With the announcement today that David Letterman will be retiring after 32 years as our favourite late night talk show host, we figured why not post what will probably always remain his most infamous interview: On March 31, 1994 — 20 years ago last week — Madonna sat down in Letterman’s guest chair with combat boots and a lit cigar to offer up a series of F-bombs (14!) and fabulously outrageous behavior (we miss this Madonna!) that would help make it the most censored episode in talk show history. With good reason, perhaps, but even two decades later, it holds up as a wildly entertaining ode to Letterman’s late night history.
“Fuck it, now we’re going to have to deal with each other”: