After vowing to never babysit Elsie Soaperstein again, Clarissa lets herself get guilted into sitting for her on the Soaperstein's anniversay. Elsie's a big time troble maker with only one weakness- Ferguson.

After one bad date too many, Sam realizes that the perfect girl for him is Clarissa. They agree to go out on a date, but it turns into a disaster and they both decide they're better off as friends.

The annual family vacation to Lake Winnemucca is usually filled with doom and disaster. This year the family decides to give the Grand Canyon a try as a change of pace. Trouble ensues when all plans for the upcoming vacation start to go wrong.

After leaving her bike out in the front yard, Clarissa finds that it's been stolen. She soon finds out that while it may not have been a car, it was her only mode of transportation.

Ferguson convinces Clarissa's boyfriend Clifford to star in his cable access show called 'Boy Thoughts'. But once the show is a hit, Clifford doesn't have time for Clarissa.

When Marshall and Janet come down with the flu, it's up to Clarissa and Ferguson to take care of the household chores. But trouble ensues when Ferguson buys nothing but chocolate from the grocery store and a big snowstorm leaves them snowed in the house without any water or real food.

Olivia believes that she has psychic powers, but Clarissa doesn't believe it. After Olivia takes an ESP test and unknowningly committs herself and Clarissa to receiving psychic-related items in the mail, they have to figure out how to pay for the merchandise.

Clarissa starts to have commitment fears in her relationship with Clifford. Meanwhile, Ferguson tries to get into the Guinness Book Of Records by making the world's largest rubber band ball.

Sam's mom Debbie is back in town for the roller derby playoffs. But there's trouble in store when Clarissa invites Debbie to stay at her house. Debbie's a little too messy for the Darlings and the Darlings are just a little too neat for Debbie.

Clarissa gets stage fright when her music teacher picks her to play a flute solo at the school music recital. Suddenly she finds herself not being able to play her flute like usual and has to figure out how to get back in 'the zone.'

When Clarissa has to compete against winner Cindy Sparkle in the talent show, she turns to the journal of her great great aunt once removed hoping for some helpful show stopping hints.

Clarissa has a problem when Eve, the meek and mousy new girl in school, starts copying her style and taking over her life. Clarissa is annoyed but flattered until Eve steals her idea for a newspaper article. Then it becomes war.

Both Clarissa and Ferguson have issues when Janet starts teaching at their high school. Ferguson gets frustrated when she doesn't give him the grade he wants on an art project and Clarissa doesn't like having her mom be everywhere she goes.