i recently scalloped my board and i LOVE it! in the beginning the the strings cut into my fingertips much more than usual but after a few weeks i developed the lighter touch necessary and now it feels natural. when you think about it, you should only exert enough force to fret the string. Therefore, if it doesn't feel somewhat natural to play a scalloped board, chances are you need to develope a lighter touch. it's the same with bar chords. if it hurts on a scalloped board, you're probably exerting too much pressure than what's necessary and don't realise it.
since i scalloped my mexican tele, it has become one of my favorite guitars to play. i sometimes find myself playing it more than my new carvin DC400, which cost me an arm and a leg.
playing scalloped fretboards is a great way to develope a lighter touch, not to mention the increased vibrato and higher bends it allows you to do. if you play it enough you will come to love it. what have you got to lose? you will never know for youself unless you try.