At the end of 2019, Drake and Kylie Jenner were seen hanging out together at Jenner's birthday party which led to speculation about the two dating. This is after she split with Travis Scott. After the breakup, it was revealed that Drake and Jenner two were spending a lot of time together, per PEOPLE. After keeping things quiet since then, Drake and Jenner are back in the spotlight with dating rumors fueling again. According to HollywoodLife, the two have been seen in Los Angeles together for two nights in a row.