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Daddy Dom · Sissy Trainer · Your Keyholder

Calder Merritt

Structured chastity training, guided feminization, and remote keyholding for those ready to stop pretending and start submitting.

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Your Keyholder

Calder Merritt is a Daddy Dom, sissy trainer, and professional keyholder specializing in structured chastity training, guided feminization, and remote lock management.

His training programs are built for sissies, submissives, and trans women who want real structure, not empty promises. Every program includes daily tasks, progression milestones, and direct accountability.

Whether you are exploring chastity for the first time or you are ready for long-term keyholding, Calder provides the discipline and guidance to help you commit and grow.

Start Your Training

Training Programs

🔒

Remote Keyholding

Hand over the key and let Daddy decide when you earn release. Daily check-ins, structured lock schedules, and real accountability. Managed through Chaster with direct oversight.

📝

Structured Training

Weekly task assignments, chastity progression milestones, and performance tracking. Every sub gets a structured path forward, not just random orders.

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Guided Feminization

Step-by-step feminization programs covering presentation, behavior, and mindset. Tailored to your pace and goals, from subtle to full transformation.

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Direct Messaging

Access Daddy directly for guidance, questions, and accountability. Available to Tier 2+ subscribers for ongoing support between training sessions.

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Training Guides

Written guides covering chastity basics, lock progression, feminization routines, and mindset work. Available through the store for self-directed subs.

🏆

Milestone Progression

Earn your way through structured chastity levels. Each milestone builds discipline and commitment, with real benchmarks and rewards for progress.

Books, Guides & Courses

Training guides, ebooks, audiobooks, and courses by Calder Merritt. Built for sissies, submissives, and trans women seeking real guidance and accountability.

Ebooks

Training & fiction

Audiobooks

Listen & learn

Courses

Structured programs

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Latest Posts

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Your First Week in Chastity

What to expect, how to prepare, and why the first week is the hardest and most important step you will take.

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Coming Soon

Finding the Right Keyholder

Not all keyholders are the same. Here is what separates real accountability from empty promises.

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Why Structure Matters

The difference between playing at submission and actually growing as a sub comes down to one thing: structure.