Dating is a multi-faceted and tangled topic. It is confusing even in its complexity, at times exceedingly simple and at other times defying logic. For such a perplexing topic, there is a dearth of local literature or narratives embodying the contemporary Singaporean dating scene especially among youth. I seek to address this need in my FYP by portraying Singapore’s dating scene through a collection of dating stories from people’s youth. The stories will be informed by interviews that I have done. I hope to create a narrative that would recognise our struggles about dating in Singapore and cultivate some solidarity in our suffering.