The painting processes for collaborative paintings can be classified into impromptu, non-impromptu, and project-based collaborations.“Zhang in the South and Pu in the North"impromptu collaborative paintings are a distinctive type of painting collaboratively completed by the leading contemporary Chinese painting masters, Zhang Daqian(1899-1983)and Pu Xinyu(1896-1963). Zhang and Pu impromptu painted and wrote on the work alternately to complete the impromptu collaborative paintings whenever they met each other. The large picture scroll,“Evergreen Spring in Taiwan," is a project-based collaborative painting commissioned by the National Museum of History, which invited 10 artists including Zhang Daqian and Huang Junbi(1898-1991) to collaborate on the scroll. Diverse motivations, purposes, artists, and topics create various artistic effects. Frame sizes influence the space requirements for painting, painting speed, painting processes, challenges confronted, and artistic effects. These are relevant issues for the unique painting style of collaborative paintings. This study attempts to explore the similarities and differences between“Zhang in the South and Pu in the North"impromptu collaborative paintings and the“Evergreen Spring in Taiwan" commissioned by National Museum of History, presenting a compendium how these paintings were composed.