For every suggestion that caught his eye, Federer had a one-liner at the ready. Whether he was lauding "Pistol" Pete Sampras, paying tribute to wild child John McEnroe or revealing it was a "pain" to play Lleyton Hewitt, the 20-time grand slam champion was enjoying his trip down memory lane.
Federer loved the idea of welcoming American great Andy Roddick back into the fold and only had nice things to say about "volley master", Brit Tim Henman.
"Last time he missed a volley, apparently was in 1986!!!!!" Federer joked on Twitter.
Federer sarcastically weighed up whether Australian tennis royalty Rod Laver made the cut, and he was happy to give the green light to another star from Down Under Ken "Muscles" Rosewall.
He called Billie Jean King an "absolute trailblazer" and said "love the guy" in reply to a tweet nominating Australia's Pat Rafter.
There was no way Federer was forgetting Chris Evert but rejected the notion of accepting his Croatian coach Ivan Ljubicic. "No thanks, he beat me in Basel and Gstaad," Federer wrote with a sad face emoji.
True love wasn't going to sway Federer's judgment either. The Swiss maestro didn't exactly give a ringing endorsement when it was suggested his wife Mirka would be the ideal candidate to return, setting up a doubles reunion.
Rather than an enthusiastic yes, Federer responded with a shifty-looking gif. Maybe he's worried couples that play together don't stay together.
There were also gifs aplenty from Federer as he praised Michael Chang and reflected on "childhood idol" Boris Becker before engaging in some byplay with Carlos Moya.
New York Times tennis writer Christopher Clarey tweeted: "If you're not one of the 12.7 million already in the know, this is a good day to take a look at @rogerfederer 's twitter."
Tennis commentator Jose Morgado added: "Federer is slaying on Twitter today."