Junior football and for that matter much of junior sport in Sydney and probably the rest of NSW was very centred on school activities in the early 1900s.
The Southern (NSW) Rugby Football Union had established a junior competition by 1887 playing for John McGregor’s Cup  while the first recorded junior game of Australian football in Sydney was in early June 1888 in a match comprising junior players played between boys from West Sydney and Moore Park at the East Sydney club’s ground on Moore Park. The event was treated almost as if some type of novelty but the players were encouraged to continue with their efforts. There was no mention of their age. 
The first recorded schools game was in 1888 and recorded as “Two juvenile teams under these rules played a very exciting match on Moore Park on Saturday (4 August), the teams being the boys from St Augustines School (Balmain) and what are known as Junior Sydneys. An amusing part of the proceedings was the discovery that the youthful ‘Sydneys’ had increased their numbers to considerably over thirty, and when the umpire, under protest from St Augustine’s, arranged both teams for a count the Sydney youths numbered nearly forty. It is a pity for the school teams that the juvenile matches are nor played in enclosures. It is expected that the return match will be played in an enclosure, and a strict count made in future to stop the growth of juvenile twenties.” 
Then, and at last an item on junior football appeared in the Referee Newspaper when a team representing the Sydney Juniors played the Imperials on Moore Park on 1 June 1889. The players were all aged under 16 and the smaller Sydney boys won the match 3 goals to 1.  (In those days goals only recorded the score although at times behinds were shown in the tally).
The 1890 annual report of the NSW Football Association stated that “in past seasons junior football has been almost neglected, the result being that junior clubs and second twenties have been a failure. For the coming season (1890), however, twenty silver medals have been offered for competition among the juniors, and these medals ought to give an impetus to junior football.”  
On many occasions in their reporting, newspapers and club officials would often use the term ‘juniors’ when referring to under age players or a second eighteen and determining one or the other took a judicious view of the records.
At the Association’s 1891 annual meeting held on 21 April at Cambridge Club Hotel which was on the corner of Market and Castlereagh Streets, the secretary’s report eulogised the Association’s activities and praised Mr Henry Alexander for his kindness in donating 20 medals “for the hitherto neglected juniors for competition amongst them.” Prior to 1890 the juniors were almost ignored by the Association and in previous seasons secretaries seemed to almost despair of ever being able to run junior teams, yet during the 1890 season “no difficulty was experienced in keeping together the second twenties and the members of the other junior clubs. This highly desirable state of things was brought about by the medal contests. We should like, by the way, to point out that one of the greatest difficulties against which a secretary of a new club has to contend is that twenty men are required to form a team under our rules. Under the British Association Rules (soccer) only eleven men are required and under Rugby Rules, fifteen.” 
By the end of July 1891 the following made up the ‘junior’competition:
|St Josephs College||4||4||–||–||16||16|
|West Sydney II||7||3||3||1||14||28|
In 1892 junior clubs started to emerge publicly and were holding their own annual meetings many of which were in March, notably earlier than their senior cousins. Their numbers were healthy, with 35 registering with the Carlton Junior club who were moving into their fourth season, while 21 new members signed up with the Young Australian side  and a another 14 with the successful South Sydney junior club.
Early in May advice was received that St Ignatius College would not play football under Australian rules in 1892 instead changing their allegiance to rugby.  Sydney Mail ominously said that “The New South Wales Football Association has gone off into a long sleep from which it will never waken.”  How right this would prove to be.
to be continued ….
 Referee – 28 April 1887
 Sydney Mail – 26 May 1888
 Referee – 9 August 1888
 Referee – 5 June 1889
 Referee – 16 April 1890
 Daily Telegraph – 16 June 1890
 Referee – 22 April 1891
 Referee – 23 March.1892
 SMH – 4 June 1892
 Referee – 4 May 1892