The next few weeks were a bit of an emotional
blur. Ms had increased my hormones and my chastity was now very tiny. In the
evenings Ms would pee into a wine glass
and I would be allowed to drink the pee while she enjoyed a glass of wine. I
was rarely allowed to sit, but if I was I was to perch demurely on the couch
next to her.
It was always body warm and She would nearly
always drink chilled white wine while I sipped Her pee.
Sometimes She would have a friend with Her
usually a lady friend, but sometimes a Man friend who drink wine or expensive
bottled beers. I was never allowed to sit or perch when Ms had company and
rarely when She didn’t. I knew sometimes
She like to pee directly into a sissies mouth but that intimacy was not to be
permitted to me yet.
In the office after I had fetched and served cappuccinos, mochas and assorted coffees and teas Miss
would pee into my wide necked water bottle for me to drink. And the other Ladies would regularly fill it up for me during the day. I had to drink out of little wine glass not the bottle and I had to drink it while it was still warm. This made it rather difficult for me as I was only allowed to toilet once in the morning & at night at home or with Ms permission and supervision at the club. I was allowed and expected to ask Miss’s permission at the office but She enjoyed in making me stand squirming and wait for ages to ask permission, then delighted in then telling me no.
Ms sometimes got one of the Men to take me at
the club, standing there with the door open as I sat on the loo. I was always
expected to hurry and not to inconvenience my superiors, so was always flushed
as the pee trickled through the urethral tube.
Ms had started allowing & expecting me to kiss Her bottom in greeting or parting when I curtsied to Her. I was allowed to kiss Her cheeks through Her skirts or trousers, and I was to kiss Her on the inner side, but not in the middle of Her cheeks as yet. Nor on Her front, that was a privilege to be granted later. Respectfully and adoring I so loved it and longed to kiss Her, ached all the time to kiss Her lovingly. I was expected to kiss the other Ladies on the bottom too, but only softly and respectfully on each cheek and not on the inner side like Ms. Ms & the Ladies would often lean slightly backwards and or wiggle on my lips to tease me, which would cause me to squirm in my chastity.
They would often ask or tell me teasingly, that
they hoped I wasn’t getting excited kissing their lovely bottoms. And that they
could hear me squidge and squelch on my dildo when I kissed them.
Ms had told me that whenever I was being spoken to by Her or one of the Ladies I had to visualize that
my lips were pressed to their bottoms while I was replying, and that as I squelched on my 10” dildo it was their penetration I was so helplessly impaled on. When I was talking to the Sirs I was to imagine myself over their knee waiting to be spanked. For now at least, later it would be much ruder.
Sometimes when I first started visiting Ms in the private
rooms earlier there would be another sissy in the room and intimate with Her and I would have to wait
outside, facing the wall respectfully but of course curtsying if a superior
passed. Then the sissy would leave often her face slightly wet and shiny,
maybe her rump reddened and puffy from
corporal punishment. But Now Ms would summon me into the room and have me serve
drinks, then either stand in attendance or standing facing the wall whilst another sissy was under Her skirt
serving Her intimately. Or sissy might over one of the padded benches being
caned or cropped, or being pegged by Ms with a very long thick strap on.
I would squirm and squelch with embarrassment and hot need on these occasions and Ms would often look up at me and smile sweetly telling me to keep my eyes lowered respectfully.
“Yes Miss, thank You
Sometimes I would bring Ms a fresh pair of
panties after She had climaxed, but mostly the sissy would fetch them and be
allowed to put them on Ms and kiss Her bottom afterwards. Then kiss Her bottom
again after Ms had lowered Her skirt or pulled up Her trousers. Sissy would
curtsy and be dismissed to hand wash Ms’s panties while Ms relaxed enjoying the
afterglow of Her orgasm. I could see that the sissy always found it very
awkward to stand and curtsy afterwards, as did
The one evening Ms called me in and while She was drinking Her wine told me to kneel between Her
thighs and remove Her panties. She was already warm and wet.
“You may start by kissing me slowly sissy.” She
said opening Her thighs that much wider.
“Yes Miss, thank You Miss.” I must have whispered so hotly She giggled and
pulled me closer.
Drawing me into Her damp warmth and at first
resting Her hand on my hair as I kissed Her and told Her how much I loved Her
and wanted so much to please Her in between kisses and licks. She leaned
slightly back sipping Her wine, I could tell She was getting more and more
aroused as She shifted on the leather couch. Then She pulled me even closer and
lifted the hem of Her mini skirt over my head.
“Shh now sissy let your tongue tell me how much
you love me.”
“Yes Miss, thank You Miss.”
I parted Her lips with my tongue and started to
lick Her nub, fist softly, between kisses and sucking it, then slightly more
firmly responding to Her pants and sighs of pleasure.
“Squelch up and down on your dildo sissy,
whilst you are licking me.”
“Yes Miss, thank You Miss.” I whispered
obediently in the intimate darkness under Her skirt.
The taste and texture of her arousal so slick and thick, was incredibly sensual. The sweet smell & taste of Her filling my senses and the sound of Her pants Her sigh and gasps of pleasure and erotic delight made me so excited and aroused. As I squirmed up and down on my dildo it felt so huge, I was totally impaled on Her as I served Her.
She began to get very excited panting and pressing Herself onto my mouth and tongue, but I maintained the same rhythm slow and firm, steady, almost throbbing, so as to maintain and extend Her enjoyment. Then clasping Her now soaked thighs around my face She began to climax. I kept up the rhythm as She came several times. And continued kissing Her as the waves of pleasure slowly subsided. She lifted Her skirt and looked down at me. Her face flushed with
pleasure, my face still flushed with arousal and need. Eventually She pulled back slightly.
“You may fetch me another wine now sissy.”
“Yes Miss, thank You Miss.”
“And a
clean pair of panties.”
“Yes Miss, thank You Miss.” I curtsied
gingerly
“Are you having some trouble sissy.” She looked
at me curiously, Her eyes twinkling with
face innocence.
“Yes Miss, I am just so excited Miss, thank You
Miss.”
“That is very sweet sissy. Don’t dally so with
my wine I am rather thirsty.”
“Yes Miss, thank You Miss.”
I kissed Her bottom as I pulled Her clean panties up and again on Her bottom as She lowered Her leather skirt, then She turned and allowed me to kiss Her pubic mound. I was so hot and excited, wanting this moment to last forever, but so needed to cum, but was locked in my chastity.
Instead of hand washing Her panties, She told
me to remove mine and wear Hers for the evening as a little extra treat for me.
I could wash them later and iron them for Her tomorrow before giving them back
to Her.
She then dismissed me to my chores and serving
in the club. I curtsied in tears and hurried away obediently
Wearing Her still damp panties was so hot and intimate both arousing and humiliating at the same time,
more so it felt at the time than hand washing them straight away. I would learn that this wasn’t the case, hand washing Ms panties after She is relaxing post orgasm is so helplessly frustrating and arousing. Ms removes Her panties for Her and often Her boyfriends pleasure. Sissy removes Ms panties so sissy can hand wash & iron them for her superior. Also foolishly I still hoped that I would be allowed out of my chastity at some point if only rarely.
That night I had held Her panties up in both
hands, curtsied to them and kissed them softly, before curtsying again and
starting to wash them. I must have lingered too long over hand washing them as
Sir came into the laundry room and smacked my bottom telling me curtly to hurry
up.
“Yes Sir, thank You Sir.” I had cried out surprised
and humiliated, curtsying to Him
obediently.
I didn’t dare look up but if I had I would have seen Him smirking, also although I only dared glance for a second His pants were bulging.
Ms didn’t always come to the club every night,
although I had been told to attend every night. And on some nights when She was
there, sometimes didn’t call me at all. For the next 3 night Ms although She
was there didn’t call me to serve Her personally domestically or intimately.
Not even to serve Her drinks. I was heartbroken totally disconsolate. Had I
done something wrong? Not pleased Her enough? Was She no longer interested?
Then on the fourth night She called me to one
of the rooms, I had knelt between Her thighs and served Her intimately, orally.
Then was simply given Her panties to wash and dismissed back to my chores. On
subsequent nights I was called to serve Her intimately, or to fetch & serve
drinks whilst another sissy pleased Her intimately. On the nights I served Her
intimately I was so hot & ecstatic, desperate to please Her to keep the moment
for as long as possible before being sent back to my menial chores in the club and serve drinks to the guests. And
on the nights when Ms just wanted me to serve drinks or clean the room around
Her whilst She relaxed, I was such an emotional needy mess. But the fear of punishment kept my service
graceful, respectful & perfect despite my fluster.
Then one evening when I was summoned to room Ms was sat there with one of the Sirs. The Sir who
often supervised me when I was waiting for the taxi home. I served both He and Ms chilled white wine, tonight there was no warm pee from Ms. I had noticed that both the pink cuffs and Ms’s crop were set out and was trying not to look at them while my superiors chatted, serving and attending them effacingly. Another Lady came and joined us, after I had curtsied to Her and kissed Her bottom, I served Her wine and then refreshed Ms’s and Sirs drinks. Apparently She and Sir were occasional and not so occasional lovers.
Ms indicated that I bring the pink leather
cuffs to Sir. Holding the cuffs in both hands I brought them to Him and
curtsied. He quickly put them on me and locked my wrists behind me. With my
wrists securely in the small of my back I was just about able, as I had seen
other sissies do to clutch feebly at the hem of my dress, it was very short and
flouncy, and to curtsy. He smiled and patted my bottom, then lifted me onto his
lap.
I was pressed slightly to Him and under his pants He was hard already. I kept my gaze lowered respectfully & submissively, but Ms reached out and lifted my chin and my eyes to meet Hers and the other superiors.
Sissies must learn how to please a real Man as
well as her female superiors, I was told.
“Yes Miss, thank You Miss.”
“Orally sissy, like good girl.”
“Yes Miss, thank You Miss.”
“After real Men have needs and wants and they
do so enjoy fellatio sissy.”
“Yes Miss, thank You Miss.”
“And I do not like giving, its far too messy and submissive, as are the other things real Men like so
much.”
“Yes Miss, thank You Miss.”
“But sissies
love fellatio too, you will love giving and pleasing Sir, wont you sissy.”
I hesitated, and Ms and the other Lady laughed
“The crop will teach you to want to be seen by
Sir for pleasure rather than punishment sissy”
“Yes Miss, thank You Miss.”
Sir then abruptly pulled me across his lap,
pulled down my panties and then started
to spank me. His hand was so big and hard, He like most Sirs was quite adept at
flattening and firming His palm for maximum effect. I sobbed at each spank.
Usually Sirs make sissy beg not to be spanked, then ask if she want to be pleasing to Sir, and doesn’t sissy
serve Sir so much better after she has been spanked, then sissy must beg to be
soundly spanked. But sometimes the Sirs are a bit impatient, and in this case
He was eager to spank me.
“Oh dear what a terrible noise.” Miss laughed
At that He pulled down my panties stuffed them
into my mouth and continued.
Some Men like to leave sissy ungagged for a
spanking, enjoying their sobs and whimpers, others prefer the muffled pathetic
sounds of sissies pleading. Most do prefer the latter. Worse than the usual
pain of His hard hands was my side pressed up against His very hard cock, I
knew He could feel me pressing against His erection and that He could feel my
chastity pressed against His lap.
When He had finished He uncuffed me so I could
serve fresh wine.
Miss commented how lovely and red my bottom and legs were, so perfect for fellatio.
Then cuffed again He pushed me between His legs
and onto my knees.
He opened His pants and pulled out His cock if
anything it seemed even bigger now it was in my face and the smell of Him was
quite intense, for a second I felt as though I might retch, He lifted my eyes
to His and told me to begin.
Ms had trained me to suck and kiss a large
dildo, and to deep throat it. Naively I had thought it was just for
humiliation, now I realized my silliness. Both Ms and Miss were watching me
intensely and I could smell their arousal too. Ms was holding the crop and
flexing it. I didn’t dare disobey.
That first kiss and the taste of Him, my senses
recoiled. Then fearfully, obediently I started to suck His glans. Almost
immediately I got a hot splash of precum.
“You may swallow that sissy, and thank me later for the nice sweet drink.”
“Yes Sir, thank You Sir.” My words muffled by
His cock in my mouth.
Then He started to push forcefully deep into my
mouth. I was gagging and spluttering on both His size and the forcefulness of
Him pushing. He continued pushing deeply.
“Never mind about her gagging she will learn to
get used to it & if not its still very enjoyable.” Miss laughed patting my
bottom with the crop, Ms had handed to Her.
He pushed deep into my mouth then into my throat, desperate for some sort of control I maintained suction around Him, and tried to swallow like I had learned on the dildo. Both these things make the BJ that
much more enjoyable for Him and pulls Him so much deeper too. His manscaped balls were on my chin. I was still gagging and spluttering, physically and on the fear that I might choke. Then I felt Him stiffen and spasm with pleasure, an instant before He erupted in my mouth. Still pumping back and forth as He came, and came. Filling my mouth with His cum then pulling out and splattering my face, before pushing back into my lips until He was done.
He pulled out and sat back, leaving me kneeling
on the floor.
“Remember sissy, good girls always swallow.”
My mouth was too full to reply
“But good girls always wait for permission to
swallow, sissy.”
Ms and Miss teased me. For His part He just sat
back and enjoyed His wine.
His cum was so thick and sticky, so strong tasting. The longer I waited, looking up into His eyes, the thicker and stronger it tasted.
Then finally He told me to swallow.
“Yes Sir, thank You Sir.” I gasped gulping for
air.
“When Sir cums, sissy swallows obediently. But
in future smaller and more pretty little gulps sissy.” Ms told me
“Yes Miss, thank You Miss.”
And when I did swallow the taste was so humiliatingly sexual, thick ann lumpy, gummy mucus and left my mouth tasting & feeling so sticky too. At that moment I was glad sissies must keep their eyes lowered at most times. I never wanted to look up into anyones eyes again. Not Ms, nor any of the other ladies. Not any of the sissies and especially not Him or any of the Sirs. Which was precisely why I had to look up when I thanked Him for being allowed to serve Him. For being allowed to swallow His cum. To Ms for keeping me in chastity so I could suck Him so sweetly and obediently.
“How was She?” Ms asked Sir
“Passable for a beginner.” Was His blunt reply.
And it wasn’t important if I spluttered and gagged on Him when He pushed so deeply and insistently
into my mouth. That only added immensely to His enjoyment, forcing and holding me there. Tiny in my chastity while I gagged fearfully on His massive cock. Always keeping my tips tight around Him to maintain suction and bobbing my head my mouth as much as could on Him. Ms had taught me on the dildo to swallow the dildo as it went deeper, this helps somewhat with the gag reflex, if only a little, but also is massively pleasurable to Him. As He thrusts deep and I swallow and bob on his thick shaft. And squelch and squirm on my dildo, in rhythm with His thrusts and my sucks. Ms had instructed me to do that but soon it would become instinctive and natural.
Similarly with His cum in my mouth, so thick and
sticky. I was not allowed to swallow a drop without permission. So I would
kneel in front of Him suffocated on His pungent pleasure, still squelching on
my dildo and looking up into His eyes waiting for His permission. His sexual
and dominant enjoyment enhanced and continued by watching me squirm obediently,
frightened in front of Him. Overwhelmed and awed that He could come so
powerfully and easily and I was not permitted even the tiniest splash or
squirt.
Quite naturally I would have to swallow it all obediently and gratefully. And if Sir had also blown in my face rather than just my mouth as they liked to do. I would remove my panties and He or I might wipe my face with the pink glossy satin before putting them back on.
I was told to serve fresh drinks then put back in the cuffs and put over the bench.
“I think we will definitely need these panties
again sissy wont we.”
“Yes Miss, Please Miss I will try harder Miss, thank You Miss…..” I had sobbed as She pushed the panties into my mouth to muffle my blubbering fright.
“Oh I’m sure we can make you try much hard
sissy.” She said stepping behind me.
I was given 6 fierce lashes by Ms. Then Miss
took the crop and gave me six more, because it was Her boyfriend that I had
disappointed, and for training purposes.
I must try much harder and be enthusiastic.
Look up into Sirs eyes always and show that you want so desperately to please
Him totally and obediently. At that moment nothing is more important than His
satisfaction and pleasure. You love sucking Him, love that He is huge hard
while you are tiny and soft. Love that He cums while you may not. Love
swallowing Him. Want always to improve and excel at His pleasure. Like a good sissy girl for Sir.
“Yes Ms, Yes Miss, thank You Ms thank you
Then I had begged to be allowed to please Him again, but He wasn’t interested just yet. But I was to go out and serve the guests and if any of then Men wanted fellatio Miss or Ms would supervise.
That evening I was spanked, sucked and swallowed 4 Sirs and
was whipped afterwards to improve my performance and eagerness to please. Over
the next week I sucked all the regulars several times and was whipped over and
over again. I could barely walk or curtsy without wincing let alone sit down.
Till both Ms and Miss said my performance was satisfactory for now, but I
should fervently desire and show my desire to improve each and every time.
Tonight Ms called me into Her room. She was
alone tonight. I served Her chilled wine and I was given a warm glass of pee to
drink and allowed to perch beside Her.
She told me I was a turning out to be a good & popular little cock sucker, I was never allowed to use such coarse vulgar language incidentally, but that tonight my tongue was just for Her. Till later at least She smiled and told me to kneel and remove Her panties.
“Oh the cunnilingus is so heavenly now sissy.”
“Yes Miss, thank You Miss.”
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