Hugh Hefner
Screen Shot 2015-12-21 at 8.07.22 PM
TewZen as Hugh Hefner
Character Information
Birth name Hugh Marston Hefner
Nickname(s) Puffin
Born April 9, 1926
Chicago, Illinois
Died September 27, 2017 (aged 91)
Los Angeles, California
Physical description
Hair Black
Eyes Brown
Based On
Hugh Hefner Based On
Rap Battle Information
Appeared In Hugh Hefner vs Pee-wee Herman
Vs Pee-wee Herman
Release Date September 5, 2015
Votes on Website TBD
Location(s) The Playboy Mansion
Try and gaze at my mansion while you’re enslaved in your basement!
— Hugh Hefner

Hugh Hefner battled Pee-wee Herman in Hugh Hefner vs Pee-wee Herman. He was portrayed by TewZen.

Information on the rapperEdit

Hugh Marston Hefner was born on April 9th, 1926, in Chicago, Illinois. He was an American adult magazine publisher, businessman, producer, and renowned playboy. Hefner is best known for being the founder and chief creative officer of Playboy Enterprises.

Working as a copywriter for Esquire, Hefner left in January 1952 after being denied a $5 raise. In 1953, he mortgaged his furniture, generating a bank loan of $600, and raised $8,000 from 45 investors, including $1,000 from his mother, to launch Playboy, which was initially going to be called Stag Party. The undated first issue, published in December 1953, featured Marilyn Monroe from her 1949 nude calendar shoot and sold over 50,000 copies.

A self-made millionaire, Hefner is now worth over $43 million. He is also a political activist and philanthropist active in several causes and public issues.

He died on September 27, 2017 of natural causes.


Verse 1:Edit

The difference between Playboy and Playhouse is simple

You took my title and stuck a “with” in the middle

I’ll have to riddle ‘gainst a little kid who didn’t take his Ritalin

And giggles like his nipples got twisted but thinks it’s tickling

Wishing Miss Yvonne would kiss you “right where it hurts, ma’am”

But with that Pee-Wee, you’ll never be Her Man

Your Rising Action Climaxed in the previews

When Pee-wee was “cumming in theaters near you”

Verse 2:Edit

You’re schizophrenic mess who’s poisoning a generation

Try and gaze at my mansion while you’re enslaved in your basement

‘Cause you’re a nerd hippie, I’m a strapping geriatric gladiator

And I’ll have you running like a fidgety refrigerator

Crank all the prank calls you think won’t tank

‘Till you underpay the interest accrued in your Spank Bank

You think you’re forgotten from watching me lay it down?

No, I just had more “versatile” toys in my playhouse

Trivia Edit

  • At age 91, he was the oldest living non-fictional character to appear in ERBParodies.

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