Home Kit Color: red/black/black
Away Kit Color: white/black/black

Upcoming
September 19, 2025 9:00 pm Over 35 Division 2025 Earlscourt Toronto Operario vs Annex 97 Old Boys
September 8, 2025 9:00 pm Over 35 Division 2025 Thompson Park Annex 97 Old Boys vs Salty Dawgs
September 4, 2025 8:00 pm Over 35 Division 2025 Regent Park Athletic Grounds Annex 97 Old Boys vs Zeta FC
August 26, 2025 8:30 pm Over 35 Division 2025 Paul Coffey Park ( formerly Wildwood Field) Etobicoke Blizzard Legends vs Annex 97 Old Boys
August 22, 2025 9:00 pm Over 35 Division 2025 Earlscourt Annex 97 Old Boys vs GS United Pink Flamingos
August 11, 2025 9:00 pm Over 35 Division 2025 Centennial Park A Zbirdlagh vs Annex 97 Old Boys
August 7, 2025 8:00 pm Over 35 Division 2025 Regent Park Athletic Grounds Annex 97 Old Boys vs A7M Utd
July 28, 2025 7:00 pm Over 35 Division 2025 E.Flats NW #3 KUGO vs Annex 97 Old Boys
July 21, 2025 9:00 pm Over 35 Division 2025 Thompson Park Annex 97 Old Boys vs Twente West Originals
Past Games
July 14, 2025 1 - 3 Over 35 Division 2025 E.Flats NW #2 Annex 97 Old Boys vs Toronto Operario
July 12, 2025 3 - 0 TSSL Cup round 1 2025 Cherry Beach W Toronto Rovers FC vs Annex 97 Old Boys
July 8, 2025 0 - 1 Over 35 Division 2025 Paul Coffey Park ( formerly Wildwood Field) Salty Dawgs vs Annex 97 Old Boys
July 3, 2025 0 - 2 Over 35 Division 2025 E.Flats SE# 12 Zeta FC vs Annex 97 Old Boys
June 23, 2025 4 - 1 Over 35 Division 2025 Thompson Park Annex 97 Old Boys vs Etobicoke Blizzard Legends
June 17, 2025 2 - 1 Over 35 Division 2025 G.Ross Lord # 4 GS United Pink Flamingos vs Annex 97 Old Boys
June 9, 2025 3 - 3 Over 35 Division 2025 Thompson Park Annex 97 Old Boys vs Zbirdlagh
June 2, 2025 0 - 3 Over 35 Division 2025 Thompson Park A7M Utd vs Annex 97 Old Boys
May 26, 2025 4 - 3 Over 35 Division 2025 E.Flats NW #2 Annex 97 Old Boys vs KUGO
May 23, 2025 1 - 3 Over 35 Division 2025 Weston Lions Twente West Originals vs Annex 97 Old Boys
October 16, 2024 0 - 3 Divisional Cup 2024 Weston Lions Annex 97 Old Boys vs Toronto Operario
October 8, 2024 2 - 1 Over 35 Division 2024 Weston Lions Annex 97 Old Boys vs Etobicoke Blizzard Legends
October 1, 2024 3 - 0 Divisional Cup 2024 G.Ross Lord # 4 Annex 97 Old Boys vs Zeta FC
September 22, 2024 0 - 3 TSSL Cup Round 16 2024 E.Flats NW #4 Annex 97 Old Boys vs The Herbal Cowboys
September 16, 2024 1 - 1 Over 35 Division 2024 Centennial Park A Annex 97 Old Boys vs KUGO
September 12, 2024 0 - 1 Over 35 Division 2024 G.Ross Lord # 4 KUGO vs Annex 97 Old Boys
September 9, 2024 3 - 0 Over 35 Division 2024 Centennial Park A Annex 97 Old Boys vs Zbirdlagh
September 5, 2024 2 - 3 Over 35 Division 2024 Regent Park Athletic Grounds Annex 97 Old Boys vs Zeta FC
September 3, 2024 0 - 8 Divisional Cup 2024 G.Ross Lord # 4 A7M Utd vs Annex 97 Old Boys
August 29, 2024 2 - 1 Divisional Cup 2024 G.Ross Lord # 4 Annex 97 Old Boys vs Zbirdlagh
August 26, 2024 0 - 1 Over 35 Division 2024 Cherry Beach W Twente West Originals vs Annex 97 Old Boys
August 12, 2024 3 - 2 Over 35 Division 2024 Centennial Park D Salty Dawgs vs Annex 97 Old Boys
August 8, 2024 4 - 0 Over 35 Division 2024 Regent Park Athletic Grounds Annex 97 Old Boys vs A7M Utd
August 1, 2024 0 - 6 Over 35 Division 2024 Centennial Park D Etobicoke Blizzard Legends vs Annex 97 Old Boys
July 28, 2024 1 - 0 TSSL Cup round 1 2024 G.Ross Lord # 4 Annex 97 Old Boys vs Globe and Mail FC
July 22, 2024 1 - 2 Over 35 Division 2024 Centennial Park D Annex 97 Old Boys vs Toronto Operario
July 13, 2024 1 - 0 TSSL Cup round 1 2024 E.Flats NW #1 Annex 97 Old Boys vs FC Torinos
July 8, 2024 0 - 5 Over 35 Division 2024 Centennial Park C Zbirdlagh vs Annex 97 Old Boys
July 2, 2024 2 - 2 Over 35 Division 2024 G.Ross Lord # 4 Zeta FC vs Annex 97 Old Boys
June 17, 2024 0 - 2 Over 35 Division 2024 Centennial Park D Annex 97 Old Boys vs Twente West Originals
June 10, 2024 2 - 1 Over 35 Division 2024 Centennial Park A Annex 97 Old Boys vs Salty Dawgs
June 3, 2024 3 - 3 Over 35 Division 2024 Thompson Park A7M Utd vs Annex 97 Old Boys
May 23, 2024 3 - 0 Over 35 Division 2024 G.Ross Lord # 4 Toronto Operario vs Annex 97 Old Boys
September 12, 2023 2 - 2 Over 35 Division 2023 G.Ross Lord # 4 Annex 97 Old Boys vs Salty Dawgs
September 7, 2023 3 - 0 Over 35 Division 2023 Regent Park Athletic Grounds Annex 97 Old Boys vs Snack Menu
August 29, 2023 7 - 1 Over 35 Division 2023 G.Ross Lord # 4 Annex 97 Old Boys vs Etobicoke Blizzard Legends
August 21, 2023 2 - 0 Over 35 Division 2023 Centennial Park C Annex 97 Old Boys vs Kickers United
August 14, 2023 3 - 1 Over 35 Division 2023 Centennial Park A Twente West Originals vs Annex 97 Old Boys
August 12, 2023 0 - 1 Divisional Cup 2023 E.Flats NW #2 Annex 97 Old Boys vs Toronto Operario
August 10, 2023 3 - 2 Over 35 Division 2023 Regent Park Athletic Grounds Annex 97 Old Boys vs Toronto Operario
July 31, 2023 4 - 0 Over 35 Division 2023 Centennial Park A Twente West Originals vs Annex 97 Old Boys
July 24, 2023 10 - 0 Over 35 Division 2023 Centennial Park A Annex 97 Old Boys vs Etobicoke Blizzard Legends
July 17, 2023 0 - 3 Over 35 Division 2023 Centennial Park D Kickers United vs Annex 97 Old Boys
July 15, 2023 3 - 0 TSSL Cup Preliminary 2023 Cherry Beach W Toronto Irish Rovers vs Annex 97 Old Boys
July 10, 2023 3 - 2 Over 35 Division 2023 Centennial Park D Annex 97 Old Boys vs Salty Dawgs
July 7, 2023 3 - 2 Over 35 Division 2023 E.Flats SE# 11 Annex 97 Old Boys vs Toronto Operario
June 26, 2023 2 - 2 Over 35 Division 2023 G.Ross Lord # 3 Zeta FC vs Annex 97 Old Boys
June 19, 2023 2 - 4 Over 35 Division 2023 Centennial Park A Zbirdlagh vs Annex 97 Old Boys
June 5, 2023 1 - 1 Over 35 Division 2023 Centennial Park C Snack Menu vs Annex 97 Old Boys
May 29, 2023 1 - 1 Over 35 Division 2023 Thompson Park Area7-Manic FC vs Annex 97 Old Boys
May 25, 2023 1 - 4 Over 35 Division 2023 Cherry Beach W Ballers vs Annex 97 Old Boys
September 19, 2022 0 - 3 Over 35 Division 2022 Thompson Park Area7-Manic FC vs Annex 97 Old Boys
September 12, 2022 1 - 0 Over 35 Division 2022 Centennial Park A Kickers United vs Annex 97 Old Boys
September 6, 2022 0 - 5 Over 35 Division 2022 G.Ross Lord # 4 Zbirdlagh vs Annex 97 Old Boys
August 29, 2022 2 - 1 Over 35 Division 2022 Centennial Park A Twente West Originals vs Annex 97 Old Boys
August 24, 2022 1 - 1 Over 35 Division 2022 G.Ross Lord # 4 Annex 97 Old Boys vs Ballers
August 15, 2022 3 - 1 Over 35 Division 2022 Centennial Park D Annex 97 Old Boys vs Snack Menu
August 8, 2022 2 - 3 Over 35 Division 2022 Centennial Park D Annex 97 Old Boys vs Salty Dawgs
August 4, 2022 2 - 4 Over 35 Division 2022 Centennial Park D Annex 97 Old Boys vs Etobicoke Blizzard Legends
July 25, 2022 4 - 0 Over 35 Division 2022 Centennial Park D Toronto Operario vs Annex 97 Old Boys
July 18, 2022 3 - 1 Over 35 Division 2022 Thompson Park Annex 97 Old Boys vs Area7-Manic FC
July 11, 2022 2 - 2 Over 35 Division 2022 Centennial Park D Annex 97 Old Boys vs Kickers United
July 9, 2022 3 - 0 TSSL Cup Preliminary 2022 Cherry Beach W Roots Utd vs Annex 97 Old Boys
July 7, 2022 2 - 1 Over 35 Division 2022 Centennial Park D Annex 97 Old Boys vs Zbirdlagh
June 27, 2022 1 - 0 Over 35 Division 2022 Centennial Park D Annex 97 Old Boys vs Twente West Originals
June 20, 2022 0 - 1 Over 35 Division 2022 Centennial Park A Ballers vs Annex 97 Old Boys
June 13, 2022 0 - 3 Over 35 Division 2022 Centennial Park A Snack Menu vs Annex 97 Old Boys
June 6, 2022 1 - 2 Over 35 Division 2022 Centennial Park D Salty Dawgs vs Annex 97 Old Boys
May 30, 2022 6 - 1 Over 35 Division 2022 Centennial Park D Etobicoke Blizzard Legends vs Annex 97 Old Boys
May 25, 2022 1 - 6 Over 35 Division 2022 G.Ross Lord # 4 Annex 97 Old Boys vs Toronto Operario