3. Serena Williams
What started as a steamy exchange of flirtatious Tweets later transcended into the two having dinner and intimately celebrating Serena Williams’ win in Cincinnati. Back in 2011, Drake Tweeted: “I cannot wait to put it on you and make you sweat……….during our match this weekend.” Although it hasn’t been confirmed if the two are currently dating, Drake has shown his support for Serena by attending several matches. Even if the two don’t make it official, not scoring in tennis terms still means ‘love’!
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