| 2019 | Mister: Mac U More| Miss: Miss Indecisive |
| 2018 | Mister: Noah Kant DeWitt |
| 2017 | Miss: Lady Tenderflake |
| 2016 | Mister: Dyxson Kuntz| Miss: GiGi Gaynor |
| 2015 | Mister: Dixon Cider |
| 2014 | N/A |
| 2013 | Lola Lamore |
| 2012 | Victoria Park |
| 2011 | Marsha Mallow |
| 2010 | Ruby Slipper |
| 2009 | Dayzi Chayne |
| 2008 | Binki |
| 2007 | Ivanna Diamonds |
| 2006 | Kelsey Breeze / Vanity Fair |
| 2005 | Dee Luv |
| 2004 | LaDonna |
| 2003 | Elise She Showedup |
| 2002 | Vanity Fair |
| 2001 | Endora |
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Miss Mary Christmas
Miss Mary Christmas Title HoldersFounder of our annual Miss Mary Christmas title is HISM Ida Claire