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I think you've had bad experiences with mice which have poor designs. You shouldn't need to reposition your thumb at all to hit either side button, it should only involve rocking your thumb back and forth.
I was always under the impression that any mice with buttons on the opposing side were simply ambidextrous, but I guess if it feels comfortable to you then you could use them however you want.
I suggest going to a store with display models and finding one with the right feel for you, though. Or maybe try out your friend's mice.
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