Miss Gay Massachusetts USofA is a prelim to Miss Gay USofA.
Miss Gay Massachusetts USofA Titleholders
Joanna James 
Billie Jean 
Margeaux Powell Haze 
Khloe Glamoure – Photo by Jess Razzi 
Bang – Photo by Branden Marcus 
Qya Cristál – Photo by Clarence Mowglii Morton 
Ivy League
Miss Gay Massachusetts USofA Titleholders
- 1992 – Joanna James
- 1994 – Billie Jean
- 2013 – Margeaux Powell Haze
- 2016 – Khloe Glamoure
- 2017 – Bang
- 2018 – Qya Cristál
- 2019 – Ivy League
Miss Gay Massachusetts USofA History
Miss Gay Massachusetts USofA 2019
- Winner – Ivy League
Miss Gay Massachusetts USofA 2018
- Winner – Qya Cristál
Miss Gay Massachusetts USofA 2017
- Winner – Bang
- 1st Alternate – Kamden T. Rage
Miss Gay Massachusetts USofA 2016
- Winner – Khloe Glamoure
Miss Gay Massachusetts USofA 2014 – 2015
Pageant status needs researched.
Miss Gay Massachusetts USofA 2013
- Winner – Margeaux Powell Haze
Miss Gay Massachusetts USofA 1995 – 2012
Pageant status needs researched.
Miss Gay Massachusetts USofA 1994
- Winner – Billie Jean
Miss Gay Massachusetts USofA 1993
Pageant status needs researched.
Miss Gay Massachusetts USofA 1992
- Winner – Joanna James