Patrick Dempsey entered his sixties this month with a head of hair thick enough to spark jealousy in men half his age. Patrick Dempsey and Ellen Pompeo as Derek Shepherd and Meredith Grey in 'Grey's Anatomy.' IMDb/ShondalandOn Grey’s Anatomy, Dempsey’s hair gradually went from his natural chestnut brown shade to the distinguished salt-and-pepper mix he has today. ADVERTISEMENTDr. Derek Shepherd (Patrick Dempsey) in season 11 of 'Grey's Anatomy.' Grey's AnatomyWhen asked if he plans to dye his hair, Dempsey offered a simple answer: “No,” he said, adding, “I actually like the gray hair.”The Parade interviewer speculated that Dempsey’s wife likely wouldn’t let him dye his hair anyway.