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

jake on X: A little atomic wedgie to wake the nerd up #wedgie

jake on X: Wearing spidey undies means this nerd gets wedgies

Posing for Wedgie Boy Underwear by AgentZero1982 -- Fur Affinity

Jock giving a nerd a wedgie at school by dodo1998 on DeviantArt

jake on X: Just testing out an outfit possibly for Halloween with

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

Time to lose virginity! Just dont forget to wipe ! by dodo1998 on

jake on X: I really want someone to wedgie the shit out of me in

jake on X: Of course one of these pairs ended up ripping trying

jake on X: An other pair of my new colorful briefs #wedgie

jake on X: Looks like someone got a little hung up 😏 #wedgie