Lavinia takes Angela and Old Tom to the town's finest restaurant. Old Tom is horrified when the owner, Chef Geoff, serves them tiny portions, so he hijacks the dessert trolley. Old Tom gets thrown out, but he doesn't mind because he thinks his culinary nightmare is now over. Unfortunately, Angela has bought the Chef's cookbook and attempts to make his dishes at home. Even Angela thinks the food is inedible and returns to the restaurant to find out why the recipes don't work. By mistake, Old Tom's toy - a fishbone - gets put in the garbage. But when Old Tom goes through the bins to find it, he discovers Chef Geoff's guilty secret - he is really serving pre-packaged and out of date food. The restaurant is closed down and Old Tom goes back to his old diet.

Lavinia thinks her nephew, Billy, is a brilliant artist and hangs one of his paintings in Angela's living room. When Lucy and Old Tom see it, they think Angela must be desperate for a painting, so Old Tom paints a self-portrait to replace it. By mistake, it ends up at the Art Gallery in an exhibition of 'Modern Masterpieces'. Meanwhile, Lavinia is trying to interest the Gallery in one of Billy's paintings. However, the curator thinks it's rubbish and points to Old Tom's painting as an example of great art. Lavinia leaves, just as Old Tom and Lucy sneak in and retrieve his painting. When Lavinia arrives at Angela's, she is surprised to see the 'great example of modern art' hanging on her wall.

With all his friends away for the holidays, Old Tom is bored - so Angela reluctantly sends him off to summer camp. Despite Angela's fears, Old Tom settles in immediately and makes new friends among the campers. Angela, however, is still concerned that Old Tom won't be able to cope without her, so she goes back to the camp and makes his bed, tidies his tent and brings him a bag full of supplies. The other campers make fun of Old Tom and when they go on their bush walk, they make him bring up the rear. However, when the campers get into trouble by falling into a raging, crocodile-infested river, Old Tom saves the day with Angela's bag full of supplies.

Old Tom wants some money to buy a toy, so Angela suggests he work for it - as a gardener. She lends him her old lawn-mower, and he soon has a job mowing the next door neighbour's lawn. However, mowing is hard work, so Old Tom attaches Lucy's remote-controlled toy to the machine and turns it into a remote-controlled lawn-mower. This is much easier, until he accidentally switches controls with Billy - then the mower zooms off out of control, with Old Tom holding on. The mower and Old Tom zoom around town, cutting a zigzag maze through the town park - but the Mayor, far from being angry, is delighted with the new feature and pays Old Tom for his work. Old Tom rushes off to the shops, but instead of buying the toy he wanted, buys a new mower for Angela.

Old Tom hurts his tooth on a lollipop, so Angela rushes him off to the dentist for a check-up. The dentist has trouble coping with Old Tom - who plays with all the dental equipment - but finally says Old Tom's tooth will be fine, if he just gives up the sweet food. When Angela throws out all his sweets and buys healthy food instead, Old Tom starts to go delirious and imagines sweet foods everywhere. Thinking a street lamp is a giant candy cane, Old Tom bites it and hurts his tooth again. Angela rushes Old Tom back to the dentist but learns that the dentist was so exhausted by Old Tom's visit, he has had to take the day off. Angela finds the dentist at the beach where, with the help of some sun-screen, a beach ball, and an ice-cream stand, they manage to fix Old Tom's tooth.

Old Tom has a nightmare about monsters, so Angela takes him and Lucy to an amusement park to cheer him up. Lucy wants to go on the Ghost Train, but Old Tom is too scared, and they play on the other amusements instead. When Old Tom accidentally breaks one of the games, he is chased by the park manager, and has to hide in the Ghost Train. At first Old Tom is frightened, but then he realises the ghosts and monsters are fake, and he has nothing to fear after all. Meanwhile, a young couple taking the ride think it is really boring, until they see Old Tom and believe he is one of the monsters. They congratulate the park manager, who thanks Old Tom and gives him a lifetime pass to the park.

Lavinia is organising a dance competition and wants Angela to take part. Angela, who loves dancing, is keen, but she doesn't have a partner. When Old Tom volunteers, Lavinia is horrified and tries to find an alternative. However, each candidate is secretly sabotaged by Old Tom, so Lavinia has no choice but to let him be Angela's dance partner. At the dance contest, Angela and Old Tom aren't doing very well, until Billy - who has a grudge against Old Tom - unleashes his super-flea on Old Tom. The flea makes Old Tom jump and leap about, which the judges interpret as brilliant and original dancing, and they award Angela and Old Tom first prize.