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The coolest black men in Ebony magazine's estimation This year, Barack Obama's face has graced many a magazine cover, including that of Ebony. Only, in the case of Ebony, the man who became president-elect was featured along with other African-American men, but on separate covers for a month devoted to "The 25 Coolest Brothers of All Time." The project was an effort to focus on the confident way, including a "certain swagger," with which accomplished black men carry themselves, according to Ebony photo director Dudley Brooks. The eight chosen for Ebony covers (in no particular order) and their fields of endeavor: