Rap's Biggest Playboy: 10 Songs That Shout Out Hugh Hefner

Hugh Hefner, Playboy founder, at his mansion, 1966. (Photo: Burt Glinn/Magnum Photos)
Hugh Hefner, Playboy founder, at his mansion, 1966. (Photo: Burt Glinn/Magnum Photos)

By Carl Lamarre

On Wednesday night (Sept. 27), Playboy founder Hugh Hefner passed away. He was 91.

Hefner rose to acclaim in the ’60s when he created Playboy Magazine, a publication known for promoting sexual liberation and featuring captivating interviews. Despite his age, Hefner’s lax demeanor and glamorous life was always appreciated by the hip-hop community. In the ’90s, he and his illustrious Playboy Mansion made a special appearance on TV sitcom Fresh Prince of Bel-Air. Rappers such as JAY Z and Lil Wayne often lauded Hefner for his success and sexual escapades on a series of songs.

Despite his demise, Hefner will forever live on through some of favorite rap tracks. Take a look at which 10 rap songs paid homage to the Playboy King.

1. Lil Wayne – “God Bless America”

Lines: “Same s*** different air freshener
I don’t play, boy, I ain’t Hugh Hefner.”

2. French Montana feat. The Weeknd – “Gifted”

Lines:This that Tiger Woods on his last swing
This that Jimi Hendrix on his last string
This that Larry Davis on his last bang
You can call me Hugh Hefner on his last fling.”

3. Joe Budden – “Ordinary Love S*** 4”

Lines: “I just wan’ treat you good and do better
You think I’m running around trying to be the hood’s Hugh Hefner.”

4. 50 Cent – “Hustler’s Ambition”

Lines: “I’m like the East coast number one playboy B
Hugh Hefner’ll tell you he ain’t got s*** on me.”

5. Rae Sremmurd – “My X”

Lines: “Got the Lam, chopped, it ain’t nothin’, I’m the real Hugh Hefner
And you didn’t work out, that’s cool cause my new bitch better.”

6. Migos – “Cross the Country”

Lines: “Kevin Hart, your money is too short, you too funny
Call me Takeoff Hugh Hefner, I got playboy bunnies.”

7. Kevin Gates feat. Doe Boy – “Amnesia”

Lines: “I done f***ed so many hoes I can’t keep count no more
Will somebody tell Hugh Hefner he ain’t got shit on Doe?”

8. Future – “Gone to the Moon”

Lines: “Yeah, I smoke a box of blunts for breakfast
Ay, and I woke up like Hugh Hefner ay.”

9. Lil B – “I Got Bitches”

Lines: “My dude is Hugh Hefner and he f***s with me
I said “Hugh Hefner man, I got more bitches than you”
He said, “That’s not right!”
He said, “You are a liar!”
I said, “Hugh Hefner, you see my bitches tonight?”

10. Uncle Murda feat. Young MA & Dios Moreno – “THOT”

Lines: “Gotta do better, should’ve knew better
Now I got a bunch’ve broads like Hugh Hefner.”