Slave Jestersub

  
$
Male, 55 yo
United States - Boston
femdom
Orgasm Control
Chastity
nipple play
joi
cei
edging
Tease and denial

Masters/Mistresses Ratings 2 rating(s)

Thorough
Fast
Grateful
Respectful
Medias Quality
English
Submissive
Look
Humorous
Versatile
Toys
High Limit
Identify as a natural submissive and masochist.
Monday, August 12th 2024 - 06:04

First day of chastity in a long time. Have been in Chastity before. Have experimented with self-locking with a few different cages, to finally find the one I am using now. Got just the right fit of ring, the right cage size (maybe could be a little smaller). Now am locked! But this time not with a lock that I control the key. This time I used the tamper proof lock! Now there is no turning back, am truly locked in Chastity Service to Mistress Gail! Thought to have a “what am I doing” moment, as I closed the lock on the case, felt it get oh so tight for the first time, knowing that this was my new normal for the length of my chastity service. Instead it feels so natural for that most intimate part  to be now owned by Mistress Gail.   

Date Ownership change
2024-08-13 04:12:13 Starts serving Mistress MistressGail
Only Verified Masters / Mistresses have access to cum logs
Only Verified Masters / Mistresses have access to chastity logs
Only the skills of level 2 and below are displayed, you need to be a registered Master/Mistress to see all the skills.


Anal Play

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
Now that you work from home I will attach a remote vibrating dildo to your work chair. You must sit on it while you are working. Occasionally I will switch it on, I hope you're not on too many zoom calls.
Get your shoulders on the ground, back pressed against the bed, legs hanging over your head, and your dick facing your mouth. I’m going to fuck your ass until you cum on your face and eat it.
I will but put a vibrating plug up your ass and tape your cheeks together. Now i will tie you up an leave you lying on the floor.
Wear this butt plug under your pants, we are going out shopping.
I will insert a tampon dipped in alcohol in your anus to make you drunk and remind you of your submission to Me
I will make you cum on a buttplug and put it up your ass. You are only allowed to remove it after you've come a second time.
As part of your training I want you to wear your butt plug for an hour everyday for a month

Nipple Play

You will wear nipple clamps and start cleaning until the floor is spotless.

Sissy

Today I want you to put nail polish on your fingers before to go to work
Put on your favorite pair of panties and sit with your legs crossed. I will paint your toenails a bright, girly color while you recite a mantra of your devotion to Me.
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 wear a lipstick under a Covid mask outside
You will be kneeling in the entry way of my home during a house party, wearing only panties and a bra - as each guest enters you will give their crouch a kiss
Dress as a woman in heels and show me how you would dance as a girl.

Discipline

I want you to always wear a ring or bracelet with an engraved 'Loyal slave of MY NAME'
I am hosting a party tonight. You will kneel at the entry. Your hands will be bound behind you and you will be blindfolded. Each guest will introduce themselves to you when they arrive. You must memorize the sound of their voice. Through the evening they will come say hello to you. If you reply to them with the wrong name you must satisfy them orally.
You are not allowed to curse anymore. Every time I hear you curse, I will have you keep a soap in your mouth for 5 minutes to clean your mouth!
While I’m on vacation you’ll stay at my home. You’ll stay in chastity and I want a clean house when I return. If I’m not pleased you’ll be punished.
Whenever you give or offer Me something, you will always do it with both of your hands instead of just one
You will take off your clothes and walk like dog in the garden in the middle of the night
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 wake up every morning, cum into a sock and wear it for the day
Stand facing the wall, arms and legs outstretched and hold a coin with your nose to the wall for 15 minutes
Each evening, you will stand before me completely nude, head bowed. I will then slowly and methodically inspect every inch of your trembling form, taking note of your response to my touch.
You will serve as my chair while I eat dinner
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 will carefully bind your wrists together, then secure the rope to an overhead beam, leaving you standing on tiptoes. The slightest wavering will result in a most unpleasant punishment.
When I say "present yourself" you will stop what you are doing, remove your underwear and kneel in front of me with your legs spread. Don't you dare close those legs until I'm finished with my inspection!
As part of your training I want you to wear your butt plug for an hour everyday for a month
I want you to shower fully dressed as a punishment, and dry yourself with a hairdryer

Pain & CBT

I want you to call in a delivery order for my dinner. But you must wear a ring gag. You will receive 10 lashes of my cane for every mistake that is made of my order.
I will slap your face when I'm not satisfied with you.
I will place a bar of soap in your mouth and cane you for using foul language
I will sit on your face, I will slap your dick and squeeze your balls until you make Me come with your mouth
I want you to go for a walk with nipple clamps under your clothes
I will caress your entire body with nettles.
I had a bad day, and I am so angry I feeling like insulting and humiliating you so I want you to get down on your knees and bow in front of me while I whip you and degrade you.
I will carefully bind your wrists together, then secure the rope to an overhead beam, leaving you standing on tiptoes. The slightest wavering will result in a most unpleasant punishment.
I will punish you by rubbing some tiger balm on your balls
You will wear nipple clamps and start cleaning until the floor is spotless.
I want you to lie face down with your hands and feet bound. I will place a vibrating cock ring around your testicles, and you must endure the intense vibrations for a set amount of time without begging for relief.
You will place a line of small, painful objects (such as thumbtacks or small stones) on the floor. You must walk this line barefoot five times while I'm watching you without flinching or stopping.

Toilet Play

Today you will not be allowed to visit the bathroom. Instead you will wear a diaper and let me know when it needs changing.

Bondage

I will punish you by tying you to the bed and tickle your feet with a feather until you can't take it anymore.
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 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 but put a vibrating plug up your ass and tape your cheeks together. Now i will tie you up an leave you lying on the floor.
You will be gagged and blindfolded, your wrists and ankles bound to the bedposts. I will tease you with a series of slow, sensual touches and deny you any release until you beg with tears in your eyes.
I will do a tutorial video on shibari and tying someone up and you will be my rope bunny for it
You will be tied up and I will make you take a cold water shower.
I want to put you in a vacuum bag in my wardrobe so that only your head comes out of the bag.

Pet Play

You will take off your clothes and walk like dog in the garden in the middle of the night
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.
You will wear a collar and leash, and I will lead you around the room, commanding you to crawl, kneel, and stand at my whim. You must obey without hesitation, your eyes fixed on the floor.
I want you to hump my leg while barking like a dog.

Humiliation

Get on your knees I will inspect your brawn. Open your mouth let me see your teeth and tongue. I don’t need the weak and ill slaves.
I want you to set up a savings account dedicated solely to funding my desires. You will deposit a fixed percentage of your monthly income into this account and provide me with a credit card to spend the money.
I want you to extract milk from my boobs and keep it in the refrigerator. This will be your only food for tomorrow.
I will only allow you to drink out of a baby bottle.
I want you to call in a delivery order for my dinner. But you must wear a ring gag. You will receive 10 lashes of my cane for every mistake that is made of my order.
Give Me your credit card and follow Me to carry my bags. I will go shopping until you credit card is maxed out.
Masturbate in front of Me while I talk about my experiences with My lover. You are allowed to edge yourself, but you must not cum. Each time you get close, you must thank My lover for being better than you.
Me and my friends will take turns spitting in your mouth. You are not allowed to swallow until I say so.
I am hosting a party tonight. You will kneel at the entry. Your hands will be bound behind you and you will be blindfolded. Each guest will introduce themselves to you when they arrive. You must memorize the sound of their voice. Through the evening they will come say hello to you. If you reply to them with the wrong name you must satisfy them orally.
As a sign of your servitude and to humilate you, you will spend a week entirely barefoot, going about your business as normal.
Get your shoulders on the ground, back pressed against the bed, legs hanging over your head, and your dick facing your mouth. I’m going to fuck your ass until you cum on your face and eat it.
Today I want you to put nail polish on your fingers before to go to work
Sniff a pair of my used panties while I masturbate in front of you, describing My lover's scent and how it makes you feel. You must thank Me for allowing you this small taste of our intimacy.
I will take care of you like a mommy.
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 want you to learn how to sew, so you can sew your new mask using my old panties when I replace them with new ones.
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 will wear a short skirt and no underwear. In a quiet public restroom, you will kneel and worship my bare ass while I keep watch.
I want you to kneel next to me with ashtray gag and wait for me to finish my cigaret
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 will step on your food barefoot and you will clean the food off my feet.
There is a puddle of water. Take off your jacket and put it on the water so i can walk over it without getting my shoes wet.
Today you will not be allowed to visit the bathroom. Instead you will wear a diaper and let me know when it needs changing.
I will slap you in a public place
You will take off your clothes and walk like dog in the garden in the middle of the night
I want you to make an OnlyFans/LoyalFans account, where you’ll show your transformation and lifestyle as my slave.
You will wear a collar and accompany me for my shopping
You will sit on this chair naked and play guitar to entertain our guests.
I want you to wake up every morning, cum into a sock and wear it for the day
You will lie on your back with your legs spread wide. I will insert My strap-on into your mouth, and you will deep-throat it as far as you can, gagging if necessary, while looking up at Me.
I want you to cum on a photo of your own ass
I will insert a tampon dipped in alcohol in your anus to make you drunk and remind you of your submission to Me
You will make an omelette with your cum as an ingredient and then eat it
I want you to wear stockings under your suit at work today
You will apply bright red lipstick to your penis and tell it to kiss my feet as an apology for its size.
I will trample banana with my heels and you are gonna lick it off my heels.
You will serve as my chair while I eat dinner
I will smother you with pillow for 1 minute.
I will wrap your hands with double side tape and watch you masturbate
I want you to hump my leg while barking like a dog.
I want you to clean my dirty oven with your toothbrush
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
For every ten dollars you earn, you are only allowed to keep one. The rest will go towards your mistress's expenses.
You will be naked on all fours as l sit on your back and masturbate until l orgasm using my vibrator. Once I am done you will lick my pussy and toy clean.
I had a bad day, and I am so angry I feeling like insulting and humiliating you so I want you to get down on your knees and bow in front of me while I whip you and degrade you.
Every time you need to be punished I will make you eat something out of my trash can.
I want you to clean my dungeon and all the equipments in it
I will tie you to the bed and you will open your mouth for me to urinate inside.
I want you to clean the toilet bowl.
You will wait for me naked in the car parked downtown while I buy something in a shop.
I want you act like a dead body no matter what I do to you.
You will be kneeling in the entry way of my home during a house party, wearing only panties and a bra - as each guest enters you will give their crouch a kiss
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 to open your mouth so that I can spit the toothpaste inside after I finish brushing my teeth.
I need to pee. Get on your knees, look up and open your mouth. I want you to swallow every drop of it.
I will cum in a condom and empty it in your mouth. You will swallow every drop of it.
You're going to wear a flashing butt plug on our trip out today
I'm going to grab you by the hair and spit on your face until your face is completely covered with my spit.
I will smother you with my big ass for one minute
You will be dressed in a degrading outfit and bound on your knees. You must alternate between sucking my lover's cock and mine, ensuring you please us both equally.
You will read a children's storybook aloud in a baby voice while standing naked in the corner. If you make any mistakes, you will start over.
Now you will do everything I say because if you don't I will send an email to your colleagues with a very embarrassing picture of you.
I want you to go under the dining table and massage the feet of the guests.
Here are two very nice pastries for us. While I will be eating mine, you will be dropping yours into your underwear and give yourself a good massage down there and watch me eating.
I want you to shower fully dressed as a punishment, and dry yourself with a hairdryer

Foot Fetish

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 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.
I want you to lick my feet.
I will step on your food barefoot and you will clean the food off my feet.
You are going to help me into and out of my footwear at all times
I want you to massage my feet on the street today
You will apply bright red lipstick to your penis and tell it to kiss my feet as an apology for its size.
You will kiss my toes from left to right every night before going to bed.
I will trample banana with my heels and you are gonna lick it off my heels.
You will learn how to do a proper pedicure and give Me one every week
You will sit on the floor naked and keep licking one of your feet until I tell you to stop.
I will wash my dirty feet in this basin filled with water and then force you to put your face in it!
I'll have some friends over and I'll tie you up and blindfold you. Then you have to smell Our feet and guess which one was Mine if you don't want to be punished!
I want you to go under the dining table and massage the feet of the guests.

Orgasm Control

Masturbate in front of Me while I talk about my experiences with My lover. You are allowed to edge yourself, but you must not cum. Each time you get close, you must thank My lover for being better than you.
I want to see clothespins on both of your nipples while you edge yourself
While I’m on vacation you’ll stay at my home. You’ll stay in chastity and I want a clean house when I return. If I’m not pleased you’ll be punished.
I will edge you with a dildo or vibrator, then ruin your orgasm by pressing down hard on your prostate just as you are about to cum.
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 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 jerk you off for five minutes. If you cum during that time, I will put you chastity cage for 30 days.
You will be gagged and blindfolded, your wrists and ankles bound to the bedposts. I will tease you with a series of slow, sensual touches and deny you any release until you beg with tears in your eyes.
I want you to masturbate yourself only with a corner of a table.
I will make you cum on a buttplug and put it up your ass. You are only allowed to remove it after you've come a second time.
After two weeks of chastity, you are finally allowed to cum... as many times as you want. But you will only cum on the floor and must lick your cum until the last drop. Of course, at the end of the day...back in chastity.
Mistress will lock your chastity cage to the kitchen table with a leash until you make her a meal, let her eat it without looking at her, and clean up the entire kitchen afterwards.
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 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.

Maid

I want you to feed me in the bed.
You will pour jam into a pair of stockings and clean the floor while wearing them.
I will make you wear a maid costume and do all my household chores
I want you to meticulously polish every piece of silverware in the dining room. Make sure each piece is spotless and shines brilliantly. Once done, present them to me for inspection.
I want you to wake Me up every morning by serving me some coffee and the newspaper
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.
You will follow me all day a few feet behind and pick up any litter or tidy up any mess I make immediately.
I will instruct you to fill a basin with warm, scented water, and you will attentively soak my feet, ensuring the temperature is just right.
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.
I want you to prepare a romantic dinner for me and my lover. You will cook a three-course meal, serve it with elegance, and ensure every detail is perfect. During the meal, you will remain silent and attentive, ready to fulfill any request we may have.
You will learn how to do a proper pedicure and give Me one every week
You will wear nipple clamps and start cleaning until the floor is spotless.
I want you to clean my dungeon and all the equipments in it
I want you to clean the toilet bowl.
I want you to cut the grass naked in the garden.
Mistress will lock your chastity cage to the kitchen table with a leash until you make her a meal, let her eat it without looking at her, and clean up the entire kitchen afterwards.
Anal plug
Belt
Cock lock
Computer chair
Handcuffs
Ice cubes
Lubricant
Nipple clamps
Toothpaste
Vibrator

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