Many of Drake’s relationships have either been on-again, off-again relationships where he dates the girl for a while and then stops and this goes back and forth for quite some time. While he was on a few talk shows, he would admit to going on one date with certain girls, but it is unsure whether this is true or he is just not divulging his relationships to the public. Some of these people include Rihanna, Kat Denning, Jennifer Lopez and Tyra Banks.
At this point, it seems that Kat Denning’s relationship was short-lived, Lopez is now in a relationship with someone else and Tyra Banks recently had a baby. Therefore, it would most likely be Rihanna if he was going to marry someone.