Glass, 31, and Brown, 30, first squared off in the under-18 national championships in 1999 for Western Australia and Victoria respectively.
Since then they have forged spectacular careers at either end of the ground - and on opposite sides of the country.
Glass is a three-time All Australian fullback and premiership player, while Brown is universally regarded as one of the most dominant and courageous forwards of the past 25 years.
The Lions captain said not much had changed since the pair first lined up on each other 13 years ago.
"He's the same as what he is now, very determined," Brown said.
"I think he's been a fantastic leader for them, just goes about his business with no frills. You look forward to matching yourself against the great defenders.
"He's definitely in the top handful of defenders I've played on - never gives up."
Brown will run out against the competition leaders on Sunday leading his beloved Lions for the 100th time.
After winning three premierships early in his career, Brown admits any dreams of a fourth are unrealistic and making finals can't be contemplated for a while yet.
"I love leading the boys out every week," said Brown, who barracked for the Lions throughout his childhood as father Brian played for Fitzroy.
"It's probably been a rough 100 games but there's been a few highlights along the way."
The best was a thrilling elimination final win over Carlton in 2009, coming from five goals down at three-quarter time.
Unfortunately, since then Brisbane have been rooted near the bottom of the AFL ladder.
But Brown adamantly believes there's light at the end of the Lions' tunnel despite their 3-6 record in 2012 - and still harbours a desire to lead the club back into the finals in his twilight years.
He looks enviously at West Coast and fellow ladder leaders Essendon, clubs who were both below Brisbane in 2010, but have shot back to the top quickly.
"This game can turn around quick," the 217-game stalwart said. "It's just a matter of having a healthy list ... and then having the development of the younger guys which I know is happening.
"It's hard to see from the outside but we see it internally and we have to keep chipping away.
"We haven't been able to beat a side ahead of us for (two years) and if we can get that I'm sure you will see the guys skip ahead quickly."