Leslie is nervous about her first date with Dave, so Ann takes her on a practice date to help her prepare. Meanwhile, after a local councilman is caught up in a sex scandal, Tom, Ron, April and Mark decide to see who can uncover the worst dirt on each other.

After Leslie finds out that Tom is getting a divorce, the department takes him out on the town to cheer him up. Meanwhile, Andy tries to hustle Mark in a game of pool.

Ron is furious when April mistakenly schedules a ton of meetings for him. Meanwhile, Leslie fights to preserve a historical landmark.

While advertising for the Harvest Festival, Ben has to deal with some troubling questions about his past. Meanwhile, Andy continues to try to win April back.

When Chris sends Leslie and Ben on a trip to Indianapolis, Leslie is afraid she won't be able to deny her feelings for him. Ron teaches a young student about his views on government. Meanwhile, Andy gets his feelings hurt by April after playing Tom's new game.

Leslie enlists the help of Ben, Andy and April to host a Model U.N. for Pawnee Central High School. Chris asks Ann for her advice on love when a date cancels on him. Meanwhile, Ron struggles to find a replacement for Tom.

While trying to get an endorsement from the Chief of Police, Leslie and Ben awkwardly run into Leslie's old flame, Dave. Meanwhile, Andy and the rest of the office work on a theme song for Leslie's campaign.

Leslie gets upset when April tries to get Lot 48 made into a dog park. Meanwhile, Tom enlists Ben’s help as he tries to launch his new business venture, and Andy hones his crime scene investigation skills.

Leslie and April handle a garbage route, while Tom asks Andy and Ben to teach him about basketball. Meanwhile, Ron is left to watch Diane's kids while their babysitter is out of town.

Leslie throws Ben a birthday bash but is forced to leave early for an emergency late-night filibuster. Tom tries to make some memories with his new girlfriend, Ron and Donna go hunting. April reconnects with Andy.

Leslie helps organize the high school's Senior Prom, and battles with Ron over the future employment of a bright high school senior. Andy takes an unwilling April as his date, and Tom is tasked with DJ'ing and agrees to let Ben help.

Leslie and Ron briefly put aside their feud to help old foe Jeremy Jamm escape the clutches of the diabolical Tammy 2. Ben vows to help April discover her true passion in life, while Andy and Tom travel to Chicago.