Jizz

challenge: amaze me with charm. wittiest request gets whatever pic they want. you have one hour ;)

gonewild

Flat colors and messy lines again. Because someone on stream requested and challenged me for a TF where it doesn't appear painful, but instead looks lustful.

transformation

Challenge: tell me a story that will make me cum (f)irst

gonewild

Dom challenged me to get the top spot on every popular NSFW subreddit... And [F]irst up is gonewild. Here goes nothing. :}

gonewild

Someone on redit challenged me to post something WTF so i did [NSFW]

Vindication

Challenge Accepted? Who wants to see me take this big beast?

gonewildcurvy

MFW Im blazed as fuck and some fundie challenges me to a battle of words on the existince of some phony God

Braveryjerk

After many drinks, my girlfriend challenged me. I accepted. Happy Holidays from Lord and Taylors Christmas street cam. NSFW

nyc

my friend challenged me to draw a post sex light Yuri drawing. criticism welcome.

yuri

the wife challenged me not to jerk off while she is out of town... b/c she wants a full load when she gets home. So naturally the last part is all I can think about and end up lying in bed with this. Does it count if I cum without touching myself?

penis

Vodka bottle check collosus check....Challenge me...i dare u

BBW

me, in undies and with flowers...I hope this will be challenging !

redditgetsdrawn, natalieastak

Challenged Rob from Cyanide & Happiness to draw me the most blasphemous thing he could think of at ComicCon London.

comics

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

gonewild

Was showing people the post of that guy with the 12" penis and he challenged me. Can anyone find out which ones bigger? [NSFW]

pics

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

MassiveCock

[Big Album] Told a friend I was going shopping, and he he challenged me to go double-diapered ;p

DudesInDiapers

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

gonewildcurvy

[EU] Whats up with "Challenge Me" mission?

WorldofTanks

Someone challenged me to draw a picture of Anivia for an Anivia skin, I think I gave her an extra chromosome ಠ_ಠ (NSFW to hide the thumbnail)

leagueoflegends

CD Case..... challenge me

DickPicChallenge

AAA battery laying on my cock... challenge me!

DickPicChallenge, sizecomparison

So my 18 Yo Indian GF challenged me to post pics here.

wifesharing

So(m)eone challenged me~

gonewild

Wanna challenge me to a staring contest? [f]

gonewild

'NSFW' my husband challenged me to make a realistic version of my angry penis doodle. I think I did well.

Art

'NSFW' My husband challenged me to make a realistic version of my angry penis doodle. I think it came out pretty well. (Didn't know what subreddit to post this to)

humor

'NSFW' My husband challenged me to make a realistic version of my angry penis doodle. I think it came out pretty well (not sure what subreddits to post it to)

funny

someone challenged me to put a [f]inger in my ass! well here it is :)) Kik: alexnhc

gonewild

someone challenged me to put a [f]inger in my ass. I say bring it on - Kik: alexnhc

gonewild

I just want someone to sit on my cock. I want you to challenge me to fuck you over and over

gonewild

One more for the sub. What should hubby challenge me to do next?

HotwifeChallenges, HotWifeLifestyle, theratio

Challenge: PM me your pics / tributes to get me hard, and I'll make a video of me blowing my load in a public restroom...

GaybrosGoneWild, penis, MassiveCock

[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

Challenge: turn me on ?

FtMPorn

My husband commissioned a poster-sized self portrait to challenge me since I usually work small. This is the largest drawing I've done since college! *More pics in comments*

u_whelpingfapp

Challenge 2...as promised. Sorry i couldn't get any sharpies, hope you can forgive me (check comments) [?][t]

AnalGW

Looking for buds that will challenge me to cum in new ways :) Kik same as here

jobuds

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

CosplayLewd, CosplayNsfw, cosplaybabes, cosplaygirls, legs, LegsGW, SexyOutfits, gothsluts, paleskin, ShinyPorn, highheelsNSFW, HighheelsGW, NSFWCostumes, RubberReligion

Mah [F]riend challenged me to draw yiff.

yiff

me doing the 10 year challenge

DarkHumorAndMemes

Tired of cumming into tissues, looking for buds to challenge me to do new stuff. Kik same as here

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

This cuck was barely half my size. Now his wife and her big tits are ours to enjoy, I don't show mercy. pm for username if you want to challenge me.

Cuckik

"Men who are dumb enough to challenge me usually end up with black eyes and missing teeth."

Desiree_Dulce, Topless_Vixens, handbra

Truth or dare? Commands? Tip tokens to challenge me :)

broslikeus, AccidentalNude, hothusband, gonewild30plus, mengonewild, nsfw, CutCocks, averagepenis, ChubbyDudes, DadsGoneWild, DickAndFace, DickPics4Freedom, gaybears, FemBoys, GaybrosGoneWild, bigonewild, cock, penis, malepornstars

Edging already for more than 17 h now. Feed and challenge me. Open to anything. Kik schmidtfabi

jobuds2

Someone challenges me to post this, so enjoy

18_19

friend challenged me to share something - here it is!

ircuckold

A friend challenged me to jack off only using thumbs.

GaybrosGoneWild

[20M] My friend challenged me to upload saying I look better than I think. Is she right?

Rateme

So u/Dance-4me challenged me to be the Nirvana baby in our vacation pool. I didn’t manage but it was fun trying!

RealDudesGW

Truth or dare? Commands? Tip tokens to challenge me :)

FullFrontalMaleNudity, DadsGoneWild, Perfectdick, DadsAndBoys, CutCocks, ladybonersgw

[F,18] Fun fact - I’m extremely submissive ? My dom was actually the one who challenged me to start posting on here in the first place... Hope you like the preview of my butt ?

CollegeAmateurs, Slut, Daddy, BDSMGW, Cuffed, bdsm, DegradingHoles, Bondage

90s babe into doing naughty things in public places. Wanna challenge me?

Onlyfans_Promo, OnlyFansBlonde, OnlyFansPetite, Slutsofonlyfans, onlyfanschicks, HotOnlyfans

I lay claim to this Kingdom of Flacid Dicks! Who dares challenge me?

softies

Challenge #75 (M)oody man- no filters or artistic flair just ol me.

strikeaposegw

Challenge - Show me a 40+ y/o mom looking better than me, and will send you a nude xx (f)

Slut

[36M] big screen & fat cock. challenge me. w: SamZFX92

WickrFinder

20 mins to cum who wants to challenge me ? Wickr Aero56 Would love to chat with a tgirl. Anyone is welcome

WickrFinder