Jizz

A challenge to the ladies of reddit from my girlfriend! [NSFW]

pics

Ordered pizza and my friend dared me to answer the door like this. Challenge accepted! LOL [f]

gonewild

(f) workplace challenge room 3

gonewild

MIL[F] takes on Squat Challenge (so far, so good I think)

gonewild, RealGirls, ass, AmateurArchives

My facebook finally delivers! "Pussy lips challenge"

trashy

I am challenging myself to be naked more often in the hopes that it will help me become more com(f)ortable in my own skin.

gonewild

I lost a challenge and had to get naked and climb a tree. Here's the moment a snowball collided with my bare balls. [NSFW - ass cheeks]

PerfectTiming

Squat Challenge: COMPLETE. Bonus patriotism too! (f)

asstastic, gonewild

Accepted a Facebook Challenge and I don't regret it. NSFW

funny, fresh_funny

A challenge to the ladies of reddit! - 'Tash your gash' for Fanuary [NSFW]

funny, fresh_funny, jakeandamir

Amateur porn has its challenges.

trippinthroughtime

Just [f]inished my 90 day squat challenge. Has it been worth the effort?

gonewild

Not everyone is up to the challenge

ImGoingToHellForThis

[50/50] Condom challenge SFW | Woman in China robbed and stabbed to death in the middle of the day NSFW/L

FiftyFifty

my challenge to fit my body

fitgirls, HotForFitness, PictureDescribot

[NSFW] Deer challenged the wrong car to play chicken with.

Justrolledintotheshop, funny

A different kind of beer drinking challenge

gifs, nsfw_gifs, BoobsAndBooze, reddtube, breastsubever, StraightGirlsPlaying, wildchicks, collegesluts, slutsincollege, WhatHappensInCollege, nsfwtop, beachgirls, BoobLuge

drill corn eating challenge

funny

Mannequin challenge

Unexpected

One finger selfie challenge [scooby doo - velma] (bokuman)

rule34, SexyOutfitsAndPoses, PlanetDrakula

Looking for a challenge

nsfw

Raven doing the one finger selfie challenge (ravenravenraven) [Teen Titans]

rule34

Cynthia helping Lusamine do the heart-shaped boob challenge (diives) [Pokemon]

rule34, PokePorn

[Mixed Match Challenge Spoilers] Sami really enjoyed Becky's dancing

SquaredCircle

[Mixed Match Challenge Spoilers] A Tribute to a brother

SquaredCircle

A challenger appears.

TinyTits, u_ILikeMakingPornGifs, BreastEnvy, u_Bad_Porno, InterracialBreastEnvy, StraightGirlsPlaying, DrunkGirls, TAPFavorites, collegesluts, Collegegrls, VerticalGifs

Smart as she is Velma didn't quite get the one finger challenge [Scooby-Doo]

rule34, Sexyvelma

I hope this is a new twist to that latest you tube challenge!

HappyEmbarrassedGirls, datgap

A "How Hard Did Age Hit You Challenge" you might appreciate - 18 to 28

ladybonersgw

The One Finger Selfie Challenge!

bowsette, uAnimeGirlIrl, MOACdump, DirtyWritingPrompts, CoffeShop

Social Distancing can be challenging

UpvotedBecauseButt, bestpornlinks

Here Comes a New Challenger

UpvotedBecauseButt, cosplaybutts, iNeedThatAss

On/Off Tik Tok Challenge

CamSluts, AmazingCurves, curvy, OnOff, 18plusGIFs, HappyEmbarrassedGirls, CamGirlHub, u_noah2040, u_jharison69, u_enm4, youngporn, u_Melancolia81

Wipe it down mirror challenge (showing my [f]ace for the second time)

gonewild, u_aretiff

Jerk off challenge (tekuho)

futanari

(Kirimina) Nudity challenge: underwear [Blackhaiper] (You can help to get the nude version!)

BokuNoEroAcademia, HentaiCity

(Kirimina) Nudity challenge: full nude [Blackhaiper]

BokuNoEroAcademia, HentaiCity, BNHARule34

Well, I'm always up for a challenge [OC]

BadDragon, thick, Curls, Sexsells, palegirls, u_sarah-xxx, OnlyFans101, burstingout, ThickThighs, u_Automatic_Building48, u_wonderingfatdude89, u_tomace314, u_RavePyorKiller

No challenge at all

deepthroat, PornShop, u_Professional-Crazy21, u_ynfmh3, u_Avatar1828, porn

Art Challenge

hentaibondage, HentaiCity

Standing Split Challenge - Horse Edition (SugarlessPaints)

HentaiBeast, HentaiCity, u_Datb884, u_TankerPenus, u_tanakasan01, HentaiHorseCock, u_Lycanthropic_Deviant, u_PMME-YOURRULE34, u_carti765, AvatarHentai

1 finger challenge assist (Matsui Hiroaki)

waifusgonewild

Guy swimsuit challenge

chiisaihentai, PublicHentai, FlatChestHentai, u_missundressed, MensSwimsuitChallenge, jaleelsvideos

Megumin getting in on the challenge

MensSwimsuitChallenge, FlatChestHentai, KonoSubaNSFW

Man swimsuit challenge

chiisaihentai, u_Ilovehentai6996

Welcome, Gym Challenger. I'm Bea.

virtualgeisha, u_Tbuddy99, u_OGJOKER187K1996

One Finger Challenge

waifusgonewild

Jessie - Challenges you to a special battle (Redjet) [Pokemon]

rule34, HentaiCity, u_Lycanthropic_Deviant

Failed one-finger-selfie Challenge

waifusgonewild

Hatsune Miku attempts the one-finger challenge

hentai, PolisHentai, u_battleporn1234

MMC after I attempt a hanging challenge for social media

MakeMyCoffin

New challenge: 1. No panties at school 2. Don't get caught

hentai, HentaiCity, HentaiGoliath

Rosa - taking on Hilda's Challenge and sitting on a large anal toy (Greenopi) [Pokemon]

rule34, IWantToBeHerHentai2, HentaiCity, Thebesthentaiaddict, u_9640b