You have to wear something that is able to ride a pony or dragon which is some of the gold stamp outfits like the nixie dress, scottish outfits and I'm pretty sure there is more. You can also use the riding boots and pants from Merlins to ride ponies, dragons, and reindeers and some buyable items can ride them too like all the Halloween costumes this year are rideable and I think the Christmas fashions this year are as well but not the ballgown. I could be wrong cause I don't own a reindeer but I'm pretty sure it will work since its always been that way.
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"May the stars shine down on you."
-Rosalina ♥