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One issue that has been in my constant attention since I was a kid is laws regulating Internet content. Unconstitutionality doesn't ever keep a law from being passed, however, and so in 1998, the Child Online Protection Act was created. COPA made it a crime for commercial Web site operators to let children access "harmful" material.
Sexual health sites, the online magazine Salon.com and other Web sites backed by the American Civil Liberties Union challenged the law. They argued that COPA was unconstitutionally vague and would have had a chilling effect on speech.