After Aaron urges Erin to bond with Sylvia, Erin and Sylvia start spending lots of time together making Aaron and Chuck feel left out. Natasha tries to gain power at her school by having Vivian and Hunter impersonate Erin & Aaron.

While Erin struggles to get a date with her crush Cayden, Aaron has money trouble for a date with his crush Lily at an expensive restaurant. Erin and Aaron decide to be "in cahoots" and come up with the ultimate plan to land them their dates.