Headboys and Deputies
| Year |
| 1999 |
| 2000 |
| 2001 |
| 2002 |
| 2003 |
| 2004 |
| 2005 |
| 2006 |
| 2007 |
| 2008 |
| 2009 |
| 2010 |
| 2011 |
| 2012 |
| 2013 |
| 2014 |
| 2015 |
| 2016 |
| 2017 |
| 2018 |
| 2019 |
| 2020 |
| 2021 |
| 2022 |
| 2023 |
| 2024 |
| Headboy |
| Alistair Price |
| Jason van Dijk |
| Derrick Betts |
| Thabang Kekana |
| Justin van Wyk |
| Matthew Douglas |
| Chris Ryall |
| Stuart Commins |
| Nicholas Koster |
| Marc van Heerden |
| Matthew Hawinkels |
| Sam Stelzner |
| Didier de Villiers |
| Sebastiaan Remmelzwaal |
| Ty Wills |
| Jordan Flax |
| Jordan van Tonder |
| Francois Stassen |
| Christian Rhorer |
| Tim Sharples |
| Will Linley |
| Michael Ford |
| Jonathan Roche |
| Suhayl Khalfey |
| Nic Allison |
| Ben Anderson |
| Deputy |
| Chris Haw |
| Paul Betts |
| Kenrick Brown |
| Timothy Lambrechts |
| Luc du Plessis |
| Albertus van der Merwe |
| Michael Ledwidge |
| Marius Marx |
| Brett Ormrod |
| Jason Omrod |
| Nicholas Greig |
| Eric Allan |
| Tom Nathan |
| James van Heerden |
| Saleem Firfirey |
| Richard Freund |
| Tom Richardson |
| Joseph Linley |
| Michael Burton |
| Jeff Malherbe |
| Tom Liefeldt |
| Adam Suliaman |
| Nassar de Kock |
| Robbie Dicey |
| Ben Hatty |
| James Grieve |
| Deputy |
| Simon Halliday |
| Roger de Jager |
| George Eadie |
| Charles Atkins |
| Chris Bates |
| Stratos Laskarides |
| Peter Husemeyer |
| Michail Scholiadis |
| James During |
| Maki Gubangxa |
| John Faure |
| Daniel Linegar |
| Ernie Koela |
| Oliver Linley |
| Mnotho Makhoba |
| Gerard Pieterse |
| Jarryd Lurie |
| Brandon van der Westhuizen |
| Bulelani Ngqukuvana |
| Okuhle Minyi |
| Murray Gordon |
| Jock Buchanan |
| Liam Harrison |
| Daniel Neuhoff |
| Ayanda Bonoyi |
| Immanuel Magongwa |
Prep Headboys
| 1999 | Shaun Janse van Rensburg |
| 2000 | Brad Gornall |
| 2001 | Craig Jordens |
| 2002 | Michael Nel |
| 2003 | Jonathan Cockburn |
| 2004 | Sean Paterson |
| 2005 | Jamie Strang |
| 2006 | Didier de Villiers |
| 2007 | Justin Fish |
| 2008 | Ty Wills |
| 2009 | Graham Turnbull |
| 2010 | Michael Thompson |
| 2011 | Dylan Burke |
| 2012 | Brandon Burke |
| 2013 | Tim Sharples |
| 2014 | Murray Gordon |
| 2015 | Jock Buchanan |
| 2016 | Luke Parker |
| 2017 | Daniel Neuhoff |
