The best way to ask a partner about chastity is plainly, in private, with a small first step already in mind and an easy way for them to say no. Don’t lead with a device. Don’t lead with a fantasy. Lead with what you are hoping the two of you will get out of it, and then ask what they think.
We make the cages, so it may seem odd that a workshop is writing about a conversation. But a cage that arrives before the conversation happens usually ends up in a drawer, and we would rather build one that gets worn. In the beginning the wearers are almost always the ones asking the same question. “How can I get my partner to hold my key?”
Why the conversation comes before the cage
Chastity is one of the few things a couple can do together that has very different benefits for each. The wearer gets denied pleasure and is controlled by the Keyholder. The Keyholder has the key, and with it the decisions and the ability to do as they please. That is the whole point, and it means the arrangement only works if both people chose it. Introducing chastity by presenting a locked cage as a done deal, or by hoping a partner will “come around” once they see it, puts the Keyholder in a role they never agreed to take.
What are the benefits
Wearer benefits: Wearers have such a large variety of reasons for getting locked up. Some want to just add a little spark to their relationship, while others want to be controlled and told what to do in the most extreme circumstances.
Keyholder Benefits: This is the hardest part of the conversation. The reason is that many times the wearer will not know what the Keyholder will get out of it. The Keyholder in most cases will not have a clue as to what to expect. Keyholders are sometimes surprised to learn that the dynamics and benefits are really up to them. Benefits can be as simple as the reduction of arguments, getting the car washed without asking, or receiving flowers for no special reason. Couples say that after being together for many years they start to feel like they are dating again. Some have said that male chastity has saved their marriage.
What to say and do
First step as a potential wearer is to explain what male chastity is. Use your own words to let your partner know what you would like to do. The first question from your partner will be why would you want to do this. Be open and honest. This is your time to let them know how you feel and how you think it will affect your relationship. It is important to NOT put any pressure onto your partner. Putting pressure on your partner may make them run away from any idea of chastity. Any yes your partner gives is a win. You should do anything the Keyholder wants especially at the start. They make the rules. There will be a lot of rule changes along the way as nothing is carved in stone.
If your partner says no, or “You’re crazy” then ask them if it is OK for you to self-lock. Self-locking is a way to stay locked up and wear the cage even though you do not have an official Keyholder. If you put the cage on and put away the key, then put in your mind that the only way the cage will come off is if your keyholder wants it off. So, in your mind they are holding the key. Treat your partner as though they have hidden the key in a safe and they are the only one on the planet that can release you for an orgasm. Start treating your Keyholder like a Queen or King. Eventually they will realize what is happening and may decide that they like the attention and the benefits.
Do not keep bothering your keyholder like a little yappy dog wanting a treat. Don’t be an attention hog either. Concentrate on doing nice things for your partner without them asking.
The questions partners actually ask
A partner hearing about chastity for the first time will have questions, and most of them are practical. It helps to have the answers ready, and it helps more to have them right.
“Is it safe?” Worn correctly, in a device that fits, yes; this is ordinary adult territory, not a medical procedure. The wearer removes the cage for pain or any other emergency, full stop. How long you can wear a chastity cage covers the timeframes.
“Does it hurt?” A properly fitted cage feels like nothing most of the day. An erection inside it is pressure, not pain, and that pressure is the reminder of who is in control. What wearing a cage actually feels like answers this one hour by hour, and nights have rules of their own (sleeping in a cage).
“Can he just take it off?” Not without the key, which is the point, and yes, immediately, if he needs to. Both things are true. The Keyholder’s job includes handing over the key on request, every time, without a negotiation.
“What do I actually have to do?” Keep the key somewhere safe and make the decisions the two of you agreed on. Ask how it feels. That is the whole role at the start. It can grow from there if you both want it to.
“Isn’t it unhygienic?” A closed tube can be. An open bar steel cage washes in the shower with mild antibacterial soap, no key needed, and dries through the bars. The daily cleaning routine is short.
“Is this about me?” It is more about the relationship.

Start smaller than you think
The strongest first step involves no lockup at all. Order the plastic sizing rings and follow the instructions. They cost a fraction of a device and ship in a day or two. The wearer goes through the fitting steps on his own (the instructions say to measure alone, which is a good first boundary to practice), and your partner gets to watch from a distance and decide whether the next step interests them, with nothing bought that can’t sit in a drawer. The complete sizing guide explains the four sizes the rings and a ruler produce.
What cage should I order?
This is very important: let your partner/Keyholder decide the model. This will give them a vested interest in making decisions for you. After all they are the ones that have to see it.
Frequently Asked Questions
How do I bring up chastity with my partner?
What if my partner thinks chastity is weird?
Does the Keyholder have to do a lot?
What should we agree on before the first lockup?
When you’re both ready
Order the plastic sizing rings, follow the instructions, and email us the numbers together if you like; a good share of our sizing conversations are with the Keyholder rather than the wearer. Email the workshop with anything the two of you want answered first.