Now we're talking about buying a pair of shoes a half-size up or more to accomodate all those socks... :-D At least for me, where tight shoes make my feet hurt...
I'm also wondering if you need these to bike if you use shoes with a waterproof membrane. Even though I'm not experienced biking in the rain, I do want to overcome that. Living in the SF Bay Area I've learned that most of the time, biking in the rain is really biking through some fine drizzles, although every now and then when it rains, it pours.
To me, in my blissful ignorance, if it's going to pour, I'd probably prefer the waterproof socks with the liners for warmth and confort as suggested, but wearing sandals so the water doesn't pool inside my shoes or takes forever for them to dry as they get wet. For drizzles, shoes with a waterproof membrane with wool socks would probably work well. Am I mistaken?
I once went through a deep puddle of water in an underpass on the Guadalupe Trail where the water almost reached the bottom of my largest crank. I had some speed so I was coasting through it when I happened to hit a rock that was underwater which forced me to dismount and consequently, I got my waterproof shoes full of water. It took several days for them to be completely dry...
So, what I'd like to know is how people who ride in the rain regularly address the issue of water dripping down your pants or legs when it's raining, vs. rain actually falling on your shoes and getting them wet.
I received a Brooks cape (poncho) as a gift, which I've tried twice on light drizzles and found very nice and vented. It has sorts of arm sleeves with an elastic band so it doesn't lift up your arms, as well as two magnetic loops to keep the front hanging from the handlebar; the combination of both features keep the cape snug around your back so no waist cinching is needed, as well as allowing water to drip in front of your feet if it pools on the front when it's raining hard.
René (waiting for more rain)