The song "Chequered Love" by Kim Wilde is about a tumultuous and confusing relationship. The lyrics describe a back and forth between the singer and their partner, with one saying everything is alright while the other feels like nothing can go right. The chorus expresses a feeling of being unable to get enough of the rough love and tough road that comes with it. The song captures the emotional rollercoaster of a love that is both maddening and irresistible. Overall, the song conveys the complicated and conflicting emotions that come with being in a passionate but turbulent relationship.