Originally Posted by Jim from Boston

I'll ride [commute] in the rain, and will start out in anything less than drenching. I agree that wet feet are the most uncomfortable part. What works for me is a plastic bag over my socks with the bag opening tucked in over the socks; then I put on the shoes. Another plastic bag goes over the shoes, and if I'm wearing cycling tights, the ankle of the tights is over the second plastic bag. Finally I use a pair of rubber boots, like Totes over the second plastic bag. My current Totes have a couple small holes in them, but the above described system still keeps my feet and shoes free of rainwater. At the end of the ride [of 14 miles or greater] my feet still may be damp from perspiration, but it's hardly noticeable compared to drenching rain and I'm comfortable.