Gayle King and Oprah Winfrey have one of the most powerful friendships in entertainment. 01 of 14 You're Never Too Old for a Slumber Party Oprah Winfrey in 1976, Gayle King in the '80s. "03 of 14 ...Unless You Need to Be Brutally Honest About Her Style Oprah Winfrey and Gayle King in 2010. 04 of 14 You Can't Put a Price on True Friendship Gayle King and Oprah Winfrey in 2004. Oprah Winfrey and Gayle King.