Meaning:
If you lose your shirt, you lose all your money as a result of gambling or bad investment.
Examples:
- In a week, you'll either collect or lose your shirt.
- You don't come crying when you lose your shirt.
- You know perfectly well if it weren't for me, you'd lose your shirt.
- This time you'll lose your shirt.
- And you will lose your shirt.
- He wants you to lose your shirt.
- If you have a bad stock, you can lose your shirt.
- You might still lose your shirt.
- Aren't you afraid you'll lose your shirt?
- Did you lose your shirt again?