Sissy Pageant 2025 Winners

Congratulations to all our Enchantrix Empire 2025 Sissy Pageant winners and participants! It was a very close vote this year for our Sissy Court, but we have announced all the winners in our Live Awards Presentation in the Enchantrix Empire Discord, so now you can get the news in print! If you haven’t joined the Discord server, you should! Live events are just the tip of the iceberg that you’ll get by hanging out with the Mistresses on Discord. And now, on to our Winners!!!

Sissy Pageant 2025 Winners

All our Sissy Pageant participants put their very best foot forward and comported themselves with all the grace and sexy dignity of a true Sissy on a stage, and for that we thank you all! Fun was had by everyone, sharing pictures in the Enchantrix Empire social group, and answering our probing interview questions. The Mistresses then called a conclave to vote for the winners of the 2025 Sissy Pageant. After a very close vote, we declared our Sissy Court!

Sissy Pageant Court

Our Second Runner Up, winning 30 minutes to spend in private with the Mistress of their choice, the wonderful, fabulous, sexy Sissy Mary Fae! Congratulations, Sissy Mary Fae!

Next in line to the throne, fully prepared to step in as Queen if needed, the alluring, the sexy, the divine Sissy Princess Daizee! Sissy Princess Daizee wins 60 minutes of heaven with the Mistress of her choice, and the envy of all the other gurls, sissies, and crossdressers. Well done, Miss Daizee!

Sissy Pageant 2025 Sissy Queen

Taking the crown with tears sparkling in her eyelashes, blushing, demurely looking downward and trembling slightly, we have our Sissy Queen! All should curtsey and acknowledge the Sissy Queen Maxie Petunia! Take your crown for the 2025 Sissy Pageant, and enjoy not just the envy of all your fellow sissies and feminized folks, but an hour in heaven with TWO of your favorite Mistresses at once!

Claim Your Prizes

Sissy Court, to claim your prizes all you need to do is call in and speak with our lovely Dispatch team. Give them your Enchantrix Empire username AND the email address you used to register for the Pageant and you can redeem your well-earned rewards!

Miss Congeniality

We must not forget that the Sissies had a chance to vote amongst themselves for their own Miss Congeniality. The Sissy Pageant participant who was most supportive, kind, and brought a sense of community to the participants. Winning a ten minute session with the Mistress of their choice, your Miss Congeniality is Patty! Congratulations, sweet Patty.

Until Next Year

Thank you to all the participants in the 2025 Sissy Pageant, and to the Mistresses who voted, promoted, trained, and lead enthusiastic cheers for the Sissies! Extra thank yous from myself, your Hostess of the Sissy Pageant 2025 Awards, Ms Harper, to the presenters: Ms Becky, Ms Bianca, Ms Demi, Ms Erika, Ms Constance, Ms Blair, Ms Viola, and Ms Olivia!

Your Sissy Mistress, Harper

Listen to the sissy pageant awards here, click the graphic below