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In season 2, Derwin starts becoming more of a playboy jock rather than his humble church ways. Although Melanie begins dating Jerome, she is jealous of Derwin and Janay. Grizzly", the stuffed bear Derwin bought Melanie, and Derwin throws the bear into a waste basket, but later recovers it and hides it in a drawer. Melanie goes to Derwin's apartment, but Derwin finds out that Janay is pregnant with his baby.
Derwin hurts his knee in a Sabers' playoff game and can not play in the Super Bowl, so he decides not to go to Miami with the team. In season 3, Derwin and Melanie get back together, but Melanie is jealous when Derwin goes with Janay to her first pregnancy appointment.
After the owner tells Derwin that Kwan is the starter this adds further contentiousness to their relationship.
"All of a sudden, we went from planning a wedding and him being excited to him being really distant...didn't drink, didn't do drugs and didn't go to clubs.