In 2010, she was cast in the feature-length film The Little Things directed by Neil McGregor.
In 2015, Cleo began a blog called Pass Around the Smile, based around living a positive life.
Pass Around the Smile has since expanded into events, courses, online meditations and Positive Guidance cards.
[citation needed] Her mother, Anna Waters-Massey, is an actress and acting teacher.
Massey got married in December 2021, to Luke Dempsey-Ceh, her partner of ten years.