The tennis legends will meet on the court for the first time in a mixed doubles match Tuesday between Switzerland and the U.S.at the Hopman Cup in Perth, Australia.
Tonight, Williams and Frances Tiafoe, of United States of America, will take on Roger Federer and Belinda Bencic, of Switzerland in the Hopman Cup.
Federer and Williams have won a whopping 43 grand slam singles titles between them, with the American claiming 23 of them.
Federer's sublime touch at the net proved decisive as he moved closer to a record third Hopman Cup title.
Williams grabbed at her right shoulder on several occasions late in the second set but played the match out.
However, even a rare defeat couldn't take the gloss off the experience of facing Federer for the first, and nearly certainly the only, time. "I used to practice with some women's players, when I was younger, you know, when I was maybe 15 and I was at the national tennis center and I used to play sets with the pro-women", saidRoger Federer.
Federer has won the past two Australian Opens, and his early-season form suggests he will again be the one to beat in the first major of 2019.
"What a thrill it is to play Serena here tonight", he told the crowd in Perth.
"I really enjoyed playing against Serena, what an honour and pleasure", he said.
Federer admitted that the prospect of facing his opponent was "nerve-wracking", particularly returning her serve.
"People talk about her serve so much and I see why - it is such a wonderful serve because you just can't read it, you don't see until the very end".
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The pair posed together for a selfie after the match.
Federer opened his Hopman Cup campaign in flawless style, crushing world No.91 Cameron Norrie 6-1 6-1 in 57 minutes.
Switzerland have two wins from two games ahead of Thursday's meeting with Greece, while US take on Britain next.
Federer felt he handled Tiafoe's power game well. A flustered Bencic slammed her racket on the court as the match leveled and she never seriously threatened in the decider.
The Swiss maestro found the world No.39 tougher competition than Great Britain's Cameron Norrie, who he steamrolled on Sunday night, but looked comfortable in the 6-4 6-1 triumph to continue the Hopman Cup defending champion's flawless run at this summer's tournament.
"It's about staying fit and healthy and managing the game day by day".
Williams will take on Belinda Bencic in the women's singles rubber.
"I made the serve but I actually totally missed the target and thank you for missing the ball!".
"It was a definitely a relief", Williams said.
He added: "For me it was a bit nerve-racking, because all of a sudden you are serving, especially the last serve at 3-3, I'm telling myself I need to win this point, but it's Serena Williams".
The winners of each group will contest Saturday's final.
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