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Serena Williams Reveals the Most Romantic Thing a Guy Has Done for Her and Maybe Even Gives Drake a Shout-Out Tennis player answers 73 questions with Vogue By Kendall Fisher Jul 28, 2016 3:42 PM Tags Drake and Serena Williams are officially dating and here are the pics to prove it. Drake has been sitting in or near Williams’ guest box during her matches at the All England Club this year as she has made her way to the final. Drake and Serena Williams are showing that exes can still be friendly and supportive! Serena Williams Porn Pics Pinterest ... Drake Parties Serena Williams Lookalike Trendy Hollywood Hotspot Models Velour Trackies Bomber Jacket 1. Follow. Well, this babe is definitely an Ace, and also a total KO, who'll have you up against the ropes before 40-loving your balls. So maybe it’s fitting that he’s in Serena Williams’ corner at Wimbledon. Drake said in a sing he leaked videos and pics of girls so why she thought he wouldnt do the same to her is crazy. 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