I wear cycling shorts for faster drying when wet, they fit tight(err keep wind resistance down) and help keep away the leg chaffing. I wear a jersey for the simple benefit of the pockets on the back of the jersey. I have no trouble with people coming up and talking to me when I stop in a town. Back in the day when I wore a t-shirt people rarely ever talked to me, now I can't avoid them...they pop up out of everywhere.