When Annie tries to stop Pony from being nosy, she creates a bigger problem that puts him in danger; Annie takes pity on a lonely friend and lets her spend the day with Pony.

Annie and Pony's camping trip is jeopardized when Pony develops a fear of plants; Heston loans Annie his new coat on a cold day, but Annie knows it's only a matter of time before Pony ruins it.

Pony becomes a video game master, but when their friends are in danger, Annie and Pony need to use their gaming skills to save them; when Pony thinks he has become a unicorn, Annie uses him to raise money to save their sports court.

Annie can avoid detention if she can heal the principal's dying plant, but the plan goes awry when Pony becomes attached to it; Pony's half-baked plan causes Annie to lose one of her boots, which she desperately needs for a family photo.

Pony's constant distractions threaten to derail Annie's part of a science project Gerry is counting on her to do; on a trip to the bookstore, Annie and Pony discover the comfiest chair in the world that also may have superpowers.

When Annie needs a haircut, Pony proves that even a simple task can become a wild adventure; when Annie and Pony try to give Gerry the best birthday ever, their enthusiasm threatens to make it the worst.