"He Was Thuggin' When I Met Him" follows the story of Rayne Harris, a determined and ambitious young woman who conceals her family's tragic past caused by the violent streets of Chicago. Despite her efforts to avoid danger and to protect herself, Rayne's path always crosses with O'Megga Richardson, known as "Megga," a man with a street-hardened exterior and a complex background.

Megga's life has been shaped by the streets, and though he yearns for a better life and a chance at love, his past continues to haunt him. As Rayne and Megga navigate their feelings for one another and the challenges of their respective worlds, unexpected circumstances force them to confront their deepest fears and desires.

It wasn't easy for Megga to accept that Rayne had moved on, yet he knew in his heart that she was only going through a phase. What he never imagined was that he would have to save her from the very thing she was running away from. This gripping tale delves into their individual journeys toward love, highlighting the struggles, growth, and sacrifices they make along the way.