Who is Rihanna dating? Rihanna's dating history. All of Rihanna's loves and hookups. Who Rihanna dated; list of Rihanna loves, ex boyfriends; breakup rumors. With all the troubles Rihanna has had in the dating world, it's a wonder she hasn't ended up on the list of celebrity sex tapes yet. Seems there's a pretty good chance she and Chris Brown have a celeb sex tape lying around in a drawer somewhere. Hopefully they'll stay apart for good this time and leave the celeb sex tapes to other less abusive famous people. The loves and relationships of Rihanna, listed by most recent.