At their first day of high school, twin siblings Lindy and Logan Watson meet the football team's quarterback Seth Wall, to whom Lindy instantly crushes on, while Logan wants to befriend him in order to make his and Garrett's lives during high school much easier. When their parents travel out of town for work, each of the two siblings think of a party that will bond them with Seth, but their parties are arranged on the same night and end up conflicting. Things get worse when they believe that their babysitter has died and they don't have a chance to cancel the party.

Delia's mom forces Delia to get a job or re-enter beauty pageants because she thinks she has too much free time. Lindy finds her one as hostess on Fireman Freddy's Spaghetti Station, the gang's favorite restaurant when they were younger. Delia, however, turns out not to be the hostess Freddy wants. When Lindy welcomes a family into the joint, Freddy convinces her to be the new hostess, much to Delia's dismay. When Lindy tries to quit, Freddy asks her to stay for a big birthday party coming up and leaves her in charge, to which her bitter co-workers respond by quitting and leaving her alone to handle everyone and everything. Meanwhile, Logan and Garrett are bullied by some obnoxious kids who have taken their place in the Rumble Juice and they try to retrieve it.

After watching a romantic film, Logan and Garrett argue that their group votes are unfair, since there are more girls than boys, thus they end up always doing girly activities. At school, they decide to invite a new guy, Tom Bigham from California, to the group. Even though it seems like a good idea at first, he turns out to be quite annoying, and the group decides to give him away, without success.

While Lindy is looking through the mail, she finds a letter she wrote to herself during third grade. Lindy reads her letter and finds out she wished for better friends by the time she gets to high school. When everyone else gets theirs, Lindy hides the letter and tells her friends that she hadn't received it yet. They go looking for it in their old third grade classroom and in the post office, when they realize that Lindy is hiding something. Lindy throws the letter away and the group looks for it in the school's garbage room. When they finally read it, it causes a rift between Lindy and the group.

Lindy tries to convince her school that eating vegetables is a healthy choice but everyone disagrees. Logan and Jasmine create a spray that makes vegetables taste better and more appealing called "Happy Time Flavor Changing Yum Yum Spray". The whole school loves the spray and Logan, Jasmine, Garrett and Delia are invited to guest star on a show called Barracuda Boardroom, which involves three billionaires that are willing to invest in products brought to them by young entrepreneurs.

Lindy wins a contest at Rumble Juice for their Create-A-Smoothie competition. The blendisto who picked her smoothie, Cole, asks Lindy out, to which she says yes. Lindy finds out that Cole wants to date her, so she brings Jasmine, Garrett and Delia with her to the movies to try not to send him the wrong message. Meanwhile, Garrett goes undercover to investigate why the cinema claims the popcorn is freshly popped but tastes stale. Jasmine has a crush guy that works at the movie theatre only to discover that she only likes him because he wears a tuxedo. Logan tries to finish a book report on The Odyssey, but when he fails to concentrate, he decides to steal Delia's report.

The Watson family, Jasmine, Garrett and Delia go to spend the weekend at a snowboarding chalet. Upon arriving, Lindy takes Garrett to a snowboarding class. She develops a crush on his instructor and pretends to be a beginner so he would work with her. After he starts paying attention to Garrett, she gets jealous and pretends to have hurt her foot, so his attention would shift back to her.

A few days before the school's Spring Fling dance, Sherri – claimed to be the nicest girl in the school – along with Lindy become the only two students with perfect attendance records after Greg Johnson gets sick. Sherri threatens Lindy, saying that she will eventually be the only with a perfect attendance record, making her paranoid about Sherri trying to make her sick.