Entertainer of the Year
Entertainer of the Year Title Holders
| 2021 | Pepper |
| 2020 | Artasia |
| 2019 | Darla Darwin |
| 2018 | Dyxson Kuntz |
| 2017 | Morgen Fair |
| 2016 | JohnBenet RamsMe |
| 2015 | Leah Way |
| 2014 | Vanity Fair |
| 2013 | Tequila Mockingbird |
| 2012 | Dayzi Chayne & JeffyLube XXXPress |
| 2011 | Mia Fellow |
| 2010 | Vanity Fair |
| 2009 | Godiva |
| 2007 | Binki |
| 2006 | Ashley Love / Dezyna Gowan |
| 2005 | Connie Lingua |
| 2004 | Donnatella NE1 |
| 2003 | Pepper |
| 2002 | Jacklyn Hyde |
| 2001 | Ladonna / Krystall Ball |
| 2000 | Vanity Fair |
| 1999 | Sticky Vicky |
| 1998 | Tootsanelda Whoofenpeekhole |
| 1996 | Rosarita Refried Beans |
| 1995 | Village People |
| 1994 | Neon |
| 1993 | Kristy Krunt |
| 1992 | Beverly Crest |
| 1991 | Mandy Camp |
| 1990 | Twiggy |
| 1989 | Cleo |
| 1988 | Kim Burly |
| 1987 | Twiggy |
| 1986 | Gloria Hole |
| 1985 | Lulu LaRude |
| 1984 | Lindee Star |
| 1983 | Sam |
| 1982 | Chatty Cathy Jackson |