When Jack takes Gabe and Sam on a road trip to see his favorite band, Tess tries to juggle baby-sitting Spencer and a girls' night with Allie, but finds that taking care of her little brother is tougher than it looks.
Tess gets her brothers to stop fighting for Christmas, but when her plan backfires and Spencer runs away, they all learn a valuable lesson from Santa at the mall.
After organizing an all-girls Valentine's Day outing with dateless Allie and Chloe, Tess accepts a date with a boy, and almost goes crazy trying to juggle both plans so as not to let anybody down.
Tess is determined to keep Jack on as her wrestling coach, even if it means helping him land the dreaded position of Vice Principal in charge of school discipline.
When the school district refuses to replace the wrestling team's dilapidated mats, Tess produces a video that changes their minds, only to discover an allergy to the new mats makes them more dangerous to her than the old ones.
When acting girly to get a cute boy to ask her to dance at the school's Halloween party 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 sex isn't always easier.
When Tess and Sam get their drivers' licenses, the family embarks on a new era of complicated car logistics, but the wheels come off as Tess steals the car during Gabe's turn and races to the mall to help Allie buy her the perfect prom dress.
Tess insists on hanging out with Sam's cute, science genius friend, but it backfires when she causes him to suffer a case of amnesia, and Tess must try to fix him before he gives a speech to a room full of scientists.
Tess's reputation takes a hit after Jack forces her to show a dorky new student around the school, and she tries to fix the problem by making the geeky student cool.
When Jack wants the kids to spend all their time together with him over Spring Break, Tess invites Grandpa to keep her Dad occupied, and learns a valuable lesson about appreciating parents and the short time you get to be with them before it's too late.
When Tess finds herself unable to sleep during exam period, Allie, Jack and the boys scramble to find the beloved tape of a childhood lullaby that is the only thing that will settle her down.