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Ashley Harkleroad And Her Strategically Placed Towel Photos Are Now Available For Your Perusal deadspin The A.V. Club Deadspin Earther Gizmodo Jalopnik. Ashley Harkleroad Adams is an American former professional tennis player. She reached a career-high ranking in singles of No. 39 on June 9, Contents. 1 Career. ; ; ; Comeback; 2 Personal life; 3 US Playboy's first professional tennis player; 4 WTA career .. Women's Circuit – Player Biography; ^ "Harkleroad Wedding Photos".