That’s a good idea!
We saw a CM in the esplanade, as soon as we arrived at 9, tell a guest to wear his mask because he was on property. Another CM in Fantasyland walked up to a family to tell the father he needed to wear his mask correctly.
They’re likely to handle the same WDW handled it. Follow the rules in place. They go out of their way to put huge warnings on every web page, the entrance to the park and all around the place so guests understand, know what to expect and have clearly agreed to those terms by the time they get inside the park. Guests are fully aware before agreeing to buy tickets or walking thru the gate.
This has been our experience also. When we were at Harbor Galley, I made it maybe 3 steps before a GR reminded me to put it back on (I simply forgot.). We watched numerous people get asked to wear their mask properly. I have several friends who are GR and are on "mask patrol" and they have a lot of stories about people's excuses. Most are now in pairs because of how bad some behaviors have been about mask compliance. I don't get it, it is well advertised. If you don't want to wear a mask, wait til the mask requirement is dropped by Disney. Don't take it out on the cast members.
I doubt “no one noticed or cared.”
Even if they aren't strict, please don't put CM's in that position. Don't drop your mask and make them enforce the rules. Don't ask if you can be the exception to the rule.
Disneyland CA is bound by the rules of CA, so they can’t allow masks off at all yet. It remains to be seen what will happen after June 15; the CA guidance isn’t really clear.
We did that during ToD and got some nice pictures.
You can also be mask-less while sitting in your lounge chair on the pool deck
