A few suggestions, I don't know if they are possilbe:
1). To have the board randomly place the squares each game, this way the board different each time you play
2). As previously suggested, I think a clothes buy back or put on square is a great idea
3). have doubles mean something, like a second turn, or if you roll three consecutive doubles you could buy back clothes or something like that.
and I have one question..
We have the dr d light add on, but it asks us to use items that we don't have marked. Is there a way to fix this or is it just an interaction with the test model?