Who picks your clothes - Stevie Wonder?

Don Rickles’ quote, "Who picks your clothes - Stevie Wonder?" is a sharp example of his signature insult comedy. Rickles, known for his quick wit and unfiltered humor, often made fun of others in a playful, yet biting manner. In this instance, he is jokingly questioning the fashion choices of a person (or group) by referencing Stevie Wonder, a blind musician, implying that only someone who couldn't see—like Wonder—could make such questionable decisions about clothing. The humor comes from Rickles’ boldness in connecting a person’s appearance to the concept of blindness, pushing the boundaries of good-natured humor.

The meaning behind this quote lies in Rickles' use of absurdity and irreverence to make a humorous jab. By asking if Stevie Wonder picks the person’s clothes, he is exaggerating the idea that the person's fashion sense is so bad it could only be the result of blindness. Rickles is well known for his roasts, where he would use over-the-top humor to make fun of someone’s appearance, personality, or other characteristics, and this quote is a prime example of that style.

Rickles' humor in this quote also reflects his typical edgy approach to comedy, where he would often target people's differences or peculiarities in a way that was shocking but still humorous. His humor was never intended to be taken seriously but rather to make the audience laugh through its irreverence and playfulness. The mention of Stevie Wonder, a respected figure, adds a layer of irony and surprise, as the blind musician is not typically associated with anything negative.

The origin of this quote comes from Rickles’ long career as a comedian known for insulting humor. As a staple in the world of roast comedy, he often made light of celebrities, public figures, and even audience members, with the understanding that it was all in good fun. This quote is part of his broader comedic repertoire, where he used sarcasm and unexpected jabs to create humor from the most uncomfortable situations.