| 370016 | 4/16/2016 | 8:00 AM | Sat | Marshfield / JV Field 2 MHS | Plymouth GU12-1 (Bowen) | 0 | Marshfield GU12-2 (McGregor) | 8 |
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| 370002 | 4/23/2016 | 9:30 AM | Sat | Cohasset / High School-Varsity | Plymouth GU12-1 (Bowen) | 0 | Cohasset GU12-1 (Froio) | 8 |
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| 370028 | 4/30/2016 | 2:15 PM | Sat | Plymouth / West Rec Junior | Middleboro GU12-1 (D'Emilia) | 1 | Plymouth GU12-1 (Bowen) | 0 |
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| 370014 | 5/7/2016 | 9:15 AM | Sat | Hanover / Forge Field 3 | Plymouth GU12-1 (Bowen) | 0 | Hanover GU12-1 (Walbridge) | 13 |
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| 370042 | 5/12/2016 | 5:00 PM | Thu | Plymouth / West Rec Junior | Duxbury GU12-1 (Miranda) | 4 | Plymouth GU12-1 (Bowen) | 2 |
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| 370033 | 5/14/2016 | 1:30 PM | Sat | Plympton / Dennett School | Plymouth GU12-1 (Bowen) | 0 | Plympton GU12-1 (Conroy) | 1 |
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| 370043 | 5/19/2016 | 5:00 PM | Thu | Plymouth / West Rec Junior | Scituate GU12-2 (Fogarty) | NA | Plymouth GU12-1 (Bowen) | NA |
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| 370009 | 5/21/2016 | 12:00 PM | Sat | Duxbury / Coppens Field 3 | Plymouth GU12-1 (Bowen) | 1 | Duxbury GU12-1 (Miranda) | 3 |
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| 370030 | 6/4/2016 | 8:30 AM | Sat | Plymouth / Elmer Raymond | Hanover GU12-1 (Walbridge) | 6 | Plymouth GU12-1 (Bowen) | 0 |
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