Drew Wonder
Superstar
It's a terrible movie but certainly hits the nail on the head with respect to a group of black men who were essentially babied by their mother, are emotionally stunted, aren't loyal to the women they impregnate, and essentially exist off the grid working odd jobs or hustling until they end up in prison, get out years later and find a woman to take care of them...
I think the fact that it even attempts to tackle everything you just mentioned at the very least puts it above the terrible category lol