Season 2

Summer is fast approaching, and Jackie is worried that Miss Crabtree will get married and leave her students the way Miss McGillicuddy had the previous year. When the teacher's brother comes around looking for her during her lunch break, the gang thinks he's a prospective husband and schemes to discourage him from pursuing her.

Grandma runs the general store in town with the help of the kids in the gang, but she's about to sell the store so she can retire. Mr. Pennypacker is trying to talk her into selling him the store, while two officials of a chain store are trying to call Grandma on the phone with a better offer.

Things are looking up for Jackie now that the teacher of his dreams, Miss Crabtree, is moving into the house as a boarder. Unfortunately, Chubby drops by to propose to her.

The authorities decide that Stymie belongs in an orphan asylum rather than being cared for by Farina. The older boy throws a going away party for his little brother, but Stymie conveniently forgets to invite the gang, insuring that he can eat all the treats himself. When the official from the orphan asylum arrives, the gang tries to sabotage his plans.

Wheezer and Stymie are out selling stuff door-to-door, including the gang's baseball equipment. They're invited into a large house by Shirley, who's home alone. The gang eventually arrives as well, as do the local police.

It's time for Grandma to move to the county home. It seems newly-married son-in-law Dan has squandered all her savings and the new wife doesn't want the old woman around. As she's packing her things, she gives Chubby some useless bonds to make a tail for his kite. A letter arrives, which Dan gets his hands on. After "accidentally" breaking Grandma's glasses, he reads the letter to her, stating that the bonds are useless. It turns out that the letter says the opposite, that the bonds are worth plenty of money, but by the time Grandma realizes this, Dan's already chasing down the kite, while the gang chases after him.

Wheezer's parents are about ready to divorce each other, so Stymie helps Wheezer to make himself sick. He gives him every unpleasant thing he can think of to eat, and when Wheezer really does get sick, Stymie gives him an assortment of items from the medicine cabinet.

The gang is skipping school in order to listen to the rousing stories of the old sea captain. When Miss Crabtree complains, the two of them devise a scheme to scare the kids into giving up their ideas of becoming pirates. The captain arranges for them to arrive that night to start their first voyage, only to become a slave-driver once they're on board.

Wheezer and Dorothy live with their wicked stepmother and her spoiled little boy, Sherwood. Sherwood's dog, Nero, eats some of Mr. Brown's chickens, but the boy reports to the volatile man that Pete did it. A nearby cop manages to keep Mr. Brown from shooting Pete, but the dog ends up at the pound.

It's the first day of school, and Brisbane is reminded by his mom that if he does well, he'll grow up to be president. He'd rather be a streetcar conductor, actually. The local blacksmith tells him a story about a boy who got expelled for playing pranks on the teacher, and this suits Brisbane just fine. He proceeds to devise any number of bad deeds, culminating in bringing a mule into the classroom. Sure enough, he's sent away by Miss Crabtree. What he didn't consider was that he'd have to explain all of this to Mom.

The gang attends a lawn party given by a wealthy matron for the benefit of poor children. Also attending are a couple of crooks, one of whom is dressed as a woman, and two midgets posing as their infants. As the party wears on, the midgets steal jewelry from the women who cuddle with them. Meanwhile, Stymie tries to convince the gang that the babies can talk.

The gang is trying to put on a performance of "Uncle Tom's Cabin," but Brisbane has to divide his attention between the show and looking after his kid brother, Spanky.

The gang switches places with a group of orphans being transported by train. The gang makes the train ride miserable for everybody, especially the poor man who has been put in charge of them.