Premiership title chasers Glasgow Hawks and Heriots FP will clash at Anniesland on Saturday, December 18th in the fourth round of the BT Celnet Cup
Ironically the match will come just two weeks after a league game between the pair which could go a long way to deciding the destination of this season's championship.
Melrose play host to Watsonians in the other top match as new coach Gary Parker continues his quest to bring the glory days back to the Borders club.
In the other all-Premiership One clash Currie are at home to Jed-Forest.
Having avoided their league rivals, holders Gala will have been relieved to draw Third Division outfit Huchesons/Aloysians.
Last year's runners-up Kelso also have an away tie and will be forced to make the lengthy journey north from the Borders to face Aberdeen GSFP.
The two lowest-ranked teams of the last 32 - Irvine and Strathendrick, who play in National League Five (West), effectively Division Eight, have both been rewarded with home ties.
Full Draw:
Melrose v Watsonians, Irvine v West of Scotland, Strathendrick v Langholm, Ayr v Kilmarnock, Hutchesons/Aloysians v Gala, Biggar v Boroughmuir, Peebles v Hillhead/Jordanhill, Currie v Jed-Forest, Kirkcaldy v Dundee HSFP, Glasgow Hawks v Heriots FP, Selkirk v Helensburgh, Stewart's Melville FP v Berwick, Aberdeen GSFP v Kelso, Trinity Acads v Musselburgh, Livingston v Stirling County, Hawick v Preston Lodge.