner with a much older man from the zoning commission is actually a date set up by her mom. Andy gets his cast taken off, but Ann gets mad when she finds out it could have been off two weeks ago.
Leslie sets up a stakeout with Tom to find out who's growing marijuana in the community garden she set up in the pit, but it also gives her an opportunity to scout out Ann and Mark's first date.
Leslie serves as a judge in the Miss Pawnee Beauty Pageant but is disappointed with the results, and Ann finds out that her ex-boyfriend Andy is living in the pit.
Ann helps a nervous Leslie get ready for her first date with Dave by giving her a "practice date," while everybody else at the office tries to dig up the juiciest dirt on each other.
Leslie tries to stop a high school punk who vandalizes the park every Halloween, but will he get the last laugh? Meanwhile, Ann's Halloween party is a bore until Tom saves the day.
Ron's ex-wife uses sex to manipulate Ron and get Leslie's vacant lot to build a library, while Leslie gets Andy a job in the building as a shoe-shine man.
After one of the murals in City Hall is defaced, Leslie and the Parks Department compete to come up with a new design. Meanwhile, Andy and Ron share an uncomfortable moment at the shoeshine stand.
Leslie tries to prove she can hang with the guys so she invites herself on Ron's annual hunting trip, but things don't go as planned. Meanwhile, April and Andy bond in the office while everyone is away.
Leslie accidentally finds out that Tom is getting a divorce and tries to lift his spirits by sending him to dinner and a strip club, but Tom doesn't tell her that it was just a sham Green Card marriage.
Leslie is falsely accused of having sexual relations with a sleazy Pawnee councilman. Meanwhile, the rest of the office takes on Leslie's work while she deals with the scandal, and officer Dave has more surprising news for Leslie.