I have similar issues. I’m down in coastal Rhode Island. It generally stays a a few degrees cooler by the coast than just a few miles inland due to our proximity to the still cold seawater. Now retired, we’ve spent the past several winters (Jan to mid-April) in south Florida. I ride a lot down there in shorts and short sleeves all winter. When I get back to RI, although I have good clothing for riding all winter that hasn’t been getting used since we’ve been going south…I do still have to resort to the stuff I wear for fall/spring riding. But I’m loosing my acclimation to the cold. I get out there, dressed for what I feel will be a chilly ride, and pass others wearing shorts. — Dan