Katie is taken aback when she learns Taylor's boyfriend, Trip, has been spending the night. Meanwhile, Greg is forced to separate the kids when Anna-Kat and Franklin both come down with mono. And when Oliver starts spending too much time at the office, Cooper begins to feel neglected. 

Katie pushes Anna-Kat and Franklin to take a risk and try an activity outside their comfort zone in order to create new content for her mommy vlog. Meanwhile, Oliver is convinced taking performance-enhancing drugs will help him ace his SATs. And after bonding with her TA over an art exhibit, Taylor begins to wonder if Trip is the right guy for her.