I saw someone attempting this in Seattle a few days ago... very cute skirt, totally cute jacket, heels (not kitten heels.... but short boots with spiky heels), old 60's style Raleigh - that she had to walk up the hill because it was too steep for her on the old heavy 3 speed.... then she proceeded to ride on the wrong side of the street into oncoming traffic! to get to a crosswalk wherein she crossed against the light.... perhaps she had fashion sense, but no common sense..