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"[w]hether [Tinker], which holds that public school officials may regulate speech that would materially and substantially disrupt the work and discipline of the school, applies to student speech that occurs off campus.”

Whether a public school policy creating a limited public forum that expressly bans religious groups from school facilities constitutes viewpoint discrimination in violation of the First Amendment freedom of speech. Whether allowing the Good News Club to use school facilities for meetings would have constituted a violation of the Establishment Clause.

Whether the seizure of a bookstore and its contents for selling obscene materials under RICO, with only "probable cause" was a form of prior restraint and violated the First Amendment.

Whether a high school principal’s removal of two articles from the student newspaper about pregnancy and divorce violated the First Amendment rights of the student editors. To what extent, consistent with the First Amendment, may educators exercise editorial control over school-sponsored speech?

Whether school officials may prohibit a vulgar and lewd student speech at a student assembly even if the speech does not create a substantial disruption.

Whether the First Amendment bars enforcement of a statute authorizing closure of a premises found to be used as a place for prostitution and lewdness because the premises are also used as an adult bookstore.

Whether a former CIA agent could be punished for publishing unclassified material, in violation of a government agreement, with an injunction and a trust on all future profits from his book.

Whether the wearing of armbands by public school students as a form of symbolic speech is protected by the First Amendment.

Whether the book Memoirs of a Woman of Pleasure, commonly called Fanny Hill, is legally obscene.

Whether a state commission with broad discretion to define obscenity, and that allowed police enforcement of obscenity laws, was constitutional under the First Amendment.

Whether an injunction on sale of obscene booklets and destruction of such booklets amounted to prior restraint by the State, violating the First and Fourteenth Amendments.