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| Year | Class 4A | School | Distance | Class 3A | School | Distance |
| 2024 | Kaiden Lee | Natrona | 46-10.5 | Luke Moulton | Cody | 42-0 |
| 2023 | Kaiden Lee | Natrona | 45-0 | Cody Seifert | Powell | 42-7.5 |
| 2022 | Kellen McCoul | Kelly Walsh | 43-9 | | | |
| 2021 | Kaliff Guevara | Cheyenne East | 46-4.25 | | | |
| 2020 | Kaliff Guevara | Cheyenne East | 44-10.25 | | | |
| 2019 | Jefferson Danso | Cheyenne East | 47-0.25 | | | |
| 2018 | Jefferson Danso | Cheyenne East | 46-8.5 | | | |
| 2017 | William Nolan | Cheyenne South | 46-3 | | | |
| 2016 | William Nolan | Cheyenne South | 48-5.25 | | | |
| 2015 | Kyle Alexander | Cheyenne Central | 45-8.25 | | | |
| 2014 | Tyler Mayhue | Natrona | 42-11.5 | | | |
| 2013 | Ty Etchemendy | Laramie | 46-6.75 | | | |
| 2012 | Ty Etchemendy | Laramie | 46-4.25 | | | |
| 2011 | J.J. Westbrook | Cheyenne East | 45-0.5 | | | |
| 2010 | Kody Williams | Sheridan | 45-6 | | | |
| 2009 | Julian King | Laramie | 43-7 | | | |
| 2008 | Stephen Michel | Laramie | 47-0.5 | | | |
| 2007 | Stephen Michel | Laramie | 46-11 | | | |
| 2006 | Stephen Michel | Laramie | 43-6 | | | |