#5. Jay Leno meets Spider-Man (2002)
http://www.cracked.com/article_16031_5-most-insane-celebrity-comic-book-cameos.html
In July 2002, Marvel Comics debuted Jay Leno & Spider-Man: One Night Only. Marvel presumably created this three-part crossover to capitalize on the release of the Spider-Man feature film, but why they chose Leno to be the star is anyone's guess. You wouldn't think Leno's audience of senior citizens would overlap much with audience for Spider-Man on the Venn diagram.
http://www.cracked.com/article_16031_5-most-insane-celebrity-comic-book-cameos.html
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