Lisa's babysitting reputation is tested when she is assigned the task of babysitting Bart and Maggie, for which Bart is determined to make Lisa's life a living hell.
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The sandwich Bart ordered
While watching the latest installment of Eye On Springfield, Marge and Homer find out that Squidport is reopening and they decide to make it a date. Upstairs, Lisa and Janey are inspired by reading "The Babysitter Twins", Lisa decides to start a career in babysitting, even putting an ad in the church bulletin. At first she becomes concerned when no one calls on her to babysit, but Marge tells her the reasons people aren't hiring her is because Lisa’s too young to babysit as parents often hire teenagers since they know what to do. Lisa tries to insist that she is more than capable of babysitting. Moments later Ned comes over and tells Homer that Maude and her mother are in a tight spot and has to go to Capital City, so he asks Homer to watch Rod and Todd. Lisa however says that she could do it and while he is hesitant, Ned lets Lisa watch the boys. After a successful babysitting night, Ned is impressed and recommends her to everyone. Soon she babysits Ralph Wiggum and Dr. Hibbert’s children. After many successful jobs, Homer and Marge decide leave Lisa in charge of Bart and Maggie (instead of asking Grandpa or Patty and Selma) while they are out at the Squidport opening and even though Bart tries to protest, his parents will not budge. Bart becomes outraged with the proposition, so he plans to teach Lisa that he is not so easy to babysit. First, he refuses to eat his dinner, next, he acts like a baby and eats food like one, causing Maggie to cry. To calm Maggie down, Bart feeds her some ice cream which stops her crying but since it was coffee ice cream with caffeine in it, this causes her to run rampant in a hyper state. Due to Maggie's state Lisa has a hard time getting her to settle down. Lisa struggles with getting Maggie to take a bath and getting her ready for bed. Bart is still making Lisa's night bad, he makes outrageous orders by phone, stating that Lisa is going to see what babysitting him is all about. She then drags Bart to bed questioning why he is being difficult, he says he's using nonviolent resistance which annoys Lisa. Soon all the orders that Bart requested over the phone arrives including a massive sandwich, hiring Krusty, and a claim that Lisa saw a UFO and he leaves her to answer the door for each of the prank while watching. Lisa is finally outraged and yells at everyone there that they were all tricked and shouldn't even be here, making everyone shocked and they all leave. Afterwards she angrily tells Bart, when their parents get home he'll be in big trouble and orders him to go to bed, which he obliges. However Bart is shown in the kitchen eating bread, claiming Lisa told him to "go to bread". Lisa furiously spells out what she meant making Bart go upstairs, at that point, Lisa is about ready to snap.
After looking into his room she finds him bouncing on their parents bed claiming she wasn't specific. Furious and annoyed, Lisa starts chasing him around the house with him dodging. She eventually ends up knocking him down the stairs by accident, causing a large lump to form on Bart's head and giving him a dislocated arm. However, despite the injuries, and Lisa's insistence they need to go to the hospital, Bart continues to make baby-sitting hard for her. Bart goes upstairs to lock himself in his room, preserving his injury to show their parents, and declares that after their parents see him hurt, she’ll be grounded and will never be allowed babysit again. Soon he bangs his head against the door to make the lump bigger, causing him to fall unconscious.
Lisa brings Bart to a shady doctor's office
Lisa considers calling Dr. Hibbert for help, but cannot as the 911 operators think that this is another prank. She also realizes her reputation as a babysitter will be ruined. Lisa decides she must get Bart to a hospital without anyone knowing. She finds Dr. Nick's number in the phone book and climbs into Bart's room via a tree to recover him. She pops him in a wheelbarrow, along with Maggie, locked in a pet cage to keep her stable.
At the emergency clinic, Lisa can't get Bart an appointment, so she plans to take her cargo to the hospital by foot. After avoiding discovery by Chief Wiggum, Bart falls out of the barrow, sliding down a muddy hill. Lisa follows with Maggie and the barrow, only to land in the mud. Seconds later a searchlight has turned on them, almost blinding her. She has ended up at the Squidport opening Marge and Homer were attending, along with many Springfield residents, Dr. Hibbert included. The panicked onlookers assume Bart is dead, Lisa is on drugs and Maggie was being taken to be drowned. This is quickly debunked by Dr. Hibbert and telling them that Lisa is a bad babysitter. Marge and Homer are disappointed in Lisa.
The next day Lisa is lying on her bed in her room having been presumably grounded and is banned from babysitting. Bart gets treated for his injuries, and after finding Lisa, he apologizes for being a jerk and ruining her babysitting business. She later gets calls from Dr. Hibbert and Ned, asking her to babysit for them, despite her mishap with Bart and she smiles.