Brenda asks Jay Jay to take care of her dog, King, while she goes away on business, and Jay Jay tries to prove himself responsible while doing so. But when he eventually loses King by leaving him to play a game of Skytag, he soon learns from Big Jake that everyone makes mistakes, and telling someone is a way of being responsible.
When a mighty wind carries Brenda's favorite hat away, Herky rushes to catch it, but refuses help from anyone. When all doesn't go well, Herky soon learns to accept the help of his friends in big situations.
On a rainy day, Jay Jay and his friends are bored until Savannah suggests they use their imaginations to play a game of pretend. Together, the gang acts out the story of "The Three Little Planes", and learn they don't have to wait to use their imagination.
When Jay Jay starts to believe his chores are harder than everyone else's, he joins Revvin' Evan for his, which turn out to be harder than he thought. When he can't keep up, Jay Jay soon learns to appreciate the hard work everyone does, even if it's hard.