A perpetual award established in 1998 Mr. Gay Oregon XXVIII Dan McGuire Rose, Miss Gay Oregon XXVI Tamra Marx and Ms. Gay Oregon XV Katrina Heifer jointly awarded to one person who has provided exceptional support to the Gay Oregon titleholders.
| Year | Recipient |
|---|---|
| 1998 | Not awarded |
| 1999 | Linda & Sinnamen Snapp Rose |
| 2000 | Not awarded |
| 2001 | Not awarded |
| 2002 | Not awarded |
| 2003 | Cameron Octavia Snapp & Alyssa Octavia Snapp |
| 2004 | Scott Seibert |
| 2005 | The Raintree Empire |
| 2006 | Tonya Rose |
| 2007 | Stingray Slaughter |
| 2008 | Doni Lame’ |
| 2009 | Topaz Lynn Crawford |
| 2010 | Andy Benneth |
| 2011 | Monica Boulevard |
| 2012 | Richard Rochelle |
| 2013 | Daddy Daun Webb & Miss Ronda Marie |
| 2014 | Savannah V. Jackson |
| 2015 | Shima B. Valentine |
| 2016 | Monica Boulevard |
| 2017 | London B. Valentine |
| 2018 | Summer Lynne Seasons |
| 2019 | Hellin Heels |
| 2020 | COVID YEAR |
| 2021 | COVID YEAR |
| 2022 | Josh Cozart |