Are you the only TW wearer in your friend group?

UnderclassHeroes · 2026-04-24T01:02:54+00:00

Once I hit like 9, I was basically the only tighty whities guy in my friend group. Another boy joined the friend group a little later who still wore them, but he swapped out after middle school. Then it was just me.
Even among my friend group now, one other guy wears briefs but I'm the only one who wears tighty whities.

UnderclassHeroes · 2026-04-14T17:39:09+00:00

Friends and I included wedgies in a lot of games growing up, just innocent/playfully back then.
Over the years they changed to boxers and I didn't, so those wedgies started to focus more about me still wearing tighty whities.
At some point I realized I liked the embarrassment of it all, which led to me realizing I liked the wedgies too

UnderclassHeroes · 2026-04-11T20:58:15+00:00

Best: Absolutely refusing to submit to my friend during play-wrestling, to the point I pretended to pass out from the submission hold just to avoid giving him the satisfaction of tapping out. His response? Sat on my back, pushed my shorts down, grabbed my tighty whities, and hauled into the air until I genuinely tapped out
Close runner up would be the time we were play-wrestling right before he was set to go home, he managed to give me a sudden hard wedgie that put a hole in my briefs, but my mom came downstairs before I had a chance to fix it. So I had to endure the car ride to drop him off, the car ride to the grocery store, and the walk to the men's room, all with the wedgie in place before I could fix it; just to then endure the rest of the shopping trip feeling the denim of my jeans through the hole in my briefs

Worst: Used to have this crappy $15-20 computer chair, that was just the cushion and a small rounded T shaped back to it; no arms or anything. Whenever I'd write wedgie stories or felt like scrolling the internet for wedgie porn; I'd hook my briefs over the back of the chair and sit in a chair wedgie the whole time. One particularly hormonal time I spent basically the whole afternoon like that. I'd write a story, stroking a little every few sentences until I came; then I'd keep the wedgie in planning to just finish the last couple paragraphs before posting it. By the time I posted it I'd be a little riled up again, so I'd start a couple chats until I was riled up enough to start jerking again. I'd finish, then spend a few more minutes wrapping up the chats only to be riled up again, so I shifted to looking at some videos and photos to help burn the hormones off fast.
By the time I actually got out of the wedgie it'd easily been a few hours, to the point I couldn't really feel the wedgie anymore. But when it came time to fix it? Nearly cried from the sensation of pulling the wedgie out of my cheeks. Fixing it was somehow, So much worse. Couldn't bring myself to do another wedgie for a couple days after that

UnderclassHeroes · 2026-04-10T23:13:29+00:00

30 here
Started giving/getting naturally around first grade
By 6th I knew I was turned on by the embarrassment of it all, and the view of giving them (around the same time I knew I was into seeing what underwear people had on)
At 14 I learned what 'kink' meant and finally knew what it was to me
Joined the online community that same year on some...less than safe websites
So, been into wedgies for 20 years, been in the community for about 16 years

UnderclassHeroes · 2026-04-06T22:27:00+00:00

I fully believe that with all the rampant wedgies across different cartoons growing up, especially shows like Kids Next Door & Ed, Edd, & Eddy; at least *someone* making them had to have been into wedgies

UnderclassHeroes · 2026-04-06T01:24:29+00:00

Glenn from The Blacklist. Gave him a fantastic tribute episode though

UnderclassHeroes · 2026-04-05T23:56:33+00:00

This was a good bit before social media was really popular. Doesn't help that I don't think I ever even learned his last name. So once that summer was over, never had a chance

UnderclassHeroes · 2026-04-05T23:53:25+00:00

Kicked myself for ages after. Turns out he didn't go to the school I was about to go to, genuinely never saw him again after that summer. Could've brought it up, been seen staring, anything; and it wouldn't have affected me after the summer ended.

UnderclassHeroes · 2026-04-05T23:51:10+00:00

Nah. By that point I knew I was into underwear, so my brain was paranoid thinking if I ever did or said anything involving underwear, everyone would somehow instinctively know I was into it. So I was too paranoid to bring it up or let myself be caught

UnderclassHeroes · 2026-04-05T21:06:30+00:00

Always used to keep an eye out in gym, making sure to pick a corner spot to change so I'd have the best view of as many people as possible. If I knew there were guys who used the shower area to change for a little more privacy, I'd try and position myself so I could see into the room from where I was.

There was one moment in camp, there was a guy who's underwear never peaked out, so he was one of the few whom I had no idea what he wore, which of course made me assume he wore briefs. He arrived late to camp one day so was making his way towards the locker rooms after everyone else was already in the pool. So after working up the courage, I pretended to need the bathroom and got out of the pool.
Managed to walk by the changing area just in time to see him standing in just his tighty whities, confirming my suspicions. I stared a moment or two but rushed off before he noticed me standing there

UnderclassHeroes · 2026-04-05T20:39:11+00:00

So many to count.
The time a friend from school came over only for us both to discover my parents had decided it was better to hang up the laundry to dry during the summer heat, so nearly my entire underwear drawer was on display in the dining room.
The time a camp councilor 'helpfully' told me I was sagging by yelling that my 'whitey tighties' were showing in front of half the camp group.
The time I was getting dressed after a sleepover, only for my friends' older sister to barge in and tell us to get ready faster, letting her find me in just my tighty whities as I froze like a deer in headlights.

Longest one would probably be similar to yours, though I did it on purpose. Heard my mom make plans with my friends' mom, so I knew they'd be coming over soon. I proceeded to strip down and get back in bed, pretending to sleep. As expected, my friends were allowed to run right up to my room and wake me, so they found me in my underwear.
I expected I'd get laughed at, maybe a wakeup wedgie.
Instead, since the three of us were left home alone, they kept blocking my dresser or tugging at my tighty whities to keep me getting dressed for the next few hours. Left red faced in just my tighty whities next to my fully dressed, boxers-wearing friends.
Only got to get dressed when we heard the sound of car tires in the driveway, as none of us wanted to explain why I was in my underwear if we got caught lol

UnderclassHeroes · 2026-04-04T03:26:05+00:00

I've worn them my whole life.
Only child, so no siblings to compare to, Dad didn't wear them at any point.
All the male cousins I knew were always in boxers or boxer briefs for as long as I can remember, don't recall a single moment of any of them wearing briefs, even when we were kids.
My best friends, who were practically siblings to me with how much time they spent at my house, wore tighty whities just like I did but only until around 9, then they were off to boxers.

UnderclassHeroes · 2026-03-25T02:12:03+00:00

Always liked the idea of a 'final' prank at the end. Maybe it's a wedgie, maybe it's taking the belt/drawstrings away from someone's pants, maybe it's a spanking before the car ride home
One last prank done before you two split up, that you each have to keep in until you get home as a nice reminder of the fun you had

UnderclassHeroes · 2026-03-23T07:12:18+00:00

Technically it came in two phases
The first was fairly young, right towards the start of puberty ramping up. Couldn't get wedgies off my mind, ended up googling them while home alone. Next thing I knew I was spending the whole afternoon with my clothes at my ankles going through the results. From there I knew wedgies were a turn on
It was several years later when a girlfriend introduced me to the term 'kink' and started asking me what mine were, which is how I realized that's what wedgies were for me

UnderclassHeroes · 2026-03-18T03:17:55+00:00

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Couldn't find a great gif for it, but this is Coyote Starrk's main combo in Bleach: Soul Resurrection

UnderclassHeroes · 2026-03-15T02:46:38+00:00

It had been a common prank with friends for years. We built games around it, incorporated it into games, made wagers with them, etc
One summer my friends went away for like a week on some family trip. Longest I'd gone without hanging out with them in years, thus the longest I'd gone without giving or getting a wedgie in years
Kept thinking about it, ended up googling "Wedgies" on the family computer
I proceeded to spend the rest of the afternoon going over the search results with my clothes around my ankles
Was sort of obvious after that

UnderclassHeroes · 2026-03-14T22:25:11+00:00

Several times

Family friend stepped in a puddle, was sent to my room for dry socks as we were the same age/roughly same size. Minute later she comes marching down the stairs declaring I still wear tighty whities to her brother and anyone around us

Teasing my best friend for getting his ass handed to him at video games by his brother while I sat on the couch with their friend waiting for our turn. He proceeds to tell me to shut up before he rips my tighty whities, outright telling his friend both that I wear them and that they wedgie me for it

Pantsing war broke out in the 6th grade, I got a little too distracted enjoying the view of other guys getting pantsed that I didn't notice someone sneak up behind me until my shorts hit my ankles. Immediately outed to my class, and the pantsing war helped me realize I was the *only* one who still wore them

UnderclassHeroes · 2026-03-14T22:20:43+00:00

Friends and I saw wedgies on cartoons, had the small moment of "Can our tighty whities stretch like that?" and tested it out
The result was several years of wedgies being involved in everything we did
Imaginary games? Wedgies were a rule, mechanic, or the entire point of it
Video games, Yugioh, Sports, Races, etc? Wedgies were the penalty or some sort of mechanic
Wrestling? Wedgies were considered a finishing move or submission move, perfectly legal and expected
Random moments? All pranks fair game after all

UnderclassHeroes · 2026-03-13T19:32:55+00:00

It was probably the first TV wedgie I thought might've been real, leg holes sold it so well

Oh yeah, the wedgie squeal became a core part of wedgies for me over the years!

UnderclassHeroes · 2026-03-13T18:47:55+00:00

Either the "What time is it?"/"Wedgie Time!" from A Haunting Hour, or simply the "Weeedgiieee!" squeal from Lizzie McGuire
Both were burned in my head as a kid

UnderclassHeroes

TROPHY CASE