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August 2013
Sat 3 15:00 East Stirlingshire 0-2 Dunfermline Athletic 0-1 1,043 Round 1 Report
August 2012
Sun 5 15:00 East Stirlingshire 1-5 Greenock Morton 1-3 581 Round 1 Report
July 2011
Sat 30 15:00 East Stirlingshire 0-3 Ayr United 0-2 535 Round 1 Report
August 2010
Sun 1 15:00 East Stirlingshire 1-2 Alloa Athletic 1-1 543 Round 1 Report
August 2009
Sun 2 15:00 East Stirlingshire 3-6 St Mirren 1,024 Round 1 Report
August 2008
Wed 6 19:30 East Stirlingshire 1-2 Livingston 360 Round 1 Report
After extra time
August 2007
Tue 7 19:45 Hamilton Academical 2-1 East Stirlingshire 554 Round 1 Report
August 2005
Tue 9 19:30 East Stirlingshire 1-3 Queen's Park 234 Round 1 Report
August 2004
Tue 10 19:30 Peterhead 3-2 East Stirlingshire 482 Round 1 Report
September 2003
Tue 2 19:30 East Stirlingshire 1-2 Ross County 208 Round 1 Report
September 2002
Sat 7 13:00 Queen's Park 1-0 East Stirlingshire 457 Round 1 Report
September 2001
Tue 11 19:30 East Stirlingshire 0-3 Queen of the South 208 Round 1 Report