In case you're not familiar with their back and forth, we've created a complete overview of Drake and Rihanna's makeup and breakup history over the years.
Scroll through for a timeline of their on-and-off romance.
Rihanna & Drake are seen here leaving there 2016 Brits Awards afterparty held at Tramps Club in Mayfair, London.
Rihanna & Drake left the venue at 5am and where also joined by rapper Chipmunk & Keisha Buchanan.
(Photo by Jason Merritt/Getty Images) Rihanna (L) and rapper Drake perform during the 2011 NBA All-Star game halftime show at Staples Center on February 20, 2011 in Los Angeles, California.
(Photo by Jason Merritt/Getty Images) Actor Seth Rogen testifies at the ‘Taking A Toll On Families And The Economy: The Rising Cost Of Alzheimer’s In America’ Hearing at Dirksen Senate Office Building on February 26, 2014 in Washington, DC.
"I was introduced to her as the kid who played background music at the restaurant as people ate their dinner." "She's someone I've been in love with since I was 22 years old," he later gushed, prompting big cheers from the audience. All my adult life, I've looked up to her, even though she's younger than me.On Monday night, prior to their flight, the superstars stepped out for a dinner date at Nobu in New York City.An eyewitness tells ET that Rihanna stayed at Drake’s hotel overnight on Sunday after winning the Michael Jackson Video Vanguard Award at the MTV Video Music Awards.When Clooney flashed the "I Have Never" side of his paddle, Rihanna pounced on him, teasing, "Yeah right, George!Rihanna and Leo Di Caprio should be a perfect match -- neither's into settling down with one person for too long -- but now that they're banging ... We got pics of Ri Ri and Leo getting cozy recently at her birthday party -- which he helped organize -- and sources at the bash tell us one thing was clear ... We're told Leo is affectionate enough -- they engaged in plenty of PDA -- but he could barely get a moment to himself.She's a living, breathing legend in our industry." WATCH: Drake Parties With Rihanna Post-VMAs, Kisses Her in Selfie -- 'Tonight We Celebrate You!