Milo🐆 @bullyjaguarmilo.bsky.social · 26/09/2026I love stretching my wedgie bros undies hehe, he’s lucky I didn’t pull them over his head 😏 #wedgie 17811
Reposted by Milo🐆Kobold Artsy (commissions closed) @koboldarts.bsky.social · 17/09/2026El Sol Diablo giving his fans the best personal experience with a professional wedgie wrestler El Sol Diablo belongs to @rookthederg.bsky.social 1115953
Reposted by Milo🐆jake250.bsky.social @jake250.bsky.social · 15/09/2026Atomic wedgie squats this morning 4388
Reposted by Milo🐆Ash"NERD"Wulfy @ashtomicwedgie.bsky.social · 15/09/2026Day 7: Prank War War's over. Time for a victory lap to admire the new campus decorations 😌 The losers @otterdownunder.bsky.social @cjtheott.bsky.social @cjfox.bsky.social @guitargoyle.bsky.social @kaithewah.bsky.social @paulmuttbishop.bsky.social #septENMber 1229263
Reposted by Milo🐆jake250.bsky.social @jake250.bsky.social · 11/09/2026Some fun with a jockstrap and briefs 12810
Reposted by Milo🐆HarryHarold40 @harryh4.bsky.social · 08/09/2026BREIFLY DETAINED Ransacking some rich hyena's mansion for valuables backfires on this Cat Burglar. This will be one hell of a police report... #wedgie #wedgieart #furry 736099
Reposted by Milo🐆COMMISSIONS OPEN - Argo @hidegreenfox.bsky.social · 23/08/2026mythical creature Com for @lolflip.bsky.social 420857
Reposted by Milo🐆Rated R Rabbit @bunbriefs.bsky.social · 12/08/2026Didn't get to post about it last week but HAPPY BELATED UNDERWEAR DAY!!! Who knew a piece of clothing could lead to so much mischievous yet arousing fun~ Art (and bully 🫣) is @toastyarchons.bsky.social! 614932
Milo🐆 @bullyjaguarmilo.bsky.social · 08/08/2026static.klipy.comTed Lasso says YES! (TheGoon BigOldGoon)ALT: Ted Lasso says YES! (TheGoon BigOldGoon) 010
Milo🐆 @bullyjaguarmilo.bsky.social · 06/08/2026Happy Underwear Day! Had to pull out the boxer briefs my bestie gifted me for this😜 0153
Reposted by Milo🐆COMMISSIONS OPEN - Argo @hidegreenfox.bsky.social · 04/08/2026Crow's nest Com for @pangolinhiran.bsky.social 117345
Reposted by Milo🐆COMMISSIONS OPEN - Argo @hidegreenfox.bsky.social · 31/07/2026deep DEEP wedgie com for @thegreatmsteak.bsky.social 321966
Reposted by Milo🐆Warren @warrie.bsky.social · 25/07/2026Designated gym nerd.. 🎨 @harryh4.bsky.social 122958
Reposted by Milo🐆Ziggy the Wedgie Boy @otterdownunder.bsky.social · 20/07/2026Com for @reggieigulas.bsky.social! Oh jeeze that's precarious, better not slip or those undies are going in REAL deep! 1034485
Reposted by Milo🐆Rated R Rabbit @bunbriefs.bsky.social · 07/07/2026mfw when i am "reminded" last minute that it's national wedgie day via surprise turbo bouncing wedgie (🎨: @maverickdraws.bsky.social) 319551
Reposted by Milo🐆Kobold Artsy (commissions closed) @koboldarts.bsky.social · 02/07/2026Finally decided to get some payback on Iris. It didn’t turn out well. 1215343
Reposted by Milo🐆Rated R Rabbit @bunbriefs.bsky.social · 25/06/2026Blight too op pls nerf 🪝🩲 #wedgie Sweaty killer main: @possyeen.bsky.social Amazing art by @canecoum.bsky.social! 414129
Milo🐆 @bullyjaguarmilo.bsky.social · 17/06/2026I used to always prefer giving atomic wedgies, waistband over the chin, but now I kinda like it when the waistband is just over the eyes or forehead cuz then everyone can see the nerds flustered face and underwear brand better to add a bit more humiliation hehe😏 1211
Reposted by Milo🐆Kobold Artsy (commissions closed) @koboldarts.bsky.social · 07/06/2026Why are you asking this kind of question Iris!!! 816137
Reposted by Milo🐆Kobold Artsy (commissions closed) @koboldarts.bsky.social · 10/06/2026Time to raise them undies up high Wedgie Wednesday 514740
Reposted by Milo🐆Milo🐆 @bullyjaguarmilo.bsky.social · 08/05/2026The gym was offering a deal I couldn’t say no to… 🎨 by @canecoum.bsky.social 917747
Reposted by Milo🐆Kobold Artsy (commissions closed) @koboldarts.bsky.social · 06/06/2026I guess me getting a new card game set requires Iris to give me an atomic wedgie 1018144
Reposted by Milo🐆🏰Gutter Boy🦇 @guitargoyle.bsky.social · 27/05/2026Since @donkdork.bsky.social was getting hungry up on that flagpole, Gutter decided to bring him a lil snack. 🎨: @koboldarts.bsky.social #art #furryart #furry #digitalart #gargoyle #wedgie 718742
Reposted by Milo🐆Smelly Bear🔞 @smellybear.bsky.social · 22/05/2026Marky let Andy pass with just a warning the first time, but he didn’t listen, so the kitty got some treatment that he’ll never forget to not cross paths with the burr again~ Comm for @andycougar.bsky.social ! Tysm :D🤎 #furryart 316540
Reposted by Milo🐆Kobold Artsy (commissions closed) @koboldarts.bsky.social · 18/05/2026Wedgied through the night Commission for @arkaidenva.bsky.social 119451
Reposted by Milo🐆COMMISSIONS OPEN - Argo @hidegreenfox.bsky.social · 17/05/2026Hazing Com for anonymous 018047
Reposted by Milo🐆🏰Gutter Boy🦇 @guitargoyle.bsky.social · 14/05/2026Some cute cougar boy wanted to know what it’s like being an art installation all day. I don’t think this was what he had in mind. 😆 Gargoyle: Killian (me) Cougar: @andycougar.bsky.social Artist: @koboldarts.bsky.social #furry #art #furryart #digitalart #gargoyle #wedgie #tightywhities 719854
Milo🐆 @bullyjaguarmilo.bsky.social · 08/05/2026I’m not excited! I was only blushing because some complimented my underwear! 🙈 140
Milo🐆 @bullyjaguarmilo.bsky.social · 08/05/2026If they made it daily wedgies for a free year I may consider hehe 100
Milo🐆 @bullyjaguarmilo.bsky.social · 08/05/2026Hehe right“accidentally” hehe I’ll show you where it’s at so you can get signed up and then you can get your welcome atomic wedgie 😏 040
Milo🐆 @bullyjaguarmilo.bsky.social · 08/05/2026It was worth the first month free! And don’t make me yank those tighty whities over your face 😏 120
Milo🐆 @bullyjaguarmilo.bsky.social · 08/05/2026The gym was offering a deal I couldn’t say no to… 🎨 by @canecoum.bsky.social 917747