Drake Got Laughter Out Of Overly Serious Vogue US Editor, Anna Wintour

Drake was being a supportive boyfriend to his new tennis player girlfriend, Serena Williams at her fashion show when he was sat next to Anna Wintour, Vogue US, Editor, a very serious woman that hardly smile. She's so strict that she wouldn't even feature Kim Kardashian in Vogue Magazine. But Kim's marriage to Kanye West ended the "no Kim Kardashian Vogue feature" spell as she gracefully grace the front page of the prestigious magazine along with her husband, Kanye Kadarshian West, a man whom Anna has a soft spot for.

She once sat next to the Beckhams when their youngest daughter started to throw tantrum, the look on Anna's face said it all that she wasn't pleased despite her being an infant. So it's quite surprising that Drake got Anna to laugh. ha ha ha 

No Smile

No Smile

No Smile

No Smile

No Smile

And Drake got her laughing