After trying out Grumpy's new "bouncy boots" invention, Tenderheart and Funshine want more ways to have fun and decide to start taking dares. At first, they just seem to be harmless fun, but they soon find that they're frightened by what they're asking each other to do. As they try to outdare each other, their tricks lead to greater and greater trouble.
S1 E22··10 min
Battle of the Bands
The star buddies are holding a concert in Care-a-Lot. The Care Bears dance while Grizzle complains about not being able to get to sleep. The star buddies invite Harmony on stage, where she starts to sing. All the Care Bears love her song, and after she's done Cheer, Share, Love-a-Lot, and True Heart walk up on stage to congratulate her. Cheer and Harmony decide to form a band. Love-a-Lot can play drums and True Heart can play guitar, so they're invited to join. Share wants to join, but isn't good at singing or dancing, and can't play any instruments. True Heart explains that they'll need help backstage, and Share takes the job. The five bears name their band the "Care Bear Honeys." Grizzle is spying on the Care Bears from his lair, and sees that they've formed a band.
S1 E23··10 min
Re-Booted
Grizzle has gone and done it; he created a robot who's kicked him out of his own lair! When he tells Big Brain that caring doesn't compute, she kicks him out for caring about taking over Care-a-Lot, and his mechanized suit gets left behind. The Care Bears stare him down and then make him a new suit covered in rainbows, hearts, stars and suns. Together, they teach Grizzle about caring and he even joins in a game of hide-and-seek. Yet when they send Wingnut as an envoy to ask Big Brain to allow him back, Big Brain rejects the offer. The Care Bears don't realize that while they're busy reforming Grizzle, Big Brain is still implementing the plan to take over Care-a-Lot and make it into an extension of Grizzle's lair, but the Care Bears stop Big Brain and Big Brain is destroyed.
S1 E24··10 min
Flower Power
In Share's garden, her dilly daisy plant has finally bloomed. The nimbits, two cloud-like creates named Bumpity and Tweazle, arrive for a visit. Share decides to wear one of her flowers today, and leaves to show it off. Tweazle recommends that her and Bumpity create a special rain to make everyone want Share's flowers. Bumpity questions if this is a good idea, but hesitatingly agrees. Cheer compliments Share's flower as the nimbits start to rain. The rain doesn't last long, but does have an effect on Share's flower.
S1 E25··10 min
Two of a Kind
Grumpy is having a problem with a new machine and agrees to let his friends help. When it seems like they're just getting in his way, however, he unceremoniously tosses them out of his workshop. He instead turns to another machine, creating duplicates of himself, only to find that they're too busy arguing to help him at all. Tossed out of his own workshop, Grumpy finds himself turning to those whose help he shunned before.
S1 E26··10 min
Stand Up and Cheer
Noticing how talented the Care Bears all are, Cheer decides to hold a talent show. Soon, everyone is getting together great acts, and even Grizzle puts together one, though it's all part of another scheme to take over Care-a-lot. Meanwhile, Cheer helps everyone with their acts, but has trouble coming up with a performance of her own.
S1 E27··10 min
Cheer Up
Cheer Bear wants to throw a surprise party for Surprise Bear.
S1 E28··10 min
Down To Earth
Jake moved to a new town and is missing his old friends.