Finished: Nerdy Lucario gotten himself stuck in a hanging wedgie at the top of the flagpole with his cute ass on display. He may be stuck up there for a while. Feedback welcome ^^ #wedgie #pokemon #furry

WIP Lucario hanging wedgie~

What can I say? Can never be wrong with Gengar wedgies 😉 Gengar © Pokémon #wedgie #furry #furrywedgie #Pokemon #Gengar

To all my trans folks: really hoping next year is the year you’re all visible for longer than a day. Would love to see you all more often 🥀

Being a teacher (or a professor in Swiftwing's case) doesn't make you invincible to wedgies. This amazing piece was done by @daemonxheart.bsky.social! #wedgieart #furrywedgie

Been seeing others do this, so why not lol ngl.link/koraythestar...

Kickss!

The new animatronic merchandise had been released, and Monty couldn't stop bragging about his merchandise, which annoyed his friend Freddy, who decided to teach him a lesson. #wedgie #atomicwedgie #montgomerygator #fnafsecuritybreach #wedgieart #fnafsb

24# "FRONT & BACK" Discord decided to play a prank on Spike, making his clothes disappear and giving him a big wedgie. Despite being a grown dragon, Spike is not immune to humiliations involving his underwear. #Wedgietober #wedgie #spike #mlp #furrywedgie #wedgieart #dragon

Chat I want to post stuff more often but idk what the fuck to draw

Careful roaming the streets alone on Halloween night, mischievous pranksters like Beejay (@purblepubby.bsky.social 💜) lurk in the dark... ready to take your candy and give you a wedgie so tight and terrifying it'll make you SCREAM! 🙀 🎨: @brieflyy33n.bsky.social :3

WEDGIETOBER 23 vampire/vampiro Poor Von Lycaon having to make himself a vampire Chinese underwear, how did he end up like that? Was it some order from his master or was it that I had to suffer that self-humiliation to correct a mistake that He committed and his punishment was this wedgie

WEDGIETOBER 22 Secret/secreto What a bad day for Spike, his secret, fetish and taste for pretty underwear and his taste for humiliation when receiving a wedgie was revealed. I think the respect they had for him was very bad hahaha,How will Spike manage to overcome this?

WEDNESDAY, OCTOBER 20 Pantsing/Pants Down What a day for Legoshi, suffering another prank. Or do I think this is common? Haha, being embarrassed like Bill did today by pulling down his pants. Exposing her underwear and what a particular choice I think you already know who her crush is

WEDGIETOBER 16 Átomico/átomic Bowser really needs to stop betting with DK, hahahahaha, look how he ended up, maybe he learned his lesson or he's going for revenge,

Night in the woods wedgie >w> #wedgie #atomicwedgie #tightywhities

Sooo my Deer friend has brainwashed me into drawing a nerd pilled Shinx boy, and then I got attached to what was supposed to be a one off. Meet Quincy Peddlebrook! Grad student working as a teacher's aide (lvl21)

Keep forgetting to upload some of my old art on here ^^; Here’s a Gregg wedgie #wedgie #tightywhities

7# "BEAVER TAIL" Foxy thought it would be fun to play pranks on his boyfriends, and it was. He hung Bonnie in the stockroom, but failed with the bear, and Freddy decided to teach him a little lesson. #Wedgietober #wedgie #foxy #FNAF #furrywedgie #furryart

Bowser getting a painful atomic >:3 #atomicwedgie #frontwedgie

WEDGIETOBER 3* Ghost Hands /manos fantasmas Poor Scooby was also a victim of WEDGIETOBER. A bad decision to walk around without someone. He was captured by ghostly hands giving him a wedgie. The ghost must have been a bully in his life Passed that knows what a wedgie is 🤭🤭

It's a tough climb to the top 😮‍💨

WEDGIETOBER 2 * roles invertidos/reversed 2° REVERSE ROLES Los roles se invirtieron este haloween dejando a Monty indefenso y siendo humillado por Freddy ya era hora que este lagarto reciba una dosis de su propio medicina verdad 🤭🤭🤭🤭

Late night Bonbear post🩷 Freddy loves to turn on Bonnie by giving him wedgies. >;D #FreddyxBonnie #Frontal #Wedgie #furry

Here we have two nerds found in the locker room. They don't seem to mind the public display as they're having some vampiric wedgie fun x3 Comm for @sircopperexe.bsky.social featuring @arcora.bsky.social

A blue piñata

Sephy has made it quite clear that he's in charge of this nefarious scheme. Who wouldn't want to be the stool for him by the fire place? Let's hope your briefs can handle it!~ Art featuring @kaithewah.bsky.social's character Sephy and our partner Darth

Com by www.deviantart.com/jessie-4 on DA Brandon ambushing his “favorite” nerd for his regular Tuesday wedgie 😭

Ryan was hoping to congratulate Jhonny at the end of the show, but what he never imagined was meeting his father-in-law in a... different and painful (though also embarrassingly exciting) way. At least the tiger is a little relieved to know that they have the same interest. #wedgie #furrywedgie

Comm for @goobingoober.bsky.social! You're not the first rival that's tried to depose me 😤 ...first one that was successful though

t.me/+9myCNCPMSG1... Recently added comments to my Telegram posts, come join in the cringe art I make ^^ Here’s an example of the kind of art you’ll find in there

Commission for @inokami.bsky.social Cerberus had a long day of winning battle royales, and after showering he found a dork sniffing his dirty laundry. He decided to let the nerd have some fun, tying his sweaty jockstrap to the dragon's snout and yanking on his tighty wwhities 🤭

Trio Shoulder Wedgie 🩲✨ Freddy Fazbear está acostumbrado Foxy odia los wedgies y Bonnie se siente cómodo y genial ✨ #wedgieboy #wedgie #malewedgie #maleunderwear #fnaf #freddyfazbear #bonniethebunny #foxythepirate #underwearboy

Even more fanart Woof #vonlycaon #wedgie #hangingwedgie

Just a lil sketch The lovely gays. #foxmccloud #wolfodonnel #wedgie original: x.com/cleavercore/...

GUH HUH?! 🐻🧩 Banjo © Banjo Kazooie, Rare #furry #wedgie #furrywedgie #banjokazooie

Nick wilde colgando de un árbol Probé para el nuevo policía de zootopia terminando colgado de su ropa interior será algún ritual de iniciación para los nuevos policías jajaja Dibujo hecho para @dorky-servant01.bsky.social

Was really in one hell of a mood to see this monkey getting his backside rearranged and I can't fathom why but hope you all can enjoy these so-so work doodles ✨

Some fan art of Legoshi from Beastars in some pawprint undies!~

Wedgie war! Com for @purblepubby.bsky.social

Happy Late Underwear Day and a Happy Birthday to me, 6W. I am glad I get to be here with all of you strange but fascinating test su- friends.

🎉🩲🩲Happy Underwear Day!!🩲🩲🎉 An very important day for a certain mischievous, little feline. Today is the day Spectre likes to *ahem* "restock" his prized underwear collection!! By-the-by, you all might want to take inventory of your drawers. You may find a pair or two have gone "missing"...

Hope you have a very embarrassing #nationalunderwearday u///u

An old thing I started back on a bird, but now finishing here! Hope you guys enjoy the lovely view of an array of species and shredded underwear!~

Birb

I’ve aged another year type shit and once again didn’t draw something for my birthday lol

For god sake the day just started and barely anyone getting along!!! Thank you all for helping me reach 500 followers on this dreadful site ^^ 🎉 and the people who are featured here are: @android6w.bsky.social @lowwelmill.bsky.social @undies-warlock.bsky.social and @rizubo.bsky.social

We thought we'd show this little birdie how to fly, The Wedgie Gang way! 😈🦜💦😈 (Commission for Anonymous) #furryart #furry #wedgie #wedgieart #wedgiegang #atomicwedgie #nerd

Commission for @tobaccocrow.bsky.social Characters are Stoffel, Roshi, and Solomon 🦡🐉🦇 The readings CLEARLY indicated that this artifact was safe, cut him some slack!

Que día termino humillado por dévil despojado de mi ropa y quedando en ropa interior y recibiendo un calzon chino de parte de el frente a toda la escuela Comisión hecha para ( @the_detor) Instagram