Where’s Your Limit? — 3 Chastity Games That Push Your Willpower
For those who have truly integrated chastity into their daily lives, chastity games are no longer just a battle between a key and a lock—they become a deeper struggle between personal desire and psychological control.
Once you’ve had your fill of beginner-friendly chastity games, you’ve likely already tasted the unique pleasure they bring. And now, you might find yourself craving something different—something more intense and deliciously torturous. So what’s next? Should you keep going? Should you surrender even more control? And to whom?…
Don’t feel lost. The world of chastity is vast and full of delight. It’s all about exploring and discovering new layers of sensation and surrender. We’ve selected 3 intermediate—but still safe—chastity games that challenge both your body and your mind. They might just become a milestone in your deeper journey into the world of chastity.
1.No-Erection Challenge
Best for:
Solo locked intermediate chastity players or those with a keyholder.
What you’ll need:
A full-length porn video you love, a spiked chastity cage, and a notebook.
How to play:
Before starting the challenge, you must write down in your notebook the maximum number of erections allowed during the video, along with the reward or punishment you’ll receive at the end. If you have a keyholder, they should be the one to decide these rules.
Once everything is ready, put on your spiked chastity cage and begin watching the video. The goal is to stay soft. If you begin to get hard and feel the sting of the spikes, pause the video immediately and wait until you’re completely flaccid before continuing. Record each time you become erect, then refer to your notebook to see if you succeeded or failed—and what comes next.
Highlight:
The unique thrill of this game comes from the spiked cage—it adds a sharp, physical reminder of your lack of control. It may sting, but the combination of pain, restraint, and strict rules creates an experience far beyond what a regular chastity cage can offer. If you’re a self-locker, remember: sticking to the rules is everything. The moment you cheat, the game loses its magic.
Recommended cage type:
SPIKED CHASTITY CAGE PINK 3D PRINTED B2
This pink spiked chastity cage is a perfect fit for this chastity game. It comes with built-in spikes that provide intense stimulation to the glans, especially during an erection, making it an ideal choice for advanced chastity players who crave that extra edge.
PINK SISSY SPIKED CHASTITY CAGE 3D PRINTED PLASTIC S3
This chastity cage features soft resin spikes that deliver intense stimulation during play while ensuring you won’t get hurt. It also comes with a built-in catheter, making it perfectly safe and comfortable for long-term wear.
2.Outdoor Photo Check-In Challenge
Best for:
Chastity players with a steady keyholder or online interactive dynamic.
What you’ll need:
A high-stimulation chastity cage suitable for experienced players, and a smartphone.
How to play:
Your keyholder will set the challenge—within a set time frame, you’ll need to wear your chastity cage and visit several specific locations chosen by them (ideally within a one-kilometer radius of your home). Yes, you’ll be clothed, though you can choose to wear something more feminine or risqué based on your comfort and preferences. At each location, you must discreetly expose your chastity cage and take a photo with a recognizable landmark or sign in the background. Then send the photo to your keyholder for approval before heading to the next spot. Locations can vary—some might be isolated, others crowded—it’s all up to your keyholder. As the locked one, you must follow the rules without question. Suggested spots include bus stops, elevators, rooftops, or park benches. The number of locations, the deadline, and the difficulty level are entirely at your keyholder’s discretion.
If you successfully complete the challenge, your keyholder may reward you with a temporary release, oral play while locked, or another agreed-upon treat. If not, a punishment will be waiting.
Highlight:
You’ll quickly realize just how addictive shame can be. This game lets you explore the deeper psychological thrill of chastity—where humiliation becomes pleasure, and nervousness becomes an erotic rush. The pressure to complete your task, even while trembling with anticipation or embarrassment, is exactly what makes it so unforgettable. Just be mindful not to cause any trouble or discomfort for others during your mission.
Recommended cage type:
FLAT CHASTITY CAGE MALE METAL WITH CATHETER
This compact metal chastity cage is sturdy and durable, making it a top choice for many advanced chastity players. It comes with two sizes of metal catheters, adding an extra thrill to outdoor exposure play.
FLAT CHASTITY CAGE INVERTED METAL MALE
The inverted chastity cage is undoubtedly the ultimate pursuit for many chastity enthusiasts. Who could resist the thrill of wearing a sleek metal inverted cage while playing outdoor chastity games? Isn’t this the kind of experience you’ve been dying to try?
3.Double Dice Random Event Challenge
Best for:
Intermediate chastity players who self-lock or have an in-person keyholder.
What you’ll need:
Two standard six-sided dice and a chastity cage suitable for long-term wear.
How to play:
Before starting, decide what each of the two dice represents. Die 1 will determine the number of times or days you must perform a task, while Die 2 assigns the specific action. These events can either be set by your keyholder or tailored to your own circumstances.
Example:
Die 1:
- 1 – Once or one day
- 2 – Twice or two days
- 3 – Three times or three days
- 4 – Four times or four days
- 5 – Five times or five days
- 6 – Roll again
Die 2:
- 1 – No unlocking allowed
- 2 – Masturbate once
- 3 – Give oral to your keyholder
- 4 – Watch porn without masturbating
- 5 – Wear a butt plug along with your chastity cage
- 6 – Multiply Die 1 result by 2, roll Die 2 again
Now, put on your chastity cage and begin the game. Roll Die 1, then Die 2, and combine the two to determine your task. For instance, if Die 1 shows a 3 and Die 2 shows a 1, you’ll need to wear your chastity cage for 3 consecutive days without unlocking.
Make sure the actions linked to Die 2 fit your personal situation. For example, if you’re self-locked, task 3 from the sample won’t work, so you’ll need a substitute. Some combinations can be especially challenging—for instance, a 5 on Die 1 and a 2 on Die 2 means you must masturbate 5 times, which can be hard to complete in a short period. In that case, you or your keyholder can set a time frame to complete it, like five days.
Highlight:
The randomness of combining two dice adds a huge element of unpredictability and fun. You’ll find yourself both excited and nervous about what comes next, fully immersed in the thrill of the unknown.
Recommended cage type:
CHASTITY CAGE MALE BLACK MAMBA 2.0
This chastity cage is not only lightweight and easy to wear, but its openwork design makes it incredibly breathable—even during long-term wear, it never feels stuffy. With multiple sizes available, it’s highly customizable to your needs. We recommend pairing it with a locking belt and a catheter for an extended wear challenge. Ready to take your chastity endurance to the next level? This cage is made for it.
METAL COCK CAGE PRINCE ALBERT LOCK VENTED DESIGN
This newly released chastity cage has an excellent metallic texture with just the right amount of weight—offering a subtle, constant tug that reminds you you’re securely locked. It also comes with a specially designed PA locking ring for pierced users, giving you the ultimate experience of total restraint and control.
Conclusion
Little Reminder (always worth repeating):
- Physical safety comes first: avoid extended wear without cleaning or incorrect positioning
- Clear communication of rules: clarify whether “forced orgasm” is allowed / whether safewords can be used to stop the session
- Maintain a positive atmosphere: even in a D/s dynamic, it should always be built on respect and trust
The world of chastity and restraint is vast and deeply inclusive. There’s no need to force yourself into playstyles or lifestyles that don’t genuinely suit you. Chastity games are just one small part of the broader chastity lifestyle, and it’s perfectly okay to skip a challenge or fail to complete a task—you always have the right to choose.
For more advanced players, these intense and stimulating games might bring greater excitement and satisfaction. If you’re looking for a keyholder or want to become one yourself, feel free to leave a comment here. And of course, if you have any fun, creative, or wild chastity game ideas of your own, we’d love to hear them—your idea might be featured in our next chastity game blog post.