Ravi and Luke are flying a model helicopter when it flies into a giant teacup on a billboard. Ravi, Luke, and Bertram also get stuck in the teacup trying to rescue the helicopter. Meanwhile, Jessie and Tony go on their fourth date and try to make it perfect because of their previous three dates all going wrong and because of Jessie's bad experience with a previous prom date. Emma and Zuri help plan the date/prom make-up by doing an under the sea theme for the date. Jessie and Tony end up getting stuck in the giant teacup billboard. When Jessie gets soaking wet, just like her last prom date, it sets their course for a fiasco, but Tony considers her beautiful, no matter how she looks, and kisses her. The episode ends with them dancing the night away in the giant teacup, where Bertram, Luke, and Ravi also are because they are stuck.