Jizz

Gotta love the 1999 watermark

nsfw

I obtained these images in 1999 [MIC]

nsfw

Joanna Pacula--Virus (1999); Dinocroc; Warrior Angels; Timemaster; Eyes of the Beholder; Tombstone; Gorky Park; The Kiss

ChainmailBikinis

Pamela Anderson post plastic surgery in 1999. She's hot either way, stop the circlejerk. NSFW

pics

From the 1999 Maxim photoshoot

LucyLawless

Scanned in a photo of my computer desk from 1999.....not much has changed in 15 years

funny

Caroline Cage and Cassandra Wild and Gili Sky - Amanda's Diary 5 - 1999 - 000028.69.397x299

PornGifsbyBot

Italian tech article from 1999 (x post /r/geek)

pics

Kelly The Coed 4 (1999, Vivi Anne, Anne Howe, Naughtia Childs, Regan Starr, Allysin Chaynes, Nancy Vee) - 001204.52.442x331

PornGifsbyBot

Kelly The Coed 4 (1999, Vivi Anne, Anne Howe, Naughtia Childs, Regan Starr, Allysin Chaynes, Nancy Vee) - 002451.48.371x278

PornGifsbyBot

Nikki Anderson and Karen Lancaume - Enjeu du Desir (1999) - 000018.63.399x288

PornGifsbyBot

Kelly The Coed 4 (1999, Vivi Anne, Anne Howe, Naughtia Childs, Regan Starr, Allysin Chaynes, Nancy Vee) - 002738.113.402x301

PornGifsbyBot

Kelly The Coed 4 (1999, Vivi Anne, Anne Howe, Naughtia Childs, Regan Starr, Allysin Chaynes, Nancy Vee) - 003290.67.358x268

PornGifsbyBot

Rachel Leigh Cook - She's All That, Duff of 1999 (MIC)

GirlsInOveralls

Cara Wakelin [November 1999]

oldschoolboners

Robert Williams - The Appetite That Dare Not Be Appeased, 1999 [640x388]

ArtPorn, ArtFans, NoSillySuffix

Miss November 1999, Cara Wakelin

playboy_playmates

Miss November 1999, Cara Wakelin

playboy_playmates

Miss December 1999, Brooke Richards

playboy_playmates

Miss June 1999, Kimberly Spicer

playboy_playmates

Miss November 1999, Cara Wakelin

playboy_playmates, nsfw, breastsubever, u_waldforest2

Miss November 1999, Cara Wakelin

playboy_playmates

[50/50] Malformed cyclops horse with massive brain damage [NSFW] | French mob lighting Lance Armstrong's 1999 Tour de France jersey on fire

FiftyFifty, natureismetal

Miss October 1999, Jodi Ann Paterson

playboy_playmates

Miss July 1999, Jennifer Rovero

playboy_playmates

Miss October 1999, Jodi Ann Paterson

playboy_playmates

Miss February 1999, Stacy Marie Fuson

playboy_playmates

Miss February 1999, Stacy Marie Fuson

playboy_playmates

Miss February 1999, Stacy Marie Fuson

playboy_playmates

Miss February 1999, Stacy Marie Fuson

playboy_playmates

Sofia Vergara's bare butt in 1999

Celebs, latinas, celebnsfw, CelebrityButts, WhyEvenWearAnything, NostalgiaFapping

Sofia Vergara's ass in 1999

ass

Drilling holes since 1999

ThickDick

My mom in 1999

momson

Genderbent sonic (her name is sonicina) has a little fun with amy rose 1999 colouriced

futanari

My mom at age 25 in 1999. She was a major slut and was a hotwife/swinger in the late 90s/early 2000s. I think she's sexy as fuck and I've been jerking off to her for years. WWYD. Rate /10

momson, DirtyFamilyPhotos, MomSonIncest, Incest__Archives, sonmom, Amateurincest, jerkofftomymom

Elizabeth Bliss [Spider-Woman (1999) #18]

ComicPlot

My ex wife in 1999.

maturemilf

Renee Zellweger (1999)

CelebrityPokies

Mia St. John November 1999 Playboy Photoshoot

Playboy_Albums

Britanny The Cheetah [Gold Digger (1999) #22]

ComicPlot

The Requiem Quietly Plays (1999)

worldpolitics

Lucy Liu, 1999

u_DesertFalcon94

learning the bunny dip 1999

thebunnyclub

"69 with a little Scottish lass for breakfast?" posted by u/SexyC_1999 in r/Upskirt

BetaPornBot

"Can this little Scottish girl take a seat on your face?" posted by u/SexyC_1999 in r/rearpussy

BetaPornBot

"Grab my Scottish pig tails and pull them as your thrust inside my little slit!" posted by u/SexyC_1999 in r/rearpussy

BetaPornBot

"Young Scottish lass in need of a good pounding ? [f]" posted by u/SexyC_1999 in r/asstastic

BetaPornBot

Playmate of the Month November 1999 - Cara Wakelin

smoothed

"Would you let me tell you where to cum in my cute Scottish accent?" posted by u/SexyC_1999 in r/rearpussy

BetaPornBot