This article discusses one of our arguments for more creative and challenging play structures. They should be safe, but they don’t have to be boring. Any design problem includes the tug-of-war between aesthetics and function. The design of play structures is no different. They should be both visually stimulating and cognitively challenging. This article discusses how ‘modern’ play structures have been adversely affected by legal and safety standards throughout the years to the point where they are becoming obsolete.