Jizz

The Ultimate Bubbling Challenge

bubbling

Challenge: The Pencil Test

gonewild

The 90s would like to challenge your definition of bolton

boltedontits, 90sTits

Challenging picture, any names of the girls in school uniforms would be appreciated

pornID

The miracle o[F] christmas..Contest boobies! (that's like 2 in one, challenge accepted with boobs)

TeaseMePleaseMe, gonewild

The /r/curvy Assthletic challenge competition 2012

curvy

THE WATER BOTTLE CHALLENGE. (16.9 oz 8.5 x 2.5)

mangonewild

Challenge for the Bros

GaybrosGoneWild

The Scream NSFW Challenge

photoshopbattles

[Challenge] Cum on a candle. (GIF in comments if you wish to see the process.)

OhCumOn

The Best Challenge Ever

survivorbeauty

Challenge: determine the moves required to win for/against her!

nsfw, Reflections

The response to my challenge was so good that I [f]elt everyone should win :) [P.S. it's still inside me right now while I type this. I used to be such a good girl, what have you done to me GW?]

gonewild

the mentally challenged kid in our class caught wind of what we were doing so he decided to draw one too

dragonsfuckingcars

The REAL challenger approaches...

mylittlepony

The struggle is real... challenge accepted.

funny

The Final Challenge [Brave]

rule34

The "Camel Toe Challenge" is here.

facepalm

Challenge for week of 10/6/14: Flashing on the Sidewalk (Walking down street if you want)

Flashingchallenge

Challenge of the day: make me laugh. :) take 2 because I suck at Internet.

gonewildcurvy

The arch that back challenge

feet

The 360 challenge

sizecomparison

The Finger Challenge

collegesluts

The new Dodge Challenger-- Bringing blacks and whites together

ImGoingToHellForThis

The belly button challenge

ladybonersgw

The 8 inch Challenge

MassiveCock

The Slavegirl Ice Bucket Orgasm Challenge has raised millions for charity on Brassom 5

SFandFslavegirls

The winning shot .50 cal marksmanship challenge 2011

gifs

The black-and-white challenge

broslikeus

The Stick Challenge

BonerMaterial, madeforsin

[Challenge] practicing my stroke on the golf course

ondww

The air freshener challenge

sizecomparison

Challenging the wrong Charizard [MF] (Horsen + Phrenik)

unorthodoxyiff

The REAL 10 year challenge

Romania

The REAL 10 year challenge

funny

The 4 Penny Challenge

MassiveCock

Challenging the water surface

bigtitsinbikinis

Challenging The top spot with these guns

malebiceps

The squishy, crinkly aftermath of losing a video game challenge to another little ?

diaperpics, babyf00lscollection

The Ultimate Bottle Cap Challenge [Girls Und Panzer]

SillyChallenges

The Incestous Creampie Challenge

SiblingPorn

Challenge III completed as requested...should I post the vid? :)!! [?][t]

AnalGW

Challenge 1 - Revisited...here is the result for those who didn't see it...hope it's ok?![t]

AnalGW

"The Man" Becky Lynch accepts ALL challenges

WrestleFap

The SAPGW Side Plank Challenge - Not Bad for an Old Fart! [M]50++

strikeaposegw

The Aure20 Death Challenge

u_i_luke_tirtles

Challenge: Cum inside me before the bath fills up. [OC]

Nsfw_Amateurs, worldpolitics, BonerMaterial, Sexy, thickwhitegirls, horny, chubby, curvy, RealGirls, BreedingMaterial, ThickChixxx, PerkyChubby

The "Does it stick out past your thigh" challenge.

Bulges

Challenging for the jaw

BlowjobEyeContact, nsfwhardcore

Challenge of the day - how many times can I get hubby to blow his load & how many different places can I take a cumshot? ??

Blowjobs

The slink is always a challenge!?

Slink, GayKink

Challenged the Alpha, and "lost"

AlphaMalePorn

[Challenge] Ready to play the new PS5 !

OhCumOn, AmateurGayFun, ThePenisAcademy, daddybears, frenchgay

CHALLENGE #66 not the most com(f)ortble position *giggles

strikeaposegw

Challenge #13 Just because upskirts are the best

KinkyChallenge

Challenge #19 Got bored earlier. Can you guess the shape?

KinkyChallenge, GlitterQueenBeeXx

Challenge #75 - [M] Congrats for the 17k!

strikeaposegw

Challenge: count the dots on my panties ;)

GreatView, CuteGirlsinPanties, WhiteCheeks, DigitalNymphs, whooties, booty_queens, sillygirls

Challenging Kahuna Olivia (the Grovekeeper) [Pokemon]

rule34

The Touch Me Challenge - Madi Laine

LatestHotPorn