Last Saturday, my 15-year-old daughter went to her second high school dance with a group of friends. Her dress was short, tight, and a gorgeous shade of royal blue. Perfect for the holidays.

RuthAnn Webb founded Blessed with a Dress, Suit & More 10 years ago to help students feel and look their best.

To help ease the financial burden on families, she started Gowns for Girls, an organization that provides free dresses for ...