When Derwin is unexpectedly forced to take Melanie to singer Drew Sidora's (guest starring as herself) video release party, he panics over how the meeting between them is going to turn out. Kelly and Tasha continue to grow in their work relationship, while Tasha has trouble finding new clients. Meanwhile Jason struggles with his new parenting responsibilities.

In the conclusion of the first-season finale, Melanie and Derwin have a heated argument about their impending engagement status. Derwin sleeps with Drew. Meanwhile, Jason gets a reality check when he is asked to speak on camera and conduct special interviews for ESPN. Later, Kelly helps Tasha get new clients by using an unusual sales technique. In the last scene, we see Melanie over-hearing Dionne tell Derwin she knows about him and Drew and Melanie takes off the ring before getting in the elevator while telling him it's over.