Slave JimmyJones
Free
$
Male,
45 yo
Canada - Winnipeg
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
This is a big step for me. I have not met a women who is into this life style so I have not been able to fulfill my fantasies. I am new to acting out these fantasies so please take it easy... at first.
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
You will insert a phallus shaped vegetable of my choice in your asshole
You will wear a Lovense toy in your ass when you go to bed naked. While you sleep, I will tease and play with your ass. In the morning you will send a picture of your bed. If there is a wet spot, I will punish you.
I will have you tied up on all fours, pegging you from behind, while making you watch gay porn on a laptop.
I want you to suck this dildo while I fuck your ass with my strap on
I’ll make you bend over and grip the edge of the bed, staying completely still as I use the dildo to go as deep as I please.
I will lubricate you ass with your cum before taking your ass
You will clean my kitchen wearing pink panties only, with a butt plug nicely inserted, while my friends and I watch.
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 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.
I want you to wear your rosebud all day and send me 3 pictures of you wearing it in 3 different public locations.
I want you to kneel naked in front of a mirror, repeating out loud how unworthy you are as you ride a dildo.
As punishment you will bounce up and down on this dildo while singing Britney Spears, "Oops I did it again" at the top of your lungs until you are permitted to stop
I want you to moan loudly while I fuck your ass.
You will get a replica of your pathetic cock made. I will fit it to my belt, then you can get ready for some pegging!
Nipple Play
Stand with your legs spread wide and your hands behind your head. I will use a pair of nipple clamps to tightly squeeze your nipples, tugging and twisting them periodically for 10 minutes.
I will drop candle wax on your nipples to punish you.
Sissy
You will wear a cheerleader uniform and shake your pompoms for me.
I want you to dress up the same as Me on women's day
You will clean my kitchen wearing pink panties only, with a butt plug nicely inserted, while my friends and I watch.
I will make you wear girly perfume and practice feminine speech patterns.
I want you to go shopping with me and try on the clothes I pick out for you.
I want to test my new make-up on you first before I'll try it on myself.
I want you to tell My friend that you are a girly sissy with a tiny locked clitty and show Her your locked clitty in your pink thong. Beg Her to kiss Her feet while She laughs and takes pictures.
I want you to shave your genitals and ass well. Then you will put skin oil on and wear thong panties for Me.
You will wear lace gloves and delicately serve Me, showing how refined a sissy you’ve become.
I want you to sit in this chair while I tie your arms and feet down, and I will give you a beautiful makeover. You will then put your cock in a chastity cage and we will dress you up in this finest lingerie.
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.
I want you to masturbate wearing panties. Cum into the panties and lick them clean
I will dress you in an elaborate corset and high heels, then have you parade around the room, performing a sensual dance for my amusement.
Discipline
I will be in charge of your food. Every meal must be approved by me. Finishing your meal in the amount I decide is mandatory. Unhealthy food is forbidden unless it is well-earned.
As a punishment I will prepare a pot with ice water and you will crouch on top of it naked so that your testicles rest in the ice water.
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.
Every night before bed, you will lay out your clothes for the next day and send me a picture. You will wear only what I approve, no exceptions.
I want you to make vlogs on YouTube about "How to be a good slave for your Mistress".
You are not allowed to talk to any women without My permission.
I want you to shower fully dressed as a punishment, and dry yourself with a hairdryer
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'm going to tattoo you with a QR code which when scanned will shows that you are owned by Me, your Mistress
I want you to confess to Me every day
While walking in public, you would always walk behind Me
Hang this bell from your cock and edge 3 times. If I hear just one tinkle you will be spanked.
Every time I enter the same room as you, you will drop to your knees, kiss my feet and then you'll continue your duty.
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 blindfold you and lead you through a maze of obstacles, guiding you only with verbal cues. You must trust me completely and follow all instructions.
You will sleep at the foot of my bed, and listen as I have sex with my bull
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.
I will tie small bells to your toes and challenge you to walk without making a sound. If you fail, you will be subjected to a severe punishment.
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.
Kneel down and hold the phone, so that I can watch a movie on it.
You are forbidden to enter to "our" bedroom without my explicit permission.
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
Pain & CBT
I will masturbate you but at the exact moment you want to ejaculate I will squeeze your cock so no cum can come out.
You've been a bad boy, I will hang a weight from your balls and make you stand in the corner holding a penny against the wall with your nose until I release you
As a punishment I will prepare a pot with ice water and you will crouch on top of it naked so that your testicles rest in the ice water.
You will hang ball weights on your pathetic balls and do chores around the house until I let you rest
Stand naked in front of Me and spread your legs wide. I will use a small whip or flogger to lightly lash your testicles 50 times, varying the angle and intensity to keep you on edge.
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.
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 make you tie your balls separately with shoelaces and you will come jogging with Me
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.
You will wear a shock collar for your training and you will receive an electric shock every time I am not pleased with you.
Hang this bell from your cock and edge 3 times. If I hear just one tinkle you will be spanked.
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 drop candle wax on your nipples to punish you.
You will lie on your back with your legs spread. I will tie a string around your testicles and pull it gently, gradually increasing the tension until you are on the brink of discomfort.
I want to tie my purse to your balls while you stand in utter pain as I add more and more weight.
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 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 wear shoes too small for you and accompany me shopping
I will tie your hands to the ceiling and whip you if you deserve punishment.
You will wear a spiked chastity cage, then I will try on bikinis, which you will have to rate 1-10.
My friends are coming over we are gonna have faceslapping party with you, we will spit on your face and slap your face
I've decided I would prefer your cock and balls to be hairless I don't like looking at your bushy groin. Go fetch the tweezers and get ready for a long night.
Bondage
I will tie your wrists and ankles to a chair, then edge you repeatedly with a vibrator. You must hold back your orgasm until I give you explicit permission to release.
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 wrap your arms behind your back in a strict armbinder, leaving you helpless to struggle while I toy with you.
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 chain you to the floor with a short leash, wrists locked together, forcing you to stay kneeling like a proper slave.
You will share your deepest fantasy involving Me. You will then be tied on a chair and blindfolded, as My partner and Me play this exact fantasy, except you don't get to partake in it.
I will make you tie your balls separately with shoelaces and you will come jogging with 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 wear a shock collar for your training and you will receive an electric shock every time I am not pleased with you.
I will wrap you up in a blanket burrito and grind on your face until I'm satisfied.
You will wait in front of my door blindfolded. I will pick you up and use you for my pleasure but you won't see me. I will release you after 2 hours in front of my door, you will remove the blindfold and leave.
You will be bound tightly to a chair, spread open and vulnerable, as I take my time deciding what to do with you.
I want to put you in a vacuum bag in my wardrobe so that only your head comes out of the bag.
I will blindfold you and use a vibrator on you until you plead for mercy.
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.
I'm having visitors. I'll put you in a cage under the table and put a sheet over it. I don't want to hear you all evening, otherwise my visitors can have their way with you.
My bull is coming over to fuck me. You'll be tied up and gagged under the bed, so you can hear me getting fucked. If you stay quiet I'll let you clean me after me and my bull came.
Pet Play
I will put a short leash on you and tie the leash to my ankle so you will have to follow me on all fours everywhere I go
I'm having visitors. I'll put you in a cage under the table and put a sheet over it. I don't want to hear you all evening, otherwise my visitors can have their way with you.
You will be muzzled and leashed, crawling behind me as I drag you to your next use
Humiliation
You will get a replica of your pathetic cock made. I want you to use it to practice giving blow jobs from now on.
My friends are coming over and We will write humiliating and degrading words all over your body, with markers, while We laugh at how pathetic you are. You will thank each of Us for the attention you do not deserve.
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.
Kneel before me and apologize for your existence. Make sure to look me in the eyes and tell me in detail why you are grateful to serve Me, emphasizing your worthlessness without Me.
You will wear a cheerleader uniform and shake your pompoms for me.
Whenever I order you will take a remote-controlled toy and wear it around all day. I don't care what you're doing right now, whether you're shopping, you have a meeting or you're just free. If I want to, I'll play with you. If it doesn't really suit you at that moment, you can try to beg me to stop and hope I take pity on you.
You've been a bad boy, I will hang a weight from your balls and make you stand in the corner holding a penny against the wall with your nose until I release you
I want to watch you calling someone on the phone while jerking off and cuming before you hang up
You will not marry anyone because your purpose is to serve me for the rest of your life
I want you to masturbate me and swallow my cum.
I want you to fuck a piece of bread in front of Me to completion, and thank Me for letting you relieve yourself
After a week of edging and denial, I’ll send you teasing messages while you’re working out at the gym, making it impossible to hide how hard you get in your shorts for everyone to see.
I want you to suck my man's cock and make him hard for Me
I will pretend to be a doctor and give you a thorough examination, including rectal and prostate checks.
You will wait for me naked in the car parked downtown while I buy something in a shop.
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
You will cum on top of a rusk. I will place the rusk alongside 2 others on a plate. You will be blindfolded and I will present the plate to you. You will take the first rusk you can find on the plate and eat it.
You will lick my asshole while I look for bulls online
You will wear a specific item of clothing I choose under your regular attire to work or wherever you go once a week. You'll send Me proof of this, and each time you think about it, you must whisper "I am owned by My Mistress"
You will buy a custom dildo that has been modeled after your own cock. When I am not satisfied with you, I will make you suck your own cock as a punishment.
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.
You will wear the most humiliating outfit I choose, standing before me as I mock your ridiculous appearance.
I want you to sunbathe in the garden today but you are going to be wear my bikini
You will clean my kitchen wearing pink panties only, with a butt plug nicely inserted, while my friends and I watch.
I want you to write 'I have a small penis' on your chest and parade in front of me while reciting it loudly.
You will perform oral sex on a toy while I film it
I want you to hump a pillow while moaning "I’m a cock slut" until you’re exhausted, no climax allowed
Take off my thong off and put it in your mouth. Leave it there while I finish my dinner.
I want you to watch as my bull cums on my body, then you will use that cum as lube to jerk yourself off
I want you to tell My friend that you are a girly sissy with a tiny locked clitty and show Her your locked clitty in your pink thong. Beg Her to kiss Her feet while She laughs and takes pictures.
I want you to shower fully dressed as a punishment, and dry yourself with a hairdryer
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 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 make an omelette with your cum as an ingredient and then eat it
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 want you to go and buy the most slutty bikini you could find, we are going to the beach
Your hands will be zip-tied in public under a coat. You’ll walk through the store, knowing you're helpless beneath me.
I want you to wear your rosebud all day and send me 3 pictures of you wearing it in 3 different public locations.
I'm going to tattoo you with a QR code which when scanned will shows that you are owned by Me, your Mistress
I will make you look directly into my eyes while my bull fucks me from behind making me cum.
You will take me to the very best restaurant in the city while wearing your cock lock. You will watch me eating the finest food and wine paid with your credit card while you will be eating a salad with water.
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.
I will lead you to a secluded beach, ordering you to strip and pose for my camera.
I want you to wear stockings under your suit at work today
I will make you wear a ball gag under your mask and send you for groceries shopping.
I will suffocate you with my big juicy ass
I want you to smother yourself between my thighs while pleasuring Me till I come. Every time you take a breath I will slap you.
I will cum on your naked body and you will not have the permission to clean it until I say so
You will hang a cat bell to your sex so that your Master/Mistress always hears you moving.
I want you to follow me on all fours everywhere and never stop licking my pussy.
You will sleep at the foot of my bed, and listen as I have sex with my bull
You will wear a ring gag and I will choke you with my strap-on dildo
I want you to clean my asshole full of another man’s cum
As punishment you will bounce up and down on this dildo while singing Britney Spears, "Oops I did it again" at the top of your lungs until you are permitted to stop
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.
I’ll have you write a humiliating confession on a napkin in a coffee shop, leaving it behind for others to find.
I want you standing in the corner with your nose touching the wall, holding a heavy book above your head for 30 minutes!
Wank yourself and swallow your own cum in front of me.
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 use a cock-leash and tie it to my hips, and so wherever I go your cock follows.
I will allow you to cum in my pussy only but you will clean my pussy with your tongue and swallow everything that comes out afterwards
Me and my friends are going to organize a competition for slaves. In that competition the slave have to blow on artificial dick and whoever wins that competition gets to cum so I want you to give your best blowjob.
We will attend a regular party and you will introduce yourself as My slave
You will measure your penis in front of me and announce the measurement with pride
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 masturbate wearing panties. Cum into the panties and lick them clean
My friends and Me want to play a game with you. We will blindfold you and We will let you smell Our panties, you have to guess which one is Mine. If you guessed wrong there would be serious consequences!
I want you to wear shoes too small for you and accompany me shopping
I will be monitoring your browser history weekly, and you will clear nothing without my explicit permission.
I want you act like a dead body no matter what I do to you.
You will be blindfolded and naked. I want to watch you sit down on different objects of various textures and sizes, describing the sensation of each.
I have a session with one of My other slaves in my dungeon. You'll come along and you'll fetch every toy I need. When I don't need you, you'll remain standing in the corner.
I want you to clean my pussy with your tongue after coming back from a date
My friends are coming over we are gonna have faceslapping party with you, we will spit on your face and slap your face
My bull is coming over to fuck me. You'll be tied up and gagged under the bed, so you can hear me getting fucked. If you stay quiet I'll let you clean me after me and my bull came.
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
Foot Fetish
I will attach a bell to your collar, and every time it rings, you must come kiss my feet without hesitation, no matter what you are doing.
I want you to trim and shape my toenails to perfection, following my exact instructions. Any mistakes will be punished accordingly.
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.
Your going to ruin your orgasm onto My bare feet then lick Them clean
Every time I enter the same room as you, you will drop to your knees, kiss my feet and then you'll continue your duty.
Orgasm Control
I will masturbate you but at the exact moment you want to ejaculate I will squeeze your cock so no cum can come out.
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 tie your wrists and ankles to a chair, then edge you repeatedly with a vibrator. You must hold back your orgasm until I give you explicit permission to release.
I’ll tie you up to one of my dining chairs and make you watch all your favourite porn without touching yourself, enduring the frustration of denial.
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.
You will be locked in chastity. We start with 30 days. Every day I'll grab a card from a deck of cards. You'll guess the colour of the card. If you guessed it right the number will be retracted from the total of days in chastity if you're wrong the days will be added.
You will call someone while masturbating and have to cum before the person hangs up.
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 want you to smell my dirty panties while edging yourself
I want you to edge while looking at my juicy pussy
After a week of edging and denial, I’ll send you teasing messages while you’re working out at the gym, making it impossible to hide how hard you get in your shorts for everyone to see.
Ruin your own orgasm in front of me and eat up your mess
I will tease your cock for hours and not let you cum to finally lock you in a chastity cage for another day.
I will tie you to a chair, lock your cock in a chastity cage, and force you to watch me play with my other female sub.
I want you to tell My friend that you are a girly sissy with a tiny locked clitty and show Her your locked clitty in your pink thong. Beg Her to kiss Her feet while She laughs and takes pictures.
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 want you to wear chastity anytime when you are not with me
Your going to ruin your orgasm onto My bare feet then lick Them clean
You will take me to the very best restaurant in the city while wearing your cock lock. You will watch me eating the finest food and wine paid with your credit card while you will be eating a salad with water.
I will suck your cock while you lick my pussy. If I manage to make you cum first, you will be punished!
Hang this bell from your cock and edge 3 times. If I hear just one tinkle you will be spanked.
I will make you mastrubate in front of me, and if you don't cum when I say, I'll punish you.
Wank yourself and swallow your own cum in front of me.
I want you to masturbate wearing panties. Cum into the panties and lick them clean
Me and my boyfriend are going to kiss and I want you to watch us while your cock is still locked in chastity.
I’ll order you to use a vibrator on yourself but never let yourself get close to release, repeating this until I tire of watching.
You will wear a spiked chastity cage, then I will try on bikinis, which you will have to rate 1-10.
My bull is coming over to fuck me. You'll be tied up and gagged under the bed, so you can hear me getting fucked. If you stay quiet I'll let you clean me after me and my bull came.
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
Maid
You will hang ball weights on your pathetic balls and do chores around the house until I let you rest
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.
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 wait by the door, hands folded, ready to take my coat and shoes the moment I arrive.
Clean all the toys and arrange them the way your owner likes it
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.
I will have you organize my lingerie drawer, arranging everything by color and type. Ensure that every piece is neatly folded and easily accessible. You will present your work to me when finished.
You will wear lace gloves and delicately serve Me, showing how refined a sissy you’ve become.
I want to go shopping. You will carry my bags, bring the clothes I like to the fitting room and queue for me.
Anyone coming to My home, I want you to serve them the same way you serve Me
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 will serve drinks from a tray balanced on your back, crawling on all fours. If a drink falls, you will be punished in front of all My guests.
I need to relax so go and run me a nice bubble bath, light some nice candles and bring some wine. You're going to kneel and wear this blindfold and gag, you will hold my wine and phone, passing them to me as I need them whilst I relax in the bath
You are to present me with a menu of possible snacks every afternoon, offering choices and waiting kneeling until I pick.
Anal beads
Anal hook
Anal plug
Ball gag
Bikini
Bra
Car
Chair
Cock lock
Corset
Dildo
Fleshlight
Handcuffs
Lubricant
Mask
Mouth gag
Panties
Prostate massager
Ring gag
Rope
Scissors
Shaver
String
Suction cup dildo
Thong
Ty-Rap ties
Vibrator