When Miss came home I expected to be punished but She just patted my bottom and allowed me to kneel and kiss Her bottom, lucy looked ever so jealous.
Miss went out to relax in the garden and pool calling mollie to fetch Her some chilled white wine, and some strawberries and cream. Mollie looked very hot and bothered when she came back to join the rest of us busy in the house, because Miss was sunbathing and swimming in the nude.
When Master came home a little later He called both lucy and I into the lounge and for a moment of dreadful choking panic we were expecting to be punished again. But instead He put us over His knee in turn and just spanked us, very firmly before we gave Him His welcome home BJ together. He came such a lot filling both our mouths and finishing all over both our faces. We were looking up at Him still squirming desperately on our plugs our faces slimy with His sticky pleasure, our mouths very full waiting for His permission to swallow. While He sat there above us enjoying His whisky.
“You may swallow maids.”
“Yes Master thank You Master.” We gasped and blurted after 3 very thick gulps each.
“You may kiss and thank each other.” He told us
“Yes Master thank You Master.”
“Thank you for pleasing Master, this maid (meaning myself) hope she pleased Him as much as you did.” We both whispered to each other.
Both our mouths were still very sticky
“Another drink maid lucy.” He told her undoing the cuffs and releasing her wrists.
“Yes Master thank You Master.” She said standing up gracefully, with only a slight wince from the Kali’s teeth visible and curtsying.
He reached down and pulled my panties from around my ankles, He had lowered them to spank my bare bottom earlier and had left them lowered. He pressed them to my lips but didn’t push them into my mouth.
Lucy’s panties were still around her ankles as she went to bring Him His whisky
“Clean the couch maid emily.” He told me pointing to a large stray cum splash. He didn’t uncuff me.
“Yes Master thank You Master.” I whispered holding the panties in my lips to clean the leather couch.
When lucy returned with His whisky He sat her on His lap, while I continued cleaning the couch. I was
so jealous. But then after taking a gulp of whisky told lucy to kneel at His feet too and polish His shoes with Her panties. She wasn’t put in the leather sex cuffs again but told to put herself in curtsy cuffs and just use her panties in her mouth to polish His shoes. Then when He was satisfied with the couch told me to polish His shoes with lucy.
“Eyes down sissies.” He told us
“Yes Master thank You Master.” We mumbled submissively, half gagged holding our panties in our lips.
They didn’t need polishing at all but we dutifully polished the leather in small circles until He decided His shoes had been polished enough, He told us both to stand, and uncuffed me too. Allowing us to put our panties back on.
“Yes Master thank You Master.” We curtsied
He reached behind us and snapped the elastic on our panties, making us both squeal prettily, then slapped our bottoms, causing us to squeal prettily again. He smirked and took another manly slug from His whisky. Sometimes He enjoyed making us swap panties, knowing how humiliating it felt to feel the residual warmth of another maids intimacies, in the satin mingling with your own.
“The pleasure was all mine sissies.” He told us, reminding us if we ever needed reminding that we were in chastity and He was not. That we were for His pleasure.
“Oh Yes Master, did we please You Master ? thank You Master.” We sobbed needily
He didn’t bother to reply, why should he.
He also did not mention the teeth, though He knew full well Mistress, or Miss in my case had imposed the horrid ring of sharp teeth on both of us. He like most Real Men didn’t really approve of the Kali’s teeth. Most Men did not or were rather squeamish about the devices, real or virtual. But it was Misses decision to punish us this way. So He was pleased to at least tolerate go along with it. Watching us squirm with need and trying not to show our winces with every tiny shift or movement. It also didn’t stop Him from sending us hurrying back and forth fetching Him drinks and snacks from the kitchen, before dismissing us back to our chores.
Another thing Master didn’t quite approve of usually was the humbler when we still had our clitties and
cherries. Miss occasionally liked to lock us individually but often all in a row in the humbler, just our cherries being temporarily freed from the all enclosing chastity device so that they could be secured and exposed behind us in the horrible humbler. Then we might be swatted with a special firm but supple paddle, when they wished to, or if we made any unwanted sounds. Often we would all be lined up in a row in the long pink plastic humbler, unable to move without a great deal of discomfort and any slight movement causing distress to all the maids around you as well as yourself. Nonetheless we all squirming internally in dreadful fright, because we might be swatted again at any time. And we would do anything to avoid that shooting electric pain, down there. All the while Miss and Master had sex, and usually loud sex, apparently the humbler was quite a turn on for Miss, putting us in it at least. There was special very low alcove in their bedroom, I think originally intended for box storage, where we could be secured kneeling face down, in the sex cuffs and cock gagged. Our ass and cherries exposed seemingly high in mid air behind us. With a leather curtain across us to keep the heat and moisture of our fright in the humid darkness, listening to them enjoying sex.
Another punishment Mistress and Miss used was keeping us cock gagged all day, especially for gossiping or asking inappropriate or naughty questions. It is used sparingly though not least because Mistress and Miss very much that moment when they tell us to fetch the gag to impose the punishment on us. And the very sexual fear and distress in our eyes over the gag. The pink leather strap buckles behind our heads has a wider front to keep the gag firmly in place. With an embossed pouting lip motif sewn into the leather. Some Mistress do keep their sissies gagged, if not cock gagged all the time, but for most Ladies it diminishes the pleasure somewhat. The gags are not small or comfortable, pushing all the way to the back of your throat, and are impossible to ignore as you struggle with the gag reflex constantly. Its horrid on your own but even more horrid when all the maids are gagged, I remember one weekend where I stayed with Miss and all the maids were gagged the whole time. I never did find out why.
Being cock gagged is horrid but not as horrid as the mouth open gags, shaped like an exaggerated pair of open lips around an O ring, cushioned so that a Real Man could easily fuck your mouth like a toy unencumbered so to speak, like the fucktoy you were to Him. Or actually pushed into your bottom for the same purpose. Mainly used for parties or gang bangs at the hotels, when your holes were not in use, you were left still on the gag or ass harness and plugged with an large phallic dildo inserted through the device. We all feared and hated those O ring devices, and thankfully the Men didn’t enjoy them too much either preferring our tight little asses and the spluttering and suction of our mouths.
Sometimes when Miss and Mistresses went out together, and Master would stay over at Mistresses house, He would leave their sissy maids in this position until He returned to release in the morning. Well actually the house AI would release them electronically in the early morning so they could begin their chores for the day. He didn’t always stay over by the way. Sometimes I would be sent to bed early, and quite disappointed. Miss might tease me that Master was at home enjoying the maids, or at another house enjoying the sissy or sissies there who He owned the keys for. Actually owning the keys was purely symbolic, most Mistresses would allow use of their sissies anyway. But master had His own little black book, so to speak of sissies. A large bunch of keys was a status symbol for the Real Men here though. And although neither I or Miss’s maids could count, we knew there were way more than 5 keys on His ring.
“I don’t know why you are looking so forlorn sissy emily.”
“Yes Miss thank You Miss.”
“It is forced bi and only because your Mistress insists, isn’t it sissy.” She would tease
“Yes Miss, it is Miss thank You Miss.”
“Kneeling in front of Him in your pretty pink babydoll and sucking His cock, not sissy-gay at all.”
“Yes Miss thank
You
I remember once, when He had stayed over, getting very tearful in the morning after I had served His breakfast and He had permitted me to swallow His morning BJ load. Thinking about His maids at home, and how they might be punished for not starting their chores in time, when they couldn’t help it. He had allowed me to remain sat on His lap and told me not to worry my empty blonde head over it. Telling me they would all be unlocked automatically, I didn’t understand what He was telling me but I still felt mollified. I was clinging to His arm with my trembling fingertips
“And if I wish to punish the maids the decision is mine, is it not sissy.”
“Yes Master thank You Master.”
“Whether they think they deserve it or not.”
“Yes Master thank You Master.”
“But I think you need a spanking now, for your curiosity sissy.”
“Yes Master thank You Master.” I had whispered. Frightened and excited.
Really He had just wanted another BJ before setting off for work, and wanted an excuse to spank me. not that He needed one but He always made something up. And the more unfair, and not at all my fault, it seemed the better in His opinion.
And secretly, though I know He knows it too, as much as I deny it to myself it is so exciting to placate Him so intimately after He has punished me, over His lap. His cum tastes so thick and manly after He has spanked me.
Lucy and I had hurried back to our chores there was still plenty to do, and He had a quick shower,
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although we had licked and sucked Him clean I suppose His cock might still have felt sticky and warm to Him, and gone for a run along the beach, before joining Miss by the pool. While we continued our chores. Mollie and sophie attended the pair in the evening as they had a light dinner. The rest of us continued with the housework until bedtime.
Later that evening at bedtime after our enema, Master had allowed us all to pee, perching on the toilet seat while He watched. In the Kali’s teeth this was rather distressing. Even though the urethral tube affixed to our chastity buttons prevented any sort of masculine gushing. Just a wet leaking sensation, there must be very slight swelling too. because as lucy and I both peed, so to speak, there was the awful bite of the ring of spikes stinging our little virtual clitty. And because of the toilet auto conditioning, we all still felt and behaved as if were nearly full to bursting.
Master was unconcerned though, or rather He was actually pleased sitting there watching my face as the realization hit me. He sat there casually watching us as we all got into our pink babydoll nightdresses. Then left us as we fussed with our hair and makeup.
Later on though He came back into our rather cramped bedroom and sat in the very comfortable armchair, the cha that none of the maids were allowed to sit on, and called me over. I was put over His knees and spanked in front of the other maids then rather than fellatio as I expected, He seized my wrists bound in the cuffs as they were for the spanking and with His other free hand unplugged me with a loud lewd squelch, He slapped my bottom. Then with His strong hands lifted me up, very easily I must say, His trousers open now and His cock already very hard. Lifting me onto His waiting cock as He impaled me on His lap.
As if an afterthought He called lucy over and slapping her bottom told her to remove her panties so He could gag me with them, then she was sent to fetch Him a drink.
“Nice and slowly sissy emily.” He told me
My reply was muffled by the pantie gag. With His thumb He pressed the panties a little deeper into my mouth
“Eyes down sissy.”
Again all I could do was whimper and moan. He always felt so much more massive inside me like this. It was one of favourite positions for Him and some of the Sirs. Sissy on top it was jokingly referred to, where a sissy in the sex cuffs of course was impaled on your lap and to squelch and squidge up and down slowly, grinding for your pleasure, with sissy doing all the work.
“You too maid lucy, eyes down.”
“Yes Master, thank You Master.” She whimpered.
“In fact, all of you on the bed face down in curtsy cuffs bottoms in the air.”
“Yes Master, thank You Master.” They all chorus together. I was facing Him, well facing His chest and belly, but from the position of the chair I could also see all the other maids squirming on their plugs, all in sync with my up and down motions.
“Wiggle those pretty bottoms.”
“Yes Master, thank You Master.” They all whimpered obediently
Miss came into the bedroom “Whatever are you doing…” She half asked Him then laughed and left the room.
“Eyes down sissy, and slow down sissy you are here for my pleasure not your needs”
My reply was muffled again as I continued pumping Him, fucking my own ass for his enjoyment. Trying to hold onto Him, with my internal muscles and failing completely. The lubes made it impossible to hold or control my slipping down on Him, He felt so massive in this position and all I could do was squidge up and down, breathless panting and gasping into the pantie gag.
Then finally with a very deep and satisfied sigh, more of a groan really, He came massively inside me, and allowed me to lean on His chest while I was still penetrated, He continued pumping for a few moments and sighing with satisfaction. While I was shuddering with unsatisfied need and submission to His pleasure.
Lifting me off Him, He quickly replugged me and pulled my own panties back up slapping my bottom sharply, happy. He ungagged me and called lucy over to put Her own panties back on, the other maids were still face down on the bed.
“Thank You for allowing me to please You Master.” I whimpered tearfully.
“Lick me clean maid emily you too maid lucy” He told lucy and I .
“Yes Master, thank You Master.” We both whispered excitedly hoping He might want a follow up BJ.
He ejaculated an unexpected spurt into my face.
“Oh wait, give maid lucy a taste too, lick her face and you may swallow that lucy, you too emily.”
“Yes Master, thank You Master.” She and I both said.
We continued licking Him clean then He told me to kneel on the bed with the other maids, squirming listening to lucy licking Him clean expecting Him to want a BJ next. But He also told lucy to get on the bed.
“Hey what that trigger again ?” He shouted out to Miss
“Which trigger.” She said coming back into the room, then saw us all kneeling face down on the bed.
“Oh that’s a blast from the past isn’t it” She laughed
She told Him something and He said a word we didn’t understand and another second word too. it was
auto conditioning and all of a sudden we all felt like we had been cock gagged and locked in the sex cuffs, all in row. But then also virtually in the humbler too all in a row with our virtual cherries tiny but swollen totally vulnerable behind us. We all sobbed in total misery. He stepped behind us and one by one lowered our panties and squeezed our cherries then allowed the elastic from our panties to snap back against our taut virtual scrotums, one by one we all squealed in pain, then whimpered fearfully totally distraught as He swatted each of us with the paddle.
Miss interrupted Him “Can you please hurry up.” She told Him impatiently apparently they were going out for the evening. We didn’t know this of course
“Sweet dreams, little maids.” He told us closing the door on us, and plunging us into total darkness. Expecting His or Her return at any moment and another swatting. To make my discomfort worse my panties were still now incredibly slimy & sticky, very uncomfortable.
We did all manage to drop of to sleep quickly albeit sleeping rather fitfully, waking up every so often. The most horrid nightmare was dreaming He or She had swatted the other maids and it was your turn, and just as the paddle hit you woke up, and for quite some time you couldn’t be sure if it was a dream or not.
Master and Miss came home much later, most likely in the early hours, but didn’t bother calling any of us to serve them. Leaving us in the virtual humbler to sleep in fitfully in bursts until the house AI released us in the morning ready to start our chores. Lucy was chosen for His morning BJ & even after a night in the humbler, or was it because of the night in the humbler, I was so terribly desperate to be in Her place. In any case sissies are always desperate to please after penetration to perform oral especially a BJ. My need wasn’t important though, only what He wanted. I wasn’t even chosen to serve Him breakfast just sent to the housework with the other maids while lucy and mollie served him in the kitchen.
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