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chequered past

Translations

пёстрое прошлое

He has a chequered past, full of ups and downs.

У него пёстрое прошлое, полное взлётов и падений.

Definitions

A 'chequered past' refers to a history that includes both good and bad experiences or actions, often implying that someone has been involved in questionable or morally ambiguous activities at some point in their life.