(VP) denotes VP lunch.
| Date | L/F | Opponents | H/A | K.O. | Meet | W/L/D | Result | Report |
| 24/08/2008 | C | Rye Tournament | A | TBC | TBC | - | - | - |
| 06/09/2008 | F | Maidstone III | H | TBC | TBC | - | - | - |
| 13/09/2008 | L | Erith | H | TBC | TBC | - | - | - |
| 20/09/2008 | L | Sheppey | A | TBC | TBC | - | - | - |
| 27/09/2008 | L | Vigo | H | TBC | TBC | - | - | - |
| 04/10/2008 | L | Gillingham Anchorians | A | TBC | TBC | - | - | - |
| 11/10/2008 | L | Old Gravesendians | H | TBC | TBC | - | - | - |
| 18/10/2008 | F | Maidstone | H | - | - | - | ||
| 25/10/2008 | L | Sittingbourne | A | TBC | TBC | - | - | - |
| 01/11/2008 | L | Askeans | H | TBC | TBC | - | - | - |
| 08/11/2008 | L | Dartfordians | A | TBC | TBC | - | - | - |
| 15/11/2008 | L | Ashford | H | TBC | TBC | - | - | - |
| 29/11/2008 | L | Medway | H | TBC | TBC | - | - | - |
| 06/12/2008 | L | Old Olavians | A | TBC | TBC | - | - | - |
| 20/12/2008 | L | Ashford | A | TBC | TBC | - | - | - |
| 10/01/2009 | L | Dartfordians | H | TBC | TBC | - | - | - |
| 24/01/2009 | L | Askeans | A | TBC | TBC | - | - | - |
| 31/01/2009 | L | Sittingbourne | H | TBC | TBC | - | - | - |
| 14/02/2009 | L | Old Gravesendians | A | TBC | TBC | - | - | - |
| 21/02/2009 | L | Gillingham Anchorians (VP) | H | TBC | TBC | - | - | - |
| 07/03/2009 | L | Vigo | A | TBC | TBC | - | - | - |
| 14/03/2009 | L | Sheppey | H | TBC | TBC | - | - | - |
| 28/03/2009 | L | Erith | A | TBC | TBC | - | - | - |
| 04/04/2009 | L | Old Olavians | H | TBC | TBC | - | - | - |
| 18/04/2009 | L | Medway | A | TBC | TBC | - | - | - |