collegeguy

U guys were right ! Ofc I can go higher 😛 #wedgie #wedgiebro #wedgieboy #collegeboy #underwear #sagging

Why no one told me that I had to go thru an atomic wedgie for my frat rush !? #wedgie #wedgiebro #wedgieboy #collegeboy #underwear #sagging

U guys were right ! Ofc I can go higher 😛 #wedgie #wedgiebro #wedgieboy #collegeboy #underwear #sagging

@DoubtfulDio Washington DC/Missouri

2026 Wedgie Meetup post! If you’re a Nerd, Bully, or even a creator looking for collabs now is a great time to connect with your local community! Comment your region and Retweet for exposure!

@ChiBiCamGuy Trying but it won’t let me

@collegeguy001 Dm me.

@collegeguy001 let me know if you need help 😈

@footwedgie 🙋

Need a wedgie buddy so baddd

Moral of the story: don’t flex the waistband unless you’re ready to have it become a parachute. Tennis bros don’t play fair — they play petty #wedgie #wedgiebro #wedgieboy #collegeboy #underwear #sagging

From Employee of the Month to Hanging by My Undies 🩲 • • #wedgie #wedgiebro #wedgieboy #collegeboy #underwear #saggingboy #sagging #sag #saggingbros

My tennis team gave me a Victory wedgie for my win… I think I’ll just have to wear it with pride, I guess 🤷🏻‍♂️ • • #wedgie #wedgiebro #wedgieboy #collegeboy #underwear #saggingboy #sagging #sag #saggingbros

Don’t ever show ur waistband in front of ur boss or this will happen to u 😨 • • #wedgie #wedgiebro #wedgieboy #collegeboy #underwear #saggingboy #sagging #sag #saggingbros

Storytime: The Day My Boss Gave Me a Hanging Wedgie ‼️ It all started like any other day at the office. Things were chill at first—emails, meetings, the usual grind. So, I’m in this meeting with my boss, right? We're discussing the upcoming project deadlines, and things start getting heated. My boss, let’s call him Dave, is one of those guys who thinks everything he says is absolute truth. So when I suggest that we should reconsider the timeline, I could tell he didn’t like it. But instead of being professional about it, he just snaps. “Are you questioning my judgment?” he barks at me, practically foaming at the mouth. I’m like, “No, Dave, I’m just trying to help out here—let’s be realistic about the timing.” But oh no, apparently, my “realism” was some kind of insubordination in his mind. Now, here’s the thing—I know I can be a little sarcastic when I’m frustrated, and apparently that was the moment that triggered him. The whole room goes dead silent, and you can feel the tension building up. I'm standing my ground, trying to stay calm, but inside I'm like, “Please don’t freak out, please don’t freak out…” And then, in the middle of all this, I glance down—and I realize it. My waistband is showing. Yeah, my thighty whities, the ones I thought were hidden under my shirt. Classic rookie move. Before I can even adjust myself, Dave’s eyes lock onto it—the waistband. He’s not even looking at me anymore. He’s staring at my tighty whities, like it’s the most egregious thing he’s ever seen. Without a word, he marches over to me. The whole office is watching—frozen—and then... he grabs my waistband. Yes, my waistband. And in the blink of an eye—WHAM—he yanks me up like I’m a ragdoll. I feel the waistband of my underwear stretch up, up, and up, pulling me off the ground. My feet are dangling in mid-air. I mean, I’m just hanging there, suspended by nothing but my boss’s rage and my poor, poor tighty whities. I can’t even scream because my underwear is practically suffocating me, and I’m pretty sure my face is as red as the printer toner. The entire office is dead silent, everyone just watching, probably wondering if this is some weird “new management technique” or something. Frank from accounting is filming it on his phone—I'm already a meme, I just know it. For a second, I try to hold it together, but then I’m like, “Alright, I’m actually hanging by my underwear right now. This is real.” Finally, after what feels like a century, Dave lets me down. I hit the floor with a soft thud, trying to gather what little dignity I have left. My thighty whities are stretched to the limit, probably ruined for life, and I’m just standing there in front of everyone—completely mortified. Dave just walks back to his desk like nothing happened. I’m staring at him like, Did that just happen? Did my boss seriously just give me a hanging wedgie in front of the whole office?! And that, my friends, is the story of how I became the office legend. I mean, from that day on, everyone’s been talking about it. People call me “The Hanging Wedgie Guy” now. My inbox? Full of memes about it. Even the janitor gave me a slow clap the other day. And Dave? Well, he’s still my boss, but now, when I see him in the break room, all I can think is, “This man once hung me by my tighty whities in front of the entire office.” I swear, the HR meeting after that was awkward. But hey, at least I’m now the proud owner of a legendary wedgie.

There’s nothing better than a good workout with a tight jockstrap • • #wedgie #wedgiebro #wedgieboy #collegeboy #underwear #saggingboy #sagging #sag #saggingbros

Wedgie Wednesday 🤝🏻 workout day Check my Mercari out for worn undies 🩲! ;) mercari.com/u/collegeguy00…

This is what we call a Wedgie Workout #wedgie #wedgiebro #wedgieboy #collegeboy #underwear #sagging

@FinnFinnh33 Thanks my guy, bros must stay together 🤝🏻

@collegeguy001 Don’t worry I’ll help you with that workout bro ! 🫡

This is the right way to workout my arms 💪#wedgie #wedgiebro #wedgieboy #collegeboy #underwear #sagging

Did someone say WEDGIE WEDNESDAY!? Chudai🗣️ #wedgie #wedgiebro #wedgieboy #collegeboy #underwear #sagging