| Year | Class | Student | School |
| 2019 | 1 | Nathan Turteldove/Logan Stevens | Pembroke Hill |
| 2019 | 2 | Luke Bouchard/Kavin Anand | Rock Bridge |
| 2018 | 1 | Bradley Frye/Brian King | Barstow |
| 2018 | 2 | Zachary Grueber/Frederick Fraunfelder | Rock Bridge |
| 2017 | 1 | Victor Djavaherian/Patrick Milburn | Priory |
| 2017 | 2 | Andrew Woodman/Clayton Maack | Christian Brothers College |
| 2016 | 1 | L. Rex Serituk/Rohit L Chouhan | MICDS |
| 2016 | 2 | Collin Klumb/Justin Nogalski | Rockhurst |
| 2015 | 1 | Tyler Raclin/Joseph Mcallister | MICDS |
| 2015 | 2 | William Tong/Kinji Yanaba | Parkway West |
| 2014 | 1 | Bailey Merkel/Derek Ball | Westminster Christian Academy |
| 2014 | 2 | Jack Evans/Joseph O'Connor | Rockhurst |
| 2013 | 1 | Bailey Merkel/Derek Ball | Westminster Christian Academy |
| 2013 | 2 | John Louis Nogalski Jr./Jacob Anthony Moore | Rockhurst |
| 2012 | 1 | Jake Lee/Joseph Dulle | Clayton |
| 2012 | 2 | John Jack Fay/ ALex R Jones | Rock Bridge |
| 2011 | 1 | Jake Lee/Joseph Dulle | Clayton |
| 2011 | 2 | James Hunter/ Joe LaRose | Rock Bridge |
| 2010 | 1 | David Evans/Spenser Newman | Thomas Jefferson Independent |
| 2010 | 2 | Sam Johnson/ Joe LaRose | Rock Bridge |
| 2009 | 1 | Chris Somers/Teddy Fitzgibbons | Pembroke Hill |
| 2009 | 2 | Blake Buchert/Aaron Skinner | Rock Bridge |
| 2008 | 1 | Will Humphreys/ Joe Newman | Thomas Jefferson Independent |
| 2008 | 2 | Blake Buchert/Aaron Skinner | Rock Bridge |
| 2007 | 1 | Will Humphreys/Mark Silva | Thomas Jefferson Independent |
| 2007 | 2 | Andrew Edmonds/Patrick Tooey | Rockhurst |
| 2006 | 1 | Jonathan Pang/Max Sharpiro | Clayton |
| 2006 | 2 | Kyle Schlotz/Mike Waite | Kirkwood |
| 2005 | 1 | Matt Bleakley/Sam Keeton | Pembroke Hill |
| 2005 | 2 | Zach Frisch/Taj Harrison | Rockhurst |
| 2004 | 1 | Teddy Felker/Teddy White | John Burroughs |
| 2004 | 2 | Zach Frisch/Taj Harrison | Rockhurst |
| 2003 | 1 | Eric Abramson/Tyler Kotiza | Ladue Horton Watkins |
| 2003 | 2 | Malcolm Harrison/ Guerin Smith | Rockhurst |
| 2002 | 1A-3A | Teddy Felker/Charlie Howard | John Burroughs |
| 2002 | 4A | Ryan Reid/ Guerin Smith | Rockhurst |
| 2001 | 1A-3A | Teddy Felker/Todd Saligman | John Burroughs |
| 2001 | 4A | Brad Martin/Ryan Reid | Rockhurst |
| 2000 | 1A-3A | Jim Larson/Steve Roszak | Pembroke Hill |
| 2000 | 4A | Andrew Murray/Daniel Murray | Kirkwood |
| 1999 | 1A-3A | Bob Menees/Mike Sivore | MICDS |
| 1999 | 4A | Sam Davidson/Scott Martin | Rockhurst |
| 1998 | 1A-3A | Will Claypool/Mike Sivore | MICDS |
| 1998 | 4A | Andrew Murray/Daniel Murray | Kirkwood |
| 1997 | 1A-3A | Will Claypool/Mike Sivore | MICDS |
| 1997 | 4A | Grant Edwards/Matt Edwards | Christian Brothers College |
| 1996 | 1A-3A | Eric Freeland/Mike Fisher | MICDS |
| 1996 | 4A | Casey Smith/John Osgood | Rockhurst |
| 1995 | 1A-3A | Eric Freeland/Mike Fisher | MICDS |
| 1995 | 4A | Mike Reither/Jason Salinardi | St. Louis University |
| 1994 | 1A-3A | Jeff Ridgeway/Eric Freeland | MICDS |
| 1994 | 4A | Mike Reither/Jason Salinardi | St. Louis University |
| 1993 | 1A-3A | Jeff Ridgeway/Eric Freeland | MICDS |
| 1993 | 4A | Steve Defenbaugh/Brad Harris | Central (St. Joseph) |
| 1992 | 1A-3A | Mark Silbersher/Brandon Wood | Pembroke Hill |
| 1992 | 4A | Chris Biggs/Steve Defenbaugh | Central (St. Joseph) |
| 1991 | 1A-3A | Mark Silbersher/Brandon Wood | Pembroke Hill |
| 1991 | 4A | Chris Narallah/Bill Gluck | Chaminade |
| 1990 | 1A-3A | Matt Hoffman/Andy Atterback | Pembroke Hill |
| 1990 | 4A | Jake Esther/Matthew Scott | Jefferson City |
| 1989 | 1A-3A | Albin Polony/Andy Atterback | Pembroke Hill |
| 1989 | 4A | Scott Wolf/Rich Berens | Parkway West |
| 1988 | 1A-3A | Scott Mason/Chris Tabor | Benton |
| 1988 | 4A | Scott Golde/Mike McDonald | Ladue Horton Watkins |
| 1987 | 1A-3A | Scott Mason/Chris Tabor | Benton |
| 1987 | 4A | Rusty Keeley/Scott Guignon | DeSmet |
| 1986 | 1A-3A | Sid Sundaran/Jawahar Sundaran | Priory |
| 1986 | 4A | John Wood/Chris Schlesinger | Parkview |
| 1985 | 1A-3A | Jeff Ohland/Toby Bogard | Principia |
| 1985 | 4A | Jeff Stem/David Roberts | Ladue Horton Watkins |
| 1984 | 1A-3A | Jeff Ohland/John Strelow | Principia |
| 1984 | 4A | Eric Johnson/David Hopper | Oak Park |
| 1983 | 4A | Fred Azar/Jim McPhilliamy | Rockhurst |
| 1982 | 4A | Robert Owens/Mark Thompson | Glendale |
| 1981 | 4A | Andy Quevreaux/Dino Lombardo | Lindbergh |
| 1980 | 1A-3A | Brooke Larmer/Deke Lundquist | Principia |
| 1980 | 4A | Andy Quevreaux/Randy Nistler | Lindbergh |
| 1979 | | Mark Montgomery/Jeff Surratt | Hazelwood Central |
| 1978 | | John McCurdy/Steve Multin | Ladue Horton Watkins |
| 1977 | | Tony Debo/Steve Wille | Hazelwood Central |
| 1976 | | Bill Krizman/Pete Brown | Rockhurst |
| 1975 | | John Goodwin/Mike Rees | Pembroke Hill |
| 1974 | | Barry Losson/Brent Ruoff | Central (St. Joseph) |
| 1973 | | Steve Bennett/Keith Hickey | Parkview |
| 1969 | | Tom Fluri/Bill Bristow | McCluer |
| 1968 | | Gene Fluri/Tom Fluri | McCluer |
| 1967 | | Kirk Gates/Denny Dow | Pembroke Hill |
| 1966 | | Tom Bearman/Morty Rosenfield | Clayton |
| 1965 | | Lathrop Gates/Kirk Gates | Pembroke Hill |
| 1963 | | John Rose/Lathrop Gates | Pembroke Hill |
| 1962 | | Stratie Overton/John Rose | Pembroke Hill |
| 1961 | | John Wymore/Marvin Leftwich | Paseo Academy |
| 1960 | | Tom Maxeiner/Rich Weinstock | Ladue Horton Watkins |
| 1959 | | Jerry Johnson/Jerry Regenstein | Webster Groves |
| 1958 | | Jerry Johnson/George Schoene | Webster Groves |
| 1957 | | Jerry Johnson/Jim Bryan | Webster Groves |
| 1953 | | Russell Dippold/David Rahubka | Beaumont |
| 1952 | | Donald Pfeiffer/Gordon Pfeiffer | St. Louis University |
| 1951 | | Bill Wichersham/Robert Simpson | Central (St. Joseph) |
| 1949 | | Larry Belt/Don Sneed | Jefferson City |
| 1943 | | Frank Wilkinson/Howard Hall | Westport |
| 1942 | | William Miller/William Ege | Westport |
| 1941 | | Melvin Randoll/John Sanders | Beaumont |
| 1940 | | Fred Humphrey/Bill Humphrey | Westport |
| 1938 | | Manic/George Hendry | Beaumont |
| 1937 | | Rains/Harper | Westport |
| 1936 | | Leon Miller/Lydon Howard | Central (Springfield) |
| 1935 | | Clamage/Fink | Westport |
| 1934 | | Pankewer/Marglous | University City |
| 1932 | | Ernest Ralston/Peterson | Westport |
| 1931 | | William Kiley/Ernest Ralston | Westport |
| 1928 | | Koch/Close | Westport |