Jizz

my [f]riend challenged me to prove people think she's hot. challenge accepted

gonewild

Friend challenged me to make my notes as inappropriate as possible

funny

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

gonewild

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

Before challenging me to a duel, remember this:

Braveryjerk, whitepeoplegifs

Challenge me please. Top 5 will get posted within 2 hrs

OhCumOn

Bent over in crotchless panties...and I'm taking requests today! Challenge me, damn it! [F]

gonewildcurvy

[F] Challenge me to a game

gonewild

She challenged me to cum anywhere on her body, without waking her up

cumsluts

[F] Someone challenged me to lick my nipple. Now I'm challenging you!

GoneWildSmiles

[F] Someone challenged me to lick my nipple. Now I'm challenging you!

GoneWildSmiles

My b[f] challenged me to go on here

gonewild

Some o(f) you challenged me on wether or not my last post was really a "fashion show". Probably not, so heres one more outfit to make me more legit.

gonewild

me (f) and my best friend (m) are playing that game again where he assigns me tasks, mostly having to do with challenging me to take unique topless photos. to win this challenge, i have to take two requests from you, gw ;)

gonewild

Someone challenged me to do this... here goes nothing. Please be nice? :S

normalnudes

Mom challenged me to a game of pool. When she was taking her turn this is what I saw.

momsinsexyclothing

Go ahead and challenge me. I will never turn my back on my family

THE_PACK

[F] daddy challenged me

gonewild

Challenge me? (F,42)

gonewild, onmww

(f27) a redditor challenged me to fist my ass. I never back away from a challenge.

gonewild

One of you lovely ladies challenged me to strip naked in a field, so here you go!

ondww

This week on the Magnum Challenge: me vs. /u/llamallama555

cockcompare, BigDickSmallDick

Looking for buds who know their pornstars inside out. Challenge me! Name the pornstar when you message me! Kik is elliot9781

jobuds

Challenge me to do something kinky and sexy for you ? [vid] [pic] [kik] [snp] [fet] [pty] [sck] [bra] ?

Sexsells

Husband has challenged me to go the whole summer in skirts and no panties

Upskirt

"Do you wanna challenge me?"

AshiHentai

CHALLENGE ME. Lets start with a easy hotwife challenge for this week. How knows what next week brings!

HotwifeChallenges, happycuckold

My [F]riend challenged me to draw yiff. (Me)

yiff

This sub always challenges me. How'd I do?

PLASTT

He challenged me to see if I could make him cum a 2nd time in 20 mins. Challenge accepted! ?

GirlsFinishingTheJob, VerticalGifs

Looks like another win, guess he couldn't measure up. Oh well, enjoy his girlfriend's nice tits. PM me your Kik username if you want to challenge me.

Cuckik

My Master challenged me to edge 100 times this weekend...I succeeded so he rewarded me by ruining my cunt, my ass, and then my clit. ?

Femaleorgasmdenial

My Master challenged me to edge 100 times this weekend. I succeeded, so he rewarded me by ruining my cunt, my ass, and then my clit.

OrgasmDenial, TeaseAndDenial

"Men who challenge me usually end up with a black eye and some missing teeth."

EllaKnox

"I made the last man who challenged me lick my pussy good after I knocked out all of his teeth."

SuzyCortez, Death_By_SnuSnu

[f] My bf tied my hands and challenged me to play Tetris while he eats me out ?

GWNerdy, FantasticAss

28m, I'm like a pumping zombie. 49h edging so far. Tired and balls are full. Feed me anything and challenge me. Kik schmidtfabi

jobuds2

28m, I'm like a pumping zombie. 49h edging so far. Tired and balls are full. Feed me anything and challenge me. Kik schmidtfabi

jobuds3

28m, I'm like a pumping zombie. 49h edging so far. Tired and balls are full. Feed me anything and challenge me. Kik schmidtfabi

jobuds5

Riding my edge while w sleeps next room. Challenge me and make me leak. You win if I shoot. Kik schmidtfabi

jobuds2

My RM Hubby challenged me to work up to this while we are under stay at home orders. Think I can take it? [F] [OC]

LDSNSFW

There isn't a cock I can't swallow!! Challenge me, looking at you u/HunginLA88!! I love making hubby watch!

NaughtyWives

"Are you Challenge me?" (bokuman)

StuckHentai

Wife challenged me to see how many guys she can get to cum to her before she gets home tonight. ?

NaughtyWives

[f]Someone challenged me to go next level, so i dropped my panties. Whats next?

RateMyNudeBody

I used to take advantage of girls until one day I was cursed. Each day a new guy comes and challenges me to a game of ping-pong. If I win, I get my body back. If I lose, the guy gets to fuck me. And this body sucks at ping-pong.

bodyswap

When sis challenges me to a morning stare contest, she plays to win.

DirtyFamilyPhotos

Another cuck thought he could challenge me, came up a bit short!

Cuckbetchallenge

My friend challenged me to see who can get the most followers

gayotters

This is for bbrew70 that challenged me to grow a lockdown bush! ? 5o clock shadow atm! [F]

gonewild30plus, GonewildGBUK, UnderwearGW, altgonewild, gonewildborninthe80s

Any alphas want to challenge me to a WAP endurance challenge?

celebJObuds

Someone challenged me to make DickButt in Spore

gaming

Came home and the wife said "you fucked up", I said "no I didn't", she said "yes you did", I said "when", she said "just now when you challenged me. Bend over."

Spanking

Mom challenged me to a game

taboocaptions

Toss me around? ??? snapchat bothowl

Weekly_Sex_Challenge

Daddy stuck me in the Sohimi ring and then challenged me to escape

bdsm, BDSMGW

She challenged me to cover her tits in milk

lactation

Don't challenge me cause you'll end up begging on your knees for more

Slut

Challenge me

CumEatingChallenges, Sissies

I need a big dick to really challenge me :)

deepthroat, Throatfucking, DeepThroatTears, AmateurDeepthroat, homemadexxx, HardcoreDeepthroat, throatbarrier, Throats, SlutMouth, BlowjobEyeContact, The_Best_NSFW_GIFS, u_MiamiBoyzz, u_cooptroop5566