Performances will take place on South Green/Union Green at the End of Main Street at the conclusion of the Parade.


3:00PM-3:30PM ~ Connecticut Gay Men’s Chorus

3:30PM-4:30PM ~ Opening Word, Mayor Speech, Guest Speeches, Grand Marshall Speeches

4:30PM-5:00PM ~ Imperial Sovereign Court, elevator speech and performances

5:00PM-5:30PM ~ Hartford Gay Men’s Chorus

5:30PM-5:45PM ~ DJ Tita

5:45PM-7:00PM ~ Middletown Pride Drag Show (Leslie Avery, Rory Roux Heart, Mia Elizabeth Z’Lay, October May Lay, Giganta Smalls, Scarlette Bleu, Tiana Maxim Rose, Madison Sapphire Duchannes)

Illeana Douglas

Master of Ceremonies

Middletown Pride is thrilled to announce that the Master of Ceremonies for Middletown Pride is Illeana Douglas, Emmy nominated actress, writer, director, author, and Turner Classic Movies host. At home behind the camera and in front, she will be seen in the third season of Goliath on Amazon Video as Rita—a Keno addicted bar fly that befriends Billy McBride (Billy Bob Thornton)  

lleana has many local connections to Middletown and the LGBTQ+ community. In Illeana’s book, I Blame Dennis Hopper she recalls fond memories of seeing movies at The Middletown Drive-In, The Palace, and The CapitalIt was there that she nurtured a dream of one day being in the movies. After living in Deep River, Connecticut. Illeana moved to Hartford as a teenager to pursue a career in acting. She became a member of the Hartford Stage Company Youth Theatre, and performed in many local theatre groups including Hartford’s Mark Twain Masquers, and Avon Music Makers.

Madison Sapphire Duchannes

Grand Marshal

Madison Sapphire Duchannes will serve as one of Middletown Pride’s Grand Marshals. She is a drag performer, LGBT activist, and philanthropist that lives in Middletown. She has been gracing the stage for over eight years across the South and New England. Madison runs her own monthly show at Partners Café in New Haven, every second Friday of the month for over two years where she promotes a diverse performance community. She is also a member of the Imperial Sovereign Court of All Connecticut, and holds the title of Crown Princess bestowed upon her by Empress 20 Kiki Lucia where as a group raise money benefitting communities statewide. What’s most important to her is being a friend, a loyal community member, and dependable to anyone who reaches out to her. She’s honored to be one of Middletown’s Grand Marshals and looks forward to representing Middletown Pride throughout the year.

Raven Matherne

Grand Marshal

Raven Matherne will serve as one of Middletown Pride’s Grand Marshals. Raven currently serves on Stamford’s City Council as Connecticut’s first openly trans elected lawmaker. They also serve on the board of directors for Triangle Community Center, Fairfield County’s leading provider of programming and resources to nurture growth and connection within the LGBTQ+ community. A former professional martial artist, they love endurance pursuits and outdoor adventures including triathlons, ultramarathons, OCR’s, fast packing, and peak bagging. Raven is excited to be one of Middletown’s Grand Marshals and is excited to be involved with Middletown Pride.

DJ Lady Tita


DJ Lady Tita, a NY veteran of the nightlife industry for over 3 decades, continues her mission to unite people from all walks of life on her dance floors. Her production and passion for the LGTBQ events are both evident in her involvement with TCC’s Pride in the Park, and their Annual Visionary Gala. Now over a decade in circulation, both of these events have become a staple and one of CT’s most prestigious gala fundraisers, and pride festivals.

DJ Baby Frost

pop up DJ

DJ Baby Frost (Paige W.W.) – DJ, Mixer, Party Starter, Music Lover Influenced by her love of music as a child listening and learning from all genres, DJ Baby Frost started DJing as a teen in 2012 and quickly became a staple in CT as a DJ for all occasions; clubs, parties, weddings, as well as mixes for dance crews. As a very active member of her local and LGBTQ+ community, she understands “giving back” and DJ’s for churches and various fundraisers as well! Whatever the occasion, Paige will get your party started right! Follow her on Instagram @frost.entertainment #DJBabyFrost #FemalesWhoDJ

Musiq Factory with DNA and Mx. Chalk

pop up DJS

DJ DNA and Mx. Chalk have been collectively entertaining for over 20 years. Mx. Chalk got his start in the restaurant business, DJ DNA started at home and brought his joy of music to camps and after school programs Both went on to dive deeper into the entertainment industry, DNA on the east coast DJ’ing parties and Chalk on the west driving the chalkcar and doing photos. The two were reunited in 2018 to begin a new endeavor–Talk radio. The two have merged their business to bring the people what they want, quality entertainment and memories that will last a lifetime. DJ DNA is a straight ally, and Mx. Chalk is a member of the trans community. The Musiq Factory is honored to give back to the LGBTQ+ community and the greater Middletown community. They’ll see you on the dance floor!

Imperial Sovereign Court of All Connecticut


The Imperial Sovereign Court of All Connecticut (ISCofAllCT) is a state-wide 501(c)3 non-profit organization that is focused on raising money for LGBTQ+ and LGBTQ-inclusive nonprofit organizations throughout Connecticut. Over the past 20 years the ISCofAllCT has given away more than $250,000 to more than 20 nonprofit agencies including those that support youth, HIV/AIDS service facilities and organizations, LGBTQ+ community centers, and healthcare organizations. During the 2019-20 fundraising year the ISCofAllCT has chosen to focuse on raising funds for The Fisher House, an organization serving veterans and their families, and to establish the Imperial Sovereign Court of All Connecticut Memorial Scholarship Fund.

The ISCofAllCT is a member of the larger International Court System that has nearly 80 chapters around the US, Mexico and Canada. More information can be found about the ISCofAllCT at or

The Connecticut Gay Men’s Chorus


For over 30 years, the Connecticut Gay Men’s Chorus has served as a standard bearer for a powerful and accomplished mix of high-caliber performance, community activism, empowerment and inclusiveness, establishing it as an icon among Connecticut’s LGBT organizations. Founded in 1986, it was the first organization of its kind in the state and has been a proud member of the LGBT choral movement, which helped galvanize and change the course of LGBT history. It continues to rally and inspire other arts-based community organizations around New England. Under the leadership of Artistic Director Greg McMahan, the CTGMC has in recent seasons established a heightened level of performance standards receiving audience and critical acclaim, increased its profile, and broadened its impact and reputation in the community while maintaining its signature blend of humor, personality and high-voltage performances. 

The Hartford Gay Men’s Chorus


The Hartford Gay Men’s Chorus is celebrating their seventh season. Founded in 2012,
the 60+ voice ensemble is celebrated for its musicianship, creative programming and
community outreach. Under the leadership of Interim Artistic Director, Justin Gazard and Executive Director, Robert Reader, the HGMC sings a wide range of music as a catalyst for enriching and educating both participants and audiences by demonstrating to individuals the many ways that beautiful music positively impacts our world.

Giganta Smalls


The largest drag queen in captivity, Giganta Smalls is here to bring kitschy cartoon humor and body positivity to the masses. This large and in charge queen is a regular performer around Connecticut and is thrilled to be bringing Pride to Middletown! Keep up with her at


October May Lay


Mz. October (November December) May Lay is a local drag performer shaking up the CT Drag scene. Our reigning Miss Chez Est. 2019, Mz. October (November December) May Lay is ready to SLAY at Middletown first Pride.


Mia Elizabeth Z’lay


If you’re looking for a campy, vampy, and colorful queen who can fit into a size 2 than you’ve come to the wrong place. Mia Elizabeth Z’Lay has it all. Comedy, Personality, Sewing skills, and a lot of overdue parking tickets. Mia can be found around New England doing what she loves most, performing and getting lost because her GPS doesn’t work and she refuses to ask for directions. Catch her on Instagram @miaezlay and other various social media sites she has lost the passwords to!

Rory Roux Heart


Rory Roux Heart is a newer queen to the CT drag scene, but certainly not new to appreciating and supporting this incredible art form. She appeared in Escapade as a dancer in October 2017 which reignited her interest in gender based performance art, and gave her the resources to actually explore the world of drag. Since then, she has performed in various local shows and continues to try to be as visible as possible as an afab queen. While drag should always be fun, she’s not afraid to sometimes explore sadder and more dramatic themes in her performances. Besides being a queen, Rory (aka Mimi Zschack) is a principal dancer with New England Ballet Company and teaches dance there as well as New England Dance Arts.

Scarlett Bleu


Recently released back into society after overcoming a caffeine addiction, Scarlett Bleu hosts Conspiracy’s Royal Tea with the Queens, Middletown’s only monthly drag show. She accepts tips in the form of Venmo, gold doubloons, or Dunkin’ gift cards.

Tiana Maxim (Rose)


Tiana Maxim is a 27 year old Trans Showgirl originally from Rockland County NY, she has been entertaining in CT for the last 7 years and is super excited to be included in the first ever Middletown Pride. She is known for her slick comments and beautiful smile and for always lacking a pair of pants. Come enjoy this pride with Middletown and all the many to come after.

Leslie Avery


Leslie Avery is a Cape Cod native and coming up on 30 years as a drag artist/performer. Leslie got her start at Boston’s famed Jacques Cabaret, where she honed her craft in the art of female illusion. Because of her unique eye and attention to detail and organization; Leslie has had the opportunity to showcase her talent throughout New England and up and down the Atlantic seaboard. Her celebrity impersonations of Tina Turner, Patti Labelle and Mary J. Blige are arguably the best in the business. Once part of the local “Pageant Queen” circuit – Leslie holds many local crown titles, including Miss Chez Est For Life.

When not out and about entertaining at night clubs, Pride festivals, and other celebrations; her charity work is as diverse as her drag career. In the early 1990’s she served on the Board of Directors of The Boston Alliance of Gay and Lesbian youth, and also served as their Counseling Director. From 1992-1996 Leslie was the Operations Manager of the Fantasia Fair Conference held each year in Provincetown, MA, and in 1997 became the Conference’s Executive Director. In recent years Leslie has been affiliated with The Cocktails At Eight Annual Event in Bristol, CT, among many others. Leslie has always lent her talent to worthwhile causes, and has been a featured performer at the Boston, Rhode Island and Connecticut ISC charity events and Coronations. Leslie holds a special place in her heart for Middletown, CT, as this was the location she chose when moving to Connecticut in 2003.

Leslie resides in Hartford with Robert, her husband of 2 years; partner for 17, along with several house plants and over 200 pairs of high heeled shoes.