Dylan's first romantic relationship was created with Sky. Writers began to bring to an end Sky's established relationship with Boyd Hoyland (Kyal Marsh). Initially Dylan and Sky's relationship was disliked by McIntosh, who believed that Sky was better suited to Boyd. She could not understand why Sky would choose Dylan over Boyd, despite it being an "interesting journey". McIntosh also told Jason Herbison from "Inside Soap" that she wanted writers to reconsider their decision to split Sky and Boyd. On-screen Dylan and Sky first share a kiss while Boyd is in hospital in a coma. When Boyd recovers, he tells Boyd that he kissed Sky and that she knows Boyd had previously kissed Serena Bishop (Lara Sacher). Bodie told a reporter from "Inside Soap" that Dylan interferes in their relationship because he thinks there are too many secrets between them. Writers played Dylan as having an obvious attraction towards Sky. Bodie explained that they are not a conventional pairing but, "Sky is very motherly and always looks on the bright side of life, which appeals to Dylan."