Thomas Sanders decides to take some time to figure himself out, and introduces three different parts of his personality: Logic, Morality and Creativity (also known as "Princey").
With Thanksgiving approaching, Thomas realizes that he can't do as many adult things as are expected of him, including cooking. Morality pops in to help him out.
When Anxiety shows up to give Thomas a hard time, Thomas decides to get creative and enlists the help of Lilly Singh to bring Anxiety down.
Thomas and the Sides discuss the usefulness of making New Year's resolutions.
A regular video from Thomas about Disney turns into a debate between Princey and Anxiety over the many messages that Disney movies provide.
Thomas shares his experiences with being part of a Disney show.
Thomas brings Logic and Morality together to talk about the arguments they have over what's best for him.
Thomas and the Sides discuss different ways to romance a girl for Valentine's Day so that Thomas won't have to spend the day alone.
Thomas has lost his motivation to make the video, and it's up to Logic to figure out which of the Sides is responsible.
After Thomas' initial idea for the video is deemed unoriginal by Anxiety, Princey gathers the other Sides together to help brainstorm a new, completely unique idea.
Anxiety and Logic go head-to-head to determine if some of Thomas' recent experiences are as horrible as he thinks they are.
With another birthday having come and gone, Thomas has to decide whether he should keep the lifestyle he currently has, or make steps towards properly growing up.
Thomas has started to feel burdened with multiple changes in his life, so his Sides step in to try to convince Thomas that change isn't a bad thing.
With the assistance of Butch Hartman, Thomas and the Sides get the chance to be a cartoon for a short time.
The Sides discover that Anxiety has disappeared, leaving Thomas with no Anxiety and a very different personality.
Thomas and the three remaining Sides travel to Anxiety's room to find Anxiety and bring him back.