8 XXX : i win

Wet shirt + Big Boobs = Win

imgur.com category @fporn

Dress Slit = Win

imgur.com category @Gh0stHunt3r

Plaid Skirt + Fishnets = Win

imgur.com category @Gh0stHunt3r

It's freezing brother, I can't do it. You win the stupid bet. What do I have to do for losing?

tumblr.com category @lepota

My sister wanted to celebrate her big winnings at the casino by getting wild I our hotel room

imgur.com category @dirtnast403

Sis can't win at strip tennis. She must like playing with my balls.

tumblr.com category @lepota

Does she win?

imgur.com category @autodogsandsuch

These boobs would win a prize (more pics in comments)

imgur.com category @sarpu3

Do I win?

imgur.com category @AirmanElmo

Stripping to win a new computer

imgur.com category @OfficialCardinalSins

Chun Li v. The Tentacle; I think they're both winning (BloadEsefo)

imgur.com category @Palpz

Tank Top and Strap is a Winning Combination

imgur.com category @Mysta02

Thick thighs wins the prize.

imgur.com category @redlnx

Pretty face, great ass, see thru leggings. Triple Win. [x-post from /r/girlsInLeggings

tumblr.com category @[deleted]

Unscrupulous milf will stop at nothing to win at Scrabble

imgur.com category @pepsi_next

Chelsea for the win!

tumblr.com category @menareamazing

The Excitement Of Winning

imgur.com category @Mad4Reddit

[pic] Black or white - who winning?..

tumblr.com category @FALart

Let's whip them out and compare, and the bigger names their prize. We both win.

imgur.com category @JohnnyMarinara

Whoever comes up with the best title or caption for this pic wins bragging rights... because I got nothin'

imgur.com category @GoddessEmma

Business Show + Woman Wearing Paint = Work Win

imgur.com category @pznbananas

[pics] Award-winning

imgur.com category @TheBigAsshole

Celebrating a comeback win!

imgur.com category @[deleted]

Play to Win

imgur.com category @crackerman27

Going for the Win

imgur.com category @TheGreatOzi

Sara Underwood + pokies + glasses = win!

imgur.com category @randomdotexe

I hope I win

imgur.com category @[deleted]

trying to win the contest

imgur.com category @annecoulterisaman

Biker Chick winning the contest

imgur.com category @annecoulterisaman

Biker Milf determined to win the contest

imgur.com category @annecoulterisaman

for the win

imgur.com category @annecoulterisaman

It looks like Katya Clover lost a game of strip poker - we win!

imgur.com category @WeAreWonderfulNow

First one to a facial wins!

imgur.com category @balboa09

Comparing with my BF, he wins.

imgur.com category @wookieboy92

You say no you win

imgur.com category @itispedosthatareNSFW

She wins

imgur.com category @rahl422000

"yea Mr.Win the new intern is kind of distracting to the other employees."

imgur.com category @THROUGHFAILUREIWIN

no Mr.Win is not in at the moment, i expect him to be in and out all day...

imgur.com category @THROUGHFAILUREIWIN

Grand Tournament has begun, best knight wins my pussy : - Imgur

imgur.com category @Radredheadss

He Wins

imgur.com category @creative-juices

Cucky has to win sometimes

imgur.com category @MyBlackHoles

Team's Reward for Winning [by Anixis]

imgur.com category @Shepherd_Knots

(F)ine you guys win, have another

imgur.com category @_theresiaharris

I wins at pool first try!

gfycat.com category @FelixLaPoubelle

"Skin to Win" Wet t-shirt shenanigans

gfycat.com category @DS_Lite

A nice surprise at the end of a wet t-shirt competition, four girls really want to win so get fully naked for extra points

imgur.com category @highguysi

Black Cat vs Psylocke. This is a fight everyone "wins". (Genex)

imgur.com category @Palpz

Luna winning the batllecup (Fizzz)

imgur.com category @Tetius

Sometimes, they want to play a game. They give me clothes, some food, maybe a weapon, and let me loose into the capital city. They tell me that I have 24 hours to run for my freedom. I never win.

tumblr.com category @Ginger_Feminist

SexArt - Lucy - You Win - 131

imgur.com category @r_fappygood