

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
Masters/Mistresses Ratings 0 rating(s)
Thorough
Fast
Grateful
Respectful
Medias Quality
English
Submissive
Humorous
Versatile
Toys
High Limit
Faithful
Slave HenryMay360 does not have enough ratings to be displayed
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 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.
Sissy
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 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
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
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
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
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
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
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 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
Banana
Belt
Bikini
Books
Bra
Burning sensation (Tabasco, chillies, Tiger balm...)
Cage
Cane
Car
Chair
Cheese
Chocolate
Clothespins
Cock lock
Cock shaped item
Computer chair
Cookies
Cooking pan
Cotton swab
Deck of cards
Dice
Duct/Packing tape
Eggs
Electric toothbrush
Flour
Forest nearby
Freezer
Fridge
Headphone
Ice cubes
Ketchup or Mayonnaise
Kitchen
Lollipop
Lubricant
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
SEND MESSAGE
Message:
Report a user
Please explain why you think this user should be reported:
Report offensive / illegal content
Please explain why you think this comment should be reported: