I really like my henley shirts, okay?
Spring - T-shirts and henleys and jeans. Shorts if it's warm enough.
Summer - T-shirts and henleys and shorts. Usually barefoot or sandaled.
Fall - I often wear shorts right up into late fall, but eventually switch to jeans and add a light jacket.
Winter - I picked up a great overcoat this past winter so now I can go full commiefascist in cold weather.