I don't know if any code will break with it, but I think it's better for Piecewise to only deal with expressions. For booleans, you can get the equivalent of a Piecewise using logic classes like And, Or, Not, or even more advanced things like ITE (ITE means "if-then-else"). Piecewise on booleans is basically and ITE chain; it's the "some kind of PicewiseBoolean" that the author of that comment is looking for.
An advantage is that since the expressions themselves are booleans, it is sometimes possible to rearrange and simplify them with the conditions. As a simple example, consider Piecewise((sin(x) > 0, x > 0), (x > 0, True)). This is the same as ITE(x > 0, sin(x) > 0, x > 0), which simplifies:
>>> simplify_logic(ITE(x > 0, sin(x) > 0, x > 0))
(x > 0) & (sin(x) > 0)
which makes sense if you think about it: logically, x > 0 has to be true, meaning so does sin(x) > 0.
Also, having a Piecewise as a condition is very confusing when printed.
Aaron Meurer