I had a pair of Garmont "Vegan" boots (Yes, that actually is the model name) with a pair of sweat wicking socks against my skin and two pairs of wool/synthetic blend socks over that (the boots are pretty roomy). When my feet really started to hurt about halfway into my ride, I stopped, removed the wool socks and put some chemical handwarmers inside my boots, but unfortunately they didn't warm up fast enough and my feet were in the most pain that I have ever experienced by the time I got to work about 45 minutes later. I had to hop into the shower to get ready for work, even though I know that hot water is the absolute worst thing for frost bite, and I ended up sitting on the floor of the shower in agony until my feet warmed up. Now my feet get very tingly and painful from even a little exposure to very cold weather.