Some celebrity appearances haven’t aged well… Join us as we examine Saturday Night Live cameos that feel uncomfortable in hindsight due to scandals, controversies, and revelations that emerged later. From legal troubles to personal struggles, these once-innocent appearances now carry a darker subtext that viewers couldn’t have anticipated at the time. Our countdown includes O.J. Simpson’s appearance during the 15th anniversary special, Jared Fogle endorsing diets, R. Kelly performing with Lady Gaga, James Franco joking about Instagram controversies, and Lindsay Lohan’s eerily prophetic "Weekend Update" segment. Which SNL cameo do you find most disturbing in retrospect? Let us know in the comments!
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