Jessie's Hypno Wedgie!...
welp... looks like pauline's old trick might of stuck... being hyptnotized SUCKS but getting massive wedgies because of it is even worse
2025-11-18 23:38:25 +0000 UTC View Post
Jessie-4 posts
Rai Rai Rai: Sumire Ichigaya Wedgie
maybe the most obscure wedgie ive drawn so far but i think this came out wonderfully lol its an anime about aliens and one girl waking up with an arm that seems to have a mind of its own (like that rick and morty episode lmao) so naturally it makes sense she would get one hell of a self wedgie
2025-11-05 23:11:10 +0000 UTC View PostFoxy Wedgie
commission for a friend of their fox scientist OC in a little pantie situation loi
2025-11-03 01:27:47 +0000 UTC View Post
mother daughter hanging wedgie
rumi and zoey her daughter in a painful situation, looking like the fundraising for the TUGGS office is going well!
2025-10-29 04:11:40 +0000 UTC View Post
Please Consider donating
Hey yall, been having a pretty bad day, my phone broke today and im likely going to need to replace it tomorrow. Im posting my KOFI here in case anyone is willing and able to help me out with purchasing it, any amount helps, i only ask that you are in a financially stable enough position to help me
thank you to all the folks who have already donated, its very much appreciated
https://ko-fi.com/jessie475219...
Goblin Backpack Wedgie
Commissioning did for a good friend hope y'all enjoy!
2025-09-17 05:16:46 +0000 UTC View PostWhat Halloween costume do you see tiff and the girls rocking?
Open to suggestions
2025-09-14 10:27:37 +0000 UTC View PostRequest thread
Trying to see if there's any characters y'all been wanting to see drawn in my style? Could be from TV, Movies, Books, Comics etc. just not OCs we can do that in another thread haha
2025-09-13 21:00:31 +0000 UTC View Post
High on Wedgie
Been playing High on life since it was on game pass, its got its charm but omg i wanted to wedgie that sister so badly, i dont think any npc deserves more of a panty pulling than lizzie, hope yall agree lol
figured shes in space and probably doesnt have access to a washing machine, plus she always gave me sort of slob vibes lol so thought the panties were fitting
Poor Sansa
Something a little different today, Sansa and some gals from game of thrones!
From left to right: Jeyne, Myranda, Elia, Myrcella, Margaery, Mya?
Hostile Takeover
i don't know how many folks here remember one of my oldest/first Oc's Miss Pauline, but here she is again in her tall giant blonde glory!!
after humilating... jessie (me) as ceo of the tugs inc. she took over the company and is the new acting CEO while i.... have a job as a figure head of the company...
After taking over she decides its worth paying the local branches a visit and decides that showing the managers first hand hjow to give a propper wedgie was the best way to show...
Shredding Panties Pt. 2!
looks like Kat and Aziza got her got what was coming to them, too bad rumi got caught in the cross fire, but at least she'll know the rules as good as anyone else!
that being: USE THE DESIGNATED PANTIE SHREDDER INSTEAD OF THE GENERIC PAPER SHREDDER!!!
2025-08-27 01:55:43 +0000 UTC View Post
Not so phantom pain
Quit quietly screaming to herself, hope y'all enjoy!
2025-08-14 23:10:30 +0000 UTC View Post
Taser Wedgie
Jade is one of my favorite dorks and was so happy to draw her!
If you Wana see Jade and the creators art be sure to check out their DA here!: https://www.deviantart.com/bullyableshiba
Mercy Begs for Mercy
Never steal Karas Dog, mercy found that out the hard way
Always loved mercy and her dorky outfit, that tomboy look was just begging for a Jew panty hat! Hope y'all enjoy!
What was your favorite Care-y-baras moment?
I wanted to make an in universe show for Tiff and the gals to obsess over (even if Kat pretends to hate it) also think it be really cute to have tiff he obsessed over basically a care bears rip off lol plus would give an excuse to give her the dorkiest underwear you can think of
2025-07-22 22:58:00 +0000 UTC View PostWookie Sized Wedgie
Mavis should have taken the advice and let the Wookie win, everyone knows they can tear your arms out of their sockets, but a lesser known fact is they tear your underwear up your ass just as easily!
Good thing every empire enlistee has several backup pairs of undies for just an occasion!.... Although that does mean it's just more ammunition for this Wookie to pull and tear the girl's ass in half even more.... I'm sure she'll be fine
Owl Dork Flagpole Wedgie
Stolas getting a bit of an initiation as an official member of IMP, hopefully this is a one time thing.... right?
2025-07-20 02:58:39 +0000 UTC View PostTalk about shredding panties
Tiff ought to know better than walking down the hallway looking like such a dork! i think this teamup of Aziza and Kat might just be a bit TOO creative
2025-07-14 18:22:04 +0000 UTC View Post