1 definition by Zebracakesaresatire
The sentience of “I can’t win from losing” is a statement of when things go repeatedly wrong in an individuals life (losing), and even when things continuously goes wrong they can never catch a break.
Friend #1: Wow, So you lost your job and your wife?
Friend #2: Yea, I was fired and Susan left me…
Friend #3: Dang you can’t win from losing.
Friend #2: Yea, I was fired and Susan left me…
Friend #3: Dang you can’t win from losing.
by Zebracakesaresatire May 14, 2023