"People normally think 'dangerous' is somebody who can physically hurt you, make you bleed, but Raymond hurts people emotionally," says Saad Sheban, the latest detective to put the dating fraudster from County Durham behind bars.
Yet there is little sign McDonald sees prison as anything other than a temporary reprieve for the people whose lives he shatters, with police believing the number of victims could reach three figures.
McDonald even targeted one woman while on day release from jail.
His lies follow a familiar pattern: A distinguished army career, villa in Cyprus, working strange hours to allow him space to cultivate multiple relationships at the same time.
In reality, as Det Con Sheban describes him: "McDonald is a serial scammer who routinely preys on women who are just trying to find a life companion."
And each chapter of his offending always ends the same way: Women fight back.