Some of you may remember that a while back I instigated my straight, virtual, personal trainer to “punish me” whenever I fail at a workout challenge .. let’s just say things have escalated. 😅 #wedgie #punishment #workout

and the video 😓 @briefsxchief.bsky.social #wedgie #hangingwedgie #tightywhities #nerd #bully #hazing #kinks

So I decided to ‘stress test’ my new Natural Feelings undies today 🥴 Lets just say I give them an A+ for durability, stretchiness, and nerdery 🤤 The bungee cord allowed for some very huffy bouncing too! #wedgie #wedgiepup #nerdwedgie

My whimpers and groans sound so much better muffled by your crotch bro 😵‍💫 #wedgie #dork #atomicwedgie

Step 1) Find your bros not so gently used jockeys Step 2) Find stretchy enough undies to secure Step 3) Enjoy 🐽 Happy #TightyWhitiesTuesday ! #atomicwedgie #nerd

I don’t usually tuck my shirt into my briefs but sometimes

Well that didn’t take long 😵‍💫 I swear all you guys wanna do is stretch test my undies. Leave my new underwear alone 😭 #wedgie #atomic #dork

New undies!! Got a recommendation from a friend for these. Super comfy! Now you bullies can’t say I just wear tighty whities 😜 #panties #dork

I can’t remember the last time I only wore one diaper at a time😅 double up or nothing in 2026.

Aaand as soon as I put ‘em on, they get stretched over my face 😵‍💫 Happy MMPFHHH Monday everyone 😵‍💫 #dork #tightywhities #atomicwedgie

Layering up for flu recovery 🙂‍↕️ At least these Stafford’s are safe from y’all’s wedgies. Now I can watch my video game retrospectives in peace🤞 #dork #diaper #tightywhities

Say less 😉

Merry #Wedgiemas ! You know these types of gifts are always easier when you have someone helping you… but I hope it turned out alright 🤞

El Paso here I come! This connecting airport restroom had some nice room but my head definitely peeks over the stall. Hopefully no one saw my tighty whities over my head

Merry #Wedgiemas ! I keep asking the big guy if y’all are supposed to be getting coal and I just keep getting a smirk and stretched out undies 😳

Merry #Wedgiemas ! Here’s to being a good boy next year too 🎅🏻

Merry #Wedgiemas ! Hope it’s what you wanted 🎅🏻

What wedgies do y’all wanna give me this holiday season? I’m in a giving mood 🙂‍↕️ Receiving? Idk this is tight 😖 #dork #tightywhities #wedgie

Hey so it’s #tightywhiteytuesday. We gooning together or nah?

This angle seams just right 🩲👍

Anyone wanna unwrap the undies from my head?

You miss ONE assignment and all of a sudden your waistband is imprinted on your forehead 🙄

Snow weather tip: add an additional pair of underwear for the bullies to stretch over your head to stay warm as you waddle home. They’re gonna take the rest of your clothes anyway 🤷🏻‍♂️ #wedgie #dork #tightywhities #atomicwedgie

Happy Ass Wednesday to all who celebrate

“Dude yea whatever-GAH-just start the video this hurts… wait what’re you… h-hey my pants! Dude this wasn’t-AGH- part of the-OOF-bet!!” #loser #tightywhities #wedgie #nerd #lostbet #hangingwedgie

Natural Feelings feeling natural 🙂‍↕️ Happy #twt !

Is my reflection smiling at me? Wait no no no AHHHH 😈 !em morf sfeirb esoht edih tnac uoY Day 4 of #Wedgietober2025 Mirror 🪞

Haven’t been on in a while! Figured id hang out with you dorks again 😜 gonna post more but definitely still working my back up to socializing as much as i used to on here… just looking for some tugs for now y’all 🙂‍↕️ #wedgie #tightywhities #dork #nerd #hangingwedgie

Thanks @sinfuldesire.bsky.social , @kinggold63.bsky.social , and @lagoonabrines.bsky.social for helping @kaithewah.bsky.social learn his lesson! Now we have a constantly evolving art piece. Now it DOES take a village, sooo comment below if you want to add some tallies to our boys counter 😜

Been spending a lot of time getting to know the inside of my own underwear… thanks @jocktavious.bsky.social 😵‍💫 #wedgie #dork #tightywhities

@ nuclear.nemesis (on twitter) was sick of me sliding around while we are hiking, didn't exactly go well for me when he finally got fed up... #wedgie #wedgieboy

A normally very good @kaithewah.bsky.social has found himself needing your guy’s help! Before his underwear sliiiiides into its natural wedgied position, what should we write? Any creative waistband messages? Some decor for the butt or front? Let your creativity flow yall! He’s earned it 🫶😈

Help out the audience, always have a nerd announce the wedgie he’s getting 🫶 #dork #wedgie #tightywhities

Sup guys, I'm here to announce my very own wedgie blog "Hanging out with Connor" This first bit is a little rough, be gentle it's my first time "hanging out." Hope yall like the first installment. Peace out!

Happy TIGHTy whitie tuesday 😖😖😖

Happy Tuesday! I *would* say happy Tighty Whitie Tuesday but… these aren’t really tight anymore 😵‍💫😵‍💫

FINALLY FINISHED THE #WEDGIELOCKESV2 AND THIS HAS BEEN A WONDERFUL RIDE! Thanks to everyone that claimed a mon during this run! I sent out a few thank you videos to those who got to the end, here are some screenshots from those. 🧡 can't wait for the next one!

Too hot to put anything else on 🥵 I’ve been kind of sticking to a workout routine lately. You think it’s starting to pay off or nah?? 🤔

Sorry sir, this changing room is occup-WEDGGGIIIIEEEE!!!!!!!! 😫🩲🤓 Hngh, I guess I'll be buying some new tighty whities whilst I'm here as well 😭

When I walked into @whiptailed.bsky.social's office I had no idea if he liked me as an intern, guess I have my answer 😖 #wedgie #wedgieboy #wedgiegay #wedgiedork #wedgienerd #gay #gaysub #cnc #bully #bullyme

Rate the fit this fine #twt 😵‍💫 #wedgie #tightywhities #dork #wedgieboy

Whities pulled up snug ✅ Shirt tucked in ✅ Wrangler seam 🤝 seat of my briefs ✅ There’s just a feeling I’m missing this #twt … Can anyone help a dork figure it out? #tightywhities #dork #wranglers #naturalfeelings