That's the problem--not everybody necessarily knows what "everybody necessarily knows." With a thousand subcultures all siloed, the "one true meaning" tends to shift from silo to silo. Sometimes a cigar is just a cigar. It's obvious when somebody from outside gets your (sub)culture wrong, invisible when we're outside a culture and look into it and get it wrong.
https://t-shirtat.com/shop/pepe-the-frog-sad-boys-2-sad-4-u-t-shirt/ has a similar shirt--yesterday I ran across other links, curious about it. One was in Sweden. Others, Amazon (no longer available ... go figure). There's a market for it, I guess. Note the text under the frogface..
https://hip-hop-music.fandom.com/wiki/Sad_Boys is a music collective. The text above "Sad Boys" isn't the same, but on this site it looks Mandarin to me, while the shirt's text is, I think, Japanese. Some overlap in characters, kanji does that.
Beyond that, need context. Perhaps Sad Boys has a white supremacist following, and maybe that's the likely solution. (And maybe Sad Boys is white supremacist, maybe their music for whatever reason appeals to white supremacists.) They do rap.
Also there's a Lil P Peace "2 sad 4 you" album. (with the I hope unconnected "Lil P" Remington compact sight, https://www.gunsandammo.com/editorial/bushnell-lil-p-compact-prism-sight/364197). Then again, 2 sad 4 u has an urban dictionary music and there's "sad boy rap" as some sort of sub-sub-subgenre, so perhaps the Lil P Peace album is playing either off the urban dictionary sort of definition or mocking "sad boy rap." Don't know, got no hook into the stuff.
Not my subculture, I'm looking in from the outside and I'm glad I'm on the outside. I don't particularly think it coheres, and not sure I want to understand how it does for those inside.
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