8 XXX : TheUnderbun

Reminds me of winning a slot machine.

imgur.com category @jcocker

Winning a dare!

imgur.com category @yourrealityisntmine

Congratulations on winning the chance to meet Taylor Swift. [xl]

imgur.com category @yourfaveguy

A winning combination brought together like never before

imgur.com category @EruptingVagina

Winning

imgur.com category @Rowdy_Roddy_Peeper

World record-winning contortionist

youtube.com category @IrishMcTits

Pair of underbuns

imgur.com category @pepsi_next

His reward for winning

imgur.com category @pepsi_next

It's the inferior that needs the superior. It's women that are picky, women are the choosing party: female inferiority prefers superior men over inferior men. Men are promiscuous: the winning male would pass his genes to all the females; there's only one

imgur.com category @itispedosthatareNSFW

Losing to Hilda isn't all that bad, it's more like winning really (Gaikiken)

imgur.com category @just-a-usernam3

Winning Amanda Through Intimidation

imgur.com category @KeeKee666

Aidra Fox – Anal Reward for Winning Teen

gfycat.com category @Crawltor