Jessie is worried that Tony will propose after he invites her out for a special evening to meet his parents, so she drags Zuri and her new friend to the dinner to keep him from doing anything romantic. Meanwhile, a boy named Stuart develops a huge crush on Zuri and she gets annoyed by him. Elsewhere, Emma & Bertram compete with Luke & Ravi to see who really owns the Ross Screening Room. Sadly, this causes a rift of trust between the pairs as they all seek revenge on each other. Luke & Ravi wind up trapped outside on the terrace, barely surviving and almost freezing to death. Emma and Bertram end up trapped in a rope net, Zuri tries to help them down with some children's scissors to cut the rope lines and says that it takes hours to cut paper with it.
- Debby Ryan as Jessie Prescott
- Peyton List as Emma Ross
- Cameron Boyce as Luke Ross
- Karan Brar as Ravi Ross
- Skai Jackson as Zuri Ross
- Kevin Chamberlin as Bertram Winkle
- Chris Galya as Tony
- JJ Totah as Stuart Wooten
- Sandra Purpuro as Carmella Chiccolini
- Jimmy Smagula as Angelo Chiccolini
- Diego Sebastian as MMA Fighter
- Dakota Mitchell as MMA Fighter
- Many TV descriptions mistake the name as "The Trouble with Tessie", but "The Trouble with Jessie" was given in the copyrights.
- In Tempest in a Teacup, Jessie said that she "can't wait to meet Tony's family", but she probably meant it sarcasticly.
- At the begining of the episode, Stuart was having pancakes for breakfast, and he didn't ask if it is gluten-free or not, since he has an allergy, although he didn't actually eat from it.
| To view the The Trouble with Tessie gallery, click here.