Jizz

Hugh Hefner pics

From the very first issue (December 1953): PLAYBOY's Mission Statement, written by

From the very first issue (December 1953): PLAYBOY's Mission Statement, written by Hugh Hefner

Playboy

NSFW Hugh Hefner's "Library" at the Playboy Mansion featuring a bare-breasted

NSFW Hugh Hefner's "Library" at the Playboy Mansion featuring a bare-breasted bust of Barbi Benton [OC](mid-1980s)

mildlyinteresting

RIP Hugh Hefner

RIP Hugh Hefner

virtualgeisha, ass, HungryButts

In Honor of Hugh Hefner [OC]

In Honor of Hugh Hefner [OC]

Gonewilds_Secret, NakedCurvyGirls

If Hugh Hefner ever posted in this sub.

If Hugh Hefner ever posted in this sub.

ImGoingToHellForThis

R.I.P Hugh Hefner, my adolescence thanks and will never forget those centerfolds

R.I.P Hugh Hefner, my adolescence thanks and will never forget those centerfolds

Playboy

RIP HUGH HEFNER

RIP HUGH HEFNER

Playboy, PlayboyBunnies

We can't all be Hugh Hefner. Wait, actually we can!

We can't all be Hugh Hefner. Wait, actually we can!

WTF