While tending to the new community garden, Leslie and Tom discover someone has planted marijuana among the vegetables. In an effort to catch the people responsible, they pull an all-night stakeout. With Leslie's permission, Ann decides to go on a date with Mark.

Leslie gets to judge a beauty contest, but ends up having conflicting opinions on "the ideal woman" with the other judges. While on a date with Mark, Ann learns Andy has been living in the pit.

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.

Leslie enlists the help of Dave and Andy in order to catch a local teen vandal. Meanwhile, Ann struggles to make her Halloween party fun, and ends up getting help from an unlikely source.

Leslie designs the Pawnee Winter Wonderland Festival, but has to hide from the press when a meeting with a disgraced Councilman lands her in the middle of a sex scandal. Meanwhile, Ron offers to cover for Leslie for the day, and quickly discovers how much work she really does.

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.