Barack and Michelle dated for three years before they were married. They met in 1989 at a downtown Chicago law firm where Michelle was working as an attorney. She was assigned to be an advisor to a summer associate from Harvard named Barack Obama.
After refusing to go out with Barack for a month, Michelle finally agreed to their first date; a trip to the art institute, lunch at an outdoor cafe, an evening showing of Spike Lee’s “Do the Right Thing” and a drink on the 99th floor of the John Hancock building.
Two years later, Barack popped the question at Gordon’s Restaurant (now Naha) on Clark Street in Chicago. When dessert was served, the ring box was sitting on the plate. Michelle was shocked.