Historical clue formulations

• Purple-crayon-carrying boy of children's literature — 2022-12-25
• One of the two film stoners who "go to White Castle" — 2017-11-17
• Kid-lit character with a "Purple Crayon" — 2016-11-26
• ___ Macmillan, 1950s-'60s British P.M. — 2015-08-16
• Lloyd of the silents — 2013-05-08