How many you can fit in the pan will depend on how big the bread is. I don't have this product, but my guess would be that 4 would be too much for the pan at one time - for most sizes of bread.
I'm not sure of anyone who would want to grill cheese as it would just melt and stick to the pan or grill.
;) go ahead and laugh, it's okay.
I don't know, however if I get this in the next couple of days I will let you know.