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| Year | Class 4A/AA | School | Time |
| 1949 | Jack Rife | Torrington | 24.6 |
| 1948 | Andy Bunten | Cheyenne Central | 23.9 |
| 1947 | Ed Rauchfuss | Powell | 23.4 |
| 1946 | Junior Croft | Torrington | 24.6 |
| 1945 | Leroy Pearce | Natrona County | 23.4 |
| 1944 | Leroy Pearce | Natrona County | 24.1 |
| 1943 | No meet | - | - |
| 1942 | Frank Stine | Green River | 24.8 |
| 1941 | Alfred Sims | Rock Springs | 23.2 |
| 1940 | Jim Fuller | Natrona County | 24.0 |
| 1939 | Jim Fuller | Natrona County | 24.1 |
| 1938 | Charles Binning | Pine Bluffs | 24.0 |
| 1937 | Joe Berta | Rock Springs | 22.9 |
| 1936 | George Niethammer | Natrona County | 25.8 |
| 1935 | Fred Jones | Natrona County | 24.6 |