Kendall Jenner and NBA player Ben Simmons are officially giving their romance a third go, and People has a little insight into why the on-off couple came back to each other at the end of 2019.The two originally started dating in May 2018, split at the end of the summer, then got back together in the fall of 2018. They lasted until May 2019, then took a break before reconciling at the end of 2019.