When Jason loses Tall Girl's yearbook, Ronnie is determined to help find it while juggling his ambitious to-do list. Jason's attempt at a new style leads to a bad haircut. His quest to deal with it spirals out of control.
Jason and Ronnie take advantage of Linda being away and turn Jason's home into a hotel. Tim reminds Jason 'time flies when you're having fun,' so Jason and Ronnie attempt to stop having fun in order to prevent summer from ending.
It's Tim's birthday and his one request is no birthday party, but tone-deaf Jason takes this to mean the opposite. Jason lands himself and Ronnie the assignment of having to babysit Pregnant Lady and Pregnant Dad's newest baby.
Jason lies about liking soccer to spend more time with Ronnie and ends up sacrificing his real passions; Jason and Ronnie try to make a movie for Joanna's birthday, and their friendship is tested.
In a flashback to one week before summer from Tim's point of view, Innocent Tim helps with party planning for evil Jason's birthday. / Joanna has to stay over at Jason's house while her parents deal with some family issues.