Sissies must always attend real Men standing very closely to Sir, He will not respect your personal space, you are just a sissy. He may fondle or examine you rudely, patting or slapping your bottom. A sharp loud slap on the bottom or on the back of your legs stingingly puts a sissy in her place. A sweetly distresses squeal and pout, glossy lips parted suggestively for fellatio. Then a wiggle and a curtsy and a thank you to Sir. Your tiny cage will feel very tight now and your dildo plug very large and penetrating. Even though the silicon infused phallus is quite dry it will feel very wet, slippery and massive inside you. A little gasp of excitement as you glance down at His groin then submissively up into His eyes. Especially if He is already visibly erect or growing erect in His pants. A little near orgasmic gasp of needy arousal for His enjoyment.
You might be sent to fetch Him a drink, a beer or usually something equally masculine. Then you will place the beer on the table bending over Him with you legs and back straight so that your very short dress lifts up and bottom is fully exposed. Some sissies might have implants imposed on them as part of their effeminization, or develop breasts through hormones. In which case they would wear very low cut maids dresses and also display their cleavage for Sirs enjoyment.
He might fondle or slap you again. The palm of His hand finding and slapping the base of your logged bottom plug as He slaps you. You will curtsy and thank Him again. Your bottom smarting in shame more than from the sting of His slap. The hormones make sissy feel always very soft and tender down there and very vulnerable to touch. Then you must demurely and sweetly ask if you may please Him while He enjoys His drink. He might tease you making you ask explicitly to suck His cock. Mistress doesn’t allow Her sissy to use vulgar language so you must ask demurely and opaquely but coquettishly. Until you are quite flustered and red with acute embarrassment. Sir will usually pull you over His lap and spank you, sometimes He might use one of the wide paddles and sometimes Mistress might allow Him to use on of Her thicker canes but never the springy cane She reserves to use Herself. When Sir pulls you over His lap sissy must plead and whimper not be punished too severely. She must make sure that Sir feels her locked chastity against His lap, so that they are both aware the sissy is for His pleasure. This usually spurs Sir to be stricter with sissy.
If Sir doesn’t opt to spank you, sissy must curtsy and reluctantly ask & plead to be spanked, as a sissy must always be kept under strict sexual discipline when serving a real Man.
If Sir doesn’t want to spank or paddle sissy Mistress might send sissy for Her canes or crop and She will punish sissy in front of Sir. A lot of Men enjoy that too they are often especially rock hard after watching sissy getting a cropping.
Even though the leather crop is much more painful than a spanking from Sirs open palm. For sissy it is
much less emotionally painful and far less humiliating than being put over the knee and spanked by a real Man. For this reason to make sure sissy is properly disciplined Mistress will either make sissy bend over in front Sir facing Him, or be put over a bench facing Him, so that sissy has both the intense humiliation of being punished by and in front of a real Man. And the stinging pain of the crop. Mistress knows exactly how to use the crop. Its blade and tab landing perfectly in the softest tender parts of sissies bottom, in the intimate recess of her cheeks. Incidentally the very same area that sissy only kisses Mistress on lovingly and intimately. Never Miss or the other ladies who She kisses on each butt cheek, in greeting after curtsying. And on the softest junction where the upper rear thigh meets the buttock. And then also across these most tender spots. Sissy will be crying after 1 stroke, looking up into Sirs amused gaze helplessly. After six 6 strokes sissy will be sobbing uncontrollably into Her pantie gag, but often Sir will look severely into sissies tearful demeanour and nod for 6 more. Incidentally although the canes and crop are intensely painful for sissy, there is never any permanent damage or wealing, as this would be both unappealing, unsightly and legally problematic.
After being appropriately punished or discipline sissy must always dry her tears quickly and stifling Her sobs smile sweetly and thank the superior for her punishment. That is unless she wants something to really cry about. After one or two repeat whippings sissies soon learn what to do. The crop is an excellent tutor for sissies..
The same with gelding or snipping sissies. So too with any punishment which would leave physical scarring.
There has been a fashion trend amongst some superiors recently to have their sissies branded, as well as tattooed or internally electronically tagged. But branding as defined as physical alteration or damage must be explicitly agreed to at each instance.
Once sissy has signed her sissy ownership contract, it is very easy to coerce her emotionally to signing whatever the superior wants her to. But it is deemed best to distance any semblance of agency from sissy such as agreeing and signing (well thumb printing, as sissies are not usually allowed to read and write once they are owned apart from sometimes reading new recipes). In actual fact many of these things are imposed on sissies anyway and there is little interest in interfering, or post breakup redress in relationships where sissy has agreed to be the inferior party. There is virtually no breakup initiated by the sissy in any case and often if the separation is initiated by the superior it is a change of ownership rather than emancipation divorce for the sissy. On the very rare occasions where sissy has gone ‘free’ she usually finds herself not only in financial dire straits but also publicly and privately ostracized. But more importantly she finds herself emotionally adrift and soon seeks ownership and service again. And because these contracts are evolving as time passes on much stricter terms than any previous agreement. In fact now as the legal situation continuously evolves, stricter conditions for sissy are retrospectively applied. So sissy may never need bother her empty pretty little head about anything other than her chores & obeying her superior and owner.
Most importantly and in any case most superiors find such damage physically unappealing. That is for another scene, here sissy is punished because her superior deems it necessary, not for enjoyment, although some do enjoy administering punishments.
Sometimes sissy might be bent over another Miss lap face down for the cropping especially if this is
Misses boyfriend who has initiated the cropping. Or if Mistress or Miss has decided that sissy has disobeyed or disrespected Miss in some way. Face down on Misses usually short leather skirt, or lovely shiny leggings, Miss and Mistress like to dress very fashionably and seductively, for work and/or leisure. Miss will hold sissy down gently but firmly, quite lovingly. After all sissy is an inferior in their charge and sissies punishment or discipline is as much for sissies benefit as it is for the superiors amusement or enjoyment.
Face down in Her lap and or also looking into Sirs eyes, sissy is acutely aware the Misses arousal, Her little shifts and wiggles in pleasure, the scent of Her arousal, mixing with the smell of Her leather skirt and Her lovely expensive perfume. This is of course totally acceptable Miss is perfectly allowed to get aroused and enjoy the sensation, and enjoy the anticipation of Her own orgasm. As much as sissy is not allowed the culmination of these things. And it is very sweet to see become aware and embarrassed by Misses arousal, watching Her squirm in Her chastity pathetically. Sissy might just be able to twist her head and see Miss looking down with cool amusement, at sissy.
Sissy can usually see Sir getting evidently aroused too, as He sits and watches. Sissy seeing the bulge in His trousers growing massively as He anticipates sissies fellatio lips. His Bulge always seems to be so big, adding to the fear of gagging on His huge cock, when He deep throats Her. Fearfully choking with sexual anticipation and the sting of the whip behind me.
The aim is not inflict pain or bondage for its own sake on, that is for a different scene. But to discipline and dominate her so that she is completely sexually vulnerable and obedient, loving and attentive at both her servile domestic duties and in her intimate service. For Her superiors pleasure and satisfaction.
Sissy will usually be gagged for a paddling or caning, sometimes for a spanking too. Sometimes with Her own panties but more often with a pair of Mistresses freshly removed & warmed panties. Or if it one of Mistresses friends boyfriends the friends warm panties. The silk panties are usually just a little moist and warm. Sissy can hand launder and iron them later to thank the Miss. It is very enjoyable watching sissy taste what she will never be allowed, gagged over Sirs knee. Sissy will usually be gagged with a pair of panties for anal use too. Its just too enjoyable to hear her muffled whimpers and moans of distress, not to stuff a pair panties into her glossy lips. Mistress likes to gag me just as She is pressing her strap on deep inside me, whereas Sir likes to gag me before He leads me away to enjoy my ass. Mistress and Miss usually like to see me led away panties gagged too.
Unless Mistress has curtsy cuffed me for a caning I will always be in my pink leather cuffs for a spanking or paddling. The cuff belt and cuffs set buckles snugly around my waist and then holds my wrists securely at the small of my back. After my spanking I might be released from the cuffs and sent to fetch drinks for the superiors. Sir might be thirsty after the effort of spanking sissy and Mistress and Miss thirsty after watching my sound beating. Its also quite amusing for my superiors to watch me mincing back and forth with my rear visibly red and puffy. Of course I must hurry gracefully and perfectly despite the throbbing and smarting discomfort.
Then I will be cuffed again, the buckle holding my wrists securely and helplessly behind me. Mistress says its sweet to see my little hands clench, weakly, powerlessly. Though often She will tell me to hold the hem of my skirt tightly in my fingers, lifting it up slightly. Sir will push me down on my knees in front of Him. After a spanking He will usually be very hard when He opens His pants. His erection will be right in my face as I look up at Him. I will be allowed to kiss along His shaft and His full swollen balls. Mistress and the other ladies like their boyfriends to be trimmed and manscaped. My face will be in His heat His masculine smell and taste. Mistress likes Her Men friends to be clean and always hygienic. But it is still an overwhelmingly male smell and taste, and as such deeply emasculating for the perfumed sissy.
Then He will nod or pat my head giving me permission to lick and suck His swollen glans. Looking up
at Him obediently, attentive to every little sign of His pleasure and enjoyment. Showing Him how much I want to please Him, how needy I am to please Him. Vulnerable and fearful too of His displeasure, of being punished if He is any way dissatisfied with my oral service. My eyes always in His, although they may dart to where Mistress might be sitting but just out of His sight. As if She might decide to excuse my service, just this once to pardon me, from what She has so often decreed and enjoyed previously. But of course She and Miss enjoy watching my oral service far too much for that.
Mistress and Her friend trained me suck real cock on Miss’s boyfriend. First it was on a strap on or dildo mounted on the wall but then after Mistress had, had me suck Her current boyfriends cock once, Miss brought Her boyfriend round to train me. He is quite well endowed and also seems able to cum quite frequently and copiously. He was also pretty insatiable. Miss often jokes that She sometimes has to tell Him to leave sissy alone so sissy can get on with her housework & chores.
They trained me very strictly and any hesitation from me or dissatisfaction from Sir and I would be bent over and cropped 6 times by both of them. It was the only time Mistress has allowed another lady to use the crop on my behind. Six for disobedience to Mistress, six for disrespecting Mistress, and sometimes six from Sir for failing to please Him. My rear was red raw for a week, until I learned to appear to be totally obedient, pleasing, enthusiastic and grateful to be sucking His cock and being allowed to swallow His cum.
It wasn’t long after Mistress, Miss & Sir had trained me to suck satisfactorily that Mistress allowed Her current boyfriend to take my panties down and anally penetrate me. Mistress had thrown a little party afterwards to celebrate me losing my cherry the only losing my cherry I would be allowed as a sissy. Mistress had carefully selected me knowing that I had never had sex with a woman before I met Her. A sissy just having masturbated freely, before chastity was an anathema to Her, and ideally should not have been permitted. At the party naturally I served drinks to the guests as usual. Some of the ladies patted my bottom patronizingly but most just congratulated Mistress and ignored me except to demand service. However the next day Miss brought Her boyfriend round to enjoy my ass as well as fellatio. And after that first time Mistresses friends frequently brought their boyfriends round to fuck me and enjoy my oral service.
Over time I had found myself getting both appalled & aroused by serving Sir with my mouth. But also desperately wanting to please Him. As if somehow His pleasure was a release or relief for me which of course it never was. After He had cum I would still be locked in chastity, kept soft and tiny and never be allowed to cum. But Mistress insisted that a sissy must worship cock and pleasing Sir and that this service made my own intimate service to Her so much more satisfying & pleasurable to Her which is the most and only criteria for both Her and me.
I will suck and lick at His glans bobbing my taught lips up and down looking up at Him, attentive to His every groan & gasp of of pleasure from Him every shift in His seat. I will be squelching on my dildo plug as I suck Him.
Sometimes I will get a hot splash of precum in my mouth. I look up to Sir in affected surprise and delight. A sweet taste of things to cum Mistress often laughs, but She says that about a mouth full of cum too. Because Sir often wants anal after fellatio and He will cum. And serving Mistress orally too, sissy gets a taste of her superiors who will orgasm on Her lips and tongue, whilst sissy will not be allowed.
Sissy will usually be allowed to swallow the precum quickly without permission, as Sir is excited and eager to fuck her mouth more urgently and deeply. However sometimes sissy will be punished for swallowing without permission afterwards. Tears as the sting of the crop or canes throbs and smarts, contrasting piquantly with Sirs satisfied sexual pleasure.
Sir might smear the clear sweet precum around your lips with the tip of His glans. Perfect sissy lip gloss. But generally He is much more interested in deep throating you after His first burst of pleasure.
Then He will take a fistful of my hair and hold me in place as He pushes deep into my mouth. Forcefully against my gag reflex as I choke and splutter on Him. Always more forcefully and urgently so I struggle sweetly as He fucks my mouth, until His swollen glans are at the back of my throat and His ball are on my face. Sissy must always deep throat real Men, no matter how big they are. He enjoys not only fucking me but dominating me totally. While I struggle not to choke and maintain suction on Him for His pleasure as I bob back and forth on Him. One thing that really maximizes His pleasure is attempting to swallow His shaft, as He thrusts. Your mouth creates waves of pleasure for Him, while it doesn’t allow you to relax your gagging sensation is is very enjoyable for Him and makes Him cum very powerfully every time.
As you suck and bob you squirm and squelch on the dildo plug to increase the sensation of Him fucking you, for His pleasure and your sense of eagerness for Him to enjoy. Looking up on your knees gagging on His cock and gagging on the fear of choking or choking on the thick wad of cum when He explodes in your mouth. Or whether He might pull out and cum not just in your mouth but all over your face and uniform. Mistress usually does not approve of Him cumming in my face, She says its vulgar and rude and that sissy should swallow every last drop of His sticky lust. And if He does splatter your face sissy will be either sent immediately for the canes or crop, or will be sent to fetch them later. Some Men often pull out on purpose, splattering sissies face, enjoying watching or knowing that sissy will be punished later.
Even if Sir doesn’t cum all over your face, you still feel all sticky as if He has done. From your knees looking up at Him as He sits back relaxed, satisfied. And often if He is copious in His pleasure which a lot of the Sirs are. There might be some leakage, or a stray sticky drop or two on your uniform or on your lips. Which Mistress always finds if She wants to. Sometimes if Mistress wants Sir to cum in your face, you might be instructed to remove your panties, or He might remove them and wipe your face with them. Sometimes though not often Sir only wants fellatio and not anal afterwards and you might be sent to face the wall with your sticky face, or dismissed back to your chores and not allowed to wipe your face till later. How emasculating to look up at Sir with your face sticky with His cum while you are kept tiny in your chastity, like sissy should be.
One of the games Mistress boyfriends like to play in the mornings is not letting you swallow until you have served Him His breakfast. Mistresses stay over boyfriends always like to be woken with fellatio. Mistress usually prefers to stay asleep in the morning until later and He has left. Though sometimes She might watch with one eye open and She will want cunnilingus or to queen you later, and you can tell She is very horny because Her nightie will be hot and damp, fetid with Her arousal as She lifts it over your face. Sir likes to make you wait to swallow and sometimes will sit you on His lap then finally allow you to gulp down His now thick and gummy load. This depends on how patronizing He feels towards sissy. Some Men are more patronizing and commandeering with sissy. Others are more dismissive and less inclined to play after they have cum.
No matter how much Sir cums a well behaved sissy always looks up into His eyes and takes 2 or three
exaggerated but petite gulps, a little near orgasmic gasp or pant through still sticky lips to thank Him and add to His pleasure in using you. You might then get a slap or pat on your bottom and be sent to your housework. Or sometimes He might kneel you at His feet to buff and polish His shoes with your panties, while He enjoys a final coffee and smoke before starting His day. Usually He wont bother speaking to you at this point, you are just there to serve Him.
You will curtsy to Sir at the door like a good 50’s or sissy wife waving goodbye to her significant and superior other as they leave for their important and interesting day. Sissy will then hurry back to her chores making sure everything is perfect and shining before waking Mistress later in the morning.
Of course curtsying and waving goodbye to Mistress later in the morning is much more emotional for sissy. She will often be in tears or nearly so, squelching tightly on her dildo too, longing already for Mistresses return. Your only consolation, your first chores of the day will be hand launder Mistresses nightwear Her underwear and then afterwards Her silk sheets. Sometimes if Mistresses boyfriend has stayed over there will be several items of passion soiled nightwear to wash. And the sheets will have been changed at least a couple of times and there will be wet patches to hand scrub clean for sissy, while she squirms helplessly in her chastity, wistfully wondering how it feels to be in His place for just once. Not daring or deserving to ever be though.
Mistress sometimes likes intimate service in the morning, and sometimes likes to queen sissy while She has Her first coffee in bed. However mostly She prefers just a respectful loving kiss on Her bottom, and sometimes Her pubic mound, after She has enjoyed Her first coffee in bed. It is so blissfully lovely to serve or just to kiss Mistress in the morning, before She steps into the shower. Very occasionally, She may instruct you to strip and get into the shower with Her to hand wash Her. But mostly you just tidy up quickly and wait to dry Her with soft towels afterwards.
In many ways knowing sissy will be punished satisfies them that she is just an inferior sissy and there is nothing remotely gay or bi about enjoying dominating and fucking an effeminized sissy. And for sissy it has exactly the reverse effect She feels even more emasculated and sexually subjugated, punished or dismissed after He has cum and she has not been allowed to.
His throbbing filling our mouth cock deep in my throat. Looking up into His eyes utterly powerless, utterly under His command, utterly desperately focused on His pleasure. In desperate vulnerable sexual fright of Him, anxious to please Him perfectly. To not be punished by Mistress or He for failing to satisfy Him. But also to sissies shame because He is your superior and you want Him to enjoy your sexual service. And humiliatingly you are aroused by serving Him. Tight & swollen in our chastity and squelching and grinding desperately on our butt plug. Behind us Mistress and Miss chatting casually, or watching and laughing at how pathetic we are pleasing Sir.
Sissymaids who are owned and kept by a Master or Sir are owned whipped with the crop, before or after oral sex. The nasty sting of the leather crop contrasting with Sirs pleasure. Helping to keep sissy in Her place and also secretly for Sir removing any light tinges of latent homosexuality. Sissy is an effeminate plaything. Though Mistresses sometimes pay very subtle teasing games with Sir. And less subtly so sissy with sissy. She enjoys watching Sir fuck and dominate me, enjoys watching me suck His cock and swallowing His cum. But She also enjoys the slight hint of shame involved with Sir that spur Him to dominate me harder and to spur His sexual performance in Her bed. If I get a harder spanking or cropping from Him as a consequence that is of little interest to Her except She will enjoy watching that too. Mistress always says that anyhow my oral service is so much more attentive & devoted after Sir has fucked my tight little ass.
Then He explodes in my mouth filling it with His thick sticky cum, pumping with pleasure. Holding me firmly a fistful of my hair at the back or nape of my neck. Pumping and thrusting thickly into my mouth for what feels like He will never stop. Until He is finally done, until my mouth and throat feel completely filled. He pushes me away slightly back onto my knees, taking a sip of His drink. I am still squelching on my plug. I must continue to grind and ride my plug looking up from my knees in front of Him until He allows me swallow. Looking up at Him in submissive awe, a real man who is entitled to and who deserves to has cum. How magnificent, how wonderful it must be to be Him, especially at moment such as this. Half choking now on the thick load in my mouth waiting for His permission to swallow. While His cum gets thicker and gummier in my mouth then with a dismissive snap of His fingers Her permits me to swallow and breath again.
Of course He doesn’t cum for as long it feels but it feels like forever, especially as you are always fearful of
choking on all the cum. As He continues to hold firmly you till He is done pumping and spurting. Mistress usually takes much longer to subside as I kneel between Her thighs licking and kissing Her softly and rhythmically as Her climaxes cascade and cascade. In the hot moist darkness under Her skirt, She likes to put the hem of Her skirt over my head. Listening to Her orgasm and orgasm, while I squirm in my chastity and squelch helplessly on my plug. But I love that feeling the shudders and tremors of pleasure & hearing Her orgasm. Her delighted moans and gasps of pleasure.
Sometimes I have dreams that I am serving Mistress orally and I usually wake just as She starts to orgasm. Other times when Sir starts to cum in my mouth or ass. And sometimes it seems that Sir will never stop and I wake as I am choking on thick never ending spurts of cum. Mistress has allowed some of Her Men friends to spit roast me a couple of times but not very often as She says its vulgar looking and I enjoy it too much, which I don’t at all, the discomfort of a cock splitting my ass and gagging at the same time is horrid but the Sirs do seem to enjoy it.
My lips still sticky I gush my thanks to Him. Standing awkwardly to curtsy, still locked in the cuffs.
“Thank You Sir, thank you for allowing sissy to please You Sir, thank You for allowing sissy to taste and swallow Your manly cum Sir.”
“Shush sissy.” I am told curtly by Sir.
“Yes Sir, Thank You Sir.” I curtsy
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“Yes Miss, Thank You Miss.” I curtsy again
“Look how sweetly She curtsies after swallowing my boyfriends cum.” Miss says
“Yes quite the pathetic little blow job bimbo, aren’t you sissy.” Mistress laughs.
“Yes Mistress, yes Miss thank You Mistress, thank You Miss.” I curtsy and hurry to fetch my superiors fresh drinks.
As I serve Sir
with a curtsy He squeezes & pats my bottom so I know that Sir is getting
ready to take me upstairs or into the laundry room to enjoy my ass.
I squirm in fright on my plug. But regardless of my qualms and fretting I know Mistress will be watching my behaviour I have to gasp excitedly but demurely and lean into His rude fondling.
I curtsy again feeling very small and increasingly vulnerable, like a good sissy should be with a real Man.
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