Guest Stars Megan Park as Chloe Garrity Nicole Gale Anderson as Madison 1 Alex Kapp Horner as Kelly Laura Ortiz as Madison 2 Co Starring Jessica Rothe as Teenage Girl Jadon Sand as Boy Michael McCafferty as Principal Adam Cayton-Holland as Customer Sammy Fine as Tanner Isabella Palmieri as Dora Elisa Eliot as Backpacker 1 Benjamin Anton Gigli as Backpacker 2