Male Chastity Roleplay: The Slave's Guide to Kinky Scenarios

Posted by Andrew Schroeder on

Chastity Roleplay Title Banner

Roleplay is a great way to spice up your chastity pledge once you’ve settled into things and feel like things have become less exciting. For a lot of people though, any kind of roleplay is intimidating, never mind bedroom roleplay.

It doesn’t need to be though! Taking some time with your partner to think about what kind of roleplay you like, and what you want to get out of the session can make things much easier for both of you. When you’re ready to get into the role, we’ve got a bunch of different ideas that can make your chastity roleplay sessions unforgettable.

It’s Time to Make a Scene

Making a Scene

Not the public meltdown kind though... What we’re talking about here is a roleplay scene. Put simply, it's just a description of whats going to happen during your roleplay session.

There are many different elements to unpack here, and your scene might be completely different to someone else’s. The important part though, is that you need to have a rough plan of how things are going to play out. What the different elements are, who’s going to be involved, and crucially, how is it going to end.

That’s right! Just like any good sitcom or book, you need to have a clear idea of where you’re going to stop. Without an ending, the action just sort of fizzles out until you get bored and do something else. With an ending, you’re left wanting more, and excited about your next chastity roleplay session!

What Goes Into a BDSM Scene?

Before we start throwing on costumes and grabbing our props, we need to figure out exactly what’s going to happen. It’s time to make a plan.

Planning male chastity or BDSM roleplay sessions can be intimidating. There are a lot of different things to consider, and often you won’t know where to start. This is totally normal! Even the most experienced and imaginative roleplayers will sometimes hit a creative wall.

When this happens, don’t force it! Coming up with fun roleplay ideas shouldn’t be something that you force by sitting yourself down with a pen and paper. It also shouldn’t be something you do alone. Everyone who will take part should have a say in planning it out.

With everyone giving input it becomes much harder to get stuck, and also removes the surprise chance where something happens that somebody wasn’t expecting. When everyone knows what’s going to be in the scene, it’s much more likely that everyone will enjoy it.

But just what should your planning include? How do you come up with a roleplay scene? Here’s our method…

Planning Session

Potential Settings; Male Chastity Humiliation, Orgasms, Bondage And BDSM

Rather than jumping straight in and saying you want to play doctor or soldier, we often find that it helps to keep things a little looser to begin with. Simply start by exploring answers to some of these questions:

  1. Who’s Going to be Involved? This is fairly self explanatory, but does instantly take some things off the table. For example, if you practice chastity alone, then you naturally can’t create a two person scenario.
  2. What Will the Scene Explore? Your fantasies? Humiliation? Ownership? Power Transfer? Degradation? Painplay? Petplay? Your answers here will likely set up the meat of your scene.
  3. What Elements of Previous Scenes Did You Enjoy? If something worked particularly well when you did roleplay in the past, then it’s likely you’ll enjoy it again!
  4. What Elements of Previous Scenes Did You Dislike? If anything happened during roleplay that you weren’t so keen on, then you can start to make a list of things that are “off-limits” for your next scene.
  5. What’s Your Goal? An Orgasm? Ten? Total humiliation? Experiencing a specific feeling (physical or emotional)? Figuring out what you’d like your scene to achieve should help you figure out where your end point will be, and how you’re going to get there.

If you explore these questions with everyone who will be involved, then you’ll likely have a scene taking shape before you’ve even realized it. Just make sure you’re honest. Just like many other parts of chastity, good roleplay involves good communication!

Getting Into the Role Of Dominant And Submissive

Dressing Room

Once you have a rough idea of how things are going to go, you can start to get into the nitty gritty.

You’ll need to decide which roles participants will be taking on. Often this will simply involve one dominant participant, and one submissive participant.

But you shouldn’t let this typical setup dictate what you do! This is your scene after all. Maybe you want to both be submissive together. Or perhaps you want to roleplay two alphas trying to see who can be the most dominant.

You might also play parts of both the top and the bottom if you’re playing alone. One way to imagine this might be “torturing” your own cock. Shouting at it when it’s close to cumming. You get the idea.

Don’t be afraid to experiment and explore.

Once you know which shoes you need to fill, you’ll be able to see which kinky scenarios fit into your idea for the scene.

A Note on Flying Solo

Let’s be honest. Roleplay without anyone else is difficult at best, and awful at worst. It can take a lot of discipline to make it enjoyable, but it’s not impossible!

The simplest way is to lay out the other half of the dynamic ahead of time, and simply following your own instructions.

For example, you might have an idea of exactly how a dominant might tease and torture you already. Well there’s nothing stopping you from exploring this on your own!

You could set timers on your phone, so an alarm goes off when you’re allowed to change activity or make use of a digital solution like the Cellmate to control elements of your session. Give yourself tasks just like another person might. Even just spend time exploring one of the roles you find interesting like a pet or maid.

To help keep you in character, it’ll be important to find somewhere to keep your key locked away. After all, we wouldn’t want you to give in and unlock yourself just because the roleplay gets tough. The Chastity Key Pod is a perfect solution for this, as you can set a timer on it which matches the length of your roleplay scene.

You’re going to need to think outside the box a little, but there’s nothing to say you can’t enjoy chastity roleplay alone, or online!

The Scenario Itself

You’ll notice this time we’ve used the word scenario instead of scene. This is very deliberate.

We like to think of the scene as all the things we’ve discussed until now, while the scenario is the “outfit” you put it in.

To put it another way, if you want to try a chastity humiliation scene, there’s lots of different outfits and characters you can try. But at the end of the day the scene (humiliation) is still the same.

Similarly, if you have a particular fetish for doctors or nurses, there are plenty of different scenes you can explore within that scenario.

With that in mind, here are some of our favourite scenarios you can use to spice up your chastity roleplay!

Playing Doctor: Anal Exams And Prostate Play

Kinky Doctor

This is probably one of the most common scenarios played out by chastity enthusiasts. Under the simple guise of a prostate exam, you can subject your slave to chastity prostate milking, orgasm denial, humiliation, and more. This is also an ideal scenario to introduce a prostate massager to your pledge.

You can be a bit more adventurous than just the standard fare though. A great example might be making the chaste man the doctor instead, and having him “examine” your body. He can “test” your erogenous zones (making full use of "tools" like vibrators and dildos) and make sure everything is working as intended. Unfortunately for him, his code of ethics (and his male chastity device) mean no matter how horny he gets, he can’t do anything about it!

Looking the Part: This one is pretty simple. Some scrubs or a nurses outfit (which can be as kinky and revealing as you like), white sheets, bright lights, and any medical equipment you can get your hands on (real or replica).

Going it Alone: This is a difficult one to do alone, but not impossible. You could be a patient who has been put on a specific “health plan”, which dictates what you are and aren’t allowed to do. Or maybe a doctor who’s been having “bad thoughts” about his patients, and have had to cage yourself up to stop the urges (you could finish patient notes while in character, and get some great BDSM fiction in the process).

Divine Intervention: Worship Your Goddess

Kinky Goddess

You should already be treating your Mistress like the Goddess she is, but why not make it official? Set up your own shrine, and devote yourself to her teachings. If you’re lucky, you may even receive a visit from your deity!

Gods typically have great demands of their people, favoring those who do as they are asked, and punishing those who don’t. This can play into your roleplay, allowing you to explore many different aspects of BDSM and chastity. Bonus points if you have multiple slaves and can put together your own congregation of willing servants!

Looking the Part: You can take this one pretty much as far as you like. Keep things simple with a little corner of space filled with pictures and drawings of your divine being. Or take it to the max by setting up a complete altar! You can dress the part by adorning your Goddess with long flowing dresses, plenty of jewelery and gold. Meanwhile as a lowly mortal, you can dress in rags and dull, uninspiring clothes.

Going it Alone: Plenty of people already spend time worshipping alone, and there’s no reason you can’t do this with a chastity twist. One easy method is to set out your own commandments, that you must follow while locked up. This can add an extra spiritual level to your chastity pledge, as you’re following more of a purpose than just staying in a male chastity device.

The Interrogation With Torture, CBT, Electro And Spiked Cock Cages

Kinky Interrogation

We all know what an interrogation is, and what it might involve. There are a few different ways you can play this, but they all follow the same kind of structure. The submissive is “captured” and “tortured” for information by the dominant.

You can choose one of many different versions of interrogations. Captured spy, criminal being interrogated by the police, resistance fighter captured by the government. Which you choose will inform the kinds of questions asked during the scene.

Another way to play this is to become more intimately acquainted with your slave. Get them to tell you a secret or fact about themselves that you didn’t know before. Then drill down and get every last piece of information out of them you can. Where did it happen? Who was there? How old were you? You get the gist…

This scenario is the perfect opportunity to bring in some more extreme toys, such as electrostim cages, whips and paddles, and even bondage ropes!

Looking the Part: What outfit you end up wearing will largely be dictated by exactly what kind of interrogation you want to roleplay. The real fun with this scenario is the equipment. You can be as inventive and cruel as you like to get the answers you desire.

Going it Alone: You’re pretty limited here if you want to try an interrogation scene without a Mistress. The best option we can recommend is finding a forum or message board and making contact with someone interested in the same things as you. They could tell you what you have to do to yourself, and when you think it’s too much to handle you’ll answer their questions. Kinda like a kinky, long distance game of truth or dare.

Turning up the Heat: If you want the most authentic interrogation scene, then don’t start playing from “the chair”. Kidnap your slave and drag them kicking and screaming to the interrogation room!

Under Arrest

Kinky Cop

Submit yourself to the rule of law with some police themed scenarios! You could set up a roadside stop just as your slave arrives home in their car. If they don’t comply then you can ask them to step out of the vehicle and follow your instructions very carefully.

Alternatively, subject your slave to a full body search and discover some “illicit” substances (like lubricant) or banned sex toys (like his favorite vibrating cock ring) then punish them to the full extent of the law!

Looking the Part: A police outfit and maybe an inmates jumpsuit seem like obvious choices here. You could also gear up with some batons and handcuffs to add extra authenticity to the scene.

Going it Alone: Without an actual police officer, it’s difficult to arrest yourself. You could instead try living your own “prisoner’s lifestyle”. Figure out the kinds of things a good prisoner will need to do and subject yourself to them. Or maybe you’ll be a bad prisoner and need to spend some time in solitary confinement?

Turning up the Heat: For a more extreme (and longer) version of this scenario, you could set up your own police state. Draw up your own set of laws that the slave must follow while in the house, and if he breaks any of them you’re free to punish him in any way you see fit. This is a more long term version of a police scenario, so you need to be prepared to stay in character for a long time.

The Exhibit: Public Humiliation

Kinky Exhibit

If you and your slave like to show off, then what could be sexier than a scenario where the slave is on display for all to see? Invite some of your friends over and instruct your slave to follow any of their instructions. If he misbehaves, he won’t just have to worry about your punishments…

Looking the Part: If you really want to emphasize that your slave is something to be stared at, you could clear a proper exhibition space. This could just be a space in your living room, or you could go the whole way and set up a display cabinet for him. For the slave you’re going to want something particularly extravagant for your display. Our range of Premium Golden Cages are the perfect choice.

Going it Alone: Unless you’re planning to just stand at your window, male chastity device on display (which we don’t recommend), there isn’t a lot you can do here as a solo player.

Turning up the Heat: Don’t just have one exhibit, have loads! Gather your local chastity community and set up your own museum for all to explore. Or go head to head in a chastity auction and see who’s slave can fetch the highest bid. Once the auction is over the highest bidder is free to do whatever they please with their purchases.

Cleaning Up: Sissy Maid And Femdom Tasks

Kinky Maid

Adorn your slave in the frilliest maid’s outfit you can find, and have him cater to your every desire! You could have him running around so you don’t need to lift a finger. Or get him to clean the house top to bottom. If anything isn’t up to your high standards, he’ll be in trouble!

Looking the Part: Alongside the outfit of your choosing, you can equip your slave with the various cleaning equipment he’ll need. Bonus points if these things can also be used to punish him (think wooden handles, feather dusters). To really get him in the right mindset, you could fit him with a chastity clip so even his genitals match his new sissy role.

Going it Alone: There’s no reason you can’t be a frilly French maid as a solo player! While you won’t be able to explore the punishment aspect quite as easily, you can still experience humiliation as you go about your household chores in your new sissy outfit.

The Worst Date Ever: Male Chastity Couples

Kinky Date

This one can be interesting, as you can start the roleplay outside the house. Take your slave on a “first date”. After dinner and a drink you can invite him back to your place, but when he arrives he realizes things aren’t going to go quite how he had envisioned.

Looking the Part: To add to the sense of dread as he steps into your house, you can set up plenty of tools that you’re planning to use on him in plain sight. As soon as he opens the door, he’ll instantly know something is up, but you can lock it behind him and give him no escape!

Going it Alone: Definitely don’t try this one as a solo roleplayer. And definitely don’t do it on a real date! Unless you’d like a police fantasy made real…

Turning up the Heat: For a more extreme version of the worst date ever, try exploring some powerplay dynamics at the same time. In this version, the slave will invite you back to his place after dinner, and attempt to subject you to his desires. Unfortunately for him, he’s not as strong as he thinks and you can quickly turn the tables on him! Alternatively, a remote controlled vibrator or the Nautilus cage can give Mistress a way to make the date terrible for him while she can just sit back and enjoy the show!

Dominant And Submissive Roleplay Ideas

Kinky Office

Teacher and Student, Boss and Secretary, Sergeant and Soldier, Parent and Babysitter, Librarian and Customer, the list goes on. There are plenty of situations where one person is in a position of power over another, and is able to “abuse” that position if they choose to do so. Any of these make great kinky scenarios to explore, so have a talk and figure out which ones you find interesting. Depending on which you choose, the scene should form itself pretty easily as we’re all familiar with how these work.

Looking the Part: Once you’ve chosen your dynamic, you’ll usually be able to find an outfit that fits the part. These can be exaggerated and sexy, or reserved and normal. It’s your scene! You can also choose tools which fit the characters, such as a cane for a teacher, or a thick heavy book for a librarian.

Going it Alone: Most of these are two person dynamics, with one holding power over the other. This means it’s difficult to explore as a solo roleplayer. Your best option will probably be to find someone online willing to join in with you. You’ll have to be strict with yourself and follow their instructions properly, but it can still be just as rewarding!

Mistress’s Best Friend: Petplay

Most roleplay scenarios you’ll be likely to explore during chastity focus on human relationships, but some adventurous slaves enjoy taking on more challenging roles. We’re talking, of course, about pet play!

Pet play provides many kinky roleplay opportunities, but the basic idea is the same whichever you choose. The submissive partner takes on the role of a pet, while the dominant partner becomes the owner. These roles allow you to explore the usual power dynamics found in a chastity relationship, but with a new twist on the roles you play.

Going it Alone: Exploring pet play alone can be a little more challenging than some of the other scenarios we’ve mentioned. It’s definitely possible, but you’ll be missing out on many elements of the scenario such as training, discipline, and even petting!

Similar to some of our other scenarios, the internet is your friend here. There are many groups online who spend time roleplaying pet play relationships so whilst you might not get the physical relationship, you can still explore this interesting power dynamic.

Looking the Part: There are many different ways to dress to impress when practicing pet play. More tame relationships might use headbands with animal ears, fursuits complete with tails, collars and leashes, or even sex toys like a tail butt plug to take on some animal characteristics.

More adventurous couples may enjoy a more fetish based petplay scene, which frequently makes use of latex and leather. These outfits can include ball gags, humblers, and even full face masks!

Turning up the Heat: Making things more extreme in a pet play scene is very similar to chastity itself. You can spend longer and longer in your animal role, giving your mistress more and more power over you. Another option is to start to include accessories such as a food bowl to eat out of, or even a litter tray!

Keep Your Scenes SSC!

SSC stands for safe, sane and consensual, and is a mantra for this kind of play.

Whichever scenarios and set-ups you decide to explore, it’s important that everyone is on board, and that you have safety in mind when planning things.

This includes planning for when things go wrong. It might not happen often, but you don’t want to be left wondering what to do if you accidentally get too into the role and hurt your partner!

A great way to make sure everyone is following the same script is to write everything down before you start, and have everyone sign to agree, just like you would a chastity contract. It’s much more difficult for someone to “accidentally” cross a boundary when they’ve all been laid out clearly in advance. Don't forget to check reddit and other forums.

And of course, don’t try anything that just seems like it’s a bad idea. If it sounds a little insane, it probably is.

Roleplay should be fun after all, not terrifying!

Advanced Chastity Written By Andrew Schroeder

← Older Post Newer Post →

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."

View All Posts Written By Andrew Schroeder