a shady deal meaning

• [American slang]
  Fig. a questionable and possibly dishonest deal or transaction.
    The lawyer got caught making a shady deal with a convicted felon.

• shady:    Adjective: shady ( ...
• a shady character:    [American slang]Fi ...
• on the shady side of:     (informal) & ...

Examples

1. Laura decided she had just learned the hard way that a shady deal was profoundly better than outright burglary.
2. The family gave control to the Brewery, in a shady deal to mobsters in the early prohibition years.
3. The Greek Communist Party declined to participate in the election process considering it " a shady deal between the parties ."
4. They lose their money to a shady deal and travel the wilderness together where Duff dies after an attack by a rabid jackal.
5. Run Lola Run : Kinetic German film about two young lovers with very little time to make good after a shady deal goes awry.