second generation evolution of "you trying to do something", which is the evolved form of "would you like to do something".
combines "trying to do (the activity)" in one word - very helpful in a world where shortness (laziness) versus clarity reigns supreme.
"u tryna bowling?!" instead of wasting all that time saying "are you trying to go bowling?", or in the olden days: "would you like to go bowling?"
"u tryna do something tonight" - still wordy (I'd prefer "u tryna somethin" but i won't be picky)
"u tryna tryna" - funny lolligagging with the word tryna; even i'm not sure what this means and i created the slang...third evolution perhaps?