Actually the fact that Apple is easier to use come from the days of windows 3.1 vs. apple. However, since that time Apple has became a better OS in regards of capabilities and Windows has gotten easier to use. I'd say they have parity. The nice thing about apple (at least when I used them) was that when it crashed (which it did often) it gave me a nice little exploding bomb picture instead of a blue-screen. For grandma that's a better experience. For IT support staff a blue screen is better as it tells you something about the crash. However, that can/is logged to a dump file so it's not really needed.
I believe Apple is a bit more difficult to use now with all their widgets and lack of a taskbar. Not sure if you can add one though.