Adjective

1. Having a comfortable or certain supply of money or resources.
   • 1973, "People in the News," Time, 30 Jul.,

     Lauren Hutton, 28, was sitting pretty. The omnipresent model had just signed a two-year, $200,000 contract.

2. In a favorable situation, especially a situation in which one possesses an advantage.
   • 1922, Rex Ellingwood Beach, Flowing Gold, ch. 24,

     I'm in control. I'm sitting pretty. They can't unseat me, and I warn them not to try.