Miss Gay Maryland America is a prelim to Miss Gay America.
Miss Gay Maryland America Titleholders
Staci Maxwell 
Jill St. Clair 
Champagne Douglas 
Vickii Voxx 
Jennifer Blake 
Kelli St. James 
Nya Bleu 
Dana Harris 
Joanna Blue 
Linda Carrero 
Sabrina White 
Maya Montana 
Lauren Mitchell 
Alicia Stone 
Sophia Carrero 
Diamond 
Truly Fabu 
Ashley Bannks 
Sierra Brooks 
Ingenue 
Brooke Lane – Photo by Steve Weiner Photography 
Andora Te’Tee 
Akasha Cassadine – Photo by Steve Weiner Photography 
Tatiyanna Voche’ 
Sue Nami 
Onyx Revlon 
Chi Chi Ray Colby – Photo by Richard A Bowe 
Stephanie Micheals – Photo by Steve Weiner Photography 
Araya Sparxx 
Alondra Sancheez 
Sasha Renee 
Rebecca Blaqueout 
Eva Couture 
Nicole James – Photo by Rich B Photography 
Chasity Vain – Photo by Rich B Photography
Miss Gay Maryland America Titleholders
- 1985 – Staci Maxwell
- 1986 – Jill St. Clair
- 1987 – Champagne Douglas
- 1988 – Vickii Voxx ***
- 1989 – Jennifer Blake
- 1990 – Kelli St. James
- 1991 – Nya Bleu
- 1992 – Dana Harris
- 1993 – Joanna Blue
- 1994 – Linda Carrero
- 1995 – Sabrina White
- 1996 – Maya Montana
- 1997 – Lauren Mitchell
- 1998 – Alicia Stone
- 1999 – Sophia Carrero
- 2000 – Diamond
- 2001 – Truly Fabu
- 2002 – Ashley Bannks
- 2003 – Sierra Brooks
- 2004 – Ingenue
- 2005 – Brooke Lane
- 2006 – Andora Te’tee
- 2007 – Akasha Cassadine
- 2008 – Tatiyanna Voche’
- 2009 – Sue Nami
- 2010 – Onyx Revlon
- 2011 – Chi Chi Ray Colby
- 2012 – Stephanie Micheals
- 2013 – Araya Sparxx
- 2014 – Alondra Sancheez
- 2015 – Sasha Renee
- 2016 – Rebecca Blaqueout
- 2017 – Eva Couture
- 2018 – Nicole James
- 2019 – Chasity Vain
***In Loving Memory
Prelims to Miss Gay Maryland America
- Miss Gay Central Maryland America
- Miss Gay Charm City America
- Miss Gay Cumberland Valley America
- Miss Gay Glamour Girl America
- Miss Gay Northern Maryland America
- Miss Gay Western Elegance America
Miss Gay Maryland America History
Miss Gay Maryland America 2019
- Winner – Chasity Vain
- 1st Alternate – Onyx D. Pearl
Miss Gay Maryland America 2018
- Winner – Nicole James
- 1st Alternate – Jazmen Diamond
Miss Gay Maryland America 2017
- Winner – Eva Couture
- 1st Alternate – Dezi Minaj
Miss Gay Maryland America 2016
- Winner – Rebecca Blaqueout
- 1st Alternate – Anastacia Amor
Miss Gay Maryland America 2015
- Winner – Sasha Renee
- 1st Alternate –
Miss Gay Maryland America 2014
- Winner – Alondra Sancheez
- 1st Alternate – Miss D. Meaner
Miss Gay Maryland America 2013
- Winner – Araya Sparxx
- 1st Alternate – Anastacia Amor
Show Ad | Miss Gay Maryland America | Club Hippo (Baltimore, Maryland) | 4/20/2013 
Show Ad | Miss Gay Maryland America | Club Hippo (Baltimore, Maryland) | 4/21/2013 
Show Ad | Miss Gay Maryland America | Club Hippo (Baltimore, Maryland) | 4/22/2013
Miss Gay Maryland America 2012
- Winner – Stephanie Micheals
- 1st Alternate – Alondra Sanchez
Show Ad | Miss Gay Maryland America | Club Hippo (Baltimore, Maryland) | 4/21/2012 
Show Ad | Miss Gay Maryland America | Club Hippo (Baltimore, Maryland) | 4/22/2012 
Show Ad | Miss Gay Maryland America | Club Hippo (Baltimore, Maryland) | 4/23/2012
Miss Gay Maryland America 2011
- Winner – Chi Chi Ray Colby
- 1st Alternate – Araya Sparxx
Show Ad | Miss Gay Maryland America | Club Hippo (Baltimore, Maryland) | 4/16/2011 
Show Ad | Miss Gay Maryland America | Club Hippo (Baltimore, Maryland) | 4/17/2011 
Show Ad | Miss Gay Maryland America | Club Hippo (Baltimore, Maryland) | 4/18/2011
Miss Gay Maryland America 2010
- Winner – Onyx Revlon
- 1st Alternate – Chi Chi Ray Colby
Miss Gay Maryland America 2009
- Winner – Sue Nami
- 1st Alternate – Chi Chi Ray Colby
Miss Gay Maryland America 2008
- Winner – Tatiyanna Voche’
- 1st Alternate – Sue Nami
Miss Gay Maryland America 2007
- Winner – Akasha Cassadine
- 1st Alternate – Tatiyanna Voche’
Miss Gay Maryland America 2006
- Winner – Andora Te’tee
- 1st Alternate – Akasha Cassadine
Miss Gay Maryland America 2005
- Winner – Brooke Lane
- 1st Alternate – DuWanna Moore
Miss Gay Maryland America 2004
- Winner – Ingenue
- 1st Alternate – Stephanie Micheals
Miss Gay Maryland America 2003
- Winner – Sierra Brooks
- 1st Alternate – Andora Te’Tee
Miss Gay Maryland America 2002
- Winner – Ashley Bannks
- 1st Alternate – Selena Diaz
Miss Gay Maryland America 2001
- Winner – Truly Fabu
- 1st Alternate – Stephanie Micheals
Miss Gay Maryland America 2000
- Winner – Diamond
- 1st Alternate – Onyx
Miss Gay Maryland America 1999
- Winner – Sophia Carrero
- 1st Alternate – Holli Wood
Miss Gay Maryland America 1998
- Winner – Alicia Stone
- 1st Alternate – Tiffany R
Miss Gay Maryland America 1997
- Winner – Lauren Mitchell
- 1st Alternate – Erica Meadows
Miss Gay Maryland America 1996
- Winner – Maya Montana
- 1st Alternate – Tia Chambers
Miss Gay Maryland America 1995
- Winner – Sabrina White
- 1st Alternate –
Miss Gay Maryland America 1994
- Winner – Linda Carrero
- 1st Alternate – Lacy Guy
Miss Gay Maryland America 1993
- Winner – Joanna Blue
- 1st Alternate – Lacy Guy
Miss Gay Maryland America 1992
- Winner – Dana Harris
- 1st Alternate – Lacy Guy
Miss Gay Maryland America 1991
- Winner – Nya Bleu
- 1st Alternate – Onyx
Miss Gay Maryland America 1990
- Winner – Kelli St. James
- 1st Alternate – Joanna Blue
Miss Gay Maryland America 1989
- Winner – Jennifer Blake
- 1st Alternate – Dana Harris
Miss Gay Maryland America 1988
- Winner – Vickii Voxx
- 1st Alternate – Regina Coxx
Miss Gay Maryland America 1987
- Winner – Champagne Douglas
- 1st Alternate –
Miss Gay Maryland America 1986
- Winner – Jill St. Clair
- 1st Alternate – Sheena Weston
Miss Gay Maryland America 1985
- Winner – Staci Maxwell
- 1st Alternate – Jill St. Clair