| N29 | | Fr | 07.11.08 | | 20:00 | TSV Wentorf-Sandesn. IV | VFL Schönberg IV | 7:1 | |
| N59 | | Fr | 30.01.09 | | 20:00 | TSV Wentorf-Sandesn. IV | Linauer SV IV | 7:2 | |
| N47 | | Mo | 12.01.09 | | 20:00 | Linauer SV III | TSV Wentorf-Sandesn. IV | 7:0 | |
| N10 | | Fr | 26.09.08 | | 20:00 | TSV Schwarzenbek IX | TSV Wentorf-Sandesn. IV | 7:0 | |
| N61 | | Mo | 02.02.09 | | 20:00 | Lauenburger SV IV | TSV Wentorf-Sandesn. IV | 7:1 | |
| N81 | | Mo | 02.03.09 | | 20:00 | Lauenburger SV V | TSV Wentorf-Sandesn. IV | 7:1 | |
| N12 | | Mo | 29.09.08 | | 20:00 | Linauer SV IV | TSV Wentorf-Sandesn. IV | 7:1 | |
| N33 | | Di | 11.11.08 | | 20:00 | TSV Berkenthin IV | TSV Wentorf-Sandesn. IV | 6:6 | |
| N19 | | Fr | 10.10.08 | | 20:00 | TSV Wentorf-Sandesn. IV | Lauenburger SV IV | 5:7 | |
| N69 | | Fr | 06.02.09 | v | 20:00 | TSV Wentorf-Sandesn. IV | TTC Mölln VII | 5:7 | |
| N79 | | Fr | 27.02.09 | | 20:00 | TSV Wentorf-Sandesn. IV | TSV Berkenthin IV | 5:7 | |
| N90 | | Fr | 13.03.09 | | 20:00 | TSV Wentorf-Sandesn. IV | ESV Büchen VI | 5:7 | |
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