When Kylie learns of a bullied fan looking for a prom date, she plans to surprise him as his date, but her quest hits a huge obstacle at the airport.

Kylie finally makes it to her first prom and gives dateless fan, Albert, the surprise of his life; Kylie plays wingman and coaches Jordyn through a blind date despite Jordyn's concerns of bringing an outsider into the group.

After struggling with her squad's boundaries, Kylie has to draw the line between friend and boss as a CEO; Kylie and Jordyn attempt to launch a sting operation when her brand's reputation gets hit with a flood of fake lip kits.