The Demons continued their free-scoring pre-season with a fast and exciting brand of attack, leading 12.6 (78) to 6.7 (43) before Friday's contest in Ballarat was called off during a second lightning delay midway through the third term.
Key forward Luker Kentfield (knee and head knock) was an early casualty, while the Tigers lost Sam Cumming (shoulder) before halftime.
Pickett and Windsor fired in Melbourne's engine room following the departures of Christian Petracca and Clayton Oliver, and with Jack Viney sidelined by a long-term achilles injury.
Windsor (15 disposals, one goal) relished the opportunity inside, Pickett (13 touches, three clearances) was creative and the pair combined for 16 score involvements as they starred alongside experienced recruit Jack Steele (11 disposals, seven tackles).
Youngsters Xavier Lindsay (14 disposals) and Harvey Langford (11 disposals, one goal) also impressed, while Trent Rivers caught the eye with 17 disposals at 88 per cent efficiency.
"The profile of the (midfield) group has absolutely changed in terms of its ability to transition from a running power perspective," Demons assistant coach Nathan Jones said.
"We still value winning the ball, but the game's tweaked a bit in terms of your ability to be able to pressure and strip and win it back, as much as it is win the ball and explode and explore on offence.
"We've put some time into that and we've exposed players to that and I think that's evolving.
"There's still opportunity for us to continue to get better in there but it's exciting.
"Some of the boys in there have got huge upside and aren't super experienced, but we've also got some experience around them."
Max Gawn often gave them first use of the ball, getting the better of Richmond's Toby Nankervis in an entertaining battle, with a series of expert taps to his teammates' advantage.
Key forward Jacob van Rooyen kicked 3.2 from eight disposals and five marks, making a statement in attack in the absence of off-season recruit Brody Mihocek.
Richmond spearhead Tom Lynch kicked 2.3 in a promising display from the two-time premiership forward after three seasons heavily impacted by injuries.
"I thought he really held his own," Tigers assistant coach Chris Newman said.
"In a lot of those contests he was outnumbered and fought and brought the ball to ground.
"He had a couple of opportunities that he'll lose sleep over, but as long as he's providing a really strong contest for us and leading the way in what is a pretty young forward line."
Proven ball-winners Jayden Short (20 disposals), Tim Taranto (19) and Jacob Hopper (16) were busy for the Tigers, while Kane McAuliffe (17 touches) worked hard on a wing.
Sam Lalor, in Dustin Martin's old No.4 jumper, gathered 15 disposals and five clearances in a strong midfield display.
Windsor was everywhere early, tallying 10 touches, seven score involvements and a goal in the opening term after the first lightning delay came less than five minutes into the contest.
Melbourne's ball movement was a feature as they piled on seven goals to lead by 25 points at quarter-time.
The lead grew to the 37 points by halftime and the Pickett cousins brought smiles to the faces of Dees fans when Kysaiah set up Latrelle for a third-quarter goal.
Play was abandoned soon afterwards, with both sides now looking ahead to round-one fixtures in a fortnight.