When it's below zero it looks like I'm wearing a space suit as opposed to anything you'd normally see somebody wear on a bike, but they're not exactly street clothes either.
In warmer weather I wear a mix of stuff but always change before starting work.
On the rare occasion that I ride to the train station instead of all the way to work, I'll wear my work/street clothes since it's only a mile to the train and another mile from where I get off to work.