On Tuesday, Dec. 22, the 32-year-old Harlem rapper was photographed arriving after a commercial flight at an airport in the 32-year-old "Umbrella" singer's home country of Barbados, where she owns a beachfront home, fueling speculation that the two are dating and will spend the holidays together. Rihanna herself traveled to the Caribbean nation last week and was photographed departing a private jet.
Rihanna and Rocky, who has never been photographed by paparazzi in Barbados before, are longtime friends. They have worked together and have sparked romance rumors several times over the years.
Fresh speculation was fueled last December when they walked the red carpet together at The Fashion Awards in London. This past January, they were also photographed laughing together backstage at the 2020 Yams Day Benefit Concert in New York City. At the same time, E! News learned that Rihanna and Saudi businessman Hassan Jameel had broken up after dating for more than two years.
In February, Rihanna and Rocky were spotted at The Nice Guy restaurant in West Hollywood, Calif. Then in July, the singer featured the rapper in her Fenty Skin campaign.
In late November, Rihanna and Rocky were spotted hanging out with friends at the Beatrice Inn in New York City. Days later, the two were seen stepping out for a stroll in the city.
"They have been staying at Rihanna's and laying low not doing much," a source told E! News at the time. "They came out for an evening walk and strolled around the neighborhood. It was cold and dark and they didn't go far. They just walked for a bit and were chatting. Then they went back home."