Long sleeve cycling jersey w/a hood for base layer. Sometimes, I'll add arm warmers or a women's cycling 'shrug' depending how cold. Don't scoff, guys the shrugs make perfect sense as most of the wind generated hits the head/shoulders area straight on. 2nd layer is always close-knit 100% wool or cashmere sweaters. Found them all at a thriftstore for 3.00 per...5.00 for the cashmere. Pearl Izumi Barrier jacket completes the upper body.

Hands are wool liners w/3 different pair of Gordini gloves and 1 pair if Marmot mittens. Even w/liners the mittens/gloves always take 2-3 days to dry out. When's someone going to release a 3 layer modular mitten system w/a windproof outer shell?

Legs get the bib-tights w/knee warmers or winter specific tights. Cycling shorts w/a windblocker panel underneath is usually enough.

Like post #11 I went all out and bought the road version of the same winter cycling shoes. Lake 301. One size larger than my regular cycling shoes. Allows for one pair of cycling socks and knee-high Smartwool socks. They have an extra layer of material on the shin area that allows warmer blood flow to the feet, ultimately keeping the toes warm.

In addition I wear a medium weight balaclava and helmet cover. My head area never gets cold.

When starting out I'm a little cold, but .5 miles on the road and I'm beginning to warm up. Depending on the temps I wear a variation of this layering system all fall/winter and into spring. If it rains I swap out the PI jacket for a breathable rain jacket from J&G Cycling.