Derwin (Ding Dong) Davis is a rookie wide receiver is learning the ropes and eventually becomes a franchise player and a vital part of the San Diego Sabers championship team. Aldis Hodge portrayed the original Derwin in the Girlfriends pilot. His character was replaced by Pooch Hall.
In the first season Derwin goes through the hazing from Sabers captain Jason Pitts, and starting quarterback Malik Wright, whom he ultimately becomes friends with. Towards the end of the season, Malik and Jason "adopt" Derwin. In "To Baby...Or Not to Baby" Derwin proposes to Melanie at half-time of one of the Saber games because he thinks that Melanie might be pregnant. Melanie accepts, feeling pressured on national television. Derwin meets singer Drew Sidora at a party he attends with Malik, and Drew asks Derwin to be in her in her new video, which he accepts not knowing he will play her love interest. Derwin and Drew get close and end up having sex. Dionne tells Derwin she knows he slept with Drew, and Melanie over-hears and calls off the engagement, and their relationship.
Derwin tries to get back together with Melanie but Melanie shows up with football player and Derwin's rival Trey Wiggs to move her stuff from Derwin's apartment. In season 2, Derwin starts becoming more of a playboy jock rather than his humble church ways. After a few "hookups" Derwin starts dating Janay. Although Melanie begins dating Jerome, she is jealous of Derwin and Janay. Janay finds "Dr. 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 misses Derwin and decides to pay him a visit, and they share a passionate kiss, but Melanie goes to L.A. with her boyfriend, Jerome. Derwin goes with Malik to L.A. to seek out Melanie. Derwin asks her, "You look me in my eyes and you tell me you don't love me?". Jerome and Derwin fight and Melanie confesses to Jerome that she loves Derwin. Melanie goes to Derwin's apartment, but Derwin finds out that Janay is pregnant with his baby.
Derwin and Melanie get back together, but Melanie is jealous when Derwin goes with Janay to her first pregnancy appointment. Derwin decides to get back together with Janay since he is the father of her baby. Janay discovers that Derwin is still in love with Melanie after the bear she thought had been thrown away. Melanie and Derwin get back together and Derwin proposes again, and Melanie accepts, and decides she wants to marry Derwin before the baby arrives. The baby comes when Derwin and Melanie are at the altar. Derwin rushes to the hospital, leaving Melanie at the altar. Later that night Derwin and Melanie get married in a private ceremony.