Best sissy maid pictures especially bondage

The best sissy maid / sissy / maid pictures, especially those featuring bondage with my fantasy comments which I think improve the wonderful pictures even more.

[humbled-man]

[sissybarbie1066]

You only have yourself to blame, you know that sissy maids are not allowed to sit down without their Mistress’ permission, and then you answered back saying you were tired! I will not have it. The red ball gag will silence you and you will soon find out the true meaning of being tired. I am sure you have already found out, if you relax your legs, your crotch falls down and it is extremely painful. You cant rise too far because your wrists are restrained by the pillory. You cant straighten you knees because your ankles are in the stocks. You will ride my horse, I call him Vlad by the way, until I am sure you have learned your lesson. I will draw the curtain now because I am sick of the sight of you. I might unveil you briefly or exhibit you to encourage trainee maids to work harder. That will be so humiliating won’t it. You will of course remain perfectly dressed and ready to serve me as soon as I choose to release you. Don’t give me that look sissy or I might stick my thumb in you eye or hold your nose until your demeanour changes. You seem to have forgotten you are my property to do with as I please. Your life is now one of service and nothing else, no pleasure, no rest, no comfort, no entertainment, nothing unless I choose to reward you for exceptional service.

[subjamie68]

[sissybarbie1066]

If you hadn’t said you had finished your chores and could not find any more to do then maybe I would have allowed you to carry on working. Let this be a lesson to you, a sissy maid’s work is NEVER done. As you were too lazy to find more things which needed your gentle touch, then like any of my possessions which are not being used, you have been placed in storage. Your neck will soon tire but don’t let it droop. You will have realised already you can’t nod or shake your pretty head. Don’t try to sleep either. What’s that? I can’t understand your meow. If you are asking what I put on your lips it was just superglue. Same as the tip of your tongue which should be stuck to the roof of your mouth by now. I don’t want you ruining your uniform with leakage from your bodily openings. If I find it soiled with any drool, tears, snot, vomit, urine, faeces or sexual fluids then you will be severely punished, starting with an extension to your period of storage. I will not have you ruining your makeup, nor pulling your hair out. I am going out now and won’t release you until I need you to serve me, and you must still be looking your best. This room is soundproof and windowless and your bonds are taut, no slack at all so you cannot even wriggle across the floor. Don’t struggle against you bonds. If you are not exactly where I left you you will also be punished. Anyway, I will lock this steel door and all the outer doors and windows on my way out as two extra levels of security. Before long your muscles will begin to cramp. Don’t worry, it is intentional, just part of your punishment. Don’t imagine you will be given any time to recover though, if you are unable to serve me the instant you are released, then I’ll beat your bottom so hard it will bleed and then fit you with a stainless steel collar one size smaller so it affects your blood circulation. If you don’t want to become a zombie, unable to think properly, only able to obey simple orders then you had better work through the pain of your aching muscles.

[subjamie68]

[sissyslutphoebe]

Nnngghhhwow… feminized, immobilized, enslaved

[sissybarbie1066]

Oh don’t worry about that, its just my new maid, I feminized her today and she is learning respect. You can see it growing in her eyes, she is hoping I have returned to release her but I enjoy the way she is so helpless. You can see from the cloth she has been squirming until she has realised that if she continues she will fall off. If that happens, she knows that tied like she is, she will quite likely break several bones and dislocate joints and damage lots of soft tissue.

No she can’t lower her head, the hair at the back of her head is tightly wrapped with cord, you can see it running to the main brace connecting her back and heels. She will have tried to lower her head and felt the painful tug on her hair when she did so.

Yes her neck muscles are of course in agony holding that pose, but not just that, by now cramp will have set in, especially in her legs. The tendons in her ankles are held over centre so even if she had free movement she would need to put her foot on the floor to ease the pain. I am glad the heels have not broken off her shoes. The ropes are probably cutting off the circulation to several parts of her and adding to the cramp in her lower legs and hands. I have even immobilised her fingers. The only things she can move freely are her eyes and eye-lids. If I hold her nose and put my hand over her mouth then her lungs are under my control,

In a while I will remind her that I can put her back in this position any time I choose for as long as I choose. If she is loyal, humble, respectful, works hard and looks pretty then it will please me and I will be merciful but the slightest failure and she will be back immobilised, and a second offence will be for twice as long and the time will double for every failure. Either she pleases me through her labours or she pleases me by suffering, I do love to see a maid suffering. I can pinch her and poke her and pull her arms up or her feet towards her head or flatten her wind pipe with my thumbs or write onto her flesh with a hot soldering iron and she just has to take it.

I know from my previous maids that she will learn her lesson. Eventually I will go too far and will break her like I have broken her predecessors but disposal is easy and there are so many more who think they will enjoy being enslaved as a maid that getting a replacement is easy. They even offer to give up all their money and let me sell off their possessions to make their fantasy into reality. I prefer a clean break, sure I’ll take whatever cash they can bring with them but I don’t let them know where they are coming to or my name and I don’t gamble with being traced in any way. They submit once and thats it, they are imprisoned until I dispose of their corpse.

Please remember it is my fantasy to be this maid and be enslaved and brutalised. I am putting words into the mouth of my fantasy owner, I would never be so utterly horrible to anyone else. Nor do I want my fantasy to become true but hope you enjoy sharing my thoughts. No offers to be my owner please, I already have a Mistress and within three months will be her live in 24/7 lifestyle maid. I know such positions are very rare indeed in real life. People often pretend I know and I expect you will never believe me, but for me it is actually happening, It takes a great deal of mutual trust and we are both giving up things to make our shared fantasy happen.

[maidfortransfetish]

[sissybarbie1066]

The angle of her shoulders must be extremely painful, she is utterly at her Mistress’ mercy. Apart from her head, any movement whatever would be agony. She is terrified of tottering on her high heels and dislocating her shoulders. Her head was doubtless hanging down and her Mistress has lifted it up. The maid says “Please Mistress, I promise I will try harder and not answer back, I will always be respectful and totally obedient. I am very sorry.” Mistress says “You will be. You have been a very naughty gurl, but I am going to help you by changing your attitude. I will do this by giving you a hundred strokes over the next eight hours then you will remain in this position while I am tucked up comfortably in my nice warm bed, then you will have another hundred strokes over the following eight hours tomorrow. At least twenty four hours in total. If you complain or simper or I see you shed a tear then I will add some more time and more strokes.You must not sleep otherwise you will injure yourself. If you cum inside your chastity device I will add to your sentence. If you wet yourself or dirty yourself except when I have a pad there to catch it, then you will be punished. I am sure this discipline will be of great help to you. I am so very kind to you aren’t I?” The maid whines “Yes, thank you Mistress.”

[sissybarbie1066]

Mistress Lady Penelope Services #1 Prissy Sissy & Sissy Maid Training

Mincing Prissy Sissy Training Service, Crossdressing Service, Sissy Maid/French Maid Training and CP. Join Mistress Lady Penelope where fantasies become reality..

I am lifestyle maid sissy barbie, 24/7 live-in maid to Mistress Lady Penelope.

[sissybarbie1066]

Under maid Sissy Barbie failed to clean the toilet properly and so Mistress Lady Penelope has put her in an arm-binder, collar, fetters and a gag which has a toilet brush attached. Head maid Madam FiFi has been instructed to attach a leash and lead her to the toilet and force the brush down the toilet so that Sissy Barbie can clean it the hard way. Her knees are so far back that she finds she is past the tipping point so even without Madam FiFi’s hand pressing down on her head, she has to support her weight partly on the brush in her mouth. She cleans around the bowl until it is spotlessly clean and hopes that her Mistress does not have the toilet flushed whilst her face is in it. I am Sissy Barbie and I would like to add that I had to be pulled up to get out of this position and then continue to kneel obediently while the water dripped off the brush back into the pan.

[maidfortransfetish]

[sissybarbie1066]

Wonderful picture. I presume the chain going down attaches to a chain between a matching pair of stainless steel fetters. Maybe she is barefoot or maybe she is wearing a pair of pink very high heels which are locked on. Just wish the snap hook on her collar was a padlock instead. Would be better still if she was reaching up to try to unhook her leash from the wall with the chains taut so it was clear that reaching it was impossible and she will remain helplessly tethered until someone comes and releases her. Like a cowboy’s mare hitched to the rail outside the saloon waiting for its rider to come out and mount up. She is standing on a plain wall with nothing in reach, nothing to do but wait. Her right hand is supporting her collar, it and those chains must be heavy for her to want to protect her throat like that. She knows if she speaks she will be gagged and then punished. I feel sure she is locked into a chastity device so that sexual self gratification is denied her, as is every other pleasure. If she messes up her hair, her face or her uniform she will surely be punished. Slowly her hunger, thirst and her need to visit the toilet will build and she has no idea when her tether will be released. For now her services are not required, she is a pointless spare part in her owner’s universe. She feels unwanted and longs to be allowed to serve once more, to put some purpose back into her existence. She would love for her superior(s) to come and sit and get pleasure from watching their possession humbly waiting. Maybe she would politely ask “Please Mistress/Master, is there anything I can do to make your life better in some way?” She knows, when the time comes, only her tether will be released, her bonds are her constant supervisor, making sure she cannot fight back against her custodian. She can remove her gloves through the cuffs to do cooking, washing up, scrubbing the floor and similar chores. She would prefer to be used of course but abuse would also be welcome, just as long as it fills the emptiness she feels. Possibly elsewhere her ruler enjoys the thought of her standing and waiting patiently, just like the fridge and all the other domestic appliances. It has long been said, they also serve who only stand and wait.

Tags sissy maid bondage cuffs collar chain tether wrists heavy stainless steel pink satin

[fedomsissy]

[sissybarbie1066]

Love this picture but cant put my finger on why. Dress nice, collar is controlling but maybe its fear and helplessness in the eyes looking at the implements on the rack in the mirror. I imagine she is under strict control and worked hard for long hours with little or no reward. Dressed to please her owner not herself and unable to remove the clothes or leave and the smallest sign of rebellion or lack of respect is crushingly punished.

[sissymaidvivian]

[loving-julia-valentina]

Follow us at Julia’s Daddy and Julia Valentina

[sissybarbie1066]

If you want to meet this maid and be trained by her Mistress, visit http://ladyp.homestead.com/ and book a session. Today I sat in the very room pictured and had lunch with the pictured maid, Madam FiFi who is head maid to the Pro Domme who took the picture, Mistress Lady Penelope. If you have been deceived by the implication that this is a recent photograph of the services of Julia’s Daddy and Julia Valentina then let me tell you this photo was taken about 12 years ago to promote Mistress Lady Penelope's services, the room is Mistress' lounge. I think you can imagine how she feels when a competitor seems to be trying to take credit for her hard work.

[sissymaid-kellie]

[sissybarbie1066]

Oh I wonder what Mistress Lady Penelope instructed Head Maid Madam FiFi to do next. Did Mistress have the chain tied up high so the prissy sissy had to bend forward? Was sissy left like that? Did Mistress use one of the canes in the corner to turn poor sissy’s bottom crimson? Was she led outside into the screened area at the back of the house? Did she have to sing and dance to entertain Mistress?

[babette-ts]

Submissive Satin Maid in Training

[sissybarbie1066]

Close you eyes. Open wide. I am going to give you something to eat, you will swallow it no matter how nice or nasty it is, no matter how hot or cold it is. A well trained maid trusts her Mistress will not do anything to harm her and always obeys. Now that was not so bad was it, GOOD GIRL.

[meidosam]

[sissybarbie1066]

This beauty has been kept on tenterhooks for three hours awaiting the result of her quarterly appraisal. Her owner has enjoyed watching her, helpless as a poor cow in a crush crate while listing her successes and failures and is about to rate her overall. Will it be her regular milking? Will she be rewarded with an orgasm? Will she be severely punished for failing to give outstanding service? She pleads for mercy even though she knows the decision has already been made.