An earth-boring bit has a bit body and at least one cantilevered bearing shaft depending inwardly and downwardly from the bit body. A cutter is mounted for rotation on the bearing shaft and includes a gage surface and an adjacent cutter backface. The cutter has negative offset with respect to the axis and direction of rotation of the bit. A plurality of cutting elements are arranged on the cutter including a plurality of gage cutting elements on the gage surface of the cutter. At least one of the gage cutting elements projects beyond the gage surface and defines a cutting surface facing the backface of the cutter for engaging the sidewall of the borehole being drilled as the gage cutting element moves up the sidewall.