We look back at the last 10 years of showpiece rugby union clash

FLASHBACK GALLERY: We look at the past 10 years of Grammar-Downlands Day rugby including the ‘cheeky’ 2017 moment that silenced thousands of supporters.

A young chap interrupted play during the 2017 O'Callaghan Cup running across the field in a loin cloth before being intercepted by security guards.

For more than 90 years Downlands College and Toowoomba Grammar have been rugby rivals.

Since 1950 they have battled for one of Australian schoolboy rugby’s most coveted trophies – the O’Callaghan Cup.

Named after the five O’Callaghan brothers (Jim, John, Frank, Michael and Bryan) the Cup is the showpiece event of Grammar-Downlands Day.

The rugby rivalry actually dates all the way to back to 1931 – the year Downlands College was founded.

Since then a rugby match has been played between the sides every year except for two years - 1942 and 1943 - during World War II.

The annual day is one of Toowoomba’s biggest sporting events with crowds of more than 7000 people attending past events.

Here’s our look at some of the action from past Grammar-Downlands days.

Groom MP Ian Macfarlane (left) and Prime Minister John Howard watched the 1998 O'Callaghan Cup at Toowoomba Grammar School.

Joe Gray looks for options for Grammar in O'Callaghan Cup on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Grammar captain George Griffiths is lifted by students in celebration after TGS defeat Downlands to claim the O'Callaghan Cup on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Harry Newnham for Grammar in O'Callaghan Cup on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Grammar's Tom Bailey gets away from the Downlands players in O'Callaghan Cup on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Mackenzie Koch with the ball for Downlands in O'Callaghan Cup on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Jaycriyzel Patelesio-Faamausili of Downlands evades a tackle in O'Callaghan Cup on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Tom McDonald about to feed a scrum for Downlands in O'Callaghan Cup on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Angus Buckley is lifted in celebration after TGS defeat Downlands to claim the O'Callaghan Cup on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Braith Clark on the move for Downlands in the O'Callaghan Cup on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Grammar at halftime with the school supporters on the hill in O'Callaghan Cup on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Harry Newnham on the way to score for Grammar against Downlands in the O'Callaghan Cup on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Grammar claim the O'Callaghan Cup after defeating Downlands on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

TGS1st XV captain George Griffiths lifts the O'Callaghan Cup after Grammar defeat Downlands on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Grammar celebrate their win against Downlands in the O'Callaghan Cup on Grammar Downlands Day at Toowoomba Grammar School, Saturday, August 19, 2023. Picture: Kevin Farmer

Chace Oates of Grammar against Downlands in O'Callaghan Cup on Grammar Downlands Day at Downlands College, Saturday, August 6, 2022. Picture: Kevin Farmer

Braith Clark of Downlands in O'Callaghan Cup on Grammar Downlands Day at Downlands College, Saturday, August 6, 2022. Picture: Kevin Farmer

George Griffiths attempts to gain possession for Grammar against Downlands in front of a huge O'Callaghan Cup crowd on Grammar Downlands Day at Downlands College, Saturday, August 6, 2022. Picture: Kevin Farmer

Downlands players (from left) Heath Lindenmayer, Jake Stephens and Rhys Chadburn attempt to stop Xander Jacobs of Grammar in O'Callaghan Cup on Grammar Downlands Day at Downlands College, Saturday, August 6, 2022. Picture: Kevin Farmer

Tom McDonald (left) of Downlands tackles Will Holley of Grammar in O'Callaghan Cup on Grammar Downlands Day at Downlands College, Saturday, August 6, 2022. Picture: Kevin Farmer

Zack Lane for Grammar against Downlands in O'Callaghan Cup on Grammar Downlands Day at Downlands College, Saturday, August 6, 2022. Picture: Kevin Farmer

16As Downlands vs TGS. The O'Callaghan Cup played at Downlands College. Saturday, August 6, 2022. Picture: Nev Madsen.

13Bs Downlands vs TGS. The O'Callaghan Cup played at Downlands College. Saturday, August 6, 2022. Picture: Nev Madsen.

Second XVs Downlands vs TGS. O'Callaghan Cup Day at Downlands College. Saturday, August 6, 2022. Picture: Nev Madsen.

12As Downlands vs TGS. The O'Callaghan Cup played at Downlands College. Saturday, August 6, 2022. Picture: Nev Madsen.

16As Downlands vs TGS. The O'Callaghan Cup played at Downlands College. Saturday, August 6, 2022. Picture: Nev Madsen.

16As Downlands vs TGS. The O'Callaghan Cup played at Downlands College. Saturday, August 6, 2022. Picture: Nev Madsen.

14As Downlands vs TGS. O'Callaghan Cup Day at Downlands College. Saturday, August 6, 2022. Picture: Nev Madsen.

15As Downlands vs TGS. O'Callaghan Cup Day at Downlands College. Saturday, August 6, 2022. Picture: Nev Madsen.

Second XVs Downlands vs TGS. O'Callaghan Cup Day at Downlands College. Saturday, August 6, 2022. Picture: Nev Madsen.

Bud Smith with the ball for Grammar against Downlands in O'Callaghan Cup on Grammar Downlands Day at Downlands College, Saturday, August 6, 2022. Picture: Kevin Farmer

Grammar against Downlands in front of a big crowd in O'Callaghan Cup on Grammar Downlands Day at Downlands College, Saturday, August 6, 2022. Picture: Kevin Farmer

Oliver Chaffey of Grammar is tackled by Jake Stephens of Downlands in O'Callaghan Cup on Grammar Downlands Day at Downlands College, Saturday, August 6, 2022. Picture: Kevin Farmer

TGS First XV captain Charlie Horn is lifted by the student body in celebration after defeating Downlands to claim the O'Callaghan Cup on Grammar Downlands Day at Downlands College, Saturday, August 6, 2022. Picture: Kevin Farmer

Grammar 16A vs Downlands 16A. O'Callaghan Cup at Toowoomba Grammar School, Grammar vs Downlands. Saturday, July 24, 2021. Picture: Nev Madsen.

Grammar 16A vs Downlands 16A. O'Callaghan Cup at Toowoomba Grammar School, Grammar vs Downlands. Saturday, July 24, 2021. Picture: Nev Madsen.

Grammar 16A vs Downlands 16A. O'Callaghan Cup at Toowoomba Grammar School, Grammar vs Downlands. Saturday, July 24, 2021. Picture: Nev Madsen.

Grammar 16A vs Downlands 16A. O'Callaghan Cup at Toowoomba Grammar School, Grammar vs Downlands. Saturday, July 24, 2021. Picture: Nev Madsen.

Grammar 16A vs Downlands 16A. O'Callaghan Cup at Toowoomba Grammar School, Grammar vs Downlands. Saturday, July 24, 2021. Picture: Nev Madsen.

Charlie Wigan (left) and Will Johnston celebrate their win with school mates. O'Callaghan Cup at Toowoomba Grammar School, Grammar vs Downlands. Saturday, July 24, 2021. Picture: Nev Madsen.

O'Callaghan Cup at Toowoomba Grammar School, Grammar vs Downlands. Saturday, July 24, 2021. Picture: Nev Madsen.

Grammar captain Charlie Wigan with the coveted prize. O'Callaghan Cup at Toowoomba Grammar School, Grammar vs Downlands. Saturday, July 24, 2021. Picture: Nev Madsen.

Grammar captain Charlie Wigan. O'Callaghan Cup at Toowoomba Grammar School, Grammar vs Downlands. Saturday, July 24, 2021. Picture: Nev Madsen.

Grammar captain Charlie Wigan. O'Callaghan Cup at Toowoomba Grammar School, Grammar vs Downlands. Saturday, July 24, 2021. Picture: Nev Madsen.

Downlands captain Fraser Leslie. O'Callaghan Cup at Toowoomba Grammar School, Grammar vs Downlands. Saturday, July 24, 2021. Picture: Nev Madsen.

Michael Toohey for Downlands. O'Callaghan Cup at Toowoomba Grammar School, Grammar vs Downlands. Saturday, July 24, 2021. Picture: Nev Madsen.

Grammar vs Downlands for the O'Callaghan Cup. Saturday, 1st Aug, 2020.

Xzqualix Patelesio-Faamausili, Downlands. Grammar vs Downlands for the O'Callaghan Cup. Saturday, 1st Aug, 2020.

Xzqualix Patelesio-Faamausili, Downlands. Grammar vs Downlands for the O'Callaghan Cup. Saturday, 1st Aug, 2020.

Wilson Cochrane, TGS. Grammar vs Downlands for the O'Callaghan Cup. Saturday, 1st Aug, 2020.

Grammar vs Downlands for the O'Callaghan Cup. Saturday, 1st Aug, 2020.

Willem Pienaar, Downlands. Grammar vs Downlands for the O'Callaghan Cup. Saturday, 1st Aug, 2020.

Hamish Muller, TGS. Grammar vs Downlands for the O'Callaghan Cup. Saturday, 1st Aug, 2020.

Grammar vs Downlands for the O'Callaghan Cup. Saturday, 1st Aug, 2020.

Morris Clementson, TGS. Grammar vs Downlands for the O'Callaghan Cup. Saturday, 1st Aug, 2020.

Ting Tong entertains the crowd. Grammar vs Downlands for the O'Callaghan Cup. Saturday, 1st Aug, 2020.

Joseph Currie scores a try for TGS. Grammar vs Downlands for the O'Callaghan Cup. Saturday, 1st Aug, 2020.

Downlands celebrate their win in the O'Callaghan Cup, Downlands vs TGS. Saturday, 27th Jul, 2019.

Mac Grealy, Downlands. O'Callaghan Cup, Downlands vs TGS. Saturday, 27th Jul, 2019.

Mac Grealy, Downlands. O'Callaghan Cup, Downlands vs TGS. Saturday, 27th Jul, 2019.

Grammar mascot Ting Tong lead TGS on to the field for the O'Callaghan Cup, Downlands vs TGS. Saturday, 27th Jul, 2019.

Mac Grealy, Downlands. O'Callaghan Cup, Downlands vs TGS. Saturday, 27th Jul, 2019.

Mac Grealy, captain of Downlands celebrate the win in the O'Callaghan Cup, Downlands vs TGS. Saturday, 27th Jul, 2019.

Downlands celebrate their win in the O'Callaghan Cup, Downlands vs TGS. Saturday, 27th Jul, 2019.

Mac Grealy scores the winning try for Downlands. O'Callaghan Cup, Downlands vs TGS. Saturday, 27th Jul, 2019.

Downlands celebrate their win in the O'Callaghan Cup, Downlands vs TGS. Saturday, 27th Jul, 2019.

TGS celebrates its 2018 O'Callaghan Cup success.

O'Callaghan Cup, Downlands vs TGS. Saturday, 21st Jul, 2018.

Mac Grealy, Downlands. O'Callaghan Cup, Downlands vs TGS. Saturday, 21st Jul, 2018.

Lachlan Martyn scores a try for TGS. O'Callaghan Cup, Downlands vs TGS. Saturday, 21st Jul, 2018.

O'Callaghan Cup, Downlands vs TGS. Saturday, 21st Jul, 2018.

Tom Gore, Downlands. O'Callaghan Cup, Downlands vs TGS. Saturday, 21st Jul, 2018.

O'Callaghan Cup, Downlands vs TGS. Saturday, 21st Jul, 2018.

O'Callaghan Cup, Downlands vs TGS. Saturday, 21st Jul, 2018.

Ronin Hassall scores another try for TGS despite the efforts of Downlands' Darcy Reed in the O'Callaghan Cup. Saturday, 21st Jul, 2018.

O'Callaghan Cup, Downlands vs TGS. Saturday, 21st Jul, 2018.

Ronin Hassall, TGS. O'Callaghan Cup, Downlands vs TGS. Saturday, 21st Jul, 2018.

Nathan Carroll, Grammar. O'Callaghan Cup, Downlands vs TGS. Saturday, 9th Sep, 2017.

Toowoomba Grammar's 2017 First XV rugby captain Tom Dickenson with the O’Callaghan Cup. Photo: TGS

Kyle Turei, Downlands and David Armstrong, Grammar. O'Callaghan Cup, Downlands vs TGS. Saturday, 9th Sep, 2017.

Tom Gore scores a try for Downlands. O'Callaghan Cup, Downlands vs TGS. Saturday, 9th Sep, 2017.

Downlands' Daniel Kiss unable to stop Samuel Stanford from scoring a try. O'Callaghan Cup, Downlands vs TGS. Saturday, 9th Sep, 2017.

O'Callaghan Cup, Downlands vs TGS. Saturday, 9th Sep, 2017.

O'Callaghan Cup, Downlands vs TGS. Saturday, 9th Sep, 2017.

Lachlan Sperling scores a try for TGS. O'Callaghan Cup, Downlands vs Grammar. Saturday Sep 03, 2016.

Downlands player of the match Bradley Twidale. O'Callaghan Cup, Downlands vs Grammar. Saturday Sep 03, 2016.

Josh Fanning, TGS. O'Callaghan Cup, Downlands vs Grammar. Saturday Sep 03, 2016.

Kye Oates, TGS and Jack Daly, Downlands. O'Callaghan Cup, Downlands vs Grammar. Saturday Sep 03, 2016.

Tipene Seymour, Downlands. O'Callaghan Cup, Downlands vs Grammar. Saturday Sep 03, 2016.

O'Callaghan Cup, Downlands vs Grammar. Saturday Sep 03, 2016.

Jack Daly, Downlands. O'Callaghan Cup, Downlands vs Grammar. Saturday Sep 03, 2016.

Cassius Elisaia, Downlands. O'Callaghan Cup, Downlands vs Grammar. Saturday Sep 03, 2016.

Harry Green kicks for TGS. O'Callaghan Cup, Downlands vs Grammar. Saturday Sep 03, 2016.

O'Callaghan Cup, Downlands vs Grammar. Saturday Sep 03, 2016.

Bill Vary, Grammar. O'Callaghan Cup at Toowoomba Grammar. Saturday, Aug 29, 2015. Photo Nev Madsen / The Chronicle

O'Callaghan Cup at Toowoomba Grammar. Saturday, Aug 29, 2015. Photo Nev Madsen / The Chronicle

Harry Hoopert scores for Grammar. O'Callaghan Cup at Toowoomba Grammar. Saturday, Aug 29, 2015. Photo Nev Madsen / The Chronicle

Jarred Hoopert, Grammar takes the ball in the line out. O'Callaghan Cup at Toowoomba Grammar. Saturday, Aug 29, 2015. Photo Nev Madsen / The Chronicle

BJ Oates, Grammar and Lucas van der Laan, Downlands. O'Callaghan Cup at Toowoomba Grammar. Saturday, Aug 29, 2015. Photo Nev Madsen / The Chronicle

O'Callaghan Cup at Toowoomba Grammar. Saturday, Aug 29, 2015. Photo Nev Madsen / The Chronicle

hamish Stewart kicks for Grammar. O'Callaghan Cup at Toowoomba Grammar. Saturday, Aug 29, 2015. Photo Nev Madsen / The Chronicle

Harry Cooke, Grammar tackles Mitchell Willis, Downlands. O'Callaghan Cup at Toowoomba Grammar. Saturday, Aug 29, 2015. Photo Nev Madsen / The Chronicle

Brendon Dann, TGS Captain. O'Callaghan Cup played at Downlands College. Saturday, Aug 30, 2014. Photo Nev Madsen / The Chronicle

Rhys Martin scores a try for Grammar. O'Callaghan Cup played at Downlands College. Saturday, Aug 30, 2014. Photo Nev Madsen / The Chronicle

O'Callaghan Cup played at Downlands College. Saturday, Aug 30, 2014. Photo Nev Madsen / The Chronicle

O'Callaghan Cup played at Downlands College. Saturday, Aug 30, 2014. Photo Nev Madsen / The Chronicle

Rhys Martin score a try for Grammar. O'Callaghan Cup played at Downlands College. Saturday, Aug 30, 2014. Photo Nev Madsen / The Chronicle

Will Clark-Dickson scores a try for TGS. O'Callaghan Cup played at Downlands College. Saturday, Aug 30, 2014. Photo Nev Madsen / The Chronicle

Rhys Martin, TGS. O'Callaghan Cup played at Downlands College. Saturday, Aug 30, 2014. Photo Nev Madsen / The Chronicle

O'Callaghan Cup played at Downlands College. Saturday, Aug 30, 2014. Photo Nev Madsen / The Chronicle