Kiss
To kiss softly, obediently adoringly, aching and longing to please Her
Thursday, 19 March 2026
Office Sissies (teasing fantasy 1)
There are 2 types of office scenarios for sissies. The first is for training and I suppose acclimatization, and the 2nd is more for the superiors enjoyment & fun.
Some sissies who will find themselves in this predicament which is their new lifestyle because of infidelity, selfishness or their wife or partners dissatisfaction, slightly later in life around the 30’ds is ideal (but the hormones and treatments make that not really matter anymore) as the desired appearance is generally in the early 20s for sissies.
Most sissies will find themselves being feminized and put in chastity by their partners in privacy at home, gradually wearing chastity and the plug and underwear all the time under ‘normal’ office or work wear. Before it being decided, by sissies Mistress or Master, that sissy must now stay at home as a domesticated housemaid. Minimum incomes are very generous in the current economic climate and a substantial tax break and subsidy is paid if one partner decides to stay at home. This was originally for parents, but after legal challenges expanded to any couple. And as such it fits the sissy wife or housemaid lifestyle very well.
Other scenarios involve for new sissies being boarded in hotels and clubs where they will serve as
chambermaids and waitresses. As a good way to train the sissies for their new subservient roles, serving the Mistresses and Sirs. This is a good way to introduce the sissy to male domination, as even if the sissy as nearly all are, is intended for the FLR hotwife lifestyle, male domination is an important element in making sissy very effeminate and obedient to both women in general and her Mistress as well as the bulls and hunks on the scene.
This is for new sissies who will be spending their first few weeks, and months in permanent chastity, and taking hormones so need reinforcement and isolation from the usual male bonding and banter, which is no longer appropriate for them.
Most younger sissies around 21 or 22 will have gone through an in depth online screening and selection process, carried out by very sophisticated AI. Then at a certain point a real life Mistress may decide She likes a particular sissy and take over the next stages, or the Femtopia foundation (a body dedicated to subtly promoting the FLR lifestyle and separate FLR independent states, to the subsection of society interested in this lifestyle, will take over the training.
In any case once a sissy has been found to be a suitable and willing, albeit unwitting to the extent of how far this will be going, candidate. The next stage is a real woman taking charge and sissy being put in full chastity, with no access to the key, sissy might have been practicing previously, and on a regime of hormones and treatments.
The effects of the treatments are quite pronounced, weight and general body mass, height loss. Bodily hair loss, and much softer hair and skin. The face and eyes become much more effeminate and soft, androgynous, but very much veering towards the feminine. These effects are in the small print but sissies rarely bother reading them, and the process is completely reversible but as expensive as the treatment itself, which must be paid for in full if and before the sissy pulls out, this is also in the small print. And this never happens, sissies like all Men are very easily led by their appendages, just sissies in chastity even more so.
At this stage many Mistresses will simply engage with the sissy and contracts will be exchanged, it will
be the last decision sissy ever makes for herself although she doesn’t know it at the time tell her to come to the Mistresses house where sissy will enter service.
Entirely dependant on the Mistresses desires, other sissies they will be provided with new employment in female dominated office environments and a lot of further acclimatization. In fact many Mistresses who have already decided to take a sissy as their own housemaid, still like to see sissy in this female led office environment, for a short while. As the intense teasing and sexual humiliation is instructive for the sissy.
Sissy will also be expected to move into structured monitored accommodation. Where sissy will return to at the end of the day eating a very strictly calorie controlled diet, and spend the rest of her time cleaning cooking and other traditional female tasks. No internet, TV, or other distractions for sissy, although She will be allowed to listen to a version of sissy radio, with some of the more salacious content blanked out. She wont even be allowed books, but glossy magazines might sometimes be provided.
This accommodation is important because many sissies will have come from cities and small places where there isn’t a FLR scene at all, but also to isolate urban sissies from normal male behaviours unwanted by the Mistresses. Most proper or true sissies are not very manly or masculine to start of with anyway. So removing them from the need to pretend, can seem cruel at first but is a kindness too.
These offices are generally part of the burgeoning legal and political scene advocating and supporting the growing Female Led Relationship FLR movement. It is very much niche. They don’t need sissy assistants in the office as everything is either automated or performed by AI. Sissy is just there for entertainment. The women are all very high powered legal, social, political professionals. The office layout generally open plan for socializing or brainstorming, but each generously proportioned workspace can be transformed into a private area quickly. The very senior staff have their own private office space as well which can be used as conference or meeting rooms and also for personal purposes. The office sissy has no such privacy or facilities sitting in the public area where sissy can be quickly summoned. And she had better be quick, unless She wants to be sent to one of the senior managers offices for a caning, or more humiliatingly, put over a Real Mans knee for a spanking.
These being very sexually liberated times sometimes the Ladies have liaisons in the offices with their
boyfriends, or might decide to quickly masturbate in one of the rooms. And one of sissies tasks will be to tidy and freshen the room afterwards. Sissy of course is not allowed to touch herself or masturbate, and the smell of arousal or sex in the room can be very strong in the room, making sissy squirm deliciously in chastity.
So the sissy will given new clothes to wear to the office and these will gradually become more appropriately effeminate. Very thin clingy satin matt slacks, with the zip at the side or on the rear, a fitted, or tailored blouse, buttoning up on the girls side of course, usually matt satin too. For the first time sissy will always wear feminine underwear, panties and a chemise top. And pop socks with patent leather delicate looking shoes, with a slightly, for now, raised heel. There will be no pockets sissy will need a small bag to carry her things. Sissy will be allowed clear nail varnish and lip gloss again for now, she will be expected to be totally waxed and moisturized, and keeping herself prim and pristine.
The first days and week will be a confusing blur for the sissy. Her duties will be rather trivial and light, rather unnecessary, as nearly all of office tasks are automated and online anyway. But sissies main duties will be hurrying and fetching things for the busy important Ladies in the office, fetching drinks and cleaning up., She will have a little white apron to wear over her slacks. But the main thing she will be learning is to only speak when spoken to, to always ask permission to speak, and to curtsy when spoken to or speaking to a superior. All the Ladies must be referred to as Miss, and if sissy already has an owner She will be referred to as Mistress, though many ladies also prefer Miss in private as it is more intimate sounding. There will no Men on the floor for the first week but when a real Man is present He must also be curtsied to and called Sir.
Over the next weeks as the hormones make sissy increasing smaller in stature and effeminate. Her office clothing will become snugger more feminine too, sissy will be expected to wear a maids uniform at home in the evenings, while she practices her chores.
As sissy gets more effeminate the visits from the very big and strong, handsome looking Men from the
other floors increase in frequency. Sissy will be very intimidated and embarrassed by them especially when She is sent to fetch coffee for Him and one of the office Ladies.
At this point an incident will be engineered. So far sissy will have been allowed to commute the short distance to the office on public transit, sissies are not allowed to drive anymore incidentally, and this has generally been without incident. In any case unknown to the sissy there will a hidden chaperone. To make sure nothing untoward happens to the sissy. Sissies clothing and mannerisms will be quite effeminate by now and her patent leather jacket cut high at the hips girls style exposing her bottom somewhat. Sissy may have already been given thongs to wear, rather than panties which ruin the lines of the satin slacks, and make Her increasing cute bottom look even more pert, separated by the thong. Incidentally this is just while she is wearing slacks, panties are preferred under dresses or skirts.
Sissy will have been commuting on the subway as usual, but this time a group of rather loud Men will on the carriage too. When she gets off they will get off too and crowd round her. She will have her bottom felt, fondled and pinched, but because she is so small and they are very big and masculine looking she will be too afraid to say anything. And then to her horror they will feel her chastity, suddenly stop laugh and slap her bottom, letting her flee in shame and tears.
In the office sissy will be visibly upset and tell the office Ladies, who will then take her into the managers office. The office she doesn’t like going because of the cane hanging on the wall. She might not have hasn’t tasted the cane yet but she knows its for punishing the office sissy, not just for show. The manager will listen carefully, and sympathetically, a little bit too patiently and patronizingly as well, as if sissy is making too much fuss. Then to sissies embarrassment the manager will call one of the Men from the downstairs floors to hear the story. Sometimes depending on what stage the sissy is at she might even sit on His lap while she tells the sorry tale again.
He will listen patiently but when sissy asks if they should call the police, the Man will ask her, if she could describe the Men or recognize them again. She will be so flustered and upset, realizing that she absolutely wouldn’t be able to, they were just big Men and it happened so confusingly.
Depending on what stage in her feminization sissy is at she might sit on His lap, while He listens to the
poor sissy. Again depending on what stage sissy is at she will not feel humiliated by this but feel reassured by being allowed to sit on a big strong Real Mans lap and feel protected, but also quite weak and pathetic. She might even notice the Ladies looking smugly approvingly at this scene. But sissy will generally still be too upset and distraught by the experience, to notice this or the discrete and not so discrete laughter of the other office Ladies.
He will smile soothingly but also a little disdainfully at sissy, and then discuss next steps with the office manger. Sissy wont be consulted, its for sissies own good after all.
In future one of the office Ladies will come and collect sissy in the morning, and take her to work in a taxi, and bringing sissy home in the evening . This will have the added effect of making sissy feel even more dependant and of course remove the last vestiges of her former male lifestyle. Sissy will have to make special arrangements for the office Miss. Although sissy is not allowed coffee or cookies these will have to be provided for the visiting superior, cigarettes and ashtrays for the lady and sometimes even a cooked breakfast, none of these things that the sissy is allowed anymore.
Sometimes it might be more than one of the office Ladies and sometimes even one of the Ladies and Her boyfriend. And on occasion sometimes scripted, and always with the new sissies owners consent, the office Miss might decide to have sex with Her boyfriend on sissies bed. Sissy will of course have to face the wall while this happens, and clean up quickly afterwards.
Another variant of the fun for sissy will be fetching coffees and sandwiches for the office, not just for Her floor but some of the floors below too. At first this will be quite easy for the sissy but at some point deliberate mistakes will be made and sissy will be blamed. At this point the office manager from downstairs a big strong hunk of a Man who also on occasion visits the office manager in the privacy of Her office. This is also the big strong Man who listened to sissies distress after the incident oh the subway, incidentally. He will come upstairs to pretend to find out what went wrong. And after a good telling off sissy will be put over His knee and spanked, for the mistake.
Sissy will also be made to go downstairs and apologize to the office member who received the wrong item, much to everyone’s, apart from sissy that is, amusement and bemusement. Needless to say sissy will do her very best so that is doesn’t happen again, but this is out of her control and next time she might get another spanking or a caning.
At a later stage sissy will be given a maids uniform to wear in the office and at home, rather than slacks.
This will not be overtly sexual for the office a discrete matte satin with high peter pan collar and apron. Her pop socks will be replaced with stockings and her shoes with maids ankle boots. And at this stage sissy will be boarded either at one of the clubs or sometimes with one of the senior Ladies where she will perform housework and other chores alongside the Ladies own housemaid. She will not serve the lady sexually of course but sometimes if sissies future owner wants this to happen sissy might serve the Real Man or Real Men of the household, sexually. In the clubs sissy will also serve Real Men (depending on her owners wishes of course).
In these scenarios sissy will also be subject to corporal punishment and other discipline.
In the office now one of sissies duties will be to hand wash any of the Ladies panties who desire such a service, while they are still nice and warm. And sissy will be given a small drinking bottle or tumbler of yellowish pee to sip from when she has a little break, while the Ladies drink coffee and smoke. Sissy wont be allowed coffee or to smoke of course. The bottle will be topped up by various Ladies during the day and kept at room temperature. Sissy will of course thank the donor sweetly with curtsy, and the tumbler of yellow pee will be kept on her desk.
Sissy will have to attend all the Ladies and will overhear lots of gossip and sexual chat, which She will find very teasing and rather unsettling or upsetting because often the tales involve cuckolding or teasing their own sissy, or having passionate sex with their boyfriends/partners. Sissy will be acutely aware of her own chastity and will be teased about it constantly. Sissies new owner will have a record of all these incidents and sissies reactions, as part of the sissies training and for the Ladies amusement too, and in truth there will be just so many of this type of incident to detail. Before sissy is finally taken into private domestic service. Some sissies are taken to be permanent chambermaids and waitresses at the hotels and clubs rather than private servitude.












