Cleveland Jr. got a lobotomy sometime before the show.What else could explain the massive change in character? Also, part of his hypothalamus got damaged in the process, explaining his current girth.
Cleveland Jr. got taken by the wolves between his last appearance on Family Guy and The Cleveland Show.And thus, he has been left horribly roont.
Holt is a female-to-male Transsexual.He's short, overly macho, has issues with his mother that reminds one of mother/''daughter'' issues, and has shit luck with women, having little to no confidence in himself and owns a $7000 Real Doll because he can't get laid, which he takes back after his Yandere date from hell in his A Day in the Limelight episode. Of course, he's post-op, but his insecurities still hang over him — hence the macho behavior.
After Loretta cheated on him, Cleveland moves in with the Griffins.And goes a bit bugnuts. This explains why so many of the characters are similar. Erudite talking animal? Young rage-crazed, talking toddler? Disabled friend? The Griffins, in their blaise, just don't notice Cleveland has developed an insane fantasy life.
Robert Tubbs is the bastard son of LeVar "Freight Train" Brown.They're too much alike
Rollo is Gay.And he is trying to hide it.
Loretta will return as a ghost to make amends to Cleveland Jr.
Cleveland Jr. doesn't believe in God because...He lost faith in him following his parents' divorce.
Kendra is a (distant) cousin of Francine.
Cleveland Jr. in the show is from another universe.The first episode of Family Guy to air after this show's debut was the multiverse episode, and it even shows Cleveland still living in Quahog in the Disney Universe. It's possible that the Cleveland Jr. we see is from a universe where people are fat, and he escaped with Stewie.
Robert will need to protect Roberta from a situation that makes her subject to the attention of lecherous men, causing him to reflect on his own life and attitudes toward women.
Brian influenced Cleveland Jr.'s atheism.Cleveland Jr. is at church with his family only to criticize it. This may be another reason why Quagmire hates Brian, he somehow "corrupted" such a "nice kid".
Roberta really is Rallo's mother.Rallo thinks that was what Donna was going to say in one of the newest episodes. Donna denies it in a defensive manner, so it must be true.
Terry's diminished role in the series following "Terry Unmarried" was a result of him taking a level in maturity.For years, Terry's been getting into shenanigans and being fairly irresponsible with Cleveland and the rest of the gang. He's also witnessed the strain Cleveland, Lester, and Tim's ridiculous antics can put on their marriages. So after getting married to Paul and becoming accountable to another person, Terry decided to grow up (at least a little a bit), which meant distancing himself from the group. Probably also helps that he and Paul are still newlyweds and thus want to spend a LOT of time together, just the two of them.
Cleveland Jr. is really Peter Griffin's sonThere was an episode of Family Guy that had a cutaway gag called "My Black Son" which was a parody of 80s sitcoms. It really is canon and Peter Loretta pregnant behind Cleveland's back. In The Cleveland Show he looks more like Peter than Cleveland. This explains why the two got along so well in "Fore Father."