two-time loser

  1. a person who has been sentenced to prison twice, especially for a major crime in a state where a third sentence is mandatory life imprisonment.

  2. a person who has failed at the same endeavor twice.

Origin of two-time loser

First recorded in 1930–35

Words Nearby two-time loser Unabridged Based on the Random House Unabridged Dictionary, © Random House, Inc. 2023

How to use two-time loser in a sentence