A cool and comfy option would be to wear a floaty dress with opaque tights and shoes. Sneakers should be available jeans and track dirt bike pants. Add to all this a smile that shows him that you are confident and ready to meet new people. You shouldn't be shy about telling him what pleases you! https://yewiki.org/Dress_To_Pronounce_-_Clothes_For_Your_Picky_Kid