| 1 | Sat 17 Aug | 70-2 v Lewisham BoroughSheppey Sports 0-2 Lewisham Borough | Southern Counties East League First Division |
| 2 | Sun 25 Aug | 44-0 v Reigate PriorySheppey Sports 4-0 Reigate Priory | Isuzu FA Vase First Qualifying Round |
| 3 | Sat 31 Aug | 40-4 v Lydd TownLydd Town 4-0 Sheppey Sports | P&Co SCEFL Challenge Cup First Round |
| 4 | Sat 7 Sep | 40-1 v Staplehurst MonarchsStaplehurst Monarchs 1-0 Sheppey Sports | Southern Counties East League First Division |
| 5 | Sun 22 Sep | 101-1 v StansfeldSheppey Sports 1-1 Stansfeld | Isuzu FA Vase Second Qualifying Round |
| 6 | Sat 28 Sep | 103-3 v SC ThamesmeadSheppey Sports 3-3 SC Thamesmead | Southern Counties East League First Division |
| 7 | Tue 1 Oct | 102-3 v Canterbury CityCanterbury City 3-2 Sheppey Sports | Southern Counties East League First Division |
| 8 | Sat 26 Oct | 103-1 v Welling TownSheppey Sports 3-1 Welling Town | Southern Counties East League First Division |
| 9 | Sat 2 Nov | 104-0 v Tooting BecTooting Bec 0-4 Sheppey Sports | Southern Counties East League First Division |
| 10 | Sat 9 Nov | 101-0 v Meridian VPMeridian VP 0-1 Sheppey Sports | Southern Counties East League First Division |
| 11 | Sat 16 Nov | 10 2-0 v Faversham Strike ForceSheppey Sports 2-0 Faversham Strike Force | Southern Counties East League First Division |
| 12 | Sat 23 Nov | 103-1 v Clapton CommunityClapton Community 1-3 Sheppey Sports | Southern Counties East League First Division |
| 13 | Sat 7 Dec | 101-0 v Soul Tower HamletsSheppey Sports 1-0 Soul Tower Hamlets | Southern Counties East League First Division |
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