Riley Freeman is a character from syndicated comic strip The Boondocks written by Aaron McGruder and its TV series adaptation. He often refers to himself as "Riley Escobar", and in season two of the TV series, he also refers to himself as "Young Reezy". He is Huey's younger brother who aspires to be like the rap artists and the gangsters that he admires. Riley, who grew up on the South Side of Chicago, was moved along with his brother to Woodcrest, a peaceful, white suburb of Baltimore, Maryland by their granddad. Riley is eight. 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, like Huey, is voiced by Regina King. It is strongly suggested that Huey and Riley's birth parents are deceased.
Riley Freeman is an impressionable third grader who embraces the stereotypical "gangsta" lifestyle and lives his life like his idol rappers. Influenced by rap music and television, he tends to defend his idols even when his imitations go against common sense and righteousness. One example is his support of R. Kelly in "The Trial of R. Kelly": despite overwhelming evidence proving R Kelly's guilt, Riley believes he should not have to miss out on his next album. This is further shown in "The Story of Gangstalicious Part 2" where he dresses in effeminate clothing because Gangstalicious created the style. In order to be like his idols, he collects airsoft weapons and tags houses, as demonstrated in "The Garden Party" and "Riley Wuz Here". 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.