| Date | Home | score | vs | score | away | competition |
| 06/09/2008 | Pegasus Palmerians | vs | Cuffley | JVase round 1 | ||
| 13/09/2008 | Cuffley | vs | Quitin | Herts/middlesex3 | ||
| 04/10/2008 | Cuffley | vs | St Nicholas old boys | Herts/middlesex3 | ||
| 11/10/2008 | Watford | vs | Cuffley | Herts/middlesex3 | ||
| 25/10/2008 | Cuffley | vs | Borehamwood | Herts/middlesex3 | ||
| 01/11/2008 | Old Isleworthians | vs | Cuffley | Herts/middlesex3 | ||
| 15/11/2008 | Cuffley | vs | Hackney | Herts/middlesex3 | ||
| 06/12/2008 | London French | vs | Cuffley | Herts/middlesex3 | ||
| 20/12/2008 | Cuffley | vs | Old Tottonians | Herts/middlesex3 | ||
| 10/01/2009 | Hackney | vs | Cuffley | Herts/middlesex3 | ||
| 24/01/2009 | Cuffley | vs | Old Isleworthians | Herts/middlesex3 | ||
| 31/01/2009 | Borehamwood | vs | Cuffley | Herts/middlesex3 | ||
| 14/02/2009 | Cuffley | vs | Watford | Herts/middlesex3 | ||
| 21/02/2009 | St Nicholas old boys | vs | Cuffley | Herts/middlesex3 | ||
| 14/03/2009 | Quitin | vs | Cuffley | Herts/middlesex3 | ||
| 28/03/2009 | Old Tottonians | vs | Cuffley | Herts/middlesex3 | ||
| 04/04/2009 | Cuffley | vs | London French | Herts/middlesex3 |
CUFFLEY RUGBY CLUB