Jizz

You win this time penis (maybe NSFW)

pics

My girlfriend Vagazzled herself....if you can guess what it is you win. if you can't, you still win

gonewild

You win THIS round blindfold.

cumsluts

You win, rule 34.

funny

You win all the internets, sir. A glorious NSFW tale.

funny

You say no you win

femalesgonewild

you win... NSFW

funny

You win this round, but I'll be back in a few months...

firstworldanarchists

You win this time booty... you win this time..... NSFW

OkCupid

You win this round....

firstworldanarchists

You win this round Microsoft. (maybe nsfw)

funny

You win this round, America. NSFW

pics

You win. Here's my Ass n Pussy

gonewildcurvy

You win the trophy!

NSFWCute

YOU WIN, here is my body

gonewildcurvy

You win (f)

gonewild

You Win!

funny

YOU WIN!!

cumsluts

You win, Reddit! Veri[f]y this.

gonewild

You win the Pi Kappa Pi auction! Choose the one that gets to be your dessert Pi for the night.

Ifyouhadtopickone

You win

BreastEnvy

You win

cummingonfigurines

You win this time..

EnterTheGungeon

"You win this time kid" - Plumeria (lewdnobu) [Pokemon]

rule34, rule34feet, fitdrawngirls, PokePorn

You win or you die. GOT was the most interesting part of the night right? (F)

gonewild

You win!

boobbounce, burstingout

You win, Trump. You win.

ImGoingToHellForThis

You stay soft? You win. You get a boner? You lose, very simple challenge.

cuckoldcaptions

(F)Youve been rebelling against me pretty hard son, staying out late and drinking. Lets wrestle, if I win you go back to being my sweet obedient son, if you win, well ill be submissive to you and pinned underneath you... im 4'9" and 85pds what could go wr

gonewild

You win!

ecchi

You win (M)

gonewild

[F/D] I win, you win, he wins. We all win.

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You win, time for my orchiectomy

castration

You win guys, undies of(f)

gonewild

You win some, you bruise some. Caning [F]

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You Win

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You win 5 minutes alone with Miley Cyrus....but you can only use your tongue to work over just 1 part of her body. Which part of Miley will you taste?

celebJObuds

You win a new tub!

FlashingAndFlaunting

You win a wwe superfan contest,and get to spend all of wrestlemania backstage with hostess alexa bliss,who agrees to do 6 sexual things for you,what things do spend the night doing with her ?

WrestleFap

You win or you die

penis

You win this round.

JizzedToThis

you win a free subscription to her subreddit if you can guess who this is ?

DangleAndJingle, Mirabella_Celinne

You win some, you lose some

cockcompare

You win if you can swallow it all

MassiveCock

You win some... (Vi, Jinx) [Tinnies]

Rule34LoL, u_Jamm3s145

You're prize when you win.

gaymersgonewild

You win a free fuck-sesh with Scarlett Johansson and find her waiting patiently like this. You have only 10 minutes, how do you proceed?

JerkOffToCelebs

You win this round, asshole.

fatsquirrelhate

You win, you get my ps4 game. You lose, you swallow. Wanna play?

cock

You win

v_balls

You win some, you lose some.

AIDungeonNSFW

You win a night with Camila Cabello, and can do anything you want to her. What's she in for?

JerkOffToCelebs

You win some and you lose some.... Lost my girl to dom_ro1's superior thick cock. He called it a chopper and he's not wrong!

Cuckbetchallenge

You win one night with Cuban cocktease Camila Cabello and can do anything you want with her. What does she have to look forward to?

JerkOffToCelebs

You win, you get my game. You lose, you swallow. What game shall we play?

MassiveCock

You win some you lose some. Good game slut20020

Cuckik

You win. Cat > Boobs

worldpolitics

You win! You kept your eyes on the watch for 30 seconds here is you free bikini top. Try it on!

girlscontrolled, 3DPorncraft

You win if you guess who this is

UnfilteredCaptions

If you win, you get to grab it. If I win... I guess you still get to grab it ;)

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