He briefly dated Miranda Killgallen and, at one time, thought Courtney was interested in him, both times putting Ginger in an awkward position. He declares his love for Ginger when she moves away in "Far From Home", after which they became a couple. After their relationship suffers some trouble, Darren leaves Ginger for an older cheerleader named Simone (whom he was seeing behind her back). This hurts Ginger in such a way that she decides to cut him out of her life entirely.