Черкаши (cherkashi) is a slang term for "skid marks" in underwear. It's a crude and somewhat shocking word that is definitely not common in everyday conversation or most songs.
In the context of this song, the artist uses it to convey a raw and provocative image, contributing to the song's overall aggressive and transgressive tone. Its unexpected appearance makes it memorable and attention-grabbing.
"Cherkashi" is a short, deliberately shocking track built on repetition rather than storytelling. The same four lines come back three times, and each one is a boast stacked on the last: violence, drugs, cash, clothes.
The verses are pure provocation. The narrator brags about hurting a woman, about the "stuff" he is carrying and the paper in his hands, and about clothes that cost more than your whole salary. There is no plot here and no regret. The point is the sneer.
The second half pushes the shock further, with a hiding place, ashes, and teeth turned into decoration. None of it is meant literally. It belongs to a corner of Russian rage rap where sounding untouchable and unpleasant is the whole craft, and where saying the worst thing you can think of counts as a flex.
Underneath the noise the song is about fearlessness, or at least the performance of it. "Я уже не чувствую страх", meaning "I don't feel afraid anymore", is the one line that explains all the others.
A word of warning before you study it. The language is violent and crude from start to finish, and several words are slurs or drug slang. It is genuinely useful for hearing how fast, clipped Russian street speech is delivered, but this is not vocabulary to carry into a conversation.