All the Famous Men Rihanna Dated Before Settling Down With A$AP Rocky

The "Transformers" actor was rumored to be dating Rihanna after they were spotted eating at a restaurant together in Beverly Hills in the summer of 2007. Nearly two years later, per MTV, LaBeouf told Playboy that the two did indeed go out on a date during that time but that it just didn't work out, revealing, "It never got beyond one date. The spark wasn't there. We weren't passionate about each other in that way, so we remain friends."