Hello Olusola,

Unfortunately I could not  replicate your issue on my end. I've tried binding AViewModelBooleanProperty in Button and GlassButton. And it works as expected.

This is a snippet code of AViewModelBooleanProperty in my simple sample:

 private bool _aViewModelBooleanProperty;

 public bool AViewModelBooleanProperty
 {
       get { return false; }
       set
       {
           if (_aViewModelBooleanProperty != true)
           {
               _aViewModelBooleanProperty = false;
           }
       }
 }

Both of Button and GlassButton works as expected, enabled when I set to true and disabled when I set to false.  

Could you please give me your simple runable sample which reproduce this issue ?

Regards.
Riendy