I SHOULD HAVE LEARNED is a movie about regret & pain. Jason(Deveuve Brutus) is now a year into his misery after going out with friend Rick(Byron Ford) to a local club and end up having one night stand with a women name Nina(Dania King) and getting her pregnant. Now Jason is trying to go to school and keep his baby mama mouth close by paying her off. Nina is taking advantage of the situation taking care her personal needs until her friend Lexy(Jessica Rogers) calls her out. Nina feels guilt and realizes what more important. Will Jason self destruct or survive and come to grips and owe up to his responsibility!