Punch featured Winston Churchill in more than 600 cartoons between 1899 to 1988. Some were laudatory, some were critical, and others, like the man himself, usually humorous. For the first time this book catalogues all the cartoons and provides a context of the events and people being satirised and places them in historical perspective. Early on Punch often made Churchill into a caricature of himself, promoting exaggerated images of his physical characteristics such as his forward leaning gait, his prominent jutting jaw, his cigar, and his hands on hips when speaking. His hobbies were frequently caricatured such as his love of polo, painting, writing skills and brick-laying. This book is not just for fans of Churchill, but for anyone interested in history, British life over the past 120 years, media and their response to government and politicians, cartoon aficionados and general society. It is an easy and fun read for the casual reader but also the academic who wants more depth through the appendices and an analysis of major world events through the eye of Punch.