* FunnyAneurysmMoment: On at least two occasions on ''Bill Cosby Himself'', he refers to Ennis' probable death by a member of his own family. The first time it was mentioned was the possible end result of a sibling rivalry with his four sisters, "He's 11 now; I don't think he'll live to be 12." The second, by Bill's own hand, as instructed by his overworked, exasperated wife. "I want you to go upstairs... and kill the boy." Tragically, in 1997, Ennis died in an attempted robbery while helping a stranger change a tire. Reality took an otherwise touching scene of a loving father proudly discussing the trials and tribulations that come with raising a son, and made it very difficult to watch as the boy he's describing will be lost to violence in 15 years' time.
* MemeticMutation: Cosby using silly gibberish.
** A variation that originated from {{YTMND}}; the Cosby impersonations from ''WesternAnimation/TheSimpsons'' and ''WesternAnimation/FamilyGuy'' being mashed-up in many different ways, most commonly to have Cosby talking enthusiastically about [[Franchise/{{Pokemon}} Pokémans]], teaching the kids what the jazz is all about, and, well, using silly gibberish.
* NightmareFuel: Some parts of "To My Brother Russell, Whom I Slept With". The implication of "[[HilariouslyAbusiveChildhood the belt]]" is bad enough. But when Bill and Russell's father (who, by this point, was utterly fed up with their BlatantLies) starts talking about them [[DisproportionateRetribution going to Hell for lying about breaking the bed]], it stops being funny and starts being creepy. Doesn't help that Russell keeps crying while he does it.
** Ameliorated by the fact that it's an empty threat; as Cosby later admits, "We had never seen the belt."
* {{Squick}}: He spends ''way'' too much time and detail in the book ''Time Flies'' pontificating on the joys of growing pubic hair as a teen.
* WeirdAlEffect: Cosby's retelling of himself listening to "The Chicken Heart" has become far better known than the original sketch.