The teacher's booklet "Theme Art Secondary Level II. Portrait Painting" offers comprehensive support for lesson preparation in the subject of art. It is aimed at educators and includes numerous color illustrations as well as worksheet templates that enrich the teaching experience. The booklet covers the development of portrait painting from antiquity to the present and provides exemplary works that illuminate epoch-specific phenomena. Special attention is given to stimulating comparisons of works that encourage critical engagement with the artworks. Additionally, the booklet includes exam training and solution proposals to help educators evaluate the learning progress of their students. An online offering with excerpts from all epoch images and structural analyses for printing complements the materials and allows for flexible lesson planning.