Jizz

I wanted to learn more about this "A Challenger Appears..." Sasha person so I was minding my own business hover handing my way through some google images when this greeted me... some web admins do not like hover hand (kinda nsfw)

pics

Why do people keep challenging me to touch my elbows to my stomach? [f]

gonewild

I now own this Internet domain, among others. I will carry out Robert D. Allen's work. I do not answer questions. I will refuse to explain. I will not be clear in my messages. Since Robert's pitiful death, challenges would be few and far between. Therefor

Whyarentyourunning, Whydidyoustoprunning

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

dragonsfuckingcars

Requests have been pretty tame lately. Isn't there anything dirty or kinky Reddit wants to see me do? Challenge me boys! (F)or now, camel toe?

gonewild

[F] I'm doing the Unofficial Mod Challenge! It's time to get fit: Day 1

Workoutgonewild

Been doing this for a while, tried my hand and have had some luck but know someone here can do better. Care to take the challenge?

xray

My bf challenged me, there's more. Do you want to see?

gonewild

Challenge: Tell me something to get me hard. Winner gets a personal vid of me doing something sexy =)

MassiveCock

Challenged myself to not make any straight lines. What do you guys think?

opiates

Do I scale up to the challenge?

MassiveCock

Doing a 8 day no cu(m)ing challenge and it's really hard. Fuck, the build up is going to be epic though.

gonewild

Forsen is about to do the 4th run for the 2 in 0 blaze it challenge

hearthstonecirclejerk

Decided to try the one [f]inger selfie challenge, how did I do?

gonewild, secrets_gonewild

[Liza Rowe, 20] I fuckin challenge you to find a cuter chick doing hardcore porn right now. I'll wait...(Gallery in Comments)

PornStarletHQ

Princess Celestia doesn't quite seem to be getting the hang of the one finger selfie challenge that kids these days are doing [anthro] (artist: dragk)

ClopClop, AnthroClop

Little sister challenged you to a dick measuring contest. Loser has to suck the winner off. Do you hope that you win or lose?

boltedondicks

Was given a challenge to wear these today, what do you think?

gaymersgonewild

Do they even bother to look at the challenges they make beforehand?

PUBATTLEGROUNDS

Hefty. Girls, do you think your hands are up to the challenge?

ChubbyDudes

A little shirt drop gif [f]or you guys... I have a challenge for you! Send me cum tributes of your favorite pictures of me, I’d love to see what I do to you.

gonewild

[23] My wife challenged me to go the entire time of our trip home for Christmas without cumming and I could do whatever I wanted to her when we get home. Day 5 and these balls are full! Can't wait for the reward though ;)

tinydick

I'm so horny, I'm locked up in chastity and have challenged myself to go all weekend . Seeking degrading messages amd cum tributes! do your worst.

sissykik

This Guy Is Fucking Hot-Shit! He Loves His Soccer. He is Challenging You To A Game. 1-2-1. Do you accept? What will be your initial plan??!

lovegaymale

horny.. i challenge you to bust a nut to this picture... can u do it?? [oc]

TittyTime

Challenged my friend to keep this profile pic for 24 hours. She's doing it. What do you think? PM me

JizzedToThis, jobuds

Do you think you're up to the challenge of my newest premade?

Thelochnesscumslut, u_Thelochnesscumslut, Sexsells

Challenged gf to expose to friends. She did this. What do you think? PM me

jobuds

I'm in the shower and have like 15 min to cum!!! I challenge you bros to make me do it!!! Kik cagolf32

jobuds

[Ella Reese, 23] "I'll start doing anal scenes once I get to 100K...ya'll can hold me to it". Challenge accepted Ella. Challenge accepted...

PornStarletHQ, PornTalk101

When none challenge your ideas it is especially important to closely evaluate them. Whatever you do in life, surround yourself with smart people who'll argue with you.

small

Had a lot of fun with this set. Hopefully you guys do too! Let me know what kind of dynamic poses you like to be challenged with ?

DrawMeNSFW

Asking my sister "what could be worse than us doing this" was not meant to be a challenge.

DirtyFamilyPhotos

Do you wish to challenge me?~~ OC Luci by Ana Chuu

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Monster BBC doing an edging challenge! Here's the last few pics that made me cum, and my cock ? can you guess my turn ons? If you can give me a pm and let's chat! Happy to show off to buds who want to help ? pm your kik!

jobuds

Do you know any subreddit dedicated to this kind of stuff/meme (NSFW) ? (10 year challenge)

nsfw

Monster bbc over 9 inches. Doing an edging challenge if any bros wanna lend a hand ? happy to show off, check my post history to see my type of girl. Pick your hottest you thinks my type, really into bros who just love bbc, maybe you can suck on it ? kik

jobuds

I honestly do not know if I make a good sissy, but, a few people have challenged me (Again) to post here. :-)

Sissy_humiliation

I decided go for the champoo challenge. Or do you prefer to see the version without boxers?

shampoochallenge, guysgonewild

Trying to be more bimbo. One week chastity challenge should help do the trick :)

Sissies

Do not dehydrate from cumming too much to Stefanie challenge

cumtributes

I was challenged to take a dick pic that wasn't gross. What do you think?

SimplyErotic

I'm weird because sometimes I try to challenge myself and take a hit just as I reach the cusp of orgasm. How do you have [f]un?

gonewild

One of the reasons I dress the way I do is to challenge the notion that sexual orientation is only contingent on gender identity. Not only does that reinforce binary gender norms, but it fails to account for those with non-congruent presentation.

NonBinary, GoneWildCD

Cuck husband gave me his sexy wife to find willing cocks to cover her in cum or do cock tributes. Send him one at letschat0206 on kik and I'll share more of her. Who is up for the challenge?

Cuckik

Just lost my girl to RM200021's massive cock. Do with her as you will and challenge him if you dare.

Cuckbetchallenge

Imagine being a Man on the Same Event when 'Salma Hayek' wore this. You would probably end up doing - Try to Not to Look Ultimate Edition Challenge because it would just be so goddamn hard not to peak, at least.

JerkOffToCelebs

Anyone want to ass my cuck on snap and give him challenges ??. He’ll do anything hehehe.

Cuckold

I hereby challenge you to a naked wrestling match, do you accept? ?

RealGirls, fitgirls

It’s been so long since a guy was able to make me cum just with his tongue. Do you accept the challenge?

thefullbush, u_brownrocket69

It’s been so long since a guy was able to make me cum just with his tongue. Do you accept the challenge?

GoneWildHairy

Thank you for giving me 413 to stay locked up so right now im a day 3 Long way to go i will post pics here to confirm that i am doing your challenge! And as u se im allready starting to get my panties wet

chastity, SissyInspiration

I challenge you to last longer than two minutes inside this warm bush. Do you accept?

Hairy

A wild tighty whitie champion has appeared to challenge you What do you do?

tightywhities

I am gonna start doing weekly challenges for our god u/Drektar77 to see if he can find the sauce. (week 1)

nhentai

i challenge you to bust a nut to this video.. can you do it?? [oc]

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A little sneak peak still from some of my videos of my latest challenge...11 inch Dildo challenge...Do you want to get deep & sticky with me??Subscribe for only £4.99 you'll get to see challenges like this, dogging pics & vids, sex vids & dail

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Princess trainer gold edition: how do I trigger challenge 11 to start?

AndroidNSFWgaming

Do you feel up to the challenge?

BreedingMaterial, milf, Nude_Selfie, Stacked, BigBoobsGW

Your challenge is to turn this big softie into a hard on: How will you do it?

Bulges