Mistress had visitors this afternoon. Miss, & Ms who quite frankly terrified me every time She visited Mistress. She was a slightly older lady than Mistress & Miss, but still very beautiful and She had an air about Her that commanded respect, even Mistress and Miss were slightly deferential to Her, very slightly though. She always wore very stern looking leather skirts, very well fitted and very sexy, but also somehow very businesslike. With matching knee high boots and usually with an equally well fitted leather jacket. Today She combined the skirt with a thin silk blouse, with a black lace bra faintly but clearly visible underneath. Mistress by contrast favoured mini skirts or leather shorts this summer, and Miss liked A line mini skirts or sexy leggings, wet look or Her new favourite matt look legging.
Also Ms carried Her own sissy crop. It was
well used and worn. The black leather had browned in certain places and the
outline of the internal rod was visible. Just glancing at it made me
frightened. Ms caught my look and and said to Mistress so I could hear,
“Your own crop will be as well worn as
my own soon, loved and feared.”
“Thank you”
“I’m sure it will be.”
“Loved by you and justifiably feared by sissy.”
“The leather smell infused with the aroma and taste of sex and fear.”
"Yes quite.”
Mistress as a rule didn’t permit other ladies to punish me, though Miss being Her best friend,
had assisted in my fellatio training with the crop. Refining my perfect intimate kiss. Obedient, submissive and always showing fervent enthusiasm to please Him. My service was to excite and satisfy Him and elicit His desire to enjoy my mouth again whenever He visited. The sting and smarting aftermath of the leather on my bottom and the backs of my thighs, especially on that most tender space where my thighs met the buttocks, ensured that I always associated Sirs or Mistress pleasure with discipline and punishment. It was a few days before both ladies and Sir were satisfied with my progress so far. Though I was still to excel at fellatio and strive to make this BJ the very best He had ever had while making the next that much more satisfying for Him. And that I always desperately hoped to be seen by my superiors in terms of their pleasure rather than punishment.
Though this would would be relaxed for Ms as both Mistress & Miss saw Her as a mentor figure.
I was still always spanked or paddled, sometimes caned before fellatio. Mistress insisted and the Men enjoyed putting me under their command physically too. There was a great deal of satisfaction to seeing my very pale peachy bottom redden under His hard loud slaps.
The first thing Ms did was introduce to Mistress & Miss a new trigger for my auto suggestion routine, for my dildo plug. These were very cleverly done spoken by Mistress but never consciously heard by me, but with immediate effect, and they could also be triggered remotely. Mistress would often slowly but gradually increase the experienced size of the plug in the afternoon as She was on the way home. I wouldn't be aware of this just the sense of squirming and squelching in the late afternoon, waiting lovingly desperately for Mistress to return home.
Sometimes she would increase it just to tease me, and decide to go out with her friends or boyfriend after work. Naturally I was expected to just continue with my housework obediently until Her return and if it was all done, to start again. Ironing Mistresses underwear nightwear and bedsheets would be repeated, as was polishing Her shoes and boots Her leather skirts and jackets. So that the leather shined like patent leather for Her. But also general housework brushing and polishing the floors and furniture.
Eventually if She wasn't planning on coming home that evening, She would call or one of her friends would and video supervise my evening toileting and enema. My make up, nail & hair care routines before sending me to bed. Mostly to my own bed but sometimes I would be sent to sleep in Hers, which made me ache and long for Her presence that much more.
The dildo plug made me feel constantly invaded and vulnerable, Mistress said it was perfect and a perfect way to keep sissy. But with a silent, imperceptible to me at least mental trigger it could be made to feel even larger, when orally serving one of the Sirs, for punishment or at its largest when serving Mistress intimately. Mistress often liked to keep it at near maximum if She was spending a quiet evening at home as I attended Her.
Ms was always innovating in sissy husbandry, in the technical sense of the word, and was always trying out new techniques in sissy subjugation and control. For the dildo plug She introduced a new setting She had been enjoying with Her own sissies. The setting or auto suggestion made the the phallic plug feel like it was even more swollen inside me than it had ever felt. And constantly like the huge cock was pushing and lifting me on to my tiptoes. It felt like I was about to split or burst around it at any moment and I minced even more desperately and sweetly in their eyes as I hurried breathlessly to serve the 3 ladies. Gulping and gasping so full, so implacably impaled. If I had been allowed to cum I think I would probably have involuntarily spurted with each tiny step I took. But I was not allowed that.
Mistress was quite delighted with the effect, as was Miss. The ladies delighted in making me rush and hurry more for them this afternoon, sending me back and forth for the tiniest of things and watching me curtsy squelching on the plug.
I could tell that both Mistress and Miss were quite aroused by this display. But Ms was just quite cool and amused. She was very experienced and subsequently enjoyed being extremely strict with Her sissies. She favoured the crop and a short bullwhip type whip rather than canes and liked to use a Kali’s teeth, Iron Maiden style attachment inside Her sissies chastity devices. The inward row of teeth punished even the tiniest un permitted swelling, for Her sissies. For punishment or just for Her amusement, and always when sissy was pleasuring Her. Thankfully only a few Mistresses employed these teeth. Ms delighted in showing me pictures of the device though an watching me squirm at the row upon row of plastic teeth.
Telling me how pleasurable it would be to fuck my tight little ass with a nice big strap on while I was
locked in the embrace of the teeth. I always felt like I grew even smaller when being penetrated am constantly surprised to find myself swollen, but still flaccid and tiny in my cage after a pegging, or a fucking. Just as I am surprised if I have a tiny leak of weak precum (if you can call the thin weak mess that, for sissies) in my panties. Usually you don’t notice the leak as your panties are thick and full of lube or Sirs sticky cum. Ms is very strict about these inappropriate leaks. At least six with the crop for the transgression, 6 for disobedience and six for disrespect, and maybe 6 or 12 more just because She feels like it.
Ms is very strict and severe with Her sissies, they are there to fear and obey Her, and to love Her totally. She may reciprocate occasionally but always and only ever on Her terms. Ms owns several sissymaids and has owned several maids who were discarded and replaced when She tired of them.
Or perhaps kneeling between Her thighs, pleasuring Her in horrid pain as your tiny clit swells into the tows of teeth. Never daring to skip a beat with your tongue for Her pleasure. I always feel very aware of my swelling when I perform cunnilingus, and more recently fellatio.
Wouldn’t that be perfect sissy serving your Mistress so perfectly and kept so small and constrained by the sharp teeth. She asked coolly.
“Yes Ms thank You Ms.” I curtsied, feeling very anxious
“Look how pathetic they are paling and trembling with fright at a tiny little row of sharp teeth on their pathetic clitties.” She said Mistress and Miss laughed
“Yes Ms thank You Ms.” I curtsied again.
“Hurry and fetch me another wine sissy.”
“Yes Ms thank You Ms.” I curtsied and hurried to fetch Ms another wine.
Then I rushed to fetch Mistress and Miss drinks.
The 3 ladies were talking about Ms first sissy. Who had originally been Her husband. As Her career
blossomed and Her husbands hit a plateau. They had both become jaded sexually and started to experiment with mild bondage and bdsm. Ms found She enjoyed giving much more than receiving, and he was ambivalent at the time. Over time the roleplay was always Her in the dominant role. Ms was now earning considerably more than him and suggested His career take a backseat. Next She had Him locked in chastity temporarily with occasional timed releases. Which gradually became more infrequent. Then She started to feminize him slowly but steadily. Then She suggested he stay at home and do the housework for Her, and although initially reluctant he eventually agreed to be Her full time sissymaid. He was now she (lower case of course). Chastity became very strict and sissy was only now milked. She was kept plugged and well caned. Hormones and surgery to reduce bone and muscle mass followed. Then sissy became a cuckold, and forced bi followed. The procedures continued until sissy was now a slender pretty little thing as popular with Ms’s boyfriends as Ms was. At least her mouth and ass were.
Around this time the Jorgetown movement was gaining momentum amongst upper middle class professional women who were also sexually dominant. It was a social movement quite unique in that by contractual agreement it de-emancipated sissies, legally. Once a self defined sissy and prospective owner, signed her contract sissy was reduced to the status of an 17th century wife, that of chattel. All her rights were irrevocably removed and She was put in the custody of her new owner, Her Mistress or Master. Several challenge attempts were made to this and conditions were only made stricter for sissies. Chastity, plugging, forced bi, and forced hormones and feminization treatments were allowed, as long as they were theoretically reversible. Even gelding, or the snip as it was called as long as both parties explicitly agreed, sissies were usually emotionally browbeaten and coerced into this by their owners. Corrective discipline and corporal punishment was allowed and even approved of by the courts. A sissy who ran away could and should be returned to her legal guardian or owner.
Sissies were allowed to be put into forced/coerced employment in the menial domestic service sectors, when their superiors chose. And sissy was paid but not allowed to keep any of the money that went straight to their owner. Though legally a payslip had to be given, this was symbolic and given in a sealed envelope only to be opened by sissies owner. As part of this employment in the service sector in clubs and waitressing in cafes frequented by superiors, intimate services were also to be performed and sissy prostitution was legal, within public health limitations, and as long as taxes were paid on
the profits for pimping them. Around this time severe restrictions were placed on normal prostitution and the practice became prohibitively expensive. Extremely effeminized and feminized sissy prostitutes, while not inexpensive were considerably less so. And sissies were expected to be totally obedient and pleasing so became popular, especially with groups and parties, strip and lap dancing clubs where the men would get excited by the strippers and want a bj or to fuck a sissy.
Then as time went on Ms had become bored with Her sissy and decided She wanted another sissy maid. Discarded sissies were given the choice of returning to vanilla life or being passed to another owner. In practice it was very difficult legally and financially to return to vanilla life. All your assets had been transferred to Mistress or Master and the superior still retained them, as well being the legal custodian of the inferior party. Sissies who had been owned were too subjugated emotionally and dependent to contemplate independence. So in practice sissies were just sold. Often kept in clubs or hotels as waitresses and chambermaids, serving the guests domestically as well as sexually, until auctions were held. Often these private auctions involved around 10 sissies to be sold and the prospective owners would examine and fondle, grope and feel their prospective new possession very freely. Sissy would be under no illusion that she was anything other than chattel to be sold. And after that first transfer and or sale, sissy would never again have the option of returning to her former vanilla life.
Of course Ms moved on and had a very satisfactory new sissymaid, till She bored of that one too. And then She had a little household of submissive maids, who were regularly rotated and replaced.
Ms and Her cohort of pioneers were instrumental in advocating and bringing about the enactment of this legal framework for superior and sissy. They also established the small coastal province of Jorgetown where the free citizens Mistresses along with a few select Masters could live the lifestyle totally served by sissies. Who were not citizens but the possessions of their Mistresses or Masters.
Most of the residents were very and independently wealthy, but there was also a thriving resort town where dominants could come and say in expensive hotels and facilities to enjoy the service and services especially intimately of the sissies, where lots of money was to be made.
And most profitably the Dominant & submissive Second Life servers where people could upload their
consciousness, or at least its algorithm to after death and live on in the virtual world. No one really understood properly if this was really consciousness, but this most lucrative feature of Jorgetown is experienced as completely tangible and feels totally real to its participants. And as long as the servers are funded you might live forever. The Jorgetown SL servers are only for the Mistress, Master, Sir & sissy lifestyle. But there is huge population of sissies who have to hand over all their assets to join and is thus very profitable to the servers owners. SL superiors are free to come and go as they choose, the sissies are not. Sissies and possible submissives needed to think very carefully before committing to this because the commitment was 100% and could not be backtracked on. Many sissies joined out of curiosity and for a bit of fun, long before death or even middle age before realizing, they had effectively sold their ‘souls’ to their superiors heaven. As a sissy you should be very careful what you wish for.
The three ladies
were laughing and enjoying watching me mince about and curtsy impaled as it
were on
the plug. Ms stood me in front of Her and told me and the other ladies
about Her original sissy. Who
was now owned by a Master as part of His harem of maids. They all served Him in lurid pastel pink latex uniforms with white latex tights, matching pink panties and maids booties. And the Master had chosen all the sissies because originally their subjection to serving Men was forced bi, but now all His sissies ached and competed jealously to serve His every lust filled desire. Ms often visited the Master as they were good friends but never spoke to Her former sissy except to curtly instruct her to fetch drinks or suchlike. And whenever She did visit She always took Her former boyfriend with Her. The Man who She had originally cuckolded sissy with.
Sir was the Man who’s cum sissy had first
cleaned from Ms’s panties. Ms had handed Her sissy, who She still at that point
referred to mainly as he a little bundle of Her panties. The first pair sissy
opened were soiled with cum and silly sissy had dared to ask about it.
‘Am I supposed to answer to you sissy?.”
“Or to hide my own panties when I come home
from one of my dates?.”
“Or to clean my own underwear sissy?.” She
had demanded angrily.
Sissy was sent for the thick bamboo cane that Ms favoured at the time. Ms had gagged sissy with another pair of cum soilerd panties that were still damp and sticky. After the severe beating sissy was told to get on with hand laundering the panties and the rest of her chores. Ms didn’t speak to sissy except to curtly instruct her service for the rest of the day and for the next few days. Ms had gone out every night that week clearly dressed up and on dates and sissy had been given lots of evidently used panties to wash when She returned.
Then at the weekend Ms had announced that sissy
was forgiven Her impudent disrespect. Ms showed sissy some photos of Ms with Her
lover, although His face wasn’t visible. Ms was enjoying performing fellatio
and maybe anal with Her lover. Which She
had never done for sissy when he was Her husband. In fact the pictures were
faked, as Ms hadn’t given a BJ since She was a teenager, and never icky anal, but
that doesn’t really matter.
Sissy was squirming with hot excitement when Ms announced She had a present for sissy, a
smaller chastity cage, about half size with a longer urethral tube the device also enclosed sissies tiny now unused & redundant plums.
Ms had used an ice pack to chill sissy
then swapped the devices over. It would be the last downsize, far from it.
Sissy was then allowed to look at the photos of Ms and Her lover again before
performing cunnilingus and then returning to her chores. Sissy had long since
been disallowed cumming but She had been expecting a milking, this was
postponed as Ms would be going out, quite regularly now.
And then this was the first boyfriend who’s sticky creampie sissy had licked clean and swallowed from Ms after She had been out having sex with Her lover. Ms had teasingly asked if sissy recognized the taste of His cum. This was the lover who started soon after to come over for the evening and night. Sissy would be busy with housework while the lovers frolicked in the bedroom. Sissy would bring drinks and change the bedsheets while the couple cavorted and belittled sissy in Her effeminate maids attire.
And this was the Man who had originally
popped both sissies oral and then a few weeks later her anal cherry, so long
ago now. Sir had actually been reluctant and hesitant, though
obviously as much a sissy. But sissy had been practicing every day on a dildo
and on Ms’s strap on. And with the hormones, treatments and diet regime, she was
now quite passable & pretty. The now tiny locked pink cage helped too and
the fellatio was actually very enjoyable. Watching sissy swallow obediently and
thank Him sealed the deal. And Sir looked forward to lowering sissies pink
satin panties not just to spank and humiliate her before fellatio. But to
splitting sissies legs and her ass.
He was actually unusually well built and well endowed too. A bit more so than Ms liked. But
He was the first man She had fucked outside of the marriage, and She had been turned on by the very large bulge in His pants, every time He spoke to Her.
Long after She and He had
ceased their sexual liaisons, and She had new lovers. She still invited Him round
for drinks and to fuck sissy as a special humiliation, the cunnilingus was always
just so good afterwards. Though Ms was now part of the active scene and lots of
Her friends brought their boyfriends round to enjoy sissies mouth and ass.
Ms had gone though an experimental stage of taking sissy out with Her to the local trans scene. And parading and then pimping out sissy, to the Men who enjoyed such things. The money sissy earned, her tips paid for drinks, food and the taxi home and more. More for amusement and humiliation than financial gain at this stage. While these events were not strictly Mistress and sissy, most of the femme trans girls liked to at least be submissive for sex, however Ms soon met a group of like minded dominant ladies who would meet up regularly for these events, bringing their own sissies out to suck and be fucked. Ms had briefly toyed with the idea of allowing sissy to experience anal orgasms, like some of the Mistresses allowed their sissies at this time. One delightful variant on this was triggering sissies powerful anal orgasm while a real man was coming in her mouth, watching Her gag and splutter whilst squelching in hot shame. But Ms did not enjoy or see any value to herself in permitting this for Her own sissy and in any case while She had nothing against trans girls enjoying sex. Sissy maids should be kept in chastity, so they constanly ache to please their superior. A lot of the Men on the scene were also quite vulgar and boorish too. So Her flirtation with this particular scene was quite brief. And Ms and other like minded ladies had moved on to formulate and create something much more serious and formal in the Jorgetown idea.
Sissy obviously knew this and was expected
to be extra obedient to this particular Sir. Her new Master often instructed
sissy to attend to Him personally whenever He visited and to sit on His lap submissively
if Sir wanted her to. He always spanked sissy so hard too, with His large very
solid palms.
“Oh and Hes coming round this afternoon so you can serve Him too sissy.”
“Yes Ms, thank You Ms.” I curtsied,
squirming on my plug, He was so very big, & not just because of the auto
suggestion.
“So lots of slutty lip gloss sissy, so His big cock slides
in and out of your hot little mouth easily.”
“Yes Ms, thank You Ms.” I curtsied knowing
that He always cums lots too and liked to spurt all over my face too. Mistress always
punished me if one of Her guests blew in my face, rather than me keeping it all
in my lips.
The three ladies were drinking wine chatting and laughing in
mocking scandalized tones about Master and His harem of sissies. How when the
sissies had thought of themselves as entitled males always pestered for BJ’s
and for anal. Ms had sometimes teased and hinted but had never indulged him. Now
she (sissy) gets lots of oral sex giving lots of sticky blow jobs on Her knees that
is. And lots of anal sex, receiving that is. And how pathetic little boys
always obsessed about women swallowing after fellatio, now sissy always
swallows and says thank you like a good little bimbo. Sissies should be very careful
what they wish for.
Their little mascara lined eyes so wide, always surprised when Sirs throbbing cock bursts in their mouth, eyelashes
fluttering as Sir blows all over their faces. The hot shame on their faces, their
tears when Sir cums so powerfully in their tight asses. There is often a
mirrored surface near the bed or bench so that Sir can see sissies face as He fucks
Her and sissy can see Sir behind her and her own face. Sissy is nearly always
cuffed and gagged with a pair of panties or a cock gag.
How they always pestered and fantasized about threesomes. Imagining themselves with 2
female partners. Some sissies now get regular threesomes, spit roasted and fucked by two strong very well endowed Men. Fucking them till the real Men are spent and satisfied leaving sissy is full and covered with their cum. To clean up and fetch her superiors refreshing cold drinks. Or kneeling performing fellatio for Master with another sissy. Kissing His cock and each others glossy lips around Sirs manhood till He cums or seizes one of them by the nape of Her hair to deep throat sissy.
And how enjoyable it is pegging sissy. Coming home from work knowing you will find sissy in chastity always so helplessly aroused and excited. That look on her face when you send Her mincing and hurrying to fetch your latest favourite massive strap on. And fucking her till you orgasm, as she squirms desperately and needy in her locked chastity. Then sending Her back to Her chores. And the so heavenly cunnilingus and the powerful wave after wave of climax. Knowing that sissy will be just as attentive, loving and obedient, more so after your orgasm.
How in the not so distant past, men, little boys, like he,
would not really have been bothered if his lover orgasms or not. Not really
known or cared much to learn where Her clitoris or pleasure centre was. Know
knew every inch of Her intimately and strove desperately to please Her. The roles
reversed now She (Ms) for Her part did care if sissy came and kept sissy in
chastity and forbid such nonsense for sissy.
After all would it improve sissies chores, her obedience, her
attentiveness, her loving submission, her hot little tongue ?. It would not and
furthermore it was enjoyable and satisfying to orgasm knowing that sissy would
not and be concentrating on your own sexual pleasure.
Sissy should be very careful what she wishes for, because
it is quite delicious to make her lie in the bed she so desperately thought she
wanted.
She never allowed sissy to look up above Her belt line when She visited and never spoke to
sissy apart from to curtly instruct her fetch wine or service. Sissies are not usually allowed to look up above the belt line of their superiors unless specifically instructed to. It reinforces our sense of inferiority and especially our sexual inferiority.
Sissy was allowed to kiss Her bottom as usual in greeting, and between the cheeks too for extra intimate humiliation. But although both acknowledged their former relationship this was never spoken of or referred to. As her former sissy, she was nothing to her former Mistress and owner now except another serving sissymaid.
Her own sissies at home were equally strictly treated & were rarely allowed to lift their gaze and always had to refer to themselves in the third person. No ‘I’ or ‘me’, it was always ‘this sissy’ or 'your sissy'. And although the sissies were always very attentive loving and obedient. Ms was always cool and supercilious with Her sissies. Their unrequited loving service was unreciprocated and expected as simply Her due, no matter how fond She was of Her pretty maids. She did also very much enjoy subtly playing favourites and encouraging the sissies to be jealous especially in their chastity and spikes. And also enjoyed patronizing and punishing Her sissies for their petty silly rivalries.
Ms also liked to use the humbler frequently on Her sissies.
A short curved bar that locks around the balls and holds the bar against the
backs the legs and balls behind the
captive. The wear is completely unable to stand or straighten up and it very
humiliating. Its a device more
frequently used on the bdsm scene or for punishment. But as always it’s the superiors
choice when and how often it is used.
When She was enjoying one of Her sissies in the nighttime,
the other sissies would kneel facing the wall in the bedroom, behind a thick
curtain that kept them in total darkness, but they could hear everything. They
would usually be in cuffs and cock gagged too, dildo’s at maximum size. Often Ms
locked all the other sissies in the humblers for the night also in cuffs and
gagged face down on the floor humbler rearward. The pairs of tiny cherries
looking quite swollen and sweet. She sometimes would cup them then slap them
hard, or use a wide paddle, causing the sissies to squeal into their gags.
If Ms had a boyfriend over, He might check on the sissies
and paddle them too before closing the curtain. They would squeal and cry out so
loudly even on their massive cock gags in intense pain and humiliation. It made
Ms so wet She laughed and Her boyfriend would be rock hard too. Though some boyfriends
were occasionally a little bit squeamish about the whole thing.
Behind the curtain the sissies moan and whimper but very quietly, not daring to disturb Ms and Her
boyfriend having sex. The sissies could hear each other and smell the intense reek of sex and hot clammy fear as they squirmed behind the thick curtain, till they were summoned to serve again or till morning. Ms did say She could sometimes just about hear the sissies squirming in pain as She fucked Her boyfriend which She found very arousing. Though occasionally She would draw back the curtain and punish the sissies too for their whimpers, which She found most enjoyable too. Ms sometimes enjoyed the humbler for cunnilingus sometimes for a pegging too, although the bar was sometimes in the way for Her. And often in the summer heat She would have Her sissies scrub and polish Her tiled floors in cuffs and holding cleaning implements, small brushes and panties for polishing in their mouths. On these more domestic occasions the sissies would wear panties over the device, which actually made it feel even more uncomfortable for the sissies. Sticky and distressing, but the cherries were very sweet pressed tight against the pink fabric and so tempting for the paddle. She did use Her crop too if She pleased but She found the flat hard paddle more satisfying for this purpose.
The humbler was enjoyable for all these moments, for Her rather
than the sissies.
Much like the kali teeth bracelet Mistress wasn’t really in
favour of these devices for sissies as it gives too much attention and emphasis
to a sissies cherries, which are redundant and sissy should just forget about
them. But She was amused and also intrigued by Ms’s new auto conditioning
routine that would make sissy experience the humbler without the physical
devices.
Mistress was gradually introducing elements of sissy speak for me. With my breathlessly high squeaky effeminate voice, constantly emphasizing my inferior, objectified status. I was never allowed to use superiors names and always had to refer to myself as sissy in company, rather than I or me. In private Mistress sometimes liked to refer to me as sissyemily, or even very occasionally just as emily, as Mistress had named me. In public I always referred to Her as Mistress and Her friends as Miss or Ms, depending on their preference. Men as Sir or Master, also depending on theirs and Mistresses preference. In private Mistress was always Miss, emphasizing my domestic & intimate inferior status. I loved to call Her Miss and often found it quite sensuously and erotically confusing referring to Her visitors as Miss too. Much to everyones patronized amusement apart from mine, and I was often punished for being a little bit too excited. Mistress was often quite jealous with me, though I’m not sure of how much that was for display and naturally didn’t dare ever ask Her. Curiosity and especially curiosity about your superiors motivations is not becoming in a sissy.
Her boyfriend ex boyfriend now loved to fuck sissy and cum all over Her face knowing that Ms was
Sucking licking and kissing each hoping that Master will be in her mouth when He spurts the first hot splash of precum. Sometimes He cannot hold himself much longer and cums immediately all over their faces filling their mouths with thick sticky pleasure. But usually both sissies will squirm and squelch, kissing and sucking. Each desperately hoping that it will the other sissy who Master deeps throat and forces sissy to overcome her gag reflex as He presses into her mouth with His huge cock. Every time sissy see an erect cock Her auto suggestion kicks in and She sees Him as huge, much thicker and longer than she thinks she will be able to suck let alone take all the way in so that His balls are on her face. But each sissy also desperate that it be her to take Him in her mouth. Choking so helplessly and sweetly on His shaft.
And each hoping to not be the one He exploded in pleasure inside, choking on His thick cum as He continued to throb and spurt until, He was satisfied. But again each hoping desperately to be the one His pleasure burst inside. He would spurt and throb in thick streams until her mouth was full, then fill the other sissies pretty mouth also and then continue to cum all over their faces and the front of their pink uniforms too. Eventually He would be done and they would kneel at His feet grinding and squelching on their enlarged dildo plugs looking up at Him submissively, choking on His sticky load, waiting for permission to swallow.
Another sissy might be summoned to fetch Him a post fellatio drink, as a reward she might also get a small mouthful of cum. She might also lick Him clean and dry Him maybe with her apron or maybe her panties before closing His trousers, kissing His still semi erect bulge, looking up at him hopefully.
Then eventually the two sissies might be permitted to swallow in small effeminate gulps, thanking Him through sticky lips for being permitted top please Him, for being permitted to taste and swallow His manly cum and for being permitted to breath and speak, if only to thank Him again.
Then He might decide to take one of the sissies anally. All sissies squelch with vulnerable trepidation and alarm at just the thought of Sirs anal penetration. The humiliation and discomfort is so totally emasculating and demeaning. But each aches for it to be her nonetheless. Usually though with a harem of sissies to please Him the two sissies will simply be dismissed back to their chores.
Their faces and mouth still sticky, hurrying back to their chores desperately hoping to be seen to be hurrying obediently too. Sissies are so lovely flustered and in frightened eager compliance.
“Yes Master, thank You Master.” They blurt breathlessly in the submissive and squeaky voices of effeminate sissies, still appropriately low in volume and unobtrusive. Easily ignored by their superiors. Master may slap their bottoms as they hurry away, causing them to squeal and look over their shoulder coquettishly pouting, in fake completely powerless pique.
Sissymaids not ever allowed to cum. They are for their superiors sexual pleasure, their own needs are disregarded and ignored only his desire is important. When Sir cums sissy swallows obediently
“Wouldn’t that be perfect for you sissy, kissing Sirs cock with another sissy aching to please Him?” Ms asked me.
“Oh Ms, yes it would Ms thank you Ms.” I whispered in shame and humiliation at the images in my head and curtsied.
“Look up at me when I am speaking to you sissy.” She said sharply
“Yes Ms thank You Ms.” I curtsied very frightened looking up into Her stern eyes.
“I think sissy is getting a little too excited, thinking about Sirs cock, isn’t that so sissy?.”
“Yes Ms sorry Ms, thank You Ms.” I curtsied my knees suddenly feeling so weak.
“Oh look at the little dear she is almost swooning.” I hear Miss laugh.
“Nonsense she needs a little row of teeth around that pathetic clitty of hers to keep her alert and attentive to your needs."
I curtsied quite distraught “Yes Ms, thank You Ms.”
"And the constant threat of the crop, for the tiniest dissatisfaction in your obedience and service."
“Yes Ms, thank You Ms.” my eyes swelling with tears
"Or just because it pleases your owner to keep you in perfect and painful discipline, sissy."
“Yes Ms, thank You Ms.” She looked on in cool satisfaction as tear rolled down my cheek.
Even though I knew Mistress had intention of using the teeth, they were mostly out of favour now and in any case were more used for male subs in initial training before feminization. Just the idea terrified me. Mistress felt that the teeth would draw too much inappropriate attention to my little useless clitty.
Mistress however decided that Ms should punish me, for being disrespectful and not looking up when
spoken to. Even though I was not usually allowed to look up without permission I should have known to look up. Silly sissies need to punished and corrected. I was sent for my cuffs and then Ms cropped me. In slow measured swift strokes with Her own crop. The crop was thick leather but supply with a very springy steel rod inside. the rod was a twisted and triangular shaped metal rod designed to bite into soft soft flesh through the leather acutely painfully. and even more so where the leather was well worn and browned. Also the line where the leather was stitched together in a thick ridge, like that on a stitched leather ball, stung terribly. Her pleasure crop as She called it to ensure She was always pleased.
Gagged with my own panties I wasn't deserving to taste Hers. And strapped down over the whipping bench I was given 6 lashes for not looking up when being spoken to. 6 for disobedience and six more for disrespecting Ms. Later that evening Mistress would crop me again and later make me either sit on a low hard stool or kneel in such a way that my maids booties pressed into my bottom and the backs of my thighs. My bottom would sting and smart terribly for days.
After my punishment I was told to dry my tears with my panties then put them back and fix my makeup.
"Dry those tears sissy, you want to look pretty for my boyfriend dont you sissy."
“Yes Ms, sissy does Ms, thank You Ms.”
"And go and fetch more wine sissy , its always thirsty work delivering a satisfying cropping."
“Yes Ms, thank You Ms.” I curtsied
"So thats why you drink so much." Miss laughed
Ms then told me that I would be very
pretty at one of Her auctions. Ms specialized in selling sissies whose owners
have tired of them. She first makes a good profit by leasing the sissies to
establishments as sissy chamber maid, waitresses and generally fuck toys for a
month or so, especially in busy seasons where sissies often served more many
Men per hour let alone per day. And very often for gang bangs at parties.
Then after a month or so the sissies are readied for auction. Dressed in very
tight latex underwear and uniforms, for me and all the sissies a teeth
bracelet, She teased only half joking. And not permitted to pee on the morning,
and often the evening before too before the auction. Ms takes great pains to pee in
front of the sissies though. So that we would squirm helplessly and vulnerable
as we were groped and examined. Winsome and pretty for our new prospective
owners. Then left impaled on overlarge dildo stools, cock gagged and hooded in
leather bags. Turned to and face pressed against the closed leather curtain. To wait until auction
time. All we can hear are our own muffled moans and whimpers and the piped sensual
sounds of ladies in the throes of long orgasms. Finally the sissies are unveiled
to their prospective new owners. Rudely examined, smacked and slapped on our bottoms,
fondled and groped. Questioned and scrutinized until we are completely flustered
and in tears. Then finally gagged and hooded again while the bidding and sale
takes place.
The auctions are usually party events so the sold sissies will be left still impaled, hooded and gagged facing the wall now. The electronic tag embedded in our buttocks will be updated with our new owners details. Waiting to be taken home while the party continues.
Then taken back to our new Masters household.
And Ms does usually specialize in sales to Masters. Ms encourages the new
owners to be very strict with their new sissy. Left locked in the chastity with
teeth. A severe whipping then fellatio preceding sissy rape. Sissy should then
be sent straight to her chores and not allowed to pee till maybe the next evening.
If Master has more than one sissy all the sissies should be kept cock gagged,
no gossip allowed for that first day or two.
Ms was very sure I would attract nice very strict Master. Or some very pretty sissies found Mistresses who were far less lenient than She was.
I was then sent to fetch drinks then back to my chores until Ms’s boyfriend came round to join the ladies. He spanked me hard before fellatio and again before fucking my ass. I was told that I was fortunate just to be spanked as He regularly cropped Ms’s sissies, but Mistress would not allow that. He did cum all over my face though knowing that Mistress disapproved and would punish me severely later.
Miss told me it was pity that Her boyfriend couldn’t come round to play today but He was busy, She would bring Him round later in the week. He was also very well endowed and nearly always came all over my face, knowing that i would be punished later for it.
When I did kneel to please Mistress later She orgasmed very powerfully and then again before bedtime, lots of cascading orgasmic waves around my face as I squirmed in my cage helplessly aching for Her and loving Her.
The next day Mistress came home from work early very horny and pegged me immediately. Then leaving me cock gagged went out again to meet Her friends for afternoon drinks, while I continued with my housework.
I had squirmed desperately and aching for Her to return so I could kneel between Her thighs. Instead She came home with Her boyfriend for the evening. And I had to iron and fold Her panties while they fucked. In between attending them, changing sex soiled nightwear and bedding, licking them clean and laundering His clothes. Before they finally went to bed and I went to my little room.
In the morning I woke Him with fellatio before cooking His breakfast.
I had so hoped for Her to queen me when She woke or allow me to please Her. But instead I was allowed to simply kiss Her bottom lovingly before She went out to work.
That evening though She had purred with pleasure as I kissed Her thighs both inner and outer slowly
sensuously as She relaxed chatting on Her phone. Until finally She pulled me into Her wetness.
I love you Mistress.
.
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