Guys in Undies, Wedgies, and More

Guys in underwear, wedgies, and more. (I do not own any photos unless said otherwise. Photo rights belong to their respective owners.)

[guysbriefs]

2xist briefs hugging my cheeks

[beautifulbeautifulboy]

[neilspants]

No boxers or boxer briefs!!!

[jckybriefs4me]

Show those underpants!!

[everthegentleman]

Hope you all don’t mind these

[mrbulgesexy]

[uw2025-deactivated20260719]

[footballsweetcheeks]

[j-o-c-k]

[anotherwedgiepage]

That smirk tells me he used to dish out the worst wedgies imaginable to anyone who dared wearing tighty whities back in high school. Now years later in his 30s, he’s trying briefs again for the added support and realizes how comfy they are. He can’t help but smile as the memories coming flooding back…

The time he pantsed Kyle before hoisting him in the air in front of the cheerleaders…

The time he dragged Matt by his briefs to the bathroom and flushed his head in the toilet…

The time he sat bare ass on Derek’s face while giving him a Melvin in the locker room…

And who could forget the ultimate atomic wedgie he gave Brad that went under his chin without ripping his undies…

All for the mistake of wearing tighty whities. Oh yeah, those were the good old days. Now he gets to enjoy the comforting embrace of those tight little briefs without worrying about anyone yanking on them. Or so he thought, until this picture started making the rounds online. Now he’s labeled a tighty whitey boy at the gym and can’t get through a workout session without the guys seeing how much cotton they can ram up his butt. Hopefully no one at the school reunion will see any of the photos online or he might get the full bully treatment from his former victims. Enjoy the new undies while you can, dork!

[footballsweetcheeks]

cute fuzzy butts are the cutest butts

[thegaybiochemist]

Listen, if youre a guy with thick thighs I am BEGGING YOU

Get a pair of rugby shorts and some briefs, and take a bunch of slutty pics

I guarantee you, you will look so hot

[dads-bros-underpants-kink-deact]

[jckybriefs4me]

Always!! As long as it’s briefs, boxers and boxer briefs not allowed. 😉

[footballplayersinunderwear-deac]

[guysbriefs]

The idea of getting down to your undies around the guys while they’re riding up and exposing your cheeks. 🥵

[thewhitecut]

[jckybriefs4me]

Morning stretch

[guysbriefs]

Brief clad asses are so hot.

[footballplayersinunderwear-deac]

[herewegoagain10132]

Certainly looks like a very rewarding career choice 💆‍♂️

[guysbriefs]

Wow. These guys know how to rock a skimpy pair 🥵

[fandeslipsblog]

My brief 🩲 today monday