I’m pretty sure the term shoulda woulda coulda is like someone’s who always talk about what they would or should do in a situation but when it happens they never do it
Shoulda woulda coulda is a saying for someone who makes bare excuses so in this track he’s saying his opps coulda slid but they just make excuses “I shoulda done this, I woulda done that, I coulda done this”
1:30 At the time, because Casper and K Money were awating trial, they were both held in the South Detention Centre, which is a jail where inmates are kept that are in pre-trial, and only until sentencing they are sent to another facility to serve the rest of their time. So now they aren't in the South, because their trial already happened and they're just serving time now in different facilities.
