Pegging Stools

 

The pegging or sissy stools were somewhat of  novelty or curiosity. Either a low stool with a very long & very thick, very rigid silicon phallus attached, or a long stool without the seating platform and just the phallus. These are typically at least 14” with a matching girth, though the seats without the platform can be or definitely feel longer. They are generally a novelty because most sissies are allowed to sit down for too long. It can be amusing to see sissy squirm impaled while Mistress is enjoying Herself with Her lover, or if sissy is going to be entertaining a group of Men, or sometimes Ladies at a pegging party, to leave sissy impaled so sweetly waiting. But this can be impractical as who in this instance would be serving drinks. But most Mistresses will keep one or both variants in the  toy cupboard, usually stored in sissies bedroom along with sissies uniforms, strap ons, various restraints, crops, canes, and other essential sex toys for Mistresses pleasure.  

Sissy might also be instructed to practice fellatio on the stools, especially her deep throating technique. Sissy must always take a real Man all the way in her mouth no matter how big he is. All the way to His manscaped balls, most Sirs on the scene like to keep themselves trimmed, some even shave smooth. Unlike a sissies tiny waxed cherries and flaccid clitty. A real Man erect and swollen with lust can be quite impressive shaved smooth, or nearly hairless. Mistress generally likes to be smooth too, or a very light Brazilian style.

Pushing firmly past a spluttering sissies gag reflex is very enjoyable for Him. And sissy must  learn techniques to maintain His pleasure. Keeping suction and a swallowing method, This helps sissy to overcome the gagging somewhat but also seems to suck Him deeper and deeper, which increases the fucking sensation for Him but also increases the gagging sensation for sissy.

To enhance the training Mistress may squat on the phallus and coat it with Her own juices, although the size of the cock is just to big for Her to enjoy. Most real Men are between 7” and 9” which comfortable but a slight oversized delight for Mistress with Her boyfriends. For sissy though auto conditioning and the tightening but very slippery lubes make Sir feel intimidating at, at least 10”.

Sissies own plug equally straight and rigid is 10”, if She is to be cock gagged, for punishment or

mistresses amusement the gag is usually 7” so it totally fills sissies mouth. Again auto conditioning means that sissy cant tell the difference in sizing. Also auto conditioning, means that Mistress can make sissies plug feel bigger when She wishes. Typically larger when mistress is at home, larger again when female guests, even vanilla  are visiting. Larger again when Mistresses dominant lady friends are visiting, larger still and feeling very much more so with male guests who will be usually offered sissies oral and anal hospitality as well as refreshments served by sissy before and after her service. And then of course even more engorged & swollen when serving Mistress intimately.  

Mistress might of course tease and excite sissy by this display to enhance sissies training but more usually a special training liquid will be used. The thick sticky mucus like texture tasting and smelling strongly of a dominant male musky emissions. Sissy must of course lick and swallow all this clean afterwards.

A well trained sissy will usually bring Sir very quickly to climax. Her glossy pouted pursed lips inviting Him to enter her almost immediately. Sissy will usually be spanked first, unless waking Him first thing in the morning. Mistress usually insists on an over the knee spanking, panties pulled down to around sissies knees or stuffed into sissies mouth. Though Mistress prefers Her male guests to use Her own panties for this purpose. Or as is fashionable these day if a dominant couple is visiting, the lady might remove Hers for Her boyfriend to gag sissy with for her spanking, and then later for sex too.  

Sissy will usually bring sir and the Ladies fresh drinks after her spanking. Thanking Sir and begging Him to be allowed to please Him, while He enjoys His drink. This and the spanking has the gratifying effect of making Sir even more urgent with His sexual mores. Sissy will kneel between His legs, cuffed and using only Her mouth undo His trousers and releasing Sirs already engorged erection. Whilst kissing and licking Sirs balls and His shaft sissy will tell Sir how very big and manly He is, how He tastes so good and how thankful sissy is to be kept as a chastity maid  so she might have the privilege  to try please a real Man like Him.

Mistress and Her lady friends often find it very amusing watching their boyfriend squirm slightly in His chair seeing how long He can resist, before parting & pressing open sissies lips with His glans. Sissy looking up obediently and in awe of Him  as She sucks and licks Him in and out of Her mouth. He will usually spurt a hot spray of precum within a few moments, sissy will be allowed to swallow that, but isn’t often given the opportunity to thank Sir before He immediately and very urgently now pushes deeply into sissies mouth, into the back of her oral cavity and throat.

He will usually cum very strongly and quickly after that, but for sissy it will feel much longer and while she gasps and splutters on His shaft, will be gagging with fright expecting to be choking on His thick cum when He explodes massively in Her mouth.  

He will always fill her mouth and sometimes splatter in her face too, on the  front of her uniform. If she is fortunate enough to be allowed to grow breasts Sir will enjoy splashing cum on her cleavage. Mistress often finds this blowing in sissies face vulgar and sissy might be punished later for her immodest behaviour and encouraging Sir.

In any case sissy is not allowed to swallow until Sir gives permission. Sissy must maintain eye contact

with Sir until He gives that permission. Sissy will usually need to swallow 2 or three times and still be left with a sticky mouth. But after She tahnks Him the final time she must immediately look down. Sissies must normally keep their eyes below a superiors belt line at all times unless performing intimate services.

Mistress particularly enjoys having sissy look up at Her when having Her panties changed. Sissy will be kneeling between Mistress thighs and Mistress will sometimes comment that She hopes sissy isn’t getting too excited, or excited at all in her tiny chastity cage, unless sissy wants to fetch the canes that is.

Although fellatio is over relatively quickly if sissy is training on the stool She must often perform for an hour or so at a time in Her tiny bedroom. These rooms usually without windows are little more than walk in wardrobe sized with sissies bed which serves as a pleasure mat for Sir or Mistress if they want to enjoy sissies ass. Often the door opens directly onto Mistresses bedroom and sissy can also be locked in the room whenever  Mistress sees fit. The tiny room also serving as a ‘toy’ room for Mistress. Has a patent leather curtain over the inside doorway, which sissy may not open without permission. The mattress of the bed is covered in a similar fabric so it is easy to wipe down after sex. Although when sissy is sleeping She may cover the mattress in pink satin sheets.

Sissy will often be allowed to sleep with Mistress in Her bed when Mistress is feeling affectionate. But at other times, and when Mistress  has a lover staying over sissy must sleep in her own little room. In these instances the door will be left open but the curtain pulled closed. In case the pair want sissy to bring fresh silk sheets, lingerie, or to fetch drinks and otherwise attend on them. On other occasions when Mistresses lover isn’t quite comfortable with the presence of a sissymaid, sissy might be sent to sleep in the laundry room downstairs out of the way. Often Mistresses more vanilla lovers be like that at the beginning.  

After sissy has spent some time training on the stool or being taken to the room for sex Mistress will often comment disdainfully on the now stale waxy damp smell of submission and sex. There will in actual fact no such smell or wetness, but sissy will be small and taste it nonetheless.

The stools are not used that often, really for practicality reasons. Sometimes if sissy is entertaining multiple male guests, She can be left squidging and squelching  penetrated on the stool, while the Men take a break with a smoke and a drink, in between bending her over. Or some Mistresses do share their sissy for pegging session with other Ladies, and sissy can be left similarly impaled and on display.

A much more practical and satisfying solution is auto conditioning sissy to always feel similarly impaled and displayed on Her own plug. Chastity sissies are nearly ways kept butt plugged at all times. The latest trend in the design of the phallic plugs, is realistic but highly exaggerated and oversize. The rigid base covered in a thick estrogen infused silicon layer. That is completely dry to the touch, but feels incredibly slippery and wet, inserted and locked in sissy. This combined with the new and even more intense upcoming lubes which make sissy feel incredibly tight but buttery smooth for Mistress or Sir.

Make sissy feel at the same time massively penetrated and being split on the thick shaft. But also so incredibly impossibly slippery. Sissy is unable to keep hold of the massive shaft no matter how much She squelches and clenches around it. All She manages to do is squidge and grind on it as it keeps Her penetrated. Also the lubes make sissies ass feel tight all along the full length of the shaft, not just the sphincter, making sex for the penetrator feel incredibly pleasurable.

Because the rigid plug constantly presses against and massages sissies G-spot or prostrate, sissy feels constantly on the edge of cumming, and of peeing. Chastity sissies are not allowed to cum, and peeing is only allowed with permission first thing in the morning and before bedtime when sissy has her daily enema.