We’ve been teasing you just a little bit the last few weeks about a very special event coming to the Enchantrix Empire, so now it is my extreme pleasure to announce the 2026 Sissy Pageant! That’s right, we’re doing another Sissy Pageant, and it’s time for YOU to shine! Join us in all the fun leading up to the big reveal of our Sissy Queen and her Court on September 19, 2026, at 7 pm Eastern. Keep reading here for all the details you need to know.

2026 Sissy Pageant

Join the 2026 Sissy Pageant and strut your sweet sissy ass for us! Show us your outfits, your cute poses, and, in sessions with your Sissy Mistress, reveal all your skills. Registering for the Sissy Pageant is easy as pie, all you need to do is complete a thirty (30) minute session with one of the participating Sissy Mistresses! There are 18 wonderful, smart, sexy, skilled women who have tossed their hats in the ring to be your Sissy Trainer, so pick one or two, or more, and have some fun with us.

Register For The Pageant

After you’ve done your thirty-minute call with a participating Sissy Mistress, send an email to [email protected] with the date, time, and name of your Sissy Mistress, along with a request to join in all the fun. You’ll be contacted with further details then, including all the instructions for full participation in the Pageant. At the same time, you’ll get an invitation to join the Sissy Pageant 2026 group on our social network, Enchantrix Empire. This is important, because we do want you to share pictures of your full sissy glory.

Participate In All The Sissy Pageant Events

Sissies, Feminized Submissives, and Other Gender Bending Participants! To fully participate in the 2026 Sissy Pageant, you will need to post three pictures of yourself in your full sissy glory to the Enchantrix Empire group on or before September 12, 2026. You can choose whether or not to show your face, but you do need to have your Enchantrix Empire username visible on paper in your pics! You may not use AI to generate or manipulate your images, we want to see you, not a porn-drunk hallucination from a machine. Lastly, please keep all your genitals covered; no dick, balls, or pussy, please and thank you.

Submit To An Interrogation

It’s not really an interrogation; it’s the Sissy Interview. All good Pageants have an interview section, and we are no different. You’ll receive a link to a questionnaire we’d like you to complete. Remember your Enchantrix Empire username, and answer the questions with your best Sissy self forward. We want to get to know you, your personality, who you are and what turns you from your mild mannered self into the wonderful Sissy we’re judging. The participating Sissy Mistresses will read your answers, so show us who you are. You have until September 12, 2026 to get your answers submitted.

The 2026 Sissy Pageant Awards Show

Join us on September 19, 2026, at 7pm Eastern for the 2026 Sissy Pageant Awards. We will meet in the Enchantrix Empire Discord server for a live event, with our Sissy Queen and Court celebrated and awarded. All our participants will be honored and acknowledged as well, as we read part of YOUR Interview answers. All our Sissy Mistresses will vote for their personal top three Sissies, and the accumulated points will dictate who we crown in our court. You do NOT need to be present to win, and the event will be recorded and published to our Enchantrix Radio feed.

Your 2026 Sissy Pageant Mistresses

Please reach out and arrange your thirty minute session with a participating Sissy Mistress, and get all your pictures and questions answered by our deadline of September 12, 2026, so our Mistresses can vote for the Sissy Queen. Your Sissy Mistresses are:

👑 Harper 👑 Erika 👑 Bianca 👑 Everly 👑 Kat 👑 Andi 👑 Stephanie 👑 Skye 👑 Becky 👑 Krista 👑 Olivia 👑 Nina 👑 Sasha 👑 Audrey 👑 Rachel 👑 Hadley 👑 Charlotte 👑 Kay Marie 👑

The Sissy Court

Once all the votes have been tallied, your Sissy Queen and her Sissy Court will be crowned. In addition to winning bragging rights, our Sissy Court will earn free minutes to spend with their choice of participating Sissy Pageant Mistress.

• Second Runner Up: 20 minutes in heaven with a participating Sissy Pageant Mistress!
• First Runner Up: 30 minutes with a participating Feminization Mistress

And our Grand Prize!

• Sissy Queen for the 2026 Sissy Pageant: 60 minutes with her participating Sissy Mistress on us!

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The only way to win is to participate. We look forward to seeing you all in this year’s Sissy Pageant! Bring all the glamour, the fashion, and the drama to the Enchantrix Empire 2026 Sissy Pageant!!!

PS, don’t forget about Miss Congeniality! After all the fun in the Enchantrix Empire Sissy Pageant Group, the participants will get to vote for their own Miss Congeniality and award them for their participation, helpful attitude, and all-around awesomeness, with 10 free minutes to spend with any of the participating Sissy Mistresses.