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When did you stop wearing briefs

I read some of your posts and had a good laugh🤣 I always took my mother's thongs from her drawer, I wore them all day and she never noticed because she only wore thongs and thought that all of them were worn out. It was when I was about 12 years old. After a few months, when she noticed me in her thongs, she patted me on the back and took me shopping, she chose cotton, comfortable thongs for me. And that's what I'm left with, I love wearing calvins.
Was she also a pro whaletailer like you & does she still wearing thongs 😋
 
I stopped wearing briefs pretty early on, maybe 3rd or 4th grade. Wore them again for a short period of time in high school (a girlfriend at the time had a kink for briefs). Went back to briefs, and started wearing bikinis and thongs after college. My lady now didn't like the briefs at first, but now prefers me in them, she tolerates the bikinis and thongs. She will call my bikinis "man panties" or snap my thong waistband and playfully tell me to put on my manly briefs any time she catches me in a thong lol. Never in a mean or degrading way though, more eye rolls and giggles.
 
I made the switch to boxers pretty young. Probally like 4th grade. By like sixth grade my pantie obsession was getting powerful and would occasionally wear a bikini cut pair undies my boxers.

It was not too long after that I discovered thongs and started wearing them occasionally under my boxers. By high school I started ditching the boxers and just wearing a thong on days I dident have to change for pe. By the end of high school thongs were pretty much my everyday underwear.

At this point I don’t own any “male” underwear and just wear thongs. That’s been the case for many years.
 
I'm 35, I still wear them. I prefer how they feel, they support the goods, flattering on my bum and when I wear my chastity cage they support that.


I have switched back to wearing pants/briefs definitely the most comfortable choice of underwear I hate wearing boxer shorts now
 
I think culture is a big influence here. I didn’t grow up wearing briefs and only got my first pair in my last year of high school, which seems pretty different from what many of you have shared, lol. When I finally tried them, they fit great, felt masculine, and gave me a nice confidence boost. However, my friend noticed right away and called me out on it, which made me super uncomfortable. At the time, I had no idea how he figured it out, and I was already a bit rattled from having bought them, so when it felt like everyone could somehow see it, I ended up ditching them.

Then in college, my girlfriend found a pair and wanted me to wear them again. This time, they became a regular part of my routine. I was comfortable in them, and instead of feeling self-conscious, they boosted my confidence. Fast forward a couple of years, and I pretty much stick to briefs now, though I mix it up with trunks. I guess I both started and never stopped!
 
Just logged in again and interested in all these replies! Thanks guys
While I can only remember getting like 3-4 wedgies in middle/high school, I feel like the fear and paranoia of getting one was constant. A wedgie was the most humiliating thing that could have happened to me at the time. It's possible that this contributed to my thong fetish because while I was doing everything in my power to avoid my underwear going up my butt, all the cool girls I had crushes on were purposely wearing underwear that would ride up their butt the entire day! While I loved the look, the permanent-wedgie aspect of thong underwear completely perplexed me at the time, and I became fascinated with how they could tolerate it all day. As such, thongs weren't just a physical attraction for me, but a mental obsession as well.
This is so perfectly put - that's exactly how I felt too! A wedgie as a guy represented total humiliation and emasculation, but as a girl it was not only self inflicted but apparently now meant confidence and sex appeal. I still totally get the psychological excitement around thongs - the fact that wearing one is basically admitting, I'm choosing to give myself a permanent wedgie because I value looking hot over comfort.

Do any of you have any specific memories of being given wedgies? I only got two at school, both on the same day and both from the same guy. I was in year 7 (age 11-12), and bent over to tie my shoe while we were playing tag and I thought I was alone in some bushes on the playground. But the next thing I knew, one of the guys I was playing with was yanking me up by my underwear, shouting 'oh yeah, it's wedgie time!!'. This guy wasn't like a bully, but he also wasn't really my friend - he was one of the cooler boys and I was always a bit nervous around him, and now here he was hoisting me up on my tiptoes by my briefs. And I realised to my horror that I wasn't just wearing any briefs, but literal tighty whities - the worst thing you could possibly be caught in at school, as I was already well aware. I was just begging and praying that he wouldn't notice he'd found someone who still wore briefs, the wedgie giver's jackpot, and I'd have thought it would have been totally obvious - but amazingly, he didn't comment on them at all, so I assume he must somehow not have realised and assumed they were white boxers. I just remember my heart was racing and the adrenaline was rushing through me, but I just stood there and took it for what feels like ages but was probably only ten seconds or so. Then I had to awkwardly readjust myself as he stood there laughing. After school that day, as I was picking up my books in the cloakroom, he grabbed me and did it again - and this time, there were two girls in the year above there, who stood there giggling. Again, somehow, he didn't seem to notice that I was wearing briefs - so an incredibly humiliating day, but one that could have been a whole lot worse... And I think because I got away with it, somehow, I was still too awkward to ask my parents for boxers, so kept wearing briefs (and kept the secret at school!) for another six years...
 
I'm from UK so I call briefs 🩲 pants lol
They're not like the big water white style briefs more bikina briefs they look pretty similar to men swimming Speedos except from a different material.

Always found it strange that in USA they tend to have the big Walter White style briefs but UK is more of a bikini style pants lol.
Does anyone know what I mean am I just stereotyping.
Yeah, that's exactly right. Literally nobody I've ever seen wears those American style tighty-whities here, that are high rise, have the Y front fly, thick waistband etc. The type that anyone who wore them at school wears here is different - low rise, soft thin cotton, no fly, thin waistband wrapped in fabric, high leg holes, no pouch or anything. You can see what I'm talking about in the photo here - https://www.next.co.uk/style/su414876/aa1126#aa1126

I didn't realise it at the time but except for some styling details they're basically the same as girls' panties... Can you imagine wearing these up to 18? I had loads in white, lots of different shades of blue, some grey, even some in bright red and green that I think I was still wearing up to like 15, reluctantly. Wearing this style was normal up to like 8 or 9, rarer and beginning embarrassing from then till 11 or 12 (particularly after the switch to secondary school at 11, which was the point by which you were definitely 'meant' to have switched), and pretty much extinct except for a few holdouts and highly embarrassing from 12 or 13 at the latest. I was born in 1998, for context. Even though I went to pretty nice schools really, you DEFINITELY did not want to be seen in these from the moment you started year 7 - tighty whities, boy knickers, little boy pants, people says all that stuff, and wedgies were rare but did happen.
 
Do any of you have any specific memories of being given wedgies?

I’ve only ever been given a wedgie once, which I shared in another thread a while back. Recently someone asked about it again, so I even made an AI recreation from memory and figured I could share that too. Another member actually found an archived site with the exact briefs I wore after I described them, so yeah, that was kinda funny.

This was in 2012. I was either seventeen or eighteen, last year of secondary school for sure, and I was hanging out with some friends from my neighbourhood. We’d been in the same class from elementary school until about 14yo, then we split into different tracks but stayed in the same school. We didn’t hang out as much during school anymore, but since we were still close and lived basically next door, we still spent a lot of time together, mostly gaming.

I had stopped wearing briefs when I was around 12 because trunks were getting popular. But at 17/18 I got testicular inflammation and the doctor told me to start wearing briefs again for support and pain relief. So yeah, I actually had a legit reason. My mom took me to a clothing store right after and bought a couple of packs. I wore them daily for a few months, though for PE I always wore boxers over them so no one would notice lol.

That day we were playing games and my pants must’ve been sagging a bit, so the waistband was showing. One of my friends noticed before I did. Back then H&M colour-coded their underwear with a thin line on the waistband: boxers had grey, trunks red, briefs blue. I had no idea. So the moment he saw it, he knew. He called it out and grabbed the waistband a little, but since I was sitting not much showed.
I was pretty surprised and kinda shocked. I denied it and pushed his hand away, trying to focus back on the game. But he kept going, got the other two involved, and suddenly they were all paying attention. I stood up and they started reaching for me, and pretty quickly I was just trying to keep them off. We ended up in this awkward stalemate where they were holding my arms and pulling at the waistband, while I was holding their hands and my pants so nothing really showed.

I was clearly outnumbered, and one of them started tugging on my pants too, so I got worried they’d pull hard and it would hurt. Eventually I just gave up an said okay. I loosened my grip and they pulled steadily until the leg openings were visible, and one of them exclaimed when he saw it. Since it wasn’t visible to all of them at once, they took turns holding me and leaning in to look. They weren’t laughing hysterically like I feared, but they were giggling and smiling, telling the others they wanted to see too. After maybe half a minute one of them started tugging at my sweatpants again, probably hoping to pull them down further. I shut that down because I didn’t want them to see everything, so I started struggling again and they let go.

It was all meant as a joke and they were more in good spirits than being mean, so I tried to laugh it off. Still, I was extremely embarrassed. Not just because they were aware, but because I knew they’d all taken a proper look. It was especially awkward because one of them was a girl, and while I wasn’t really into her, the smiles and looks she kept giving made it even worse. A few weeks later one of them jokingly pulled up the side of my underwear again, clearly hoping to make it a running gag, but I was wearing trunks that time and they never tried again.




 
I know it's ai but damn I wish I was there. I would have loved to know what your female friend was thinking out loud. Have you ever seen her wear a thong or something? Do you know if they took any pictures or told anyone else?
 
Do any of you have any specific memories of being given wedgies? I only got two at school, both on the same day and both from the same guy. I was in year 7 (age 11-12), and bent over to tie my shoe while we were playing tag and I thought I was alone in some bushes on the playground. But the next thing I knew, one of the guys I was playing with was yanking me up by my underwear, shouting 'oh yeah, it's wedgie time!!'.
I stopped wearing briefs when I was ttwelve or turning thirteen after starting the next level of school and my older sister told me there was a group of girls her age that stopped guys in the corridor to check what they wore. I don't know if it was true but it scared me enough at least!

Both my older sisters gave me wedgies from time to time until I was basically adult but I think most of them happened after I wore short boxers.
 
I know it's ai but damn I wish I was there. I would have loved to know what your female friend was thinking out loud. Have you ever seen her wear a thong or something? Do you know if they took any pictures or told anyone else?
Never saw her thong directly but I am sure she did at least try them. She often had light shorts that gave away a panty line if you looked close enough and when we were around 15 maybe I started seeing those less often. I did not miss out on a thong sighting for lack of trying haha

I don't know if one of them took a picture but I don't think so. At least that never came up and I think it would have if they did. We had a Skype where we chatted and sent a lot of memes and such. The picture makes it look a lot more relaxed but in reality we were basically wrestling each other standing up so I don't think there was really a good opportunity to. People didn't react by automaticlly pulling up their phones as soon as something happened as we do today back then lol
 
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