Conformable electrodes are essential for the development of flexible electronics or functional clothing, regardless of their application. Their reliable ability to transfer electric signals or serve as sensing elements in various conditions is vital for the advancement of wearables that will enhance our everyday life. In this research, we concentrate our efforts on the understanding of the influence of elongation and washing on roll-to-roll printed conductive electrodes of various shapes and materials. A large sample set provides data on the breaking mechanisms and how these affect the electrical properties of the electrodes. In addition, the physicochemical analysis offers insights into the electrodes’ and materials’ behavior in extreme conditions during elongation and washing cycles. The achieved results indicate auspicious nanoparticle shapes and sizes as well as evidence regarding micro-scale breaking mechanisms responsible for electrodes degradation. Utilization of commercially available materials and roll-to-roll printing techniques allow the seamless application of achieved results and the creation of more reliable, flexible electronic devices.