three-time loser

noun

A person who has been sentenced to prison for a third time, especially for a major crime.

“He'll never make anything of himself. He's just a three-time loser.”

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Meanings

nounthree-time loser (plural three-time losers)

plural three-time losers

  1. derogatoryslangA person who has been sentenced to prison for a third time, especially for a major crime.
  2. derogatoryfigurativelyslangSomeone with bad luck or poor skills, and who consistently loses.

    He'll never make anything of himself. He's just a three-time loser.

Origin

Believed to be from losing three legal cases in a row.

Full word history & related roots →
Cite this entry
APA

three-time loser. (n.d.). In WatkinsX Dictionary. Retrieved November 3, 2026, from https://dictionary.watkinsx.com/word/three-time%20loser

MLA

“three-time loser.” WatkinsX Dictionary, https://dictionary.watkinsx.com/word/three-time%20loser. Accessed November 3, 2026.

Chicago

WatkinsX Dictionary, s.v. “three-time loser,” accessed November 3, 2026, https://dictionary.watkinsx.com/word/three-time%20loser.

Source: three-time loser on Wiktionary, CC BY-SA 4.0.