Check out some of his best below.
As big as my dreams were, they certainly didnt begin to match what came to pass.
Who could have imagined a life like this before the fact?
Esquire,2013
How could I possibly know [how many women he slept with]?
Over a thousand, Im sure.
There were chunks of my life when I was married, and when I was married I never cheated.
But I made up for it when I wasnt married.
You have to keep your hand in.
Esquire, 2013
Life is too short to be living somebody elses dream.
Well, if we hadnt had the Wright brothers, there would still be airplanes.
If there hadnt been an Edison, there would still be electric lights.
And if there hadnt been a Hefner, wed still have sex.
But maybe we wouldnt be enjoying it as much.
So the world would be a little poorer.
Come to think of it, so would some of my relatives.
Playboyinterview, 1974
Much of my life has been like an adolescent dream of an adult life.
Playboyeditorial,2012
The major civilizing force in the world is not religion, it is sex.
Vanity Fair,2010
My best pick-up line is My name is Hugh Hefner.'
Esquire,2007
I always say now that Im in my blonde years.
Because since the end of my marriage, all of my girlfriends have been blonde.
They want to be attractive.
Otherwise, what a sad and pathetic life.
To really live a worthwhile life is to be attracted to and attractive to other people.
Esquire, 2007
My house is pretty much in order.
When it comes, it comes.
But my mother lived to be 101, so knock on wood.
