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IF YOU CARE THAT FORMER PLAYBOY BUNNY KAREN MCDOUGAL ALLEGES SHE SLEPT WITH DONALD TRUMP IN 2006 PLEASE RAISE YOUR HAND. | image tagged in trump,playboy,karen,mcdougal,paid | made w/ Imgflip meme maker

by PaulStewart4

2,140 views, 7 upvotes

image tagged in fashion,hairstyle,playboy,mannequin,stealing,new york | made w/ Imgflip meme maker

by dragonfire999

1,218 views, 7 upvotes, 1 comment

The truth is out there

The truth is out there | I DON'T ALWAYS DIE, BUT WHEN I DO TRANNIES APPEAR IN PLAYBOY A MONTH LATER; THE TRUTH IS OUT THERE MY FRIENDS | image tagged in hugh hefner,transgender,playboy | made w/ Imgflip meme maker

by ZeroShift5000

4,138 views, 7 upvotes, 1 comment

Check the NSFW checkbox to enable not-safe-for-work images

NSFW

660 views, 7 upvotes, 2 comments

Stan Lee

Stan Lee | REST IN PEACE; HUGH HEFNER | image tagged in stan lee,hugh hefner,playboy | made w/ Imgflip meme maker

by Canuck_Commie_Liberal_Queer

18,438 views, 7 upvotes, 1 comment

Darth Wife

688 views, 6 upvotes, 1 comment

Thank you for "Single Handedly" supporting our troops since 1953!

by CaptinShipwreck

1,295 views, 6 upvotes, 2 comments

He lived to 91 and boy did he !

364 views, 6 upvotes

Bad Luck Twister

by anonymous

1,142 views, 5 upvotes, 3 comments

R.I.P. Hugh Hefner Playboy

by PaulPalmieri

1,982 views, 5 upvotes

1,185 views, 5 upvotes

YOU WANNA BUNNY HOP ???

1,436 views, 5 upvotes, 5 comments

R.I.P Hugh Hefner

by MemesRuleThisWorld

5,113 views, 5 upvotes

Play-blind is okay with me!

by anonymous

819 views, 5 upvotes, 2 comments