Ties will be played over the weekend of September 21.

First Round Draw Broxburn Athletic v East Stirlingshire Buckie Thistle v Civil Service Strollers Caledonian Braves v Rothes Cumbernauld Colts v Penicuik Athletic Dalbeattie Star v Gala Fairydean Rovers Edinburgh University v Lochee United Forres Mechanics v Banks O’Dee Fort William v Vale of Leithen Fraserburgh v Bonnyrigg Rose Athletic Gretna 2008 v Hill of Beath Hawthorne Inverurie Loco Works v Wick Academy Jeanfield Swifts Linlithgow Rose v Huntly Keith v University of Stirling Kelty Hearts v Auchinleck Talbot Nairn County v Clachnacuddin Spartans v Deveronvale Strathspey Thistle v Lossiemouth Turriff United v Formartine United