Drake and Rihanna's latest round of flirtation started when the 29-year-old rapper boldly professed his love for Rihanna
on stage at this year's VMAs, when he presented her with the Michael Jackson Video Vanguard Award. "She's someone I've been in love with since I was 22 years old," he gushed, prompting big cheers from the audience. "She's one of my best friends in the world. 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."