I've struggled with this problem for years. (left foot 3 middle toes) Most responces will attribute thie problem to lack of circulation and tell you to loosen up your shoes. This can and does help me, but doesn't solve the problem. I believe that this is caused by pressure on a nerve of some kind. Over time my feet have gotten so that if I stand on my tip toes I can instantly feel the toes starting to go numb. I can even press on a spot under my toes with my finger and duplicate this problem. I've tried new shoes and pedals, socks, etc. They all have an effect on the problem, but don't cause it to go away.

This is how I manage it. Keep the shoe loose in the toe area. I even remove the insoles to give me more room. [B]Spin[B] Really think about pushing down with your heels and pulling up to get pressure off of your toes. As the pain shows up I can usually manage to keep it under control by concentrating on not mashing down with the ball of my foot.

Hope this helps your problem.