This month, Vanity Fair presents its first-ever Comedy Issue, which was guest-edited by Hollywood titan Judd Apatow. Working with Apatow—who wrote and directed Knocked Up, Funny People, and The 40-Year-Old Virgin (co-written with Steve Carell), and produced Bridesmaids, Superbad, Pineapple Express, Forgetting Sarah Marshall, and many more—was a big deal. After all, his films have grossed a combined $2 billion at the box office, and his unofficial troupe is made up of some of the best and most recognizable names in comedy. His latest film, This Is 40, which stars Paul Rudd, Leslie Mann, Megan Fox, Melissa McCarthy, Jason Segel, John Lithgow, and Albert Brooks—Mann, McCarthy, Rudd, and Fox appear together on one of our three historic covers this month—hits theaters on December 21. Apatow collaborated on the issue with…