Jizz

Pressed

titsagainstglass

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

Playboy

Being a naughty princess [F]or you again. Rapunzel likes to have her hair pulled, any volunteers? ;)

gonewild

Halfway Off

tight_shorts, Pulldown

Money shot

nsfw_gifs

That she wore for the first time today

nsfw, RealGirls

Sexy Sofy flashing her booty (Gallery in comments)

FlashingGirls

Long Legs

tight_shorts

Tell me you want that ass

wifesharing

[F] Bite my ass!

gonewild

[Selling][US][20] Lady bubbles!

pantyselling

Chloe Lynn

LegalTeens, seethru, tanktops, u_LazyMuppet

Katrina (5 of 6)

meinmyplace

Pets are better than kids

IGTHFT_HAM, ImGoingToHellForThis

Day 3, Verification, just [f]or you (and you, and you, and you...)

gonewild