Twenty-five minutes late to his headlining set, Drake took a few minutes to warm up the crowd with a handful of songs -- "Trophies," "Legend," "We Made It" -- But it wasn't Drake that was the highlight of one of his biggest gigs to date. After performing his recent mixtape cut " Madonna," singing next to a digital fireplace, he exited the stage, bringing out the night's sole guest: Madonna. It all began when Drake surprise-released If You're Reading This It's Too Late and named a track after the Material Girl, prompting her to give a response to Us Weekly saying, "The lifelong ambition I still want to fulfill is to go on a dream date with Drake ? and only kiss him,?.??