It’s a little-known fact that Ron Reagan, son of 40th President of the United States Ronald Reagan, had a small role in the film Soul Man (in which C. Thomas Howell blacks up in order to qualify for a African American-only scholarship to Harvard Law School) while his father was in office. He’s pictured on the right in the photograph above as ‘Frank’, a Harvard student who conspires to get Howell on his basketball team because he’s black.
In today’s money, that’s Barack Obama’s 15-year-old daughter Malia popping up as an extra in White Chicks 2.