We'd have 24/7 transit, even on Christmas, and headways would always be 10 minutes or less.
Every single street, alleyway, and arterial would have a bike lane.
Thomas Menino would be at the top of the 'exiled' list.
There would be no parking. Anywhere.
Instead of transitioning from downtown to inner burbs to suburbs to exurbs to rural, the area would simply be a sprawling downtown which instantly changes to rural farmland some distance out.
The Historical Preservation Society wouldn't actually preserve anything, it would merely dictate facadectomies for every project.
Every transit station would have retail or an entrance to a department store.
An extensive network of underground freight rail with spurs into the basements of nearly every building would revive the boxcar mode of hauling freight.
Every roof would either be a club, a pool, a park, or a farm. Any deviation will result in eco-terrorists bombing the roof with dirt and grass seed.
ArchBoston City Hall would have two departments: Crazy Transit Pitches and Reasonable Transit Pitches. Naturally, anything pitched to either would be built.
The cinemas show nothing but ablarc's photo slideshows.
Half the population secretly lives in the suburbs but won't admit it.
Anyone who engages in a long political fight is arrested by Van and thrown in an isolation chamber to have it out with their adversaries without bothering anyone else.
There's a very isolated neighborhood on the north side where people talk about nothing but Portland.
Best post.