Gray Windows is a collection of poems arranged into three sections, each determined loosely by its general themes. The first section focuses primarily on perception, as well as ethical, social, and topical issues. The second and third sections further those concerns, filtering them through the personal, but not exclusively private, world of romantic relationships and family. In addition, the poems in Gray Windows roughly follow a reverse chronological order, with the greatest exception being the first poem, "Surfing for Caravaggio's Conversion of Paul," which is one of the two earliest poems composed for this manuscript.