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Days later, while in New York City, the pair got matching tattoos of a plush shark that Drake bought Rihanna at a Toronto aquarium earlier in the summer.
On Monday night, prior to their flight, the superstars stepped out for a dinner date at Nobu in New York City.
Scroll through for a timeline of their on-and-off romance.
Rihanna and Drake, who have been dating on and off for seven years, have split again, multiple sources confirm to Us Weekly."She doesn't want to be held down," a source close to the Barbadian beauty tells Us. If they end up together, it could happen, but not now."The first source counters that the duo's relationship was never serious, and they were simply "hanging out, no strings attached."Drake, 29, was recently spotted out with model India Love, who previously dated rapper The Game.
"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.
She's a living, breathing legend in our industry." WATCH: Drake Parties With Rihanna Post-VMAs, Kisses Her in Selfie -- 'Tonight We Celebrate You!