#7. Rita Ora
The reality star briefly romanced British singer and actress Rita Ora in 2011, but as with most of Rob’s relationships, their love just wasn’t built to last. Rob publicly accused Rita of trying to keep their love affair a secret because she thought going public would be damaging to her budding career. Nobody even really knew that they were an item until after they parted ways and once Rob went on a Twitter tirade against his unnamed ex.