Supermodel Cindy Crawford explores the mystery behind her Midwestern family's origins. Focusing on her father's side of the family, Cindy's research leads her to Boston, where she discovers an ancestor who was one of America's earliest Puritan settlers. Baffled by a family mystery, Cindy follows his trail to England where she finds a family torn apart by conflict. Cindy is amazed by tales of military bravery and political defiance as she traces her ancestor's role in one of the pivotal battles of the Civil War. Travelling to London, Cindy then makes a discovery that takes her ancestry back an incredible twelve centuries, revealing an astonishing connection to early European royalty.