What's the difference between what Bill Cosby did and what OJ Simpson did? OJ Simpson's victims actually suffered and I actually feel bad for them (the boyfriend at least).
Cosby versus Simpson Comparison
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Explanation
Experiment
The joke plays on the real-life crimes of Bill Cosby and OJ Simpson, suggesting that while both men were involved in terrible acts, OJ Simpson's actions are seen as causing more tangible suffering than Bill Cosby's. The humor comes from the dark comparison and the casual way it's delivered, and the mention of feeling bad for "the boyfriend at least" which references the murder of Nicole Brown Simpson's friend Ronald Goldman, while seemingly downplaying the suffering of the female victims in the Bill Cosby case, adding to the shock value.