Jasmine gets to train with the best rider at Pine Hollow Stables—but there’s one member of the club who is not happy about it The Pony Tails’ riding teacher, Max, has assigned each of the girls a “big sister” from the Pony Club to help them improve their skills. When Jasmine is assigned to Carole Hansen, the best rider at Pine Hollow Stables, the other girls are jealous—especially Erin Mosley. Erin doesn’t think it’s fair, and says she’s going to make Jasmine sorry. Will her nasty schemes ruin Jasmine’s chances of winning a blue ribbon? Not if the Pony Tails can help it!

Jasmine James is thrilled at the thought of taking her first real jumping class at Pine Hollow Stables. She and her pony, Outlaw, have done some jumping before, but now they're going to learn the correct way to get over those fences. During her first lesson, Jasmine makes a mistake, and her pony stumbles. Jasmine falls. She isn't hurt, but she is scared - very scared. Jasmine says she'll never jump again, ever! Now May and Corey have to persuade Jasmine to give her pony, and herself, another chance.

Jasmine wants her first horse show to be perfect—but when everything starts going wrong, will she be able to keep her cool? Jasmine couldn’t be more excited for her first horse show. But when her pony Outlaw stumbles and falls during a ride, the Pine Hollow veterinarian says that he needs rest. Without her pony, how can Jasmine compete? With the show approaching, Jasmine is a nervous wreck. Nothing is going the way she had hoped. But with the help of the Pony Tails, she learns that keeping it together under pressure can be just as important as beating the competition.

When Corey’s mom starts dating, Corey feels like her world is falling apart—can her best friends help? Corey’s parents are divorced, and her mom, Doc Tock, has started seeing a man with a daughter named Alice, who is Corey’s age. But the two girls don’t have a thing in common. Alice doesn’t even like animals! She’s nothing like Corey’s Pony Tails pals. Everything seems to be going wrong for Corey until she realizes that someone is helping her with small tasks around the house—latching the gate to make sure the puppies don’t get out, feeding the ponies, putting her bike in the garage. When Corey learns that it isn’t Jasmine or May, she can’t help but wonder about the identity of her secret friend.

Jasmine is great at riding ponies, but she’s about to learn that jumping can be especially challenging Jasmine and her friends the Pony Tails are crazy about animals—especially ponies. This year, Jasmine and her pony Outlaw are taking their first jumping lesson at Pine Hollow Stables, and she couldn’t be more excited. All she can think about is jumping! But during the lesson, Jasmine falls off Outlaw going over the very first jump. She is disappointed, embarrassed, and scared. Will Jasmine and Outlaw ever learn to jump like pros?