Living together in Cambridge in 1989, David Foster Wallace and longtime friend Mark Costello discovered that they shared "an uncomfortable, somewhat furtive, and distinctively white enthusiasm for a certain music called rap/hip-hop."

The book they wrote together, set against the legendary Boston music scene, mapped the bipolarities of rap and pop, rebellion and acceptance, glitz and gangsterdom. Signifying Rappers issued a fan's challenge to the giants of rock writing, Greil Marcus, Robert Palmer, and Lester Bangs: Could the new street beats of 1989 set us free, as rock had always promised?

Signifying Rappers is a rare record of a city and a summer by two great thinkers, writers, and friends.