Roy first appeared in the strip from June 11, 1965, where he meets Charlie Brown at summer camp. The following year, he would introduce Charlie Brown to his friend Peppermint Patty, whose impact on the strip would be much greater than Roy's.
Roy was never a major character, not even in the year of his debut. Roy continued to appear occasionally (mostly at camp) until the mid 1970s. He made his last appearance on May 27, 1984. Some say his role as Peppermint Patty's friend was taken over by Marcie.
Roy has appeared in Peanuts animated television specials, such as Is This Goodbye, Charlie Brown? He has a speaking part in He's Your Dog, Charlie Brown and He's a Bully, Charlie Brown. He also appears in a MetLife Peanuts Thanksgiving commercial from 1988.