Jizz

Liz Vicious and some friends

GroupOfNudeGirls, MissLizVicious, TrueFMK, Liz_Vicious, throwaway855836, ClassicInternetPorn

The mighty Kacey from the early 2000s

NostalgiaFapping, u_bryandeanscheibe, ClassicInternetPorn, NoughtiesPorn

Christina Model

NostalgiaFapping, u_Valaky01, u_jacksith, boobbounce, NSFW_Faves, ClassicInternetPorn, u_tazman088

Little Taylor playing in the shower

ClassicInternetPorn, StellaBanxxx

Nubiles Larissa

ClassicInternetPorn, Nubiles

Seanna Teen's tits

ClassicInternetPorn, Flatchested18

I love Lelu Love

ClassicInternetPorn, LeluLove

Little Taylor looking cute

ClassicInternetPorn, StellaBanxxx

Nikki Simms in sheer panties

ClassicInternetPorn, nikki_sims, ChastityLynnXXX, u_tazman088

Pale and pink

alisonangel, u_tazman088, u_PaganBlack1355, FTVgirls, ClassicInternetPorn

Little Taylor taking off her shorts

ClassicInternetPorn, StellaBanxxx

Midwest Mandy face and fuckholes

ClassicInternetPorn, FacesAndFuckholes, MidwestMandy

Was Lelu Love the most interactive sex star ever?

ClassicInternetPorn, LeluLove, Lelu_Love_Porn

Midwest Mandy teasing in bed

ClassicInternetPorn, MidwestMandy

Courtney Virgin

ClassicInternetPorn, thick

Stella Banxxx (Little Taylor) looking cute as fuck

ClassicInternetPorn, Nubiles, StellaBanxxx

Annette - ballerina - 2004

Hegre, ClassicInternetPorn, GymnasticsNSFW, FuckableSplits, coltish, legwarmer_ladies

Kayla Banks

ClassicInternetPorn, YoungHotBabes

Unknown

flatchests, TinyTits, ClassicInternetPorn, PrivateSchoolJewel2

Little Taylor touching her pussy

ClassicInternetPorn, StellaBanxxx

Lola

flatchests, TinyTits, ClassicInternetPorn

Yanna - Paris Public Nude

Hegre, ClassicInternetPorn, pronudes

Bare tits and nipple rings

nikki_sims, ClassicInternetPorn, u_tazman088

Lovely Anne

ClassicInternetPorn, ButterflyWings

Penny Flame

NostalgiaFapping, ClassicInternetPorn, Penny_Flame, NoughtiesPorn, Lovelyboobs, RetrousseTits, BootiesBoobiesnBabes

Stella Banxxx (Little Taylor)

ClassicInternetPorn, StellaBanxxx, Nubiles

Ariel Rebel - Porn Star December 2006

arielrebel, ClassicInternetPorn

Josie Junior

flatchests, ClassicInternetPorn, CuteLittleTits

Melissa Midwest

NostalgiaFapping, ClassicInternetPorn, GirlsInCars

Ariel Rebel - Rebel Stripes (February 2007)

arielrebel, ClassicInternetPorn

Gianna Micahels

NostalgiaFapping, ClassicInternetPorn, u_spawniron1974

Tawnee Stone

NostalgiaFapping, ClassicInternetPorn, u_tazman088, LightspeedGirls

Kylie Richards with her legs spread on a bed

ClassicInternetPorn, aa_cups, KylieRichardsXXX

Paris Hilton Sucking Dick At 19

TurboNSFW, celebnsfw, ClassicInternetPorn, neulingjaeger, Boy80878, StrokeItToCelebs, JerkOffToCelebs, thefappeningcelebs, Blowjobs, cumsluts

LS ladies showering

NostalgiaFapping, ClassicInternetPorn, LightspeedGirls

From about 2007 to 2009 I fapped often to Nicole Graves. I still think she's got one of the prettiest pussies I've ever seen.

NostalgiaFapping, ClassicInternetPorn

Carrie and Cleo - eexa

ClassicInternetPorn, Retro_Porn

Nubiles Megan fucking

ClassicInternetPorn, Nubiles

Nikki Sims (Next Door Nikki) Year One

NostalgiaFapping, nsfw, u_tazman088, ClassicInternetPorn

Never Gets Old

NSFWBOX, LipsThatGrip, NostalgiaFapping, PornStarHQ, nsfwhardcore, HardcoreSex, SheFucksHim, Slut, TurboNSFW, GreatView, StreetsIsWatchin, PussyFocus, ALLtheNFSW, vtdude69pornlinks, Squatfuck, PawgsAndCum, porn, Thickchicksthickdicks, Squat_Fuck, ClassicInternetPorn

incredible body

Ashlynn_Brooke, NostalgiaFapping, Stacked, Boobies, PornStarHQ, boobs, ClassicInternetPorn, NSFW_Faves

Taylor Little

NostalgiaFapping, u_M1A4andM1911, u_princedevittbcog, iluvnakedchicks, u_Cwclincoln, ToplessInJeans, ClassicInternetPorn, skintimate, Beltsfetish, BOUS

The picture that started it all. The first photo released

nikki_sims, ClassicInternetPorn

Yevgeniya Diordiychuk AKA Katie Fey

NostalgiaFapping, ClassicInternetPorn, Jenya_D, u_greengiant87, PWsCollection

Wait for me at the church.

jennahaze, ClassicInternetPorn

Erica Campbell

NostalgiaFapping, Boobies, ClassicInternetPorn

Aria Giovanni

NostalgiaFapping, ClassicInternetPorn, AriaGiovanni, 90sTits

Tiffany

panties, ClassicInternetPorn

topless

nikki_sims, NostalgiaFapping, Boobies, BustyPetite, ClassicInternetPorn, u_tazman088

Kyla Cole

NostalgiaFapping, u_NachosThrowaway, NSFWsmiles, ClassicInternetPorn

fun in the car

nikki_sims, NostalgiaFapping, nsfw, Boobies, ClassicInternetPorn, u_tazman088, Allmyfantasy

Immortal

Sashagrey, NostalgiaFapping, ClassicInternetPorn

Comic Book Chick

nsfw, NostalgiaFapping, u_MaviaK, ClassicInternetPorn, smilers, u_my-desires, u_Top_Ad_3024, pornferno

Liz Vicious

NostalgiaFapping, MissLizVicious, ClassicInternetPorn, Stankmane

Brandi Belle

ClassicInternetPorn, asshole

Raven Riley (2000s)

NostalgiaFapping, ClassicInternetPorn

Alison Angel & Lia19

titstouchingtits, ClassicInternetPorn, NostalgiaFapping, HugeBoobsandTits

Alison Angel

Boobies, ClassicInternetPorn, u_honey8055

Jodi Bean

Lordosis, NostalgiaFapping, ClassicInternetPorn

sexy outfit

Ashlynn_Brooke, sexygirlsinjeans, Panties_Showing, cleavage, NostalgiaFapping, ClassicInternetPorn