That tee shirt was from the Semi Final game was played at Winnipeg Stadium on November 13, 1998. The Bombers won 35-28. Attendance was an embarrassment & a shock as crowds at Winnipeg Stadium in 1988 was fairly solid. all season long.
The Bombers got on a roll behind qb Sean Salisbury in the playoffs & beat the Argos 27-11 the next week in the Eastern Final at CNE Stadium on November 20th. Then they wrapped up the Trifecta on November 27th by defeating the heavily favoured BC Lions by a score of 22-21. in the Grey Cup at Lansdowne Park which featured DT MIchael Gray deflection of a Matt Dunigan pass to an open receiver in the end zone. Not only did he deflect the pass up in the air but he caught it on the way down at the goalline to preserve the Bomber win & the Grey Cup Championship. I'll never forget that play.
The Bombers supposedly sold over 40,000 of those tee shirts you have & people who weren't there still wore them claiming they were. I was there along with my wife as we were STH's in Sec V, row 29 & seats 12 & 13 at the old barn on Maroons Rpad. I never got a tee shirt, though.
Michael Gray: Grey Cup hero.