Prior to the establishment of this competition, there were two less formal events for which the winners of the Middlesex Senior Cup were invited at the start of the following campaign.
The first of these competitions was promoted by Russell Grant, the television personality and patron of a number of sports clubs in Middlesex.
The game was instigated to raise funds for the Harefield Hospital, Middlesex's famous heart hospital, and involved Merthyr Tydfil FC as it came from the area of the UK - South Wales - with one of the highest rates of heart disease, reportedly because of risks associated with the mining industry.
This event had disappeared by 1997/8, when the Federation of Middlesex Sport, using a contact in Wiltshire, instigated the successor, which it is believed, was contested only on this single occasion.
As with the Middlesex Super Cup, drawn matches went straight to a penalty shoot-out, without extra time.