![]() Despite his pretensions to the contrary, Riley is not simpleminded: he can in fact be very resourceful and pragmatic, and "beats" Tom, a district attorney, in an argument over R. Riley seems to have a fair amount of criminal aptitude, as is demonstrated when he helped coordinate the kidnapping of Oprah Winfrey, and further demonstrated by his criticisms of Ed Wuncler III and Gin Rummy for their lack of criminal know-how ("Let's Nab Oprah"). He is a fan of the movie Scarface in that he occasionally quotes lines from or alludes to the movie, and he has a white suit similar to the one worn by Tony Montana. In order to be like his idols, he collects airsoft weapons and tags houses, as demonstrated in "The Garden Party" and "Riley Wuz Here". This is further shown in "The Story of Gangstalicious Part 2" where he dresses in effeminate clothing because Gangstalicious created the style. ![]() Kelly": despite overwhelming evidence proving R Kelly's guilt, Riley believes he should not have to miss out on his next album. Influenced by rap music and television, he frequently uses poor grammar, and tends to defend his idols even when his imitations go against common sense and righteousness. Riley Freeman is an impressionable third grader who embraces the stereotypical "gangsta" lifestyle and lives his life like his idol rappers. Maybe someone who's not with us anymore.". In "Riley Wuz Here", a later episode in season one, his parents being deceased is further hinted at when Riley spray-paints the Freeman house with a picture of his parents after his art teacher suggests that he ".paint someone you love. This is, in part, based on Robert's dialog from the first episode stating that he spent the boys' "inheritance" on their new house in Woodcrest. It is strongly suggested that Huey and Riley's birth parents are deceased. Riley, like Huey, is voiced by Regina King. ![]() In some episodes, Riley and Huey would have a single storyline and in others, the two would each have their own in a single episode. Riley, who grew up on the south side of Chicago, was moved along with his brother to the peaceful, predominately white suburb of Woodcrest in Baltimore, Maryland by their granddad Robert Freeman. ![]() He aspires to be like the rap artists and the gangsters that he admires. He often refers to himself as " Riley Escobar ," and in season two, three, and four of the TV series, he also refers to himself as " Young Reezy. Riley Freeman is the deuteragonist of The Boondocks. ![]()
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