Jizz

Party like its 1999 With spiderbaby.

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Classic Sable Playboy September 1999 [Currently Brock Lesnar's Wife]

WomenofWrestling

NSFW Catherine Bell Camel Toe 1999

CamelToeGirls

[OC] Eyes Wide Shut (1999) 1000 x 1935 slightly nsfw...

StanleyKubrick, MoviePosterPorn

Hello from 1999

bestofboobies, fapfactory, Titties

Eyes Wide Shut [1999]

CineShots

Horst P. Horst (photographer, 1906–1999) Odalisque III, New York , 1943

OldenPorn

Nicole Kidman in 'Eyes Wide Shut' (1999)

WatchItForThePlot

Gisele Bundchen by Irving Penn for Vogue US, July 1999

GiseleBundchen, imagesofthe1990s

Gisele Bundchen by Irving Penn for Vogue US, July 1999

BrazilianBabes, GiseleBundchen, NSFWfashion, JuicyBrazilians

Miss February 1999, Stacy Marie Fuson

playboy_playmates

Elisabetta Cavallotti from “Guardami” (1999)

VintageSmut

Qi Shu in True Woman 1999

AsianNSFW

Ann-Beate Lund Norwegian Playmate April 1999

Playboy, PlayboyBunnies

Miss December 1999, Brooke Richards

playboy_playmates

Miss October 1999, Jodi Ann Paterson

playboy_playmates

Miss July 1999, Jennifer Rovero

playboy_playmates

Cara Wakelin, Miss November 1999

Morphs

Miss July 1999, Jennifer Rovero

playboy_playmates

Miss December 1999, Brooke Richards

playboy_playmates

Anonymous Portrait #0002, Toshihiro Anzai, painting, 1999 [500x710]

Art

Miss December 1999, Brooke Richards

playboy_playmates

Sable, Playboy 1999

GloveLove, SexyGirlsInBoots, ShinyPorn, kneehigh_boots

Sirpa Lane, born Sirpa Salo (1952–1999) The Beast (1975)

VintageSmut

DESCRIPTIO (1999) by Dino Valls

UnusualArt

Vienna Black (1999 X 3000)

asshole

Retro Softcore Yiff! Heavy Metal Magazine, Issue #281, 1999. [F]

FurrySoftcore

Lucy Lawless in Maxim April 1999 [nsfw]

ladyladyboners

Pierre and Yuri, Los Angeles by Herb Ritts, 1999

saudelobaes

Skyler Teencutie circa 1999

NostalgiaFapping

Retro Hardcore from Britney's Vintage Movie archives: Homemade Cum Facial & Swallowing compilation w/ a Young Redhead Amateur Slut. (From Teen to MILF 1999 - 2018)

milfsdoporn

Remember PORN in 1999? 21 years later, look at PORN now

PornIsCheating, GOONED

Namorita "Nita" Prentiss [Nova (1999) #2]

ComicPlot

Elysius, Mother of Genis-Vell [Captain Marvel (1999) #32]

ComicPlot

Sacha Horler, 29 y.o. (Soft Fruit, 1999)

fullfrontalcelebs

Monique & Sheila BJ 101 School (1999)

cumonherfacedotcom

Jennifer Drake [Lady Pendragon (1999) #9]

ComicPlot

Rick Jones' Dream [Captain Marvel (1999) #15]

ComicPlot

"But I know you came here to see me get naked. I'm not going to disappoint you!" - The Kat, WWF Armageddon 1999 [gif]

DrunkDrunkenPorn

Suzanne Slater, B-Movie Bimbos pictorial, July 1999

Playboy, PlayboyOnReddit, SensualPhotography

Jennifer Aniston - Rolling Stone magazine by Mark Seliger - 1999

HotBabesFromThePast

Sue Storm's Dress [Nova (1999) #4]

ComicPlot

Sable, Playboy 1999

GloveLove

Natalia Sokolova - Playmate of the Month April 1999

IShouldBuyABoat, playboy_playmates

Cate Blanchett (1999)

celebnsfw, seethru

Marlo Chandler's Entrance [Captain Marvel (1999) #8]

ComicPlot

Link And Zelda's Seductive Style [Gold Digger (1999) #37]

ComicPlot

A Dinner With Jennifer Smith [Nova (1999) #7]

ComicPlot

Pet of the Month January 1999 Samantha Stewart

OldSchoolCoolNSFW

Jennifer Rovero, Miss July 1999

playboy_playmates

Kae Lee Iwakawa | Balmain Fall 1999

NSFWfashion, OnStageGW

Chamberlain Mansion Pool, 1999 [American Virgin #10]

ComicPlot

I was young, I needed the money... ?? Cumtrainer / Chicktrainer 1999-2021 ? So many retro nostalgia videos, so much HOT NEW stuff. Daily updates! Weekend discount! ??

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