This one was a lot of fun! Jessica literally runs into this cute guy, Josh, at the roller rink. They flirt & exchange numbers. Turns out Josh is 16 (Jess is 12!) & the only one who knows is Lila, who helps cover her tracks when she goes on a date with Josh. For their 2nd date, Josh says it‘s a surprise. Jess has gone to great lengths to concoct an imaginary weekend getaway with her friend, Kerry, & Lila even impersonates Kerry‘s mom for Mrs. W.⬇️