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from #thread (https://reddit.com/r/OnlyHotMilfs/comments/63xvux/hairband_for_the_win/) by @madalynpulliam

I know it's been awhile but, is there a possibility I could win back your affection? Maybe if I... *work for it*...

imgur.com category @What_IsThis_Even

Business Show + Woman Wearing Paint = Work Win

imgur.com category @pznbananas

imgur.com category @no_soul_or_heart

Hairband, For the Win!

gfycat.com category @CityofIs

Checkered legs [f]or the Win

imgur.com category @xSoftKittyx

Definitely a win

imgur.com category @Lobo2ffs

imgur.com category @Ruffup

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

imgur.com category @Palpz

All She Does Is Win

imgur.com category @[deleted]

Win ~ win situation!

imgur.com category @wifelovesbeingshared

Miko lamia are a solid win in my book.

imgur.com category @ThrowawayGuesser

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

imgur.com category @pronfolder