‘Sitting Pretty’ involves a family inheritance up for grabs, budding romances for a pair of orphaned twins, and a "New Yoik" con artist with plans to abscond with the family jewels. Wealthy Mr. Pennington decides to adopt an uncouth young man named Horace. However, Horace’s uncle, who is a jewel thief, also comes along. Horace’s adoption is part of Uncle Jo’s plan to rob the Pennington estate. Over the next six months, the Pennington’s educated and civilize Horace. In the end, Uncle Jo almost makes off with the jewels, but a newly reformed Horace manages to foil his escape.