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.
Ann sets Leslie up on a blind date with a rude MRI technician, and Mark becomes jealous because he thinks Ann is saving another prospect for Leslie for herself. Meanwhile, Tom helps Ron find an assistant.
Leslie and Ron become adversaries when a dishonest candy company vies for a concessions contract, while everybody else in the department reluctantly helps Tom move out of his house.
Leslie and Justin try to reunite Leslie's Mom with an old flame for Valentine's Day, only to discover he's a total loon. And Justin's rude behavior during the entire episode causes Leslie to look at him in a new light.
Leslie is upset when Ron wins a coveted "Woman of the Year" award, Tom looks for investors for a new night club, and Andy considers moving into his own place.
Leslie puts together a task force at the mayor's request to catch a possum at the golf course, while Mark forces Ron to get his personal building up to code.
Leslie goes on a crusade to improve park safety after Jerry is mugged, which is later discovered to be a lie. Meanwhile, Ron tries to teach the office self-defense, but winds up injuring Andy instead.
Preparing the Summer Events Catalog, Leslie decides to take Ron and the past directors of the Parks Department out for a picnic lunch. Tom enlists the help of Ann and Mark to pose for the cover photo.
Leslie goes all out to save a gazebo at a mansion on the historical register from being destroyed, while April gets in trouble with Ron when she accidentally schedules 93 meetings for him on the same day.
Leslie struggles to stay awake and fill the overnight hours at a local telethon when Tom and celebrity guest Detlef Schrempf are sidetracked at a nightclub, and the answer to her problems could be a surprise marriage proposal.
Everyone is excited about celebrating April's 21st birthday except Leslie, who is preoccupied with the prospect of her budget being cut by the state auditor's office.
The government is shut down and the parks are closed, but Leslie tries to skirt the rules to hold a children's concert in the vacant lot. Meanwhile, will April's jealousy of Ann keep her from getting together with Andy?
