This study presents a comprehensive analysis using an innovative testing method of two wheel steels paired with cast iron and organic composite brake block materials. By conducting tests under consistent conditions and varying in duration, the study examines temperature profiles, friction coefficients, surface characteristics, weight loss, and microstructural changes in wheel samples, emphasizing the distinct behaviour of these materials in braking applications and the damage evolution over time. The results demonstrate that organic composite brake samples outperform those in cast iron, showcasing smoother wheel sample surfaces and stable friction coefficients. Weight loss analysis reveals the environmental benefits of organic composite brakes, emitting fewer particulates than cast iron counterparts. Microstructural examinations uncover the formation of a Thermal White Etching Layer (T-WEL) on wheel samples tested with cast iron samples, leading to cracks and material detachment. Conversely, extended use of organic composite samples led to a "thermal fuse effect", impacting their efficiency and suggesting the need of careful temperature management in sustained braking scenarios. Despite significant differences in wheel steels, the study underscores the critical role of brake material in braking improvements. The findings not only enhance the scientific understanding of brake material behaviour but also introduce an innovative, cost-effective, and fast 4-contact machine testing method.