<P> Reagan Gomez - Preston plays Roberta Tubbs, the stepdaughter of Cleveland . Gomez has stated that she uses her own voice to portray Roberta, and that she herself gets mistaken for a fifteen - year - old over the phone "all the time ." Before Gomez was cast as Roberta, Nia Long (who co-starred with Lathan in The Best Man franchise) provided the character's voice during the first thirteen episodes . According to Long, she was replaced because producers decided they wanted an actress with a younger - sounding voice, given that the character is a teenager . </P> <P> Kevin Michael Richardson, a recurring guest voice on Family Guy and American Dad, portrays Cleveland, Jr., as well as Cleveland's next door neighbor Lester Krinklesac . In portraying Cleveland, Jr., Richardson drew inspiration from a character named Patrick that he had played on the NBC drama series ER who was mentally impaired and wore a football helmet . For Lester, Richardson stated in an interview that, being African American, he had "run into a few rednecks in (his) time," and decided to simply perform a stereotypical redneck impression for the voice of Lester . </P> <P> Jason Sudeikis plays Holt Richter, one of Cleveland's drinking buddies with a short stature, and Terry Kimple, one of Cleveland's longtime friends who now works with him at Waterman Cable . Sudeikis originally began as a recurring cast member, but starting with the episode "Harder, Better, Faster, Browner", he was promoted to a series regular . </P> <P> Seth MacFarlane played Tim the Bear up until season 3 episode 10, which MacFarlane admits is a "Steve Martin impression (...) a Wild and Crazy Guy impression". Jess Harnell voices Tim from season 3 episode 11 onwards . </P>

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