Hefner's grand slam

A redhead, brunette, blonde, and an asian all at the same time without getting a heart attack.

I went for Hefner's grand slam last night, but failed due to heart attack.

by hefner555 July 8, 2011

Hugh Hefner

The inventor of Playboy magazine. Considered immoral, but he is still a genius, and above all, he knows how to throw parties.

"Hugh Hefner is a true American icon."
-me

by Dave May 20, 2004

Hefner Syndrome

A man with a beautiful loving and loyal wife that he takes for granted while chasing whores.

Oh, my husband? Ask his exwife, crachkwhore, babymomma, barber or any lady walking the street after dark, you know one of my wife in laws. Poor thing, he really has Hefner Syndrome.

by J. Wife June 26, 2019

kie hefner

A FUCKING GOAT....SIMPLE

Kie Hefner BO$$UP get bitches wet and niggas mad

by Kie Hefner March 13, 2017

Hugh Hefner

Pimp
God
Real American Hero

Hugh Hefner is a fucking god!

by Drue B. July 22, 2006

Hefner

An old predator preying on a young prey
Or
An old bully who likes to bully younger people

Person 1:why our boss giving that young boy a hard time?
Person 2:because he’s the biggest Hefner

Person 1:huh??
Person 2:yeah he enjoys doing mean things to the youngsters

by Lrdwh1002 June 2, 2018

Hugh Hefner

Old fossil who was "first" to photograph and sell pictures of naked women in a pseudo-intellectual magazine. If he hadn't thought of it, someone else would've.

Someone please stop yellow-toothed old Hefner from doing any more commercials for Carl's Jr.

by Bob Morton December 4, 2003