I never liked to wear boxers honestly, they were either too loose to offer no support, or too tight and constricting around the inner thighs, I hated that feeling. And normal briefs started to look boring.
I always had a thing around wearing skimpy underwear, so I found thongs to be the ultimate choice. From, like 12 y/o I wanted to wear one, I don't remember why, maybe because of something I saw on tv, like someone joking around while wearing one, and I thought it was unironically sexy. So, mixing skimpy styles and sexiness drove me to that choice.
But there was the social shaming about it, like, If you wear this kind of clothing you were either, an homosexual, a pervert, a creep, and a big, big etc. And I started questioning myself why, what's the problem with it?, why should I conform with something stated by god knows who?, or conform with what's considered the norm (again, according to god knows WHO)?
So I thought no, a piece of clothing won't define my sexuality, I didn't want to comply with the herd mentality, I wanted to dare, to stick with the styles I liked, and try. So I could have a valid reason to like it or not (at this point you could guess my choice).
And at 19 y/o, I had a chance to buy one and try (keeping it in secret ofc), but since the most usual choice for men is boxers (it's socially unacceptable to wear anything else), no store offer something lesser than briefs, even low cuts are rare. So you guess it's pretty difficult to find styles like this. And shipping isn't an option, since postal service here is a total mess.
So my first experience was an unbranded, cheap thong, and... I'm gonna be honest, it was a dissapointment, I couldn't guess the size, so it was too loose and uncomfortable, but I liked how I looked wearing it, so my interest wasn't dead at all.
My second attempt was an small, local brand and it was also a disappointment, guessed wrong the size (because of no size chart), so the discomfort was a thing that I couldn't get rid of.
And at my third attempt, another local brand, but probably known for some people here 'Arroyman', was what it hit the nail, confirming that I really liked thongs.
Now here I am, casually wearing them, because of how comfortable they are. And every time I wear one it makes me feel more confident, because I dared to go against the norm, to wear the style that I wanted.