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Steve Calechman


City Life

To Jeep, or Not to Jeep, That is the Question

Forget good mileage and a smooth ride—it’s all about the cool. Right?

City Life

Hold Your Horses

Turns out, there are still road signs that restrict equine excursions on Massachusetts’ highways. The question is: How did they get there in the first place?

City Life

The Mascot Who Wouldn’t Disappear

Team sports icons are supposed to bring spirit and pride to the school community. But not in my town.

City Life

Oodles and Oodles of Doodles

How Boston is leaning into the latest designer dog—and what it says about all of us.

City Life

Romance, Sex, and Street Parking

Novel advice for how to fix dating in Brookline.