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Rainbow Dash and Pinkie Pie are sent to the ancient city of Griffonstone to help them with a problem they are having. But the two each have different opinions on what the problem might be.
Discord tries his best to hide his jealousy when he finds out that Fluttershy is going to the Grand Galloping Gala with someone else instead of him.
While attending the annual rodeo in Appleoosa, the Cutie Mark Crusaders hear that the infamous outlaw, Trouble Shoes, is coming to town. The three fillies decide to bring Trouble Shoes to justice, hoping that it will help them earn their cutie marks.
Winter is almost here and Rainbow Dash is not happy about it when she finds out that Tank will have to hibernate all season long. To make sure this doesn't happen, Rainbow Dash tries everything she can think of to stop winter from coming.
Apple Bloom starts to feel the pressure of finally earning her cutie mark, which causes her to have nightmares of her getting one that doesn't suit her and ruining her life and she doesn't know if she'll ever wake up.
Twilight starts to avoid her castle due to her still grieving over the loss of her library. Feeling sorry for her, the other ponies try to think of a way to make the castle feel more like home.
After having their cutie marks taking away, Twilight and her friends must think of a way to get them back and convince the other ponies about Starlight Glimmer's evil plan.
As part of her first mission as the princess of friendship, Twilight goes on a quest with her friends to a strange village where everyone has the same cutie mark.