| I21 | | Fr | 31.10.08 | | 20:00 | Breitenfelder SV IV | TSV Wentorf-Sandesn. II | 0:7 | kl |
| I134 | | Fr | 27.02.09 | | 20:00 | SSV Güster | TSV Wentorf-Sandesn. II | 2:7 | |
| I116 | | Mo | 02.02.09 | | 20:00 | TSV Seedorf-Sterley III | TSV Wentorf-Sandesn. II | 2:7 | |
| I51 | | Fr | 12.12.08 | | 20:00 | TSV Wentorf-Sandesn. II | Ratzeburger SV V | 7:2 | |
| I102 | | Fr | 16.01.09 | | 20:00 | TSV Wentorf-Sandesn. II | TSV Gülzow | 7:2 | |
| I128 | | Fr | 03.04.09 | v | 20:00 | TSV Schwarzenbek VI | TSV Wentorf-Sandesn. II | 7:0 | |
| I145 | | Fr | 13.03.09 | | 20:00 | TSV Wentorf-Sandesn. II | SC Rothenhausen | 2:7 | |
| I13 | | Fr | 24.10.08 | v | 20:00 | TTC Mölln V | TSV Wentorf-Sandesn. II | 7:3 | |
| I108 | | Fr | 23.01.09 | | 20:00 | Kastorfer SV | TSV Wentorf-Sandesn. II | 6:6 | |
| I125 | | Di | 17.02.09 | v | 20:00 | TSV Wentorf-Sandesn. II | Breitenfelder SV IV | 6:6 | |
| I153 | | Do | 09.04.09 | | 20:00 | Ratzeburger SV V | TSV Wentorf-Sandesn. II | 6:6 | |
| I5 | | Mo | 15.09.08 | | 20:00 | TSV Gülzow | TSV Wentorf-Sandesn. II | 5:7 | |
| I37 | | Fr | 21.11.08 | | 20:00 | TSV Wentorf-Sandesn. II | Lauenburger SV III | 5:7 | |
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