Well, here's what I've tried.

--Under Armour long sleeve tee, wicking wool tank, and a Polartec vest, old PI tights

--Terry polar fleece top, newer PI tights, wool undergarments

--silk top and bottom, running tights and top, and jacket

--hiking boots, waterproof jacket, extra cozy tights, and gloves

I would like to wear Lands End polar fleece half zip top (for $25) but then I'd have to bring the trunk on my bike and sometimes I just wanna ride without sitting on my luggage.