(Anything wrong with booties
) I wear Shimano winter boots with a wool insole, sturdy and roomy, and fairly warm, and add neoprene booties (a bit tight so a bit of a hassle) or roomy Goretex booties over if it's very wet or slushy or very cold. Medium-weight wool socks. I like the feel of clipless.
Winter riding is much less about badassery and much more about bundle-uppery. - malkin
1995 Kona Cinder Cone commuterFrankenbike/Selle Italia SLR Lady Gel Flow
2008 white Nakamura Summit Custom mtb/Terry Falcon X
2000 Schwinn Fastback Comp road bike/Specialized Jett