Chastity Lifestyle Blog By Experienced Sex Educators

Anal August has shown us just how much prostate play can reshape pleasure. For chastity wearers, prostate milking is more than curiosity. A focused prostate massage can unlock an orgasm that feels entirely different from the quick release most are used to. Instead of staying in one place, the orgasmic sensations build from deep inside and radiate outward, flooding the whole body with rolling waves of pleasure. For chastity wearers, P-spot stimulation offers release without breaking lock, giving the mind and body a chance to reset while staying in a submissive headspace.  Done right, milking is equal parts technique, patience, and connection. If you are curious how to prostate massage effectively or just want new prostate orgasm tips to add to your routine, these five essentials will help you get started.   1. Build up before the session. The prostate and seminal vesicles continue producing fluid during arousal. Without ejaculation, that buildup creates the fullness that makes a milking session more intense and effective. How long should you build up before prostate milking? Teasing for a few days before a milking makes the session more productive and the sensations more intense. Edging and denial are perfect preparation, especially while locked. 2. Keep arousal high, but don’t climax. On the day of milking, cycle up the edge of climax and back down again a handful of times. The more responsive your body is, the easier it becomes to massage fluid out of the prostate. This approach fits naturally into chastity play where stimulation and frustration already go hand in hand. 3. Find the prostate and start slowly. A well-lubricated finger or a curved sex toy will help you reach the P-spot, a walnut-sized bump just inside the anal canal. Gentle circles and light pressure are best to start. Aneros prostate massagers or smaller wearable plugs from the CB-X Kink Boutique are our top recommendations for P-Spot pleasure seekers. Remember to play safe and always use an anal-approved sex toy with a base.  4. Switch to firmer strokes when ready. Once arousal is high (like, a 9/10), firmer strokes or steady pressure can trigger release. Just know that milking will not result in the traditional orgasm you’re familiar with, but many wearers find it just as satisfying, if not moreso. Tools like the Lovense Edge 2 and the nJoy Pfun Plug deliver targeted stimulation that makes the process easier and more consistent. 5. Aftercare, always!. Prostate milking sessions can be draining (pun very intended), both physically and mentally. Afterward, be sure to check in with yourself or your partner. Discuss what felt great, what may have been uncomfortable, and what you want to try next. For some cooling relief post P-Spot play, apply a small amount of Dr. Tush’s After Butt Play to soothe the bum. Keep it in the fridge for added sensory stimulation. A consistent aftercare routine keeps relationship dynamics healthy and makes every session more rewarding. Adding milking to your chastity routine expands pleasure without breaking out of a cock cage. With the right prep, technique, and prostate toys, it can become one of the most rewarding parts of locked life. We are calling on the CB-X community to share their prostate play experiences with us.Take our CB-X Anal August Prostate Survey here before it closes at Midnight (PST) this Friday August 22. It takes under 2 minutes and you’ll be entered to win the Playboy Pleasures Bring it On Thrusting Anal Plug with Vibrating Ball Cradle, valued at $119! Catch up on all Anal August 2025 content below: CB-X Beginners Guide to Prostate Play How to Unlock More Intense Chastity O’s Best Prostate Toys for Chastity in 2025 Cheeky regards, CB-X

5 Best Cross-Platform Habit Tracker Apps for Chastity Wearers (2025) Following up on our last blog about how to stay self-locked in chastity, we're diving deeper into one of our most popular tips: using habit tracker apps.  While we briefly mentioned habit tracking as a fundamental for chastity self-discipline, we knew you'd want the full breakdown on which apps actually deliver. We researched dozens of habit tracker apps from top tech review sites, comparing features, privacy options, and cross-platform compatibility to find the ones that actually work for chastity users. Our criteria was simple: true iPhone and Android compatibility, discreet interfaces, and the privacy features that matter when you're tracking personal commitments.  Here's the thing about habit trackers, though: they're not all created equal, especially when it comes to privacy and cross-platform functionality. Because, let's be real, many of us don't want a habit tracker to disclose what we're actually tracking.  No matter where you are in your chastity journey, these apps provide the accountability and insights you need to stay committed when willpower alone isn't cutting it. App: Habitify Overview: A cross-platform habit tracker available on iOS, Android, Mac, Windows, and web with seamless syncing and biometric security features. Notable Features: Protect your data with biometric authentication for added security and stay updated with seamless syncing between all your devices. "Is Habitify App Good for Chastity Tracking?" Complete privacy with biometric locks and encrypted data across all devices Flexible scheduling allows custom patterns (every few days, specific dates) perfect for personal commitments Clean, minimalist interface that doesn't reveal what you're tracking to others App: Way of Life Overview: A flexible habit tracker available on both iOS and Android that uses a three-button system (Good/Bad/Skip) with comprehensive trend analysis. Notable Features: Each habit gets its own journal where habits can be marked as done, not done, or skipped without breaking streaks, plus you can add notes explaining your experience. "Is Way of Life App Good for Chastity Tracking?" Skip option prevents discouragement during challenging periods without losing progress Private journaling feature allows personal reflection and pattern identification Trend analysis helps understand triggers and optimize your commitment strategy App: Everyday Overview: A visually-driven habit tracker designed for every platform including Android, iPhone, Apple Watch, iPad, Mac, and web with streak visualization. Notable Features: Simple visual interface where habits appear vertically with timeline progression, showing current streak, previous high score, and lifetime completion count. "Is Everyday App Good for Chastity Tracking?" Visual streak rewards provide powerful motivation for long-term commitment Cross-platform availability ensures consistent tracking regardless of device Simple interface requires minimal time investment while maximizing accountability App: DailyHabits Overview: A goal-focused habit tracker available on iOS, Android, macOS, and Windows that emphasizes consistency over perfect streaks. Notable Features: DailyHabits encourages goals rather than streaks, so you don't feel discouraged if you miss a day, with a free web version available forever. "Is DailyHabits App Good for Chastity Tracking?" Goal-based approach reduces pressure and shame around occasional setbacks Free web access provides backup tracking method and increased accessibility Flexible consistency model supports sustainable long-term lifestyle changes App: Timelog Overview: A time-based habit tracker available on iOS, Android, and web with seamless cross-platform syncing. Notable Features: Available on iOS, Android, and the web, Timelog lets you track your habits and time from any device, with seamless syncing across all platforms. "Is Timelog App Good for Chastity Tracking? " Create custom categories and tags to organize activities discreetly Time-based tracking with detailed analytics for pattern recognition Discrete interface that looks like a productivity app rather than personal tracking A Lifestyle, Not a Habit Installing a habit tracker app is one of the simplest steps you can take to strengthen your chastity commitment. These five apps give you the privacy, flexibility, and cross-platform compatibility you need to track your progress without compromise. Remember, the best app is the one you'll actually use consistently. Start with the free versions, test out the interfaces, and see which one clicks with your routine. Your future self will thank you for the accountability!

We've got a lot to share on this subject, so buckle up! If you're looking for a day-to-day game plan for daily accountability, be sure to check out our comprehensive male chastity journal, The Self-Discipline Blueprint.  We suspect that there are two primary reasons that you, dear reader, might be reading this blog at this moment in time.  1: You are about to lock your cock for the first time, and you’re anticipating an unimaginable struggle, or 2: You’ve found yourself riding the Massive Wave of Horniness – a special kind of hell that brings frustration to new chastity wearers generally between days two and five of locked life. 🔐 If you're distracted from the things you’re supposed to be focusing on, that is normal. Most people get slammed by the Massive Wave of Horniness between days two and five. If you find yourself incredibly distracted now, or you anticipate incredible distraction when you lock for the first time, you should mellow out soon. Having a deadline or work to focus on sucks, but you’re in luck.  No matter how frustrated you might be, we want to reassure you: Yes, you will learn how to stop feeling horny in chastity and effective strategies to implement to help achieve mind over matter. Like the ones coming in hot, below. 🤓 Chastity is a mind game. And when you approach chastity as a game, you might realize that obeying your own rules is just a matter of coming up with new ways to trick yourself into doing what you set out to do.  Self-Locked Chastity Tips Tip #1: Keep a chastity journal. Document your goals, challenges, and areas of improvement for the days ahead. For those who need stringent self-discipline, staying accountable every day (with an AM & PM check-in) can really keep you on track. Plus, it can feel extremely rewarding to look back on your progress.  Tip #2: Make yourself cum. Yeah, we said it. Make yourself cum while in chastity. Just get it out of your system. Set a goal to give yourself the most intense locked orgasms that you can imagine...for a limited time. As in, between days one and five only, while riding the Massive Wave of Horniness that we mentioned earlier. Go ahead and stimulate your nipples. Put something (safe) in your butt. Touch the tip of your dick through the pee hole of your vented cock cage. Soon enough, the excitement will fade (it will), and you’ll be left locked up.  Tip #3: Use a habit tracker app.  A habit tracker app provides consistent accountability and visual progress monitoring, helping you stay committed to your chastity goals through daily check-ins and streak visualization. The discrete tracking and data insights help you identify patterns, overcome challenging periods, and maintain long-term dedication to your personal discipline journey. Tip #4: Lock up your sex toys.  All of them. Because if you’re set on orgasming, locking away anything and everything that can make you orgasm is necessary. We recommend a small or large lockable storage container with ventilation. Tip #5: Size down.  More restrictive cages generally mean fewer orgasmic releases. Despite added pressure from a smaller chastity cage, your body won’t react like it’s getting pleasure the same way it does in roomier men's chastity cages.  Tip #6: The Ol’ Mailbox Trick Get a PO mailbox in a different town/city/zip code. Some users recommend up to four hours away from where you live. Mail your chastity key/s to the PO Box.  When you're handling the key, always have an envelope addressed. If and when you get the urge to break your rules, it's easy to stick your key in the envelope and drop it in any USPS mailbox OR leave it in your outgoing mail. The keys will be stored securely, but it will take a drive to get them.  Mailbox Trick Bonus Tip: Follow the Five Second Rule The Five Second Rule is an effective way to keep yourself in line. Originally coined by Mel Robbins, the 5 Second Rule is praised by many as a “life-changing hack” to break bad habits. In the context of chastity, it might just be self-mastery magic.  How it works: The moment you get the urge to unlock or touch your cock, start the five-second countdown. You have five seconds to grab the envelope and seal up the key. Make sure to follow through and leave it in your outgoing mail for USPS. Tip #7: Create a list of meaningful activities that you will actually do. Find ways to distract yourself by making a list of positive activities that will help redirect your sexual energy. Find *literally* anything else to do with your hands, even if it’s drawing stick figures on a piece of paper. This can be a fertile opportunity for some real personal growth, too. Focusing on more intentional or mindful tasks can help improve your day-to-day life, too. Some examples:  Short-Term Activities Organize your phone or computer storage. Delete all of those old photos and screenshots that you’ll never need again.  Get grounded. Go for a walk.  Wash, fold, or put away the laundry. Cleaning clutter in your space can work wonders on your mental health! Write an actual letter to a friend (Yes, the kind of letter that requires stamps. This is how to maximize mileage with the Mailbox Trick. Research “Tantra and chastity” online. Learn about ethical conduct and discipline as essential components.  Ongoing Activities Create a stretching or yoga playlist on YouTube and complete a video when you feel triggered or tempted. Explore free classes on Udemy and learn a new skill.  Generate some cash! Create an eBay or Poshmark seller account and start selling stuff you don’t use anymore. Create a 7-day meal plan & grocery store list. Implement it. Explore themes like “meal plan for heart health” or “meal plan for gut health." Join a free online community like FetLife or r/ChastityTraining and search “self-discipline” for supportive folks.  Find a consenting accountability partner, and stay in touch weekly. Those online communities are great places to start.  Tip #9: Reprogram your brain. NBD. There are only so many tasks that you can work into one day. It's the slow time between distractions that is the most challenging. This is when mindset matters the most. Adopt a mindset that you’re just not into orgasms. (Easier said than done.) We’d love to get into Neuro-linguistic Programming (NLP) for chastity, but we’re chastity experts, not psychologists! ....Or ARE we??? 😮🤔 Anyways. Recommended research: Neuro-linguistic Programming Techniques you can use every day.  Ways to Hide Your Chastity Key The idea is to build minor (or serious) physical barriers so that you can’t unlock on a whim.  Using a string inside a straw, suspend the key/s from the top of a cup so they're directly in the middle. Fill the cup with water and freeze it solid. (Takes a little longer for the blow dryer to melt through the center this way, as opposed to freezing it in an ice cube mold.) Leave it outside overnight Bury the key somewhere in your backyard. Don’t mark the location.  Use a timed lockbox.  Throw it behind a heavy piece of furniture  Kayak to a nearby island and leave it in a secret spot for the weekend. (True story.) For safety reasons we must remind you to keep an emergency key handy, like at work or in your car. Reminders for the Road We’ll say it a million times: no two chastity journeys are the same. Borrowing tips from others can be helpful, but if they aren’t working for you, you’ll know. Just keep tweaking until you find the perfect fit that flows best with your lifestyle.   What you feel today won’t necessarily feel the same tomorrow, the day after that, or next week. Refer back to Tip #1. Track your progress. You might not think this can be possible now, but denial can ultimately feel more pleasurable than any orgasm. Mental Mastery No matter who holds your key, chastity mastery is all about self-control. You could own countless devices or hide your keys in a hundred different places, but all of that is meaningless without your full commitment and determination. Real User Perspective “In my opinion, there is no point in making the key hard to find because it's all a matter of willpower, if you can't resist and keep unlocking, throwing the key away won't prevent you from popping one ball out of the ring and escaping out of the cage, unless you're wearing a PA piercing, but even then, bolt cutters can still be used. So really, it's a matter of willpower, nobody can force you to be caged, even with a partner, you stay caged because you want to, that's the truth.” If you’ve been locked -- by yourself or otherwise -- was that real user perspective way harsh, or too true? Please leave your thoughts, tips, and tricks for other users below. Curious minds want to know your success stories.

In this installment of the CB-X chastity blog, we are sharing ten ways to cum harder, if and when you are allowed to orgasm. (Consider this the hot older sister to our blog Ten Ways to Cum in Chastity.) For some, wearing a chastity device is not all about the permanent denial of sexual pleasure, masturbation, or partner penetration. Chastity serves many different purposes, including self-mastery, self-control, and strategically delaying pleasure and orgasmic release. Part of the appeal is about being continuously turned on, and not being able to get off.  Chastity wearers know that when the cage comes off, you’re loaded and ready to shoot. Unlocked orgasms are usually extremely intense, both psychologically and physically. You can achieve an intense orgasm without even trying that hard.  The Science of Anticipation Immediate gratification is like a candy bar. Denial is like an expensive dinner – you savor every bite and think about it for days. For penis owners, this is where controlled denial enters the picture. Sustaining arousal without immediate release leads to the following biological responses: Heightened physical sensitivity and orgasmic potential Higher testosterone and hormone levels Increased ejaculatory volume More powerful muscular contractions during climax These responses combine to create longer, and significantly more intense orgasms when release finally occurs. Bust Through A Boring Masturbation Routine At one point or another, some might say that they have experienced the underwhelming nature of masturbation. There is nothing wrong with routine; it works functionally, but oftentimes lacks creativity or intensity. For most, the standard approach to masturbation often follows the same, predictable pattern: arousal, stimulation, climax, reset. (Watching porn on your phone or laptop while masturbating can get boring – especially when it takes longer to find the scene that gets you off than it takes to actually orgasm.) Having a familiar routine can lead to diminishing returns, where solo sessions become more mechanical than mind-blowing. By weaving creativity together with the natural anticipation that chastity provides, you can transform predictable pleasure into something remarkably intense and deeply satisfying. Masturbation Hacks for Next-Level Orgasms Don’t touch your penis for 10 days. Unlock. Before you start masturbating, sit on something solid and put a water bottle underneath your butt to put pressure on your prostate). When you’re about to cum, take a deep breath and relax. See you in heaven! Sit on your hands until they go completely numb before you start stroking. (Otherwise known as The Stranger.)  Put on headphones and try SSEM (Sexual Stimulation Erotic Meditation). Click here to listen to an SSEM audio recording that features “intense binaural tones for orgasm enhancement! Intensify your climaxes and break free from sexual blockades with deep hypnotic binaural beats in the delta and alpha range.”  Set a timer for 15 minutes, 30 minutes, or any timeframe that feels like a challenge. Then, sync your strokes with the sound of a metronome. If you are playing with a partner, allow them to control the metronome's speed. You’re allowed to get off when the timer goes off.  Lube is a quick & easy way to enhance pleasure -- just a couple of drops can transform every stroke.. Looking for a long-lasting, thick formula that pairs perfectly with edging? Try a silicone formula like JO Premium Silicone Lubricant. (Note - silicone lube shouldn’t be used with silicone sex toys.) If you want your lube to mimic the feel of natural lubrication, we recommend a body-safe, water-based sex lubricant like Pjur Aqua Body Glide.   No lube nearby? Rub your shaft with your thumb in small circular motions and use your pre-cum as lube. A little wetness helps your hand slide over your head more easily.  Use a male masturbation stroker on your unlocked cock, but wear a hollow harness or a cock sheath over to diminish sensations. For more ideas, explore the best sex toys for chastity here. Learn where your frenulum is and give it extra special attention. (On the underside of the head of the penis). This pleasure point is just as sensitive as the clitoris on a vulva. Tie your hands behind your back, unlock your cage, and make yourself cum without using your hands. Some creative ways for hands-free penis orgasms include dry-humping a pillow, or using a wall-mounted suction cup dildo for simultaneous prostate stimulation. We all know how to crank one out manually, but a hands-free orgasm is an amazing experience during solo play! If you're alone and are in the right place to get loud, get loud. Moan. Grunt. Be super verbal. Go primal. This is good practice if your partner likes it when you’re loud.  If you find yourself reading this blog and you’ve never worn a chastity cage, one way to send your orgasm through the roof when you masturbate is to lock your cock for a day. Try it, and you might come to learn that chastity play can be less about pain and more about pleasure. Wiggle your toes while you climax. The orgasm sensation will travel down your legs.  Note: If you try any of these tips, beware that the next time you urinate, it will likely spray at a minimum of seven different directions. Do with this information what you will.  3 Chastity and Masturbation FAQs "If I masturbate, am I breaking the rules?" Who holds your chastity keys? What agreements do you have in place – with your Keyholder, or yourself? Masturbating doesn’t necessarily defy “the rules” of chastity play. Everyone’s rules are different, depending on what is acceptable for their lifestyle, relationship or D/s dynamic.  "Can I still get an erection in a chastity cage?" Yes. One purpose of wearing a chastity cage is to not get an erection. However, many chastity cages still allow room for erections (unless you’re wearing a micro cock cage). A chastity cage isn’t a barricade to masturbation – it’s just a speed bump.  "Does wearing a chastity cage mean I have to stop masturbating?" Again, who holds your chastity keys? You don’t have to stop - but look at it this way: chastity cages can encourage the wearer to discover creative alternatives to masturbation. Masturbation May Takeaways CB-X specifically engineers men's chastity cages to provide extended comfort while maintaining security. This is essential for those seeking to maximize the pleasure-enhancing effects of temporary denial. Explore our premium chastity devices designed specifically for comfort during extended wear while maintaining the security necessary for true anticipation building. Life is too short not to experience mind-blowing orgasms. Whether you’re locked in a chastity cage or not, make every one count. Did this blog get you hot and bothered? Cool down by reading our tips on How to Stop Feeling Horny in Chastity. If you've read this far, you get a treat! Enjoy 10% off sitewide on your CB-X.com purchase. Use promo code 13MAYTIPS at checkout. (Cannot be combined with other promotions.) Happy International Masturbation Month! Celebrate accordingly.