Things I’d Tell Myself When Starting Out with Chastity | Guideline

Things I’d Tell Myself When Starting Out with Chastity | Guideline

Chastity is a deeply personal journey, and like many lifestyle changes, it comes with a learning curve. Looking back, there are so many things I wish I’d known when I started. My experience may not mirror yours, but if you’re just beginning this journey—or considering it—I hope these lessons help you.

Here’s what I’d tell my newbie self:


1. The Right Device Matters

Cobra Gen 2 Grey - Locked Men Club

The wrong chastity device can make or break your experience. If you’re dealing with swelling, pinching, or irritation, it’s not a sign of failure—it’s a sign to try a different device. Experimentation is key, and finding the right fit is worth the investment.


2. Smaller is Better

I was overconfident when choosing my first device, opting for one larger than necessary. It led to discomfort and frustration. Embrace your size and pick a cage that fits snugly. You’ll thank yourself later.


3. Peeing Convenience Isn’t Optional

1,300+ Man Incontinence Stock Photos, Pictures & Royalty-Free Images -  iStock

A cage that allows easy and clean urination is non-negotiable. I initially fell for devices that looked "cool," only to discover the logistical nightmare they caused. Hygiene and practicality always win over aesthetics in this case.


4. Nighttime Discomfort Does Fade

Man Sleeping Night Images – Browse 77,547 Stock Photos, Vectors, and Video  | Adobe Stock

Adjusting to sleeping in a cage takes time, especially when nocturnal erections kick in. Early on, it can feel unbearable, but your body will adapt. The discomfort won’t vanish completely, but it will become manageable.


5. Pubic Hair Maintenance is a Game-Changer

How to Shave Your Balls & Pubic Hair - A Guide for Men

Removing pubic hair made a huge difference. Fewer hairs getting pulled and caught made the experience more comfortable—and I find the smooth look more appealing. Shaving, waxing, or trimming—pick what works for you, but don’t skip this step.


6. You Won’t Always Be Constantly Horny

Does Masturbation Increase Penis Size - Debunking the Myth!

At first, wearing a chastity cage can make you hyper-aware of every sensation, keeping you in a constant state of arousal. This phase passes. Soon, being caged will feel natural, and you’ll go about your day without dwelling on it.


7. Chastity Will Become Second Nature

6 Weeks From Chastity Device Beginner To 24/7 Chastity Slave

Over time, I stopped feeling “locked up” and started feeling odd when uncaged. This marked a turning point in my journey—it no longer felt like a challenge or fetish but rather my new normal.


Final Thoughts

The journey into chastity isn’t without its struggles, but those challenges are opportunities to grow and adapt. Whether you’re starting out or seeking advice, remember: it’s your journey. Embrace the ups, the downs, and the lessons along the way.

If you have questions or need encouragement, I’m always happy to help. After all, we’re all learning together.

What advice would you give to your past self? 

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