AzureAKASapphire
crossdresser
He’d make a cute addition to the Jewelry Box either at Crystal Prep or Canterlot High where Rarity is starting a branch
I did make underwear tho under the skirt, not that you can see or or probably will ever see it, but it’s there. I mean did you expect him to wear nothing underneath? Perhaps the tight panties squeezing his junk is what makes him more confident. Or the fact that he has to be careful not to expose himself to his classmates. Not that he cares or anything, maybe that just enhances his confidence. :P