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Events

Triple Crown Pageant Registration Information

 

The Imperial Court of Massachusetts proudly presents the returning Triple Crown Pageant, where three titles will be awarded:

  • Miss Gay Boston

  • Mr Gay Boston

  • Mx Gay Boston

Event Date: Sunday, 31 May 2026
Location: Jacques' Cabaret

Contestants will compete in four phases of competition designed to highlight authenticity, talent, elegance, and poise.

Competition Categories

1. Walk-On Presentation – The Real You

10 Points per Judge

This category is designed to introduce the contestant in their most authentic form.

Contestants should present a look that reflects who they are at their core — their personality, identity, and artistic voice. This is not about spectacle, but about truth. The presentation should clearly communicate who you are and what you stand for as both a performer and an individual.

2. Talent

10 Points per Judge

Contestants may present any talent performance not exceeding five (5) minutes.

Performances may be live, use a track, include dancers, or additional production elements.

Please Note:

  • No fire, water, or excessive mess (including glitter, confetti, paper drops, etc.)

  • If using dancers or assistants, a $5 admission fee per person will apply

  • A list of all performers must be provided upon arrival

Judging will consider creativity, execution, presentation, choreography, costume, music selection, and the overall impact of the performance.

3. Formal Wear – Black Tie Elegance

10 Points per Judge

Contestants will present a formal look that embodies sophistication, confidence, style, and stage presence.

4. On-Stage Question

5 Points per Judge

Contestants will respond to a question from the judges or host, demonstrating poise, clarity, personality, and authenticity.

Winner Responsibilities

Each titleholder will be expected to:

  • Plan and execute one (1) event in collaboration with the Imperial Court of Massachusetts

  • Attend a minimum of two (2) Imperial Court of Massachusetts events during their reign

Prize Package

Each winner will receive:

  • Official Crown and Sash

  • $200 Cash Prize

  • Opportunity to host their own show at Jacques' Cabaret
    (Show details to be coordinated directly with the venue)

Registration Information

  • Registration Fee: Free

  • Age Requirement: Must be 21 years of age or older to enter

  • Registration Deadline: Friday, 22 May 2026 at 11:59 PM

  • Contestant Arrival Time: Please plan to arrive by 2:00 PM

We look forward to celebrating your talent, individuality, and excellence.

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