Twenty-five contestants entered the first high heel drag race held outside J.R.'s Bar & Grill (at 1529 17th St NW) on Halloween 1986. The midnight dash went one and a half blocks to Annie's Paramount Steak House where the racers ran upstairs for a shot of schnapps, then down the stairs and back down the street to JR’s. Clinton Winter won the race and a bottle of champagne.