Prototyping not only helps demonstrate new concepts and show design vision but also aids quick turn-around concept validation and usability tests. This workshop is about investigating “Thinkering” as a methodology to support design research in emotions. As we all know, designers generally think while doing and talk through their concepts - be it sketches, physical models or virtual interaction visualizations. So Thinkering (tinkering while thinking) is a method that suggests using this innate as well as learned aptitude of designers for design research. This workshop proposes use of Thinkering as a possible method to explore the opportunities and challenges.