O.B. first appears in Hollyoaks when he and Max Cunningham (Matt Littler) are briefly school rivals, but soon became best friends. O.B. and Max hold Jambo Bolton's (Will Mellor) car Beryl for ransom. O.B. loses his virginity with Chloe Bruce. After a brief attempt at a music career with Max he decides to sit his A levels at College. He becomes best friends with Jamie Nash at college. O.B. becomes an alcoholic, drinking regularly at The Dog in the Pond, which causes him to become behind on his college work. O.B., Max, Ben Davies (Marcus Patric), Theo Sankofa (Andrew Somerville), Kristian Hargreaves (Max Brown), and Jamie Nash (Stefan Booth) decide to go on a potholing trip. The trip ends in disaster when an accident occurs killing Theo and O.B.'s best friend Jamie. O.B. feels responsible for Theo's death, after failing to hold on to him in the van. O.B. then starts to appreciate what he has in life, and starts a fitness diet without drinking any alcohol. O.B. has a brief relationship with a girl called Roxy who he meets online. She is later murdered by Toby Mills (Henry Luxemburg).