|This article's content is marked as Mature|
This page contains content from media that may not be suitable for those under age of 18, which may include excessive violence or blood and gore, coarse language, and/or sexual content.
If you are 18 years old or older or are comfortable with such content, you are free to read this page, otherwise, you should view another page.
Riley Freeman is one of the two main protagonists like Huey Freeman from The Boondocks.
He is Huey Freeman's younger brother and Robert Freeman's youngest grandson. He is an 8–year-old who roasts, and inspired by the gangster lifestyle. He and many others commonly refer to him as "Riley Escobar", "Young Reezy", and "The Fundraiser"...
Riley is a highly impressionable, and lit third grader. He embraces the stereotypical "gangsta" lifestyle, doing his best to promote the urban culture in the contrasting suburb of Woodcrest. Influenced by the mass media via 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. One example is his support of R. Kelly in "The Trial of R. Kelly", despite overwhelming evidence proving Kelly's guilt, Riley believes he should not have to miss out on his next album because of Kelly going to jail. This is further shown in "The Story of Gangstalicious Part 2" where he dresses in effeminate clothing only because Gangstalicious created the style. He also refused to believe that the rapper was gay despite the obvious clues to the contrary. In an effort to further emulate the lifestyle he praises, he collects airsoft weapons and tags houses, as demonstrated in "The Garden Party" and "Riley Wuz Here".
Riley seems to have a fair amount of criminal aptitude, as is demonstrated when he helped plan 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 in "Let's Nab Oprah".