Am I the only person who never felt weird about putting on bike shorts? Maybe it had to do with 20+ years of wearing tight exercise clothes (gym shorts, bra tops, tights, leotards) before I started riding? Or maybe, because I saw my DS and DH take off and ride in the appropriate cycling clothes, I never assumed I would wear anything different.
Nobody has ever asked me that question and I've never received any dirty looks about wearing cycling stuff around where I live. The only places this has happened to me have been 1) Stockbridge, MA in the Berkshires, when a group of ladies from NYC stared and made loud comments and 2) in Edgartown on Martha's Vineyard, about 10 years ago, when my DH got some very pointed stares and comments when we were going into lunch. He was wearing a loud orange jersey and matching orange flip flops he had changed into from cycling shoes.