I actually have more numbness issue wearing bike shorts then when I dont so I almost never wear them and I ride my hopped up Cannondale with campy wheels, Utegra everything else in cargo shorts and a golf shirt.
Some mornings when cold or I am not feeling energetic I ride the sidewalk so I dont have to deal with the idiots coming close to me on this really steep hill with a curve on the way in. When cold so I can put along to keep the wind chill down. I just feel I need to move at a good pace (18-20mph on the flat as fast as I can go downhill) when in traffic. I just cant help but do it.
I might just be a bike hoarder...Let you know if I end up landing the 84 Trek 600 on CL tomorrow cause the only one I am getting rid of iss the too small for me Fuji LOL .