Male Chastity Humiliation Tips From a Real Mistress

Posted by Andrew Schroeder on

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There’s more to male chastity than simply putting on a cock cage and not masturbating. Adding in many other elements of BDSM and kink play can turn something chastity into something you love.
One of the most common ways to add a new dimension to any pledge is to bring in humiliation.
Humiliating a slave can be done in many different ways though, and which you choose to try will depend on your own fantasies and preferences, those of the slave, the tools and situations you can use for humiliation, and how confident you are.
Whatever you choose though, one thing is for sure. A lot of slaves LOVE humiliation, and even the thought of it gets them excited. Whether it’s simple name calling, feminization, teasing or punishments, they just can’t wait to see what you’re going to do next.
So take your humiliation play to the next level with our helpful tips and tricks, all from our favorite Mistress X.

What is Chastity Humiliation?

The humiliation of a slave is rather simple. Any act that causes them to feel ashamed, be “reduced in standing”, lose respect for themselves or have others lose respect for them, counts as humiliation.
Chastity humiliation is simply wrapping these acts up within a chastity theme! Sometimes this might be a done at a specific time, often called a humiliation scene.
For example, calling someone names can be humiliating at any time, but calling your slave pathetic or a slut adds a chastity themed spin to it.

Types of Humiliation Play

While the general idea is quite simple, there are no shortage of ways for a Mistress to humiliate her slave. Unfortunately, there’s no answer to what you should do. It’s going to be personal to your slave and your relationship with them.
When you’re thinking about all the names and humiliating acts you could use in a scene with your slave, think (and talk!) with him about what he would like and dislike, and then act accordingly.
For some ideas though, here are some of the most common ways to humiliate your slave:
  • Nicknames
  • Punishments
  • Sissy Play
  • Sex Toys
  • Feminization
  • Dehumanization
  • Cum Play
  • Dressing Up
  • Begging

What’s the Best Humiliating Language to Use?

When it comes to humiliation, verbal abuse is the best way to achieve what you’re going for. It’s a common occurrence in the slave’s life because it goes hand in hand with submission. The objective is to make the male slave feel vulnerable, not good enough, put in his place, and ultimately, totally debased.

Be Creative With the Nicknames

If you’re texting, emailing, or communicating in written form in general, address your slave by writing his name in lowercase letters. It’s a subtle humiliation that lets him know he’s not worthy of a properly capitalized name.

Feminization

Bitch or doll also work well because those are generally associated with women. This act of feminization will serve as a reminder of his inadequacy. If bitch is too plain for you, and you’d like to insult his manhood, go with boyslut or boywhore (because he’s no man, after all, he’s barely a boy!), gimp, worm, pet, and any other nickname that could humiliate him.
You can also fall back to the trusty nicknames that the toxic males have used to catcall women for decades and even centuries. Sweetie, darling, cutie, honey, and similar nicknames generally associated with girls sometimes work better than dirty ones for some male slaves. Just make sure to say them in the most condescending way.

Exploit All Avenues for Abuse

But why stop here? If your slave has issues with his appearance, humiliate him by pointing out each and every one of his flaws. Too fat to get it up, too skinny to fuck me properly, etc. — use every shortcoming he has (or thinks he has) against him. If he has some queer tendencies, utilize that! Call him a cockslut, a cocklover, or a cumhole, and prove that he is one by pegging him and making him beg for release.

Nicknames Aren’t Just for Him

Don’t forget the best part of verbal humiliation — cock nicknames. I personally consider cock to be a powerful word. It evokes particular emotions (just like the word cunt). Therefore, I never use it when I’m actually referring to my slave’s penis. Instead, I use cute nicknames when talking about that sad, limp chunk of meat. I suggest you do the same.
Little thing, tiny thing, teeny-tiny thing, and other variations that draw attention to how small the penis actually is are amazing. Furthermore, feminization also plays a significant role here, at least for me, and I love to nickname the slave’s penis with words generally reserved for female genitalia. Oh, there’s nothing better than calling his penis a pathetic tiny clit or a boy pussy!
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Pairing Verbal Humiliation With Punishments

Verbal humiliation works well enough on its own. However, why not go for a double whammy and pair it up with punishment? Humiliation, making your slave feel embarrassed and emasculated, and degradation, making him feel like not only less than a man but also less than a human, usually go hand in hand.
For example, putting a chastity device on your slave and making fun of his tiny clit-like dick that could never please you goes perfectly with the degrading punishment of making him act like a piece of furniture. He’s not man enough to fuck you to completion anyway, so why not make him act like the footstool that he is, right? It’s an amazingly entertaining and efficient punishment! You can also release him from the cage and make him use his cock as a towel holder. He has to maintain his erection, or else he’ll get severely punished!

Punishments in the Bedroom

The bedroom is where we can get really creative with punishments. Chastity is all about teasing, orgasm and pleasure denial, and humiliation. As the Keyholder, you have all the power. You’re the one who decides when (if at all) your slave will get any release. You can even ruin his orgasm to watch him suffer even more!
The chastity device drives the slave further into submission and highlights the humiliating fact that he can’t penetrate or use his genitalia the way he’s supposed to.

Prolong the Torture

I like to make my slaves wear their chastity devices for long periods, especially when we’re not together. He can’t sneak an orgasm or two without me knowing (he hasn’t earned it, after all) if he’s wearing a cock cage. So I make my slaves wear the cages for a week or two at a time. It keeps them right where I want them — on the edge and desperate. Then, when we meet, I make them jump through excruciating hoop after hoop before I allow them the most humiliating orgasm of their life. Here’s what I mean by that.

Sissy Play

After wearing the cock cage for a few weeks, my slave will be allowed to come and see me. However, he has to endure several rounds of verbal and physical humiliation before we even get to the bedroom. For example, he has to dress in lingerie, paint his nails, and do his makeup. I like to tread on the thin line of praising him for his excellent makeup skills (he’s such a good girl) and insulting him for not doing a good enough job.
Sissy training videos like this are a great way to make a submissive accept and enjoy their role in the relationship.

Tease Him Like There’s No Tomorrow

If your slave doesn’t respond well to sissy play, you can switch things up. Make him walk around naked on all fours. Because he’s so desperate, tease him by walking seductively around, bending over, and showing him everything he can’t have. You can invite a third party to fuck you while the slave does nothing but watch. The third person will pleasure you in ways the slave never could — make sure to really drive that point home while you’re fucking the other person.
Set a timer on his chastity but keep reminding him how much time he has until he can come. Also, make sure to add time to the lockup for every faux pas he makes. As his desperation grows, make him serve you. If he’s been a good boy, he can kneel in front of you and pleasure you orally. For a bit of extra fun, put a tongue clamp on him, and then make him service you with a sore tongue. If he doesn’t make you orgasm fast enough, punish him by prolonging his cage time.

Using Sex Toys

You can get even more creative with sex toys. Nipple clamps, bondage gear, gags, masks, and dildos all pair up beautifully with chastity devices. Use all of these to inflict pain or increase his arousal. However, always keep denying him orgasms. Use a dildo to fuck him and stimulate and milk his prostate in chastity to the point of severe overstimulation. Ease up every now and then to make the pleasure burst through him — that will show him he’s a cockslut.
Don’t let the slave orgasm until you say so. Edge him as much as he’s able to take. Delay his orgasms by tugging, punching, or stepping on his balls. Of course, always keep safety in mind, and be firm but gentle (and no heels!).
However, if you notice that he’s going to orgasm anyway, humiliate him verbally while he does so, saying how disappointed you are in him and what a lousy slave he is.

Cum Play

When the time for the big finish comes, make your slave come on your shoes and then make him lick it off. Alternatively, lay him on his back, with his legs in the air as close to his shoulders as he can get them. That way, his cock is extra close to his face, and he’ll come all over himself. Don’t let him get cleaned up for the rest of the day.
You can also make him kneel on rice or corn while he masturbates or make him hump your boots, pieces of furniture, the floor, or simply make him hump air until he comes without any direct stimulation.
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The Best of Both Worlds

You can also try a variation of cum eating that combines punishments inside and outside of the bedroom. Make the slave eat his cum by feeding it to him, or making him lick it off the floor, windows, bathroom tiles, toilet bowl, etc. On the other hand, you can save the cum for future meals. Freeze it in an ice-cube tray or a popsicle maker. That way, you’ll have a sweet humiliating treat for your slave for the next session.

Punishments Outside of the Bedroom

When it comes to humiliating punishments outside of the bedroom, I like to start with simple, degrading and dirty house chores. When you’re a Dominant woman, you never really have to worry about your house being clean!

Always Make Him Dress Up

Make your slave wear a diaper over his chastity device and stick a pacifier in his mouth. He should crawl around like a baby while cleaning the house. You can even switch outfits up — lingerie, French maid costume, nothing but high heels on, etc.
While your slave is cooking and cleaning, you should lounge around and comment on how bad of a job he’s doing. Insult his accomplishments, the execution of tasks, his intelligence, and appearance. Furthermore, you can pump up the volume by assigning him a job that you know he won’t be able to complete (set an impossible time limit or simply come up with a difficult task), and then ridicule him for not being able to do it.

Sleeping and Dining Arrangements

Make your slave sleep on the floor, in the bathroom, or the dog house (if you have a secluded yard). Furthermore, make him address himself in the third person by using your favorite nicknames. He’s not worthy of the first-person pronouns after all.
When mealtime comes around, make sure to give your slave nothing but scraps. He can eat them off the floor without using his hands, like the animal he is. If you’re dining out, make sure to order for him and pick an unsatisfactory meal.

Begging Is a Must

Whenever the slave wants something, he should beg for it. His only purpose is to serve and please you. Therefore, give him creative tasks that might earn him the chance to unlock his chastity cage. Of course, always prolong that moment as much as possible.
Make the slave shave his legs and pubic area. After that, he should apply women’s lotion and then get back to his household chores. Washing your delicates or polishing your boots are always good little chores. You can also make him carry you around, or you can ride him like a pony. He can serve as a piece of furniture or service you in a non-sexual way — by painting your toenails or massaging your sore muscles.

Public Humiliation

Public humiliation is where you’ll have to get a bit ingenious. You can’t actually humiliate your slave in public the same way you would in a private setting. If there are people around you, always remember that, unlike your slave and you, they didn’t sign up to participate in your scene. Therefore, they didn’t consent.
So try to contain your public humiliation to semi-public or private areas that only seem public. Don’t expose the poor, misguided, and uninformed vanilla passers-by to your kinky world.

When He’s Out and About

Make your slave wear lingerie over his chastity device, then have him dress in regular clothing and send him to the store. Write him a humiliating grocery list. Make him buy tampons, extra-small condoms, cucumbers and eggplants with lube, and more.
You can also tell your slave to buy a remote-controlled butt plug. Make him wear both the butt plug and the chastity device to work or in public, and turn the plug on without warning. Torture him as much as you can. However, make sure not to interfere with his private or professional life and always make sure to get a green light for these actions beforehand.
Torture your slave by keeping him alert. For example, make him take a picture of his dick in the chastity cage and then make him set it as his phone background. He’ll always be reminded of his humiliation while simultaneously trying to keep the image away from everyone in his regular life.

While He’s the Cinderella of the House

If you have friends who are as kinky as you are (and thus consenting), invite them over for dinner. Make your slave serve them naked or in an outfit of your choosing. He can do it on all fours with nothing but the male chastity device on him.
Alternatively, leave him in the room, gagged and displayed, while you chat with your friends about how worthless he is. He cannot participate in the socializing, and he should eat dinner from a bowl or the floor after you finish.

Keep Your Humiliation Safe, Sane and Consensual

The pleasure from femdom and humiliation works both ways, and both parties end up satisfied. Let me tell you — you haven’t experienced sexual ecstasy until you’ve driven your chastity slave further into submission by making him watch you spasm with orgasms while another person or a machine fucks you the way he never could (or at least thinks he couldn’t).
But I’m getting a bit ahead of myself here. This whole delicious scenario won’t work unless your sissy in chastity is open to having a third person in the room, being put in a cock cage, etc. That’s why every scene needs to be negotiated ahead of time. Before any interaction, the Mistress and the sub need to hash out what’s acceptable, what the potential triggers are, and what might damage your slave’s headspace.
You’re not aiming to emotionally (or physically) scar your chastity slave here. Thus, you need to know if any words or behaviors would trigger him or make him feel unsafe. You need to be consistent and straightforward with both the negotiations and the punishments. Furthermore, you need to establish safewords (or use the basic traffic light system) and follow up every scene with aftercare.

A Few Parting Words

As you can see, the possibilities for chastity humiliation are endless. If you’re a beginner, go easy on both yourself and your male slave and work your way toward the “big guns,” such as introducing other people to your scenes. Always make sure you take care of your slave after you’re done with a scene and to check in during play (especially when you’re trying something new).
Chastity Lifestyle Written By Andrew Schroeder

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About The Author

ANDREW SCHROEDER

Our guy who’s walking the walk, Andrew is a long-term cage wearer who found LTC when shopping for devices early in his journey. So he’s gone from customer to consultant. 

He taps out articles that discuss the lifestyle. From debunking myths to offering commentary on the most-debated chastity topics, Andrew S is inspired to write because of his ardour for the caged life.

“Pardon the pun, but there’s a lot of cock and bull information about male chastity and the people who partake in this lifestyle. My want, and why I write for LTC, is because I believe we need more straight-talking, experienced voices to speak up about their journeys with chastity. People who are familiar with the lifestyle and community. People who want to help those who are new and interested."

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