I have never drawn a skull before so um sorry if u can tell 💔

Snitches get stitches...and wedgies, too, I guess???

This is what happens when you're a nerd AND a goody-two-shoes

Round 1 Complete

Left to right: Johnathan, a half elf gentleman. Romano, a strong mouse bard. Drake, a fierce vagabond pirate. The three of them are with their underpants up their butts, as a birthday present from me, to me. Here's to a hundred more!

🟢: "Tch... So this is what the boss wanted, eh? Alright, it's his day."
🟠: "Is this- Ow- A reasonable thing to ask for? I know I am new but this is... painful."
🔵: "Well, we appreciate your company nonetheless."

Of course, Happy Birthday to me! Three nerds down, hundreds more to go.

#wedgie #nsfw

🎉🎉🎉🎉🎉🎂🎂🎂🥳🥳🎈🎈🎁🎊🎊

Pakrat’s hot af rhino gettin the wedgie of a lifetime

YCH done for: @pakratmaniac.bsky.social

He's never too old for pranks
#leonkennedy #wedgie

How’s slot 3# looking 👀

Johnathan Silverblade, a half-elf gentleman who enjoys cute items, being the unfortunate victim of another intense wedgie.

"Please, I can explain! I don't typically wear these, It's laundry day and... Oh geez..."

Say hello once again to Johnathan, my nerdy elf. Unfortunately you caught him on a day with his "special" briefs.

#wedgie #dnd

👉👈

Here have some cake :)

It’s manhandle that old man monday
📍; #towneearts #wedgie #atomicwedgie

Monster prom - Pride and Gloom

#sketching #art #digitalart #comic #man #warewolf #funny #monsterprom #scott #oz #damien #wedgie #atomicwedgie #underwear

I tried to prove my strength after weeks of training. Art by @timlakecheetah.bsky.social

feat his OC Jason

#wedgie #tightywhities #spanking

Wanted to draw something for the new Mario movie! (If you know what artwork this is referencing your a nerd lol)

Starfox!

Comic page depicting a blue demon getting consensually groped on an elevator by two, larger anonymous demons

Rejiroth works for a very sex positive company. His coworkers are so friendly, too!

😖

Happy Wedgie Wednesday, nerd

ft @robustidol.bsky.social

Happy International Wedgie Day!
💙🩲🩲💙
old art by Black-Chocobo99 on DA

Wedgie Training #15

Monster prom - The “Stylish” Execution

#sketching #art #digitalart #man #warewolf #funny #monsterprom #scott #oz #damien #wedgie #atomicwedgie #underwear

Good boy.

Hazard c0mm for @ghostybaby.bsky.social

That pose was trending but had a better idea with it~

MR. WEDGIEMAN IS THE CHOSEN ONE!

THE PROPHECY OF THE ATOMIC WEDGIE HAS BEEN FULFILLED

Them

💕❤️

Interpretation of #wedgie scene i saw in a recent dream. Theres more parts idk if ill draw them

Damn... losing another wrestling match...

Art again by @timlakecheetah.bsky.social

Another amazing piece from @haxsmacks.bsky.social
Sometimes I forget that my actions always have consequences and I decided to uhm poke the bull.... It didn't end well don't mess with Tory
Tory belongs to @rookthederg.bsky.social