| Rnd | Team | Match Date | Home Team | Result | Away Team |
|---|
| 1 | U16B XI | 1959-10-03 | Murrumbeena ^ |  | Glen Waverley |
| 139 T Williamson 46 | | 20 P Wiseman 8/6
and 46 A Curtis 3/6 I Rowe 3/2 |
| 2 | U16B XI | 1959-10-17 | Caulfield Socials | | Murrumbeena |
| 40 P Wiseman 6/13 J Pearce 2/17
and 43 P Wiseman 6/14 I Rowe 2/5 | | 167 J Coghill 60 |
| 3 | U16B XI | 1959-10-31 | Murrumbeena | | East Caulfield |
| 8/67 | | 8/65 J Pearce 5/20 P Wiseman 2/33 |
| 6 | U16B XI | 1959-12-12 | South Caulfield | | Murrumbeena |
| 46 P Wiseman 3/12 J Pearce 7/25 | | 126 P Wiseman 53 |
| 7 | U16B XI | 1960-01-23 | Murrumbeena | | Caulfield RSL |
| 6/95 | | 29 J Pearce 8/5 P Wiseman 2/12
and 7/205 W Whitelaw 3/11(inc hat-trick) I Rowe 2/28 |
| 8 | U16B XI | 1960-02-06 | Murrumbeena | lost to | Washington |
| 34
and 192 D Griffiths 145 | | 1/121 |
| SF | U16B XI | 1960-02-20 | Murrumbeena ^ | drew | Ormond |
| 7/127 JA Gilbert 61* | | 9/109 P Wiseman 4/16 J Pearce 4/34 |
