Jizz

The centerfold that started it all

Playboy

One of the most gorgeous playmates of all time, happy birthday to Carmella DeCesare!

Playboy

All Fours Asian - Diem Nguyen

AsianHotties, Playboy

Jessi Marie in All Legs on Deck

Playboy

All Fours

Playboy

Kayslee Collins in All Play

Playboy, KaysleeCollins

Kayslee Collins in All Play

Playboy_Albums

Casey Connelly - Takes It All Off By The Pool

Playboy_Albums

All smiles

nsfw, peachfuzz, BonerMaterial, NSFW_nospam, madeforsin, Playboy, PlayboyBunnies

Found these while cleaning out a customers crawlspace today. They would have all been trashed.

Playboy, PlayboyBunnies

Another from Playboy’s Women of Mexico. (We should all go to Mexico...)

Playboy, girlskissing

Rainy Day Jordan makes all her opponents hard and scared

Playboy

Slutty nude Taryn Terrell pouring wine all over herself-Playboy shoot

WrestleFap, WrestleWithThePlot, Playboy

Sneak Peek: Calypso Muse in "Baring it All," out tomorrow

Playboy

Calypso Muse in Baring it All

Playboy

My All-Time FAVORITE Playboy Shoot - Shae Marks (Brunette) + Carrie Westcott (Blonde) *drool*

NostalgiaFapping, playboy_playmates, u_Hellyeslikedat, u_mesquite06, Playboy, iluvnakedchicks

SABRINA NICHOLE BURSTING OUT AFTER ALL

Playboy, nsfw, u_reddirt69, FapMaterialHub

I got a bunch of playboys from 1977-2016 from a dead uncle. Most of the years are complete with all 12 issues. Didnt have any luck selling on Letgo so im hoping someone on here is interested! Most are in excellent condition.

Playboy

Amy Leigh Andrews - All Naturals Album 02

Playboy

Rachel Harris (In all honesty, how exactly can I/any guy attract and get with a woman who looks this gorgeous?)

Playboy

Courtney Rachel Culkin April 2005 tap through all four pictures

Playboy, adorableporn

Karen McDougal is all class

Playboy

R.I.P. to one of the all time best playmates DeDe Lind, who passed at the age of 72.

Playboy, iluvnakedchicks

Sarah Summers - All Natural Breasts or False Advertising?

Playboy, PlayboyOnReddit

All Natural Playmate Leola Bell

Playboy, PlayboyOnReddit, SensualPhotography

Aly Marie - Playboy's All Naturals (AIC)

Playboy_Albums, PlayboyOnReddit, u_ChiefCountingPills, nothingbutheels, u_texashellyea

Abigale Alayne - Playboy's All Naturals (AIC)

Playboy_Albums, PlayboyOnReddit

Leola Bell - All Natural or Breasts Implants?

Playboy, PlayboyOnReddit

Alex Smyth - Playboy's Student Bodies and All Naturals photo sets (AIC)

Playboy_Albums, PlayboyOnReddit, u_ChiefCountingPills

Miss February 2012 "All Natural" Leola Bell

Playboy, PlayboyOnReddit, Ebony, DarkAngels, WomenOfColor, goddesses

Feel free to delete this if you think it doesn't belong. When I was younger I was subscribed to the Playboy website and downloaded every single picture there. This is my collection all the way to the year 2002. Anybody wants it?

Playboy, PlayboyOnReddit

OK, as promised I uploaded all my collection (5Gb of pictures all the way to the year 2002) to MEGA. The link to the zip file is in the comments, reddit is deleting posts with the link as spam, so check the comments.

Playboy, PlayboyOnReddit

A little throwback for y'all (F)

Playboy

A little on and off for all my night owls ;) (f)

Playboy

Another all-time favorite of mine, Tiffany Taylor

Playboy, PlayboyOnReddit, u_eldon112

I make all guys cum in first 3 minutes - if you dont believe it chek my snapchat pishyrita

Playboy_Albums, PlayboyOnReddit

All the rihgt decisions✨

Playboy

They're all natural???

Playboy

Emma Hix - April 2021 All Star of the Month by Playboy Plus

Playboy, PlayboyOnReddit

All natural Denise Cotte | Playboy Germany October 2014

Playboy, PlayboyOnReddit

Do you believe we all have demons s'na,p-sayloving

playboy_playmates