Allie is angered that Tess spends so much time with Bobby.
When a fashion guru comes to Westfield, Tess tries to impress him by creating a contest-winning design that will get her all the way to New York.
Jack's heart is heavy when he sees how quickly his children are growing up. This makes it more difficult for Tess, who is trying not to make her 15th birthday feel like a child's birthday.
When acting girly to get a cute boy to ask her to dance fails, a mysterious witch makes Tess’s off-the-cuff wish to become a boy a reality, leading Tess to discover that being a member of the opposite gender isn’t easier most of the time. Meanwhile, Spencer said that he ate all the halloween candy so now he and Jack have to go trick or treating around the block to get candy.
Every year Jack tries to get the family to pose for the perfect holiday card photo and every year his plan fails. So when the kids disappoint him yet again by botching the photo shoot, Tess feels guilty and makes them all swear to stop fighting, as the ultimate Christmas gift for dad. The strain of bottling up their frustration leads to a big fight, and Spencer, afraid his misbehavior will land him on Santa’s naughty list, runs away from home. Tess tracks Spencer down at the mall, where the Santa imparts some pretty good wisdom, helping them all enjoy a better holiday season.
Tess's teacher is going on vacation and needs someone to look after his pet turtle, so he chooses Tess to look after it. As she does, she discovers the turtle is expecting to lay eggs!