He has quite the misogynistic outlook and refer to all women as, 'bitches'. Let us not forget to mention that he is only eight years old. Despite this, and quite ironically, Riley tends to display better judgement than that of the significantly older Gin and Ed. Together, they team up to wreak havoc in as many ways possible in an attempt to prove their 'thugishness', be it pretending to rob a bank, foraging house robberies for practice, or attempting to kidnap Oprah Winfrey. He sometimes accompanies Gin Rummy and Rummy's best friend, Ed Wuncler III, two young militants of European descent in their early 20's who are no less fascinated by the thug life than Riley is. Fascinated by the 'thug' way of life, his main aspirations are to 'be gangsta', 'get that paper', and collect 'bitches' like trading cards.
Riley is notably a troublemaker and a misfit. This proved to be quite the culture shock for both Huey and Riley. Along with his grandfather and brother, he relocated from a predominantly African-American neighborhood in Chicago, to the upper-scale White suburbia called, 'Woodcrest' in Northern Illinois. Canon: Riley Freeman is the younger brother of the 10-year old, self-proclaimed black rights activist, Huey Freeman, and quite the polar opposite.
