The only space I could think of to house a dress up area was in my craft room.
It's nice as it gives him something to do if I am able to work on a project in that room during waking hours (versus my usual burning the midnight oil crafting). An addition to the cowboy clothes is a dino tail. And yes, that led to the mash up costume of Dinosaur Cowboy. Next up: super hero cape.
Recent favorite: A lot of cool elements here that could be used for any party
Working on: Skirt re-sizing