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| Year | Class 4A | School | Height | Class 3A | School | Height |
| 2024 | Kaiden Lee | Natrona | 6-2 | Khale Clinger | Star Valley | 6-4 |
| 2023 | Kaiden Lee | Natrona | 6-4 | Remy Broussard | Cody | 6-0 |
| 2022 | Jesus Quintero | Evanston | 6-2 | | | |
| 2021 | John Rose | Laramie | 6-2 | | | |
| 2020 | Sutton Perry | Douglas | 6-2 | | | |
| 2019 | Hunter Brown | Natrona | 6-7 | | | |
| 2018 | Pete Mead | Cheyenne East | 6-6 | | | |
| 2017 | Brayden Parker | Cheyenne East | 6-4 | | | |
| 2016 | Brad Lyman | Worland | 5-10 | | | |
| 2015 | Cameron Craft | Sheridan | 5-11 | | | |
| 2014 | Robert Creager | Natrona | 6-4 | | | |
| 2013 | Ben Mancuso | Lovell | 6-8 | | | |
| 2012 | Tanner Fischer | Kelly Walsh | 6-0 | | | |
| 2011 | Kyle Sullivan | Cody | 6-6 | | | |
| 2010 | Kyle Sullivan | Cody | 6-4 | | | |
| 2009 | Boomer McLaughlin | Sheridan | 6-9 | | | |
| 2008 | Beau Watt | Kelly Walsh | 6-2 | | | |
| 2007 | Andrew Rose | Campbell County | 6-2 | | | |
| 2006 | Lucas Strawn | Campbell County | 6-5 | | | |