jake on X: Wearing spidey undies means this nerd gets wedgies #wedgie #nerd #wedgieboy / X

Posing in Wedgie Boy underwear by AgentZero1982 on DeviantArt

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jake on X: Wanted to try out this spidy outfit if you couldn't guess who my favorite superhero is #wedgie #shoulderwedgie #thong #wedgieboy #nerd / X

jake on X: Looks like this lost boy found out that Peter likes to mess with wedgies #wedgie #nerd #wedgieboy / X

jake on X: I really want someone to wedgie the shit out of me in these undies #wedgie #nerd #wedgieboy / X

jake on X: An other pair of my new colorful briefs #wedgie #atomicwedgie #shoulderwedgie #nerd #wedgieboy #briefs / X

jake on X: Testing out these new briefs #wedgie #nerd #wedgieboy / X

Jake Owen on X: “@Donnamwells1: When I first seen this pic, I thought it was @jakeowen Nope. I don't wear underwear. / X

jake on X: Time for this nerd to get a wedgie #wedgie #nerd #wedgieboy / X

jake on X: A nice wedgie for the day #wedgie #shoulderwedgie #atomicwedgie #tightywhities #nerd #wedgieboy / X

jake on X: A little wedgie idea that I came up with to mimic a purfume ad but with a wedgie @whiptailed wanted to see more thong wedgies so I was happy

jake on X: Looks like someone got a little hung up 😏 #wedgie #nerd #briefs #hangingwedgie / X