HighAndTighty

The red plaid boxers! Get em outta here

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

Woof
Looks like they fit great from down here 😵‍💫🥵

Let’s see Fridays pair dorkus! And you know I liked the look of them over your head 🙂‍↕️ The start of the weekend for you just means more free time to stretch out your underwear collection 😜

Ok but do you have another Wednesday pair? You gotta be ready for next week, dorkus 🤭

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

Cuuute! Where did you find them?

Kinda looks like you need some help there bro 😜

Sensible footwear AND undies on the job 🙂‍↕️👌

Happy Birthday! I love following directions! Get ready buddy 🥳👋🍑

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

I love them 😭🫶

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

Such a good scene and great redraw!!

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

Yep yep! I may have found some uh… stretchier options since then that do a lot more with one pull but these are still awesome 🙂‍↕️

Love the matching bandana, bud! 🫶

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

And we’ll know who’s under any face covering atomics 🙂‍↕️
Great idea, bud 👌

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 😉

Wait can I add to the tally? 😜

Wait are these your size? I gotta look into these… for a friend 😳

Yea no problem I’m like 5’9” ! I think the wirarpas with the grey waistband would be harder to stretch over your head (just because of the sturdier waistband fabric present)
But the ones without have PLENTY of stretch 👍
Get your crown king 😜

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