Princess Kevin by Michael Escoffier
Plot Summary: This year, Kevin is going to the school costume show as a princess. His costume is perfect but he knows that the best costumes are authentic. So he is outraged that none of the knights will partner with him and complete the look. Things don't go quite as smoothly as he planned. Next year, there is only one thing for it. He will just have to be something even more fabulous. This is a heartwarming and funny story about imagination, diversity and persevering at expressing your fabulous self.
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This story is about a boy in a costume as a princess finding it harder than he thought to walk in high heels with long skirts. The author places this firmly in the gender-bending category (as opposed to the trans category) by writing that “when you wear a costume, the whole point is that you become someone different” which some reviewers worried discounted any personal, gender exploration.