But the pair split in February 2017 due to their hectic schedules.India Love, 22, is a US TV personality, blogger and model. Drake also previously dated her sister Crystal Westbrooks.
The pair apparently hooked up after a series of late-night studio sessions. In 2016 she and Drake got together around Christmas.
J-Lo even attended Drake's New Year's Eve show in Las Vegas.
India was romantically linked to rapper The Game in 2014.
Hailey Baldwin, 21, is a model and the daughter of actor Stephen Baldwin. They were spotted at the rapper's Memorial Day pool party.
In an interview on an online adult show she said: "He's excellent in bed." Serena Williams, 36, is a US tennis player.
Drake was first spotted attending Serena's matches in 2011.
Just two days after we revealed Drake was dating Raye, The Sun Online exclusively confirmed he'd also been wooing Lateysha Grace.
The Canadian rapper jetted off to Britain to go on a date with The Valleys star.
She is best known for winning VH1's Flavor of Love 2.
In March 2015 she admitted to getting together with Drake.
“On Thursday he was seen getting close to Réka after she was invited up to his private bash where there were only a few VIP guests.