Clay Jackson, also known as "The Pain Giver" or even "PG", is a famous gangster rapper in the HD era.
In 2008, he has one or more commercially successful albums to speak of, and is releasing his next entitled Love Isn't A Crime. He has unsuccessfully tried his hand at acting (one paparazzi shouts at him during the Hercules incident "how does it feel to be the worst actor in America, Clay?"). Rumors of his homosexuality also surfaced, and he had been spotted before with his blonde male boyfriend Jacob (as seen on The Celebinator's blog).
He is seen in person during the Club Management side missions, in which Luis is tasked with going to Hercules, rescuing Clay and his boyfriend Jacob (hiding from paparazzi inside his tinted PMP 600), and driving them back to the Majestic Hotel. He screams out excuses to the paparazzi, saying he was only at the bar to watch sports and/or audition male dancers for a music video, and that he is very homophobic. Once he has privacy, he is much calmer and more social with Luis, explaining that he and Jacob are also business partners, he is planning to buy Jacob expensive sneakers from Japan (a reference to BAPE, an extremely high-end urban clothing line from Japan) and even offers to invite Luis into the hotel suite, saying he looks lonely.
His closeted sexuality is inspired by the book Hiding in Hip-Hop by Terrance Dean, which suggests that many prominent black male actors, singers and rappers were secretly gay.
Jackson is voiced by Brooklyn rapper Poison Pen.