When I met my wife to be she was 34, lived in Chicago and had never owned a car either. Like you, she didn;t need one for the city. It was just a big pain in the rear-end to find parking, insurance etc. The 3-5 times a year she needed one to go out of town for the weekend or week, she'd rent (way cheaper).
I since dragged her up to Canada, we have kids and now She couldn't imagine us not having a vehicle each.
By he way, not being a big city kind of guy, to my surprise I loved visiting Chicago. Great old architecture, Wrigley Field and lots of great little blues bars.
Paul
