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Darrell Winnfield, the most prolific of the Marlboro Men, died this week at age 85. Winnfield’s flinty visage was the basis for the character and he appeared in eight out of 10 of the iconic cigarette advertisements at one point. The real deal, he worked on his own ranch every day, and reportedly wore his own clothes during photo shoots. “You could look at the different cowboys that we’ve used and you could argue that they were all the Marlboro man,” a Philip Morris spokesman said in 1992. “But Darrell is really the Marlboro man.” No cause of death was given. Winnfield is survived by his wife and six children.