Slave HenryMay360
Free
Male,
23 yo
United States - Baltimore
Anal Play
Anal Play
Nipple Play
Nipple Play
Sissy
Sissy
Discipline
Discipline
Pain & CBT
Pain & CBT
Toilet Play
Toilet Play
Bondage
Bondage
Pet Play
Pet Play
Humiliation
Humiliation
Foot Fetish
Foot Fetish
Orgasm Control
Orgasm Control
Maid
Maid
I’m looking to explore my kinkier side of me online. I’m not exactly sure what it is I’m searching for but I’m hoping to learn more about my self and what I want out of kink. I also am looking to feel more comfortable with being kinky.
The items shown below were agreed to by the slave when doing its Skills Assessment.
(Only the low level skills and below are displayed, you need to be a registered Dom to see all the skills.)
Anal Play
I will put a vibrating but plug in your ass with an ash tray attached to it and you will stay bent over beside me while I smoke and if you drop any ash I will put it out on your ass cheek
I want you to edge yourself with a prostate massager while reading out loud humiliating affirmations I prepared for you.
I will put a small remote-controlled anal vibrator in you and force you to complete chores with it randomly buzzing you. If you drop anything, you will be punished immediately.
You will be on your hand and knees in front of Me, facing away from Me, and I will fuck your ass with my heels while I watch TV
I want you to kneel naked in front of a mirror, repeating out loud how unworthy you are as you ride a dildo.
You will bend over in front of Me, exposing your ass. I will use a dildo to spank you 10 times, preparing you for the strap-on humiliation that will follow.
Nipple Play
You must wear a heavy chain connecting your nipples to your ankle cuffs while doing floor scrubbing.
Sissy
I will have you order a pizza for delivery and accept the delivery in your cutest sissy outfit
Dress in a pair of My lingerie that my lover enjoys. Parade in front of Me while I describe how he appreciates seeing Me in it more than you. You will then masturbate in front of Me, but you are not allowed to cum.
I want you to masturbate wearing panties. Cum into the panties and lick them clean
You will wear the girliest outfit under your cloths today including a push up bra. We are going shopping to see how many people notice your breasts.
I will make you get a manicure and pedicure, and keep your nails painted at all times.
Memorize and recite the lyrics to a Taylor Swift song while dressed in women's lingerie. You must perform it in front of Me as if you were Taylor Swift herself.
You will wear pink cuffs and a collar. I will lead you around the house on a pink leash, making you practice your sissy walk.
You will wear a woman's wig, fake nails, makeup, heels and be treated like a whore.
Discipline
I want you to create a detailed weekly schedule of domestic duties, including meal preparation, cleaning, and personal services for Me. You will follow this schedule meticulously, checking in with Me daily for feedback.
You will stand in the corner, your hands cuffed behind your back and a heavy book balanced on your head. If the book falls, you will receive a punishment. You must remain perfectly still for as long as I demand.
Every evening, you must perform 100 squats while repeating out loud "I am here to serve my Mistress in any way She desires." If you lose count, you start over.
I shall command you to stand at attention, hands clasped firmly behind your back. Any fidgeting or deviation from this posture will result in swift punishment.
You will serve as my chair while I eat dinner
I want you to balance your favourite toy on your head while you kneel, holding it in place until I tell you to stop.
You will follow me all day a few feet behind and pick up any litter or tidy up any mess I make immediately.
I want you to confess to Me every day
I will make you hold a glass of water in your mouth and keep it there for five minutes without swallowing or spilling a drop.
You will be gagged and blindfolded, kneeling with weights attached to your genitals. I will slowly add more weights, forcing you to endure the increasing pressure. You must remain perfectly still and whisper My name continuously.
I will be sitting on my computer chair that will be tied with a rope to your balls and you will be naked on all fours like a dog. You will take me wherever I ask you to and I will whip you if you are not fast enough.
While walking in public, you would always walk behind Me
I want you to stop immediately what you are doing and shut up when I snap my fingers, and you will kiss my hand to show Me your gratitude and respect
From now on you'll always have to wait for My permission to eat.
I want you to regularly send me a letter mentioning everything you have done, said, and thought because the slave has no secrets for his Master/Mistress
I want you to help me prepare dinner and then be my serving boy as I eat dinner, if you're hungry you can eat leftovers from a dog bowl after I'm done eating and you've washed the dishes
Hang this bell from your cock and edge 3 times. If I hear just one tinkle you will be spanked.
When the weather allows it, you will sleep outside naked in a dog house
I will play with your dick until you cum in your pants, you will not clean it up or change pants, but wear them for the rest of the day
You are overweight and need to diet . For 1 month you will only eat my leftovers.
Pain & CBT
My friends are coming over we are gonna have faceslapping party with you, we will spit on your face and slap your face
I will masturbate you but at the exact moment you want to ejaculate I will squeeze your cock so no cum can come out.
I will slap your face when I'm not satisfied with you.
I will put a vibrating but plug in your ass with an ash tray attached to it and you will stay bent over beside me while I smoke and if you drop any ash I will put it out on your ass cheek
I will have you wear a maid’s uniform and clean the room meticulously. Any dust or dirt left behind will lead to you being paddled across your buttocks, ensuring you learn to be thorough.
I want you to stand on your tiptoes with your arms tied above your head. I will attach clothespins to your nipples and testicles, increasing the number of clothespins with each passing minute to test your endurance and pain tolerance.
I will give you a blowjob and slap your balls during your online meeting, staying hidden and silent.
You will be standing up naked, your hands tied up to the ceiling as I will whip you with nettles.
I will punish you by rubbing some tiger balm on your balls
You will be gagged and blindfolded, kneeling with weights attached to your genitals. I will slowly add more weights, forcing you to endure the increasing pressure. You must remain perfectly still and whisper My name continuously.
I will be sitting on my computer chair that will be tied with a rope to your balls and you will be naked on all fours like a dog. You will take me wherever I ask you to and I will whip you if you are not fast enough.
I want you become my personal human ashtray
I will make you wear a spiked cock ring and watch me undress in front of you.
I want you to watch the football game of my favorite team with Me. For every goal from the opposite team you will receive a punishment and even more painful punishment if My team loses.
Lie on your back with your legs elevated and secured. I will use a feather to tickle your testicles, followed by sharp, sudden pinches, alternating between pleasure and pain to keep you guessing and on edge.
Hang this bell from your cock and edge 3 times. If I hear just one tinkle you will be spanked.
I will duck tape four dices under each of your feet and you will follow Me everywhere I go
Bondage
I want you on all fours next to my bathtub. I will put candles and my glass of wine on your back while I am taking a long relaxing bath.
Tonight I have invited a few guests over, I want you to wear a leash and a blindfold and do whatever the person holding the leash tells you to.
After I workout I will tie you to a chair and shove my sweaty socks into your mouth and gag you, then put my sweaty panties over your face.
I want you to stand on your tiptoes with your arms tied above your head. I will attach clothespins to your nipples and testicles, increasing the number of clothespins with each passing minute to test your endurance and pain tolerance.
Blindfolded and restrained, you will wait in anticipation as I drag a series of different objects - feathers, silk, ice - across the soles of your feet. You must correctly identify each one without being able to see.
I will chain you to the floor with a short leash, wrists locked together, forcing you to stay kneeling like a proper slave.
You will wear pink cuffs and a collar. I will lead you around the house on a pink leash, making you practice your sissy walk.
You will be standing up naked, your hands tied up to the ceiling as I will whip you with nettles.
You will spend the night gagged using tape with my dirty socks inside your mouth
I will gag you with your own socks
I will put casts on your arms and tease you for as long as I want when they dry. I will remove them after locking you in chastity.
I will gag you with a bit gag and stick a tail plug in your ass and you must act like a human pony all day
You will be chained up up and taught how to suck a cock
I will do a tutorial video on shibari and tying someone up and you will be my rope bunny for it
I’ll tie you spread-eagle to my dungeon table, inspecting and teasing every inch of your exposed body.
Pet Play
You will present yourself naked and on all fours. I will place a leash on your collar, and you will crawl around the room following My commands, barking like a dog.
I want you to kneel in the corner of the room for 30 minutes, holding a sign that says "Mistress’s Worthless Pet" above your head, and whimper every time you hear a noise
Each morning, you will greet me on your knees, wearing only a collar and leash. I will pull on the leash, forcing you to crawl behind me as I parade you around the house.
You will kneel while I throw scraps of food on the floor, eating them without using your hands
Humiliation
You will create an outfit using garbage bags and wear it until the end of the day
My friends are coming over we are gonna have faceslapping party with you, we will spit on your face and slap your face
I will tie you up at a chair and will cut your hair like it pleases me!
I want you to cum inside me, then I will sit on your face and you will have to lick it out of me.
I want you on all fours next to my bathtub. I will put candles and my glass of wine on your back while I am taking a long relaxing bath.
You will apply bright red lipstick to your penis and tell it to kiss my feet as an apology for its size.
I want you to kneel next to me with ashtray gag and wait for me to finish my cigaret
My friends and I expect to drink a lot tonight, I will hold you on a leash near a toilet bowl and you will lick their pussies after they've peed.
I want you to suck my toes.
I want you to get down on your knees and beg me for forgiveness while I spit on your face.
I want you to lick my balls while I pleasure myself.
You will serve as my chair while I eat dinner
I want you to lick the cum off my boyfriend's cock.
I will put a vibrating but plug in your ass with an ash tray attached to it and you will stay bent over beside me while I smoke and if you drop any ash I will put it out on your ass cheek
Dress in a pair of My lingerie that my lover enjoys. Parade in front of Me while I describe how he appreciates seeing Me in it more than you. You will then masturbate in front of Me, but you are not allowed to cum.
I want you to masturbate wearing panties. Cum into the panties and lick them clean
I need to pee. Get on your knees, look up and open your mouth. I want you to swallow every drop of it.
Tonight I have invited a few guests over, I want you to wear a leash and a blindfold and do whatever the person holding the leash tells you to.
After I workout I will tie you to a chair and shove my sweaty socks into your mouth and gag you, then put my sweaty panties over your face.
I want you to cum into a condom, then use the cum as a dipping sauce as you eat a lollipop
I have to go to the office this morning. You will come with me and sit quietly underneath my desk, worshiping my feet and eating me out when I demand.
As soon as I come home from work I will put your plug in with a bell on it and nipple clamps with bells too so I can always hear where you are
I will pretend to be a doctor and give you a thorough examination, including rectal and prostate checks.
I will make you wear a dildo gag and you will make me orgasm with with it while in chastity
I will spit my chewed grapes into your mouth.
I will make you kneel at my bedside table in silence while I rub my pussy and watch porn.
I will make you wear a ball gag under your mask and send you for groceries shopping.
I want you to open your mouth so that I can put whatever pleases me inside.
You will stand in the corner, hands behind your back, while I enjoy pleasure from someone better.
I will be monitoring your browser history weekly, and you will clear nothing without my explicit permission.
I want you to go into the bathroom of a public place and remove your underwear. You will hand it to me on your return.
Every time you need to be punished I will make you eat something out of my trash can.
I will tie you to the bed and you will open your mouth for me to urinate inside.
This is an ice cube made with pee, I will rub it on your body every time I am disappointed in you.
I will smother you with my big ass for one minute
I will have you write ‘I am a worthless slave’ on your forehead with a permanent marker and show it to me proudly.
You will accompany me shopping today, you will carry my handbag for me, always walk 2 steps behind me and produce your credit card from my purse whenever I click my fingers.
I will be sitting on my computer chair that will be tied with a rope to your balls and you will be naked on all fours like a dog. You will take me wherever I ask you to and I will whip you if you are not fast enough.
Each night you will put the pair of panties that I wore during the day on your face as a sleeping mask
The rest of this month you are only allowed to wear my used underwear under your normal clothes .
You will lie completely still as my human table, with food placed on your body. If you flinch or make a sound, you will be punished severely. You must endure in silence while I dine off you, acknowledging your inferiority.
Whenever I come hope I will put my dirty socks in your mouth and you will go to the bathroom to hand wash them
You will wear a ring gag and I will choke you with my strap-on dildo
I want you become my personal human ashtray
I will gag you with a bit gag and stick a tail plug in your ass and you must act like a human pony all day
I want you standing in the corner with your nose touching the wall, holding a heavy book above your head for 30 minutes!
I want you to regularly send me a letter mentioning everything you have done, said, and thought because the slave has no secrets for his Master/Mistress
You will cum on your face, and leave it. Later we will go to the shops together, with the dried cum still on your face
For every ten dollars you earn, you are only allowed to keep one. The rest will go towards your mistress's expenses.
I want you to wear a trash bag like a diaper to show your submission.
I will spit my chewed chocolate into your mouth.
I want to watch you calling someone on the phone while jerking off and cuming before to hang up
I will cover your chest in cum and you can’t wash it for a day
I will make you watch Me having sex with someone else through a hidden camera
You will wear a woman's wig, fake nails, makeup, heels and be treated like a whore.
I want you to masturbate me and swallow my cum.
Today you will be My human clothes rack, so that I can put my laundries on you, and put you in the middle of my garden. If you drop any divine clothes of Mine, you will be punished, hardly.
I want you to help me prepare dinner and then be my serving boy as I eat dinner, if you're hungry you can eat leftovers from a dog bowl after I'm done eating and you've washed the dishes
I want you to wear stockings under your suit at work today
I will give you a list of degrading names, and you must repeat each one 10 times while looking at yourself in the mirror, nodding in agreement.
I want you to shave your sex in front of me.
Come closer, I want to cum on your face.
I'll harness you to a carriage and have a good ride.
I will cum on your food and make you eat it.
When the weather allows it, you will sleep outside naked in a dog house
I will play with your dick until you cum in your pants, you will not clean it up or change pants, but wear them for the rest of the day
I want you to lick peanut butter from my ass.
I will duck tape four dices under each of your feet and you will follow Me everywhere I go
I will have you kneel before Me and lubricate the strapon. You will then take the strapon into your mouth and deepthroat it until I am satisfied with your performance.
You will bend over in front of Me, exposing your ass. I will use a dildo to spank you 10 times, preparing you for the strap-on humiliation that will follow.
You will be dressed in a degrading outfit and bound on your back. I will sit on your face and fart, making you inhale deeply. You must thank me for each fart and beg for more.
Foot Fetish
I want you to look at my heels and edge.
You will apply bright red lipstick to your penis and tell it to kiss my feet as an apology for its size.
You are going to help me into and out of my footwear at all times
I want you to suck my toes.
I want you to wear a blindfold and kneel in front of Me. You will then kiss and worship My feet, using only your lips and tongue, until I tell you to stop.
You will spend the night gagged using tape with my dirty socks inside your mouth
I want you to apply nail polish to my toe nails using your mouth. You will be punished severely if my skin gets painted!
I will attach a leash to your chastity cage and make you follow Me around. Anytime we stop you must quickly come to kiss My feet.
You will be on your hand and knees in front of Me, facing away from Me, and I will fuck your ass with my heels while I watch TV
Whenever I come hope I will put my dirty socks in your mouth and you will go to the bathroom to hand wash them
I want you to put each of my toes in your mouth and clean them with your tongue
Orgasm Control
I will flip a coin and if it's heads you get to cum but if it's tail you will ruin your orgasm.
I will jerk you off for five minutes. If you cum during that time, I will put you chastity cage for 30 days.
I will masturbate you but at the exact moment you want to ejaculate I will squeeze your cock so no cum can come out.
My lesbian friend is coming over tonight. I will lock you in chastity and you are going to watch us making love.
I will milk your balls for 3 hours. If you don't produce 10ml of cum for me, you will wear your chastity cage for 30 days so that you can succeed next time.
I want you to masturbate wearing panties. Cum into the panties and lick them clean
You will call someone while masturbating and have to cum before the person hangs up.
You and the other slave are going to play a game. You will get in the 69 position and try to get each other to cum. The one that cums first will be locked in chastity for 7 days and will be forced to give the other slave 1 oral orgasm each day.
I will make you wear a dildo gag and you will make me orgasm with with it while in chastity
You will masturbate until you edge three times. On the third time, you should take yourself to orgasm but, when you reach it, you are to place your hands over your head and ruin your orgasm.
I will blindfold you and bring you to the edge of orgasm, only to cruelly deny you release. You will beg for mercy until I am satisfied.
I will attach a leash to your chastity cage and make you follow Me around. Anytime we stop you must quickly come to kiss My feet.
I will put casts on your arms and tease you for as long as I want when they dry. I will remove them after locking you in chastity.
I want you to watch a porn of my choosing, you will edge yourself to it until it has ended, then you will ruin your orgasm in front of Me
I will masturbate you until you cum and put the load into your mouth. Then you must keep it there until you cum a second time. Now swalllow it.
I will make you wear a spiked cock ring and watch me undress in front of you.
I want you to wear a metal chastity cage and do 10 pushups. Every time you go down I wanna hear the sound of your chastity cage touching the floor.
Hang this bell from your cock and edge 3 times. If I hear just one tinkle you will be spanked.
You will follow all chastity rules without fail. If you are denied, you will accept it. If you are edged, you will stop when told. If you are teased, you will beg for more but know you won’t get it.
Maid
I want you to create a detailed weekly schedule of domestic duties, including meal preparation, cleaning, and personal services for Me. You will follow this schedule meticulously, checking in with Me daily for feedback.
You will be dressed in a degrading maid outfit and bound with cuffs and a collar. You will prepare and serve a meal for My lover and Me, standing by to refill drinks and attend to Our needs while We eat.
You will draw a luxurious bath for my lover and me. Make sure the water temperature is perfect, add fragrant bath oils, and light candles around the tub. Once prepared, you will discreetly leave the room and stand by in case we need anything.
You will practice the art of sensual, silent service. I want you to anticipate my needs without a single word and move with grace and efficiency.
I will have you wear a maid’s uniform and clean the room meticulously. Any dust or dirt left behind will lead to you being paddled across your buttocks, ensuring you learn to be thorough.
You must wear a heavy chain connecting your nipples to your ankle cuffs while doing floor scrubbing.
I expect you to clean and prepare the bedroom for me and my lover. The bed should be made with fresh sheets, and the room should be filled with a pleasant scent.
I want you to remove the hair in the shower.
I want you to organize my make-up table
I want you to ride a bicycle 5 miles while wearing a maids outfit and heels. I will track you on my fitness app
You will follow me all day a few feet behind and pick up any litter or tidy up any mess I make immediately.
I want you to clean all the light bulbs in my house.
I want to go shopping. You will carry my bags, bring the clothes I like to the fitting room and queue for me.
I will put a small remote-controlled anal vibrator in you and force you to complete chores with it randomly buzzing you. If you drop anything, you will be punished immediately.
Clean all the toys and arrange them the way your owner likes it
I want you to kneel by the bath and use a soft cloth to wash my face, paying special attention to my lips and eyes. You will then apply a moisturizing mask, waiting patiently until I command you to remove it.
I require you to organize our wardrobe. Make sure all our clothes are neatly arranged, and our shoes are polished and ready to wear.
The weather is so hot, you will stand by me while I am sitting in the sun and fan me to keep me cool.
I want you to help me prepare dinner and then be my serving boy as I eat dinner, if you're hungry you can eat leftovers from a dog bowl after I'm done eating and you've washed the dishes
You will have my breakfast cooked ready for me when I wake up each morning
Here is all my dirty underwear from the past week, I want you to wash them all by hand.
I want you to wake Me up every morning by serving me some coffee and the newspaper
A second recording device
Anal plug
Apples
Ball gag
Banana
Belt
Bikini
Books
Bra
Burning sensation (Tabasco, chillies, Tiger balm...)
Cage
Cane
Car
Catsuit or Dogsuit
Chain
Chair
Cheese
Chocolate
Clothespins
Cock lock
Cock shaped item
Collar
Computer chair
Cookies
Cooking pan
Cotton swab
Deck of cards
Dice
Dildo
Duct/Packing tape
Eggs
Electric toothbrush
Flour
Forest nearby
Freezer
Fridge
Headphone
Ice cubes
Ketchup or Mayonnaise
Kitchen
Leash
Lollipop
Lubricant
Mask
Mouth gag
Panties
Peanut butter
Rubber bands
Ruler
Salt
Scissors
Shaver
Stockings
Straw
String
Swimming suit
Tennis ball
Toilet paper roll
Toothbrush
Toothpaste
Toothpicks
Trash bags
Tweezers
Women's clothes