Deller Red 3 panel wool hat with merino earflap. I stopped making this style but might bring it back. I like the red, reminds me of an old hunters cap. Fits under my helmet, keeps my ears warm and the rain out of my eyes. Another option could be a cheap cycling cap worn with a wool headband. Mustaches make good face warmers too!
100% Wool military surplus sweater. I have a couple of these that I have found at the goodwill. They have a great fit, nice color, long body and arms and nice button up collar like an old bike jersey. You might be able to find them at a military surplus store.
The pants are just wool flannel dress pants with a drawstring added into the cuff so I can hike em up and tie em off. Dress pants in particular are made from a nice light-weight wool that is more flexible than heavy military wool pants.
You can modify these without even knowing a lick about sewing. Just cut a hole in the hem at the bottom of the pants leg, and feed a string through. You could use a drawstring toggle but I just use a leather cord and tie a knot to hold mine up. They have a stylin' classic French bike tourer look and they never look dirty, even if I get grease all over them, because of the dark grey color.
I have been told by many people that I should start making and selling knickers but it's so damn easy to make them yourself from old wool dress pants that I would rather just tell people how to make their own, than go to all the trouble trying to produce them myself.
I see a ton of knickers on the market these days and none of them appeal to me. They have a high price, ugly styling, synthetic wonder fabrics, and some have a built in crotch pad. Wouldn't it make more sense to wear padded undies under your knickers and wash them regularly while not having to worry about washing your knickers? Also, knickers should be somewhat loose fitting and a crotch pad sewn in loose fitting pants could shift about and not sit where it is intended to while in the saddle. Just my opinion.
Finally the shoes. I got these old leather sandals from a thrift store. I wore them on my bike tour from Portland to San Fran last summer. They were really comfy even in the week of heavy rain we encountered. The closed toe protected my feet while riding in toe-clips.
I hate wearing wet shoes that don't dry quickly or allow my feet to breathe. Some might suggest wearing rubber boots but these keep the rain out and the sweat in making my feet as wet as if they were rained on. I have been riding in sandals almost year-round here in Portland for the past 5 years. Yes, my feet get wet in the winter but they dry very fast when I arrive at my destination. If it's cold out I can wear wool socks. Even in below freezing temps, my feet stay warmer than in heavy boots because the perspiration can evaporate easily. I can carry an extra pair of socks in my bag and swap these out for my wet pair when I arrive at my destination, and my sandals don't retain all the water that a shoe would, so my dry socks stay dry.
