Aero Tech Designs for winter clothing: wind-proof jackets and thermal tights. They make bike clothing in tall sizes, which is hard to find.
Anything Pearl Izumi. I like Pearl Izumi relaxed-fit bike jerseys and I've had great success with PI mountain bike shoes that I use for my clipless set up on my road bikes. LLBean also makes awesome relaxed-fit bike jerseys for rail trail riding with the mountain bike.