Which 1989 dark comedy features high school clique members Heather McNamara, Heather Chandler and Heather Duke?

Which actress won an Oscar for "Moonstruck" in 1988, the same year her cousin ran for president? Which singer had a No. 1 hit with "Wishing Well" in 1988 and later changed his name to Sananda Maitreya? Which "Cheers" star drew raves in 2008 as a villainous billionaire on "Damages"? Which relative completes the title of the 1989 John Hughes comedy starring John Candy, "___ Buck"? Kenneth Branagh directed and starred in a 1989 film of which Shakespeare history play? Whose hit "You Got It" was released in 1989, shortly after the singer's death? Who served as U.S. vice president from 1989 to 1993? Which word completes the title of Craig Lucas's 1990 Broadway play "___ to a Kiss"?