I wear a pair of running shoes with toe clips, and I am fine. They are running shoes that are on the stiff side, though--a runner's motion control shoe that is out of cushioning. I have ridden up to a century in a day (about 7 hours) without problems as long as I remember to move about a bit (that goes for all body parts).
Disclaimer: I'm still pretty new, so take what I say with a pinch of salt. It's what's worked on my longer rides.



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