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Dennis Cruickshank, nicknamed "the Yorkshire Pud", is an officer in Wentworth Detention Centre serving from ep 457-560. Dennis is partly responsible for the death of Bobbie Mitchell's unborn baby because he threw her to the side (459). Bobbie stabs him in the shoulder. He starts dating Heather Rodgers, another prison officer who starts not long after Dennis. He breaks the strike by going into work and gets suspended because of it. When he has to return to England due to the news of his mother's illness their relationship breaks apart.

Arriving back at Wentworth he finds out that Heather was fired because of Joan Ferguson. He catches Bobbie Mitchell being sick on dope but decides not to tell the Parole Board. He stops Frank Burke from escaping twice. After giving a young hitchhiker-girl a ride he gets suspected of her murder as she is found dead. Eventually Inspector Grace finds out who the real murderer is and Dennis cleared of the charges.

He starts dating Meg Morris and the two of them move in together and even get engaged. He gets word that Frank Burke has escaped and he has a hit list with his name on it. Frank finds out where Dennis and Meg live and goes there with a shotgun. He shoots Dennis in both legs incapacitating him. Dennis ends up in a wheelchair and thinks he will never walk again. Leaves Meg rather than let her give up her career to look after him (560).

Meg mentions that Dennis is doing pretty well (590).

He is played by Nigal Bradshaw