I need to make it to the army surplus store to invest in some good wool, mainly socks and sweater.

Snowboard outerwear is a godsend because it's meant to be perspired in heavily, and is therefore not only heavily waterproof but also breathable. Only problem is it's expensive and the pants are usually way too baggy to avoid getting caught in your chain, even if you try to roll them up.

I'm realizing that clipless is much better in the rain than GR-9's to single straps.

What are you guys using for pants/underwear in the rain? When it's really wet I get chaffed fast in cotton, and bike shorts work better but I'm not able to not wear jeans over them (too cold) and I only have one pair...