In my opinion, Drake and Rihanna would not make a cute couple. I think that Rihanna tends to be more of a girl for Drake meaning that, he would not handle her due to her nature. Jay Sean on the hand would be good for Rihanna according to my thoughts.
I do not thin they would make a good couple. Rihanna is nasty, I used to like her but I don't anymore. Drake is a amazing rapper and I think he could find women better than Rihanna. Plus in the song " No Lie" by 2 Chaniz drake disses on Rihanna.