Why is it a terrible look? Hundreds of people stroll their local Wal-Mart and grocery store on a daily basis without them, and nobody really cares. I shopped yesterday and I would venture to say 7 out of 10 customers didn't wear a mask, and the great majority that did have masks on were older folks who are the type of people who need to take precautions anyway.
Gotta remember that other than the indoor attractions and the eating places, WDW is pretty much an all-outdoor experience. You're not breathing recycled air. You're usually not right next to someone you don't know for an extended period of time. The people that would be "outraged" at folks at WDW walking around without masks probably wouldn't visit WDW anyway.