4. Rihanna
Rihanna may be currently single but her relationships dramas have been all over the news. She was in an on-and-off relationship with Chris Brown and Drake.
She was just a teenager when she started dating Chris Brown. Their relationship turned ugly and ended with assault case in which she reported him in 2009. Surprise, surprise: they got back together in 2012.
Rihanna and Drake were seen together a lot, including sharing some PDA moments. However, the two never admitted that they are a couple.
She was also seen romantically involved with other celebrities like Jay-Z, Shia LaBeouf, Josh Hartnett, Justin Timberlake, Colin Farrell, Ryan Phillippe, Ashton Kutcher, Leonardo DiCaprio, Karim Benzema, and Lewis Hamilton.
