Brother is kept home from school with the flu and neglects to do the schoolwork Sister delivered from his teacher. Then, when Sister gets her first loose tooth, Brother teases her that the dentist will extract it with a big yanking tool.
When Mama decides to open her own quilt shop, Papa and the cubs are convinced they won't be able to cope around the house without her. Then, Brother takes it upon himself to help his new friend at school renew his self-esteem.
Too-Tall and the gang amuse themselves by warning Sister her how hard third grade will be. Then, Brother and Sister are certain they're in for the most boring time of their lives spending an entire week with their grandparents.
After Brother and Sister perform a skit about how easy their parents have it, Mama and Papa decide to spend the next day being cubs while the cubs have to be the parents; Mama thinks Papa and the cubs watch too much TV.
Brother and Sister are good baseball players and both sign up for Bear Country Cardinals tryouts. The problem is -there's only one position left on the team! Then, Brother and Sister are reminded they should be thankful for all they have.
Ensured by Sister that she knows the meaning of responsibility, Mama and Papa allow her to go to a sleep over at Lizzy's house. Then, Brother complains that he's given too much homework and that's why he has fallen so far behind at school!
With Mama and Papa too busy setting up Brother's birthday party, Sister reluctantly decides to do her school assignment on Brother. Then, When Brother gets a brand new three-speed racer, Sister is very envious.
Brother and Sister think they're entitled to treats every time the family goes grocery shopping. Then, when Papa leads the Bear Scouts on a spelunking expedition, it turns out Cousin Fred is afraid of dark, spooky caves.
The cubs have had a fantastic summer at day camp. When camp leader, Grizzly Ted, announces an end of summer sleep out at Skull Rock, everyone is excited...everyone except Sister.