List Of Humiliation and Punishments Ideas
Pick at random, go one by one, or just write down your favorites or use them to inspire new ones. Enjoy the torture.
1. Proof
Show Madame your cage. In person or send her a pic of your locked cock.
2. Ruined Orgasm
Madame ruins your orgasm. Enjoy, or don’t.
3. Spanking
Have toy spank himself. You don’t have to join in, but feel free if the mood takes you, just watch and tell him when you’re satisfied.
4. Madame is the Photographer
Toy is the model. Madame gets to dress you up, tell you what to do and take photos of you. She’s the photographer, you do what she says okay toy? Good toy, hopefully you get some nice shots.
5. Left to Think
Madame gets to restrain you, blindfold you, and put headphones on you. She gets to choose whatever playlist she wants. Then do with you whatever she wants. That could include leaving you there on your own while she goes out or just watches TV in the other room.
6. Eye Candy
Toy is expected to wear only what you tell him and for how long. Only panties? All day? Yep, that’s the deal.
7. TV Time
Make toy watch whatever television you enjoy watching. He doesn’t get any say, but must stay and watch it with you for however long you deem necessary.
8. 30 minutes of Nipples
Wear nipple clamps for 30 minutes
9. Routine Punishments
Roll a six sided die. Tell Madame the number. She gets to decide what it means. Add time, a punishment from this list, number of times Madame gets to cum before toy, who knows? Madame knows.
10. You Must Eat On The Floor
Get on the floor. Pleasure Madame orally until she is satisfied.
11. Tied Up, No Clothing From The Waist Down
You get handcuffed hands behind your back and you will have no clothes from below the waist. Madame then uses random household items to see what gets you hard.
12. The Bottom Half
The top half is your normal clothing.
The bottom half is heels, stockings, a garter belt, and panties.; If you have a waist cincher, that too.
13. What’s for dinner
You are. Get naked. Lay down and wait for whatever it is Madame wants to do.
14. Serve Madame
It’s meal time. You’re Madame’s waiter/waitress. Make sure her meal is up to snuff. If she wants you in uniform – then you better be – whatever that uniform might be.
15. You Must Wear Stockings
It doesn’t matter how embarrassing it is wear thigh-high stockings for the next 2, 8, 24, 48 hours?
16. Wear A Lingerie Set
Toy has to wear a full lingerie set, with suspenders, panties, and a bra all for the next 2, 8, 24, 48 hours?
17. Severe Punishment
Tie him up and warn him of severe punishment if he cums, tell him you hate premature ejaculation.
Then ride him till he cums, then pick one or more of the punishments on this list to punish or humiliate him with.
18. Story time
Make toy write you a sexy story. No less than 2000 words. It better be hot, or else.
19. Ice On His Cock Cage
I put ice on his cock cage, it’s a real spine-tingling sensation that will teach him a lesson or two.
20. Clean Up
Make your toy shower and clean up. While toy is in there he might as well make sure he’s shaved and cleaned up everything – balls, cock, legs, pubes – whatever you feel is necessary Madame.
21. Edge Queen
Every day for as long as you want hold a vibrator against his cage, when he is near cumming stop. Repeat this whenever you’d like, 4 times a day is a good start – no need to let him cum.
This just keeps him nice and desperate.
22. Plugged And Restrained
I tie him up, plug him and he has to just lay there for 20 minutes whilst Madame can do whatever she want to him (that could include nothing).
23. Hands And Knees
Madame, make him wait on his hands and knees for 20 minutes.
24. Forced Orgasm
Keep him locked. Make him cum. It’s really that simple.
25. Start an Account
Start a Chastity Reddit account, BlueSky or Mastodon account, you can cum every 50 follows/karma you get or make your own rules to make it even more interesting.
26. Repeat, Repeat, Repeat
Repetition makes perfection.
Make toy cum – make him do it himself if you’d like – but toy has to cum repeatedly. How many times? That’s up to you Madame.
27. A Good Long Pounding
Give him a nice long ass pounding. If you get tired Madame, just make your toy do the work.
28. Multiple Ruined Orgasms
Stack the orgasms! Madame is going to make you cum – that’s the good news. Each time you cum it will be ruined. It’s up to Madame how many times.
29. Wear Madame
Orally pleasure Madame. Once done, you’re not allowed to “wash her off”. Keep her scent on your the rest of the day.
30. An Hour Out
It’s time to spend a full hour out of your cage, it counts as free time, but you must wear a panties and heels. Sorry, honey!
31. On the Edge
Edge your sub X number of time. This can be in cage or out. Either way, he not going to cum. If he’s unlocked, lock him back up when you’re done.
32. Wax Your Ass, Balls & Cock
You have to wax your ass, balls, and cock. You will need to remove the chastity device for this so keep a close eye on him as he waxes himself all over.
33. Play The Chastity Challenge Game For The Next Month
Draw a new challenge every day for the next month from the chastity challenge.
34. Make out session
Toy has to make out with you for as long as you’d like.
35. Super Long
Do little inch markings on a really long plug/dildo, he gets no reward until he can take (either orally or anally) all of the inches from the markings that you made.
36. Dripping Hot wax On Toy’s Cage
Drip hot wax onto the cage (if it’s made from metal) then uncage your toy and drip hot wax onto his balls. It feels so bad but yet so good!
37. Self Cum Facial
You must give yourself a cum facial, if Madame is present have her watch and comment on what she likes and doesn’t.
38. Ball Gag For The Next 5 Hours
Your punishment is to get ball gagged for 5 hours or for a whole evening starting from 6 pm and ending at 11:59 PM.
39. 30 Minutes Of Porn Without Ejaculation
You have to watch 30 minutes of porn picked by Madame, and after, say thank you to Madame for letting you watch it but remember, do not cum.
40. Butt Plug Training
Wear a butt plug of varying sizes for different amounts of time. Madame gets to pick the right size for you at the time of choosing your punishment:
- Wear ‘medium’ for 2 hours: Wear a medium plug for 2 whole hours, no taking it out. Bonus punishment if you edge yourself for those two hours.
- Wear ‘Large’ for 1 hour: Wear a large butt plug for 1 whole hour and enjoy the blissful stretching sensations of this beast.
- Wear ‘Extra Large’ for 1 hour: If you have been really naughty an XL plug is for you. Can you manage it for a whole hour? Your asshole is going to be primed and ready for anything after this.
41. Holding A Coin
Have him hold a cent with his erect cock. Either have him hold the coin against his stomach with his cock or against a wall with his erect cock and once the coin is in place, his hands have to go behind his head. If he can hold the coin either against himself or the wall for 1 minute he gets to cum, if not, the cage goes back on for 3 more days and he must thank you. If he forgets to thank you, add another day.
42. Thank You Madame
He must record himself saying thank you Madame a specified number of times or for a specified length of time. Everybody loves a grateful sub.
43. Playing cards
Take a deck of cards and designate one card to be the “release date” – draw a card every X number of minutes/hours/days. You get to be unlocked when you draw the right card. Hopefully that card is in the deck!
44. Deck of Delights and Dares
Get a deck of cards and on a piece of paper, write down the names of all the cards and next to each one, write a pleasure, a pain, or a challenge.
Shuffle the pack each morning or however often you decide and let your sub choose a card.
Alternative
If you can’t think of so many challenges, then don’t worry. Think of four forfeits for the four suites, things that can easily be repeated as per the value of the card pulled from the deck.
For example:
- Hearts – pegging thrusts
- Clubs – spanking/flogging
- Spades – ball slaps
- Diamonds – butt plug wear
- Jokers – release for orgasm
If your sub pulls the 10 of Hearts, they have 10 thrusts of an dildo. If they pull the 5 of Spades, it’s 5 slaps to the balls. 2 of Diamonds? 20 minutes butt plug time.
45. Crowdsourced
Go to kinky forums or social media and announce you’re playing a chastity game. List list any rules and a time limit – For the next X number of hours, you’ll add time (minutes/hours/days) for each comment or remove time if someone gives you a great idea for a game, etc.
47. No Cumming For One Whole Month
This punishment is exactly as it says. Prepare for a month of struggles as you are denied an orgasm for one whole month. That doesn’t mean Madame does get to orgasm though.
48. Remote Control Prostate Vibrator
Purchase a remote control prostate massager, and wear it in public so Madame can control every moment.
51. You Will Cum As Many Times As I Tell You Too
Restrain him on the bed, set a timer for 1 hour, and use a male masturbator on him, or if you’re tired just leave a massage vibrator on full blast resting on his cock and balls.
Your submissive is going to cum till you stop. What’s the record? Let’s see if we can “beat it”.
52. I Gave You An Orgasm Before
When it’s time for him to get his orgasm reward, make sure to remind him that you gave him an orgasm yesterday, (even though this is a lie), he must thank you and apologize that he forgot. You can do this and deny his orgasm for as many days as you see fit.
53. Only Cute Panties For You
You must wear pretty panties as your underwear, it doesn’t matter if you’re going to the gym, to work or just sleeping. You have to be in cute panties at all times.
55. A Good Hard Paddling
A good ass smack goes a long way when punishing your caged submissive.
58. Nipple Clamps
Wear tight nipple clamps or suckers for a specified amount of time – it’s up to Madame, once they are off your nipples are going to be super sensitive, so enjoy having them spanked, sucked, pulled, or pinched.
59. Hope You’re Hungry
Your submissive has to “clean up” all the cum they make for a specified amount of time or number of ejaculations.
61. Flip a Coin
Flip a coin, with one side adding time and the other taking a time off.
64. Big Cum Load
Set how much cum I need him to create from one load, he can try it as much as he likes, but inevitably every time he cums less is created, and longer is needed between tries. He can’t be released till he cums the full amount that I have set (usually a little less than a shot glass).
65. Release Day Numbing Lube/Cream
On release day apply loads of numbing cream to his cock so he can’t feel anything and this can be his one day out of his cage for the week. Then, set a couple impossible challenges.
66. Caged Teasing
Humiliating, tough, and real punishment. Tease that cock as it’s caged tightly inside of its confines. Do everything you can to make it twitch, ache, and bulge through the cage for as long as you want to.
67. Caged blow job
Give a blowjob through the cage, licking sucking, and teasing the cock as if it wasn’t locked away.
68. Sweet Dreams
I toy around with him right before bed, I make it seem like he’s actually going to cum, I flash him, I tease him, and then I just go to sleep and leave him aching and extremely sexually frustrated.
69. Chastity Collar
You must wear a chastity collar or slave collar (that collar allows you to write whatever you want) every day from now on until you’ve learned your lesson.
71. Cum Till I Say Stop
Your toy has to cum a pre-decided amount of times (7 times is a good lucky number) in one day, do it and get a lovely reward, fail and have to be locked up for additional time – maybe with no chance of orgasm.
72. Spooning
While we’re both naked:
- If you’re the big spoon, cup his caged cock with your hand.
- If you’re the small spoon, let his caged cock rest between your ass cheeks. He knows he will never get nearer than that right there.
73. Tied Up and Tickled
You must be tied up and tickled by Madame. Feel free to use bondage ropes and cuffs for extra restraint, making it easier to tickle him into oblivion.
74. Make it Hard
Put numbing lube/cream on your toy’s penis then tell him he has to cum within a certain amount of time. Watch him try and try, so mean!
75. Penis Sleeve
Only allowed to go inside you with a penis sleeve over his cock. This is torturous as he can’t feel being inside of you but his body knows it is happening. Feel free to moan and scream words of delight feeling his extra size!
79. Make it Last
Restrain your toy. Tell him they are not allowed to cum until you say. Then tell him he has to give you a sign when he is close – that sign can be anything, but make it fun – make him say something embarrassing or moan a certain way.
Now the fun part, you get to torture him as long as you want. Unlock him or not, fuck him, suck him, use a vibrator on his cage or unlocked cock, peg him endlessly, or make him do it while you watch and direct.
He’s just not allowed to cum until you want him to.
80. FapRoulette
Play on FapRoulette – make sure Madame choose your settings and/or rounds you must complete.
Many of these were creatively requisitioned from omgkinky.com