Rihanna, 27, has date Drake previously, reported Ace Showbiz.
In some photos, the "Diamonds" hitmaker were seen wearing a black long jacket over a white tank top and jean hotpants. She completed her look with brown boots. DiCaprio kept his head down and hidden under his hat and coat. He wore a checkered blue shirt paired with jeans and grey shoes. Drake, meanwhile, sported a red jacket over a black top and light blue jeans. He completed his look with brown boots. Other guests included Bradley Cooper and Tyson Beckford.
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