Craig starts a romantic relationship with Darlene Taylor. He supports her after her stepbrother, Justin Burton, pushes her through a window and later when her brother, Ali, is killed in a car accident. Meanwhile, Frankie and Jack marry and Darlene deals with her feelings by making up claims about his family making passes at her. This leads to her stepmother, Liz Burton, throwing her out of her house and Darlene living with the Dean/Osborne clan. Darlene starts flirting with Craig's stepbrother, Darren, and then tells Craig that Darren is the one seducing her. Craig then walks in on her having sex with Darren, an event Darren orchestrated to prove what type of person Darlene is to Craig. Craig end his relationship with Darlene.