And Chilli posted the same photo with her own caption, “therealchilli @timeflybye @champagnepapi n me…3 Amigos”.
It’s no secret Chilli has struggled to find love since breaking up with fellow musician Usher years ago. We’ve even watched as she attempted to find Mr. Right on her own reality show, “What Chilli Wants”. She also briefly dated pretty boy and boxer Floyd Mayweather to no avail. Floyd is now engaged to marry someone else by the way.
Perhaps these two have found something special in each other. Drake, has long been called the “nice guy” or even rebound guy looking for his good girl. Perhaps dating an older woman is just what he needs.
While Drake is 26 years old, Chilli is 42! Doesn’t she look fantastic?!
Guess we’ll have to wait and see where this goes.