Long before becoming the darling of Broadway and libs everywhere, this 3-named actor appeared as a bellhop that got fresh with Tony and Paulie
Lin-Manuel Miranda


Seth Rogen
This famed QB moved on from hawking Wrangler Jeans to selling Copper Fit Sleeves and the MicroTouch Groomer in his (second) retirement
Brett Favre


Christian Bale
The parody ad for this beer promised "It's good motherfucking beer, it'll get you drunk. You'll be fucking fat girls in no time!"
Samuel L. Jackson Beer

Although his most iconic television role came as a gun-toting, whistling stick-up man on The Wire, this actor let Jackie Aprile Jr. stay in his house in the projects after the failed attempt on Christopher's life
Michael K. Williams


John Legend
This bat-biting rockstar was inexplicably the face of a campaign for I Can't Believe It's Not Butter
Ozzy Osbourne


Ben Affleck
In Charlie Murphy's recollection of his infamous basketball game versus Prince and his crew, what did Prince say upon winning?
Game: Blouses

Although he first hit most people's radar on another HBO series, The Wire, this actor made his television debut in a Sopranos flashback, chasing Tony through Newark for littering
Michael B. Jordan


Ron Jeremy
This (allegedly) blind musician was an early spokesman for Atari video games
Stevie Wonder


Val Kilmer
One of the most iconic sketches from the show came in the very first episode, in a spoof of the PBS show Frontline profiling this man, a black white supremacist
Clayton Bigsby

Years before becoming a pop icon (and recently returning to acting), this New York native made her screen debut as one of Anthony Jr's friends that breaks into the school with him to party and swim in the pool
Lady Gaga

Cara Delvigne
This finger-wagging former first baseman was the face of Viagra, saying "I TAKE VIAGRA | Let's just say it works for me"
Rafael Palmeiro


Adam West
This prophet, played by Paul Mooney, said the following when asked why white people love Wayne Brady so much:
"White people love Wayne Brady because he makes...Bryant Gumbel look like Malcolm X."
Negrodamus

This child actor turned serious indie darling had an early recurring role as one of AJ's dumb friends that is fascinated by the mafia lifestyle and desperately wants to visit the Bada-Bing. He also sported one of the most iconic bowl cuts of all time
Paul Dano


Penelope Cruz
This former Senator and Congressman from Kansas wasn't just once a presidential hopeful, he was also the face of Viagra
Bob Dole


Michael Keaton
This recurring character, played by Chappelle, first appeared in a sketch where became the richest man in America, after receiving reparations and getting a "hot hand in a dice game"
Tron Carter
