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First Caning

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

He was waiting at the entrance, the room already booked, embarrassed I followed him in, head down, at the door I stood meakly behind him , looking superior in his dark suit.

He pointed to the bathroom I scuttled in with my bag of clothes

I stripped and went in the shower, even though I had showered not two hours earlier

Heart pumping and flushed, it was finally happening, the texts and calls finally culminating in this meet

In the few seconds as I had entered the room I saw he had been in and prepared the room

Sheets down on the big bed a towel on the floor at the end, pillows arranged in middle

And in pride of place a crooked handled cane ...

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

I showered for a long time, thinking about was was going to happen

I dried thoroughly wanting to be clean, deodorant, perfume , then stockings first, straightening the seams and clipping the suspender belt fingers shaking, the bra matching, black satin, padded with pairs of skin colours tights , a pair of brief panties, my cock stirring

A second bigger pair of french knickers ( I new these would becoming down fairly quickly)

The shear white blouse , struggling with the buttons on the other side

The skirt indecently short, pleated , navy blue, the heels high and pointed, stretching my calf

The wig, blonde ,shoulder length

Finally the the lips red and slutty

The transformation complete....

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

Tracy the naughty schoolroom knocked on the door

Enter

His voice commanding

I forced myself into the room , no turning back now

Kneel

I knelt down before him , avoiding eye contact

He held the cane in front of me

Look at me ....

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By *orcshornyMan
2 weeks ago

Worcester

Very exciting... more please!

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

I looked up

"You want this"

Yes Sir

"Will you be a good girl for Sir"

Yes Sir

"Kiss the cane"

This was unexpected, I put my lips to it anyway

Kissing, licking and worshiping it

Noticing the little Knott's along it's length , wondering how it would finally feel

Would I be a good girl and take it all

He told me what he was going to do to me as I looked up at him kissing the cane

Pressing into my mouth as to exert itself

Exploring it's length , preparing myself mentally...

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By *arcietteTV/TS
2 weeks ago

Salford

Perfect story so far!

More please (pretty please)

xx

m

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By *amieforfun1973TV/TS
2 weeks ago

bognor regis

Great start

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By *arkinSuffolkMan
2 weeks ago

Lowestoft

Hot

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By *endarMan
2 weeks ago

Morton-in-Marsh

Excellent preparation,

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By *AM2214Man
2 weeks ago

Central Lakes

FFS I didn't have my glasses on thought this said first canine !

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

"on the bed"

His voice firm, assured

I knelt on the bed pillow under my tummy bottom raised slightly

I was in a trance like state , nervous and excited at the same time

I will warm you up first

It was not a question

His cupped hand started patting my bottom , over my skirt moving about my bottom and upper thighs

He took his time , exploring my body , no hurry his other hand pressing down on my back and stroking me

I began to relax , the tension going out of my muscles, as I sank into the bed so the spanks became a little harder

This continued most pleasantly for a long while finally I let out a little moan

Good girl

I think you are nearly ready...

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

He lifted my skirt up to reveal my knicker clad bottom

His hands caressed me fully exploring my satin encased bottom and stockings and suspenders the sensation was unbelievable, hotter than I ever imagined I let out a little whimper

Are you ready for my cane slut...

Yes Sir

Yes please sir I whimpered...

The first strokes where gentle ,time between each strokes I was so aroused I wanted harder ( much harder

Stick your bottom up

I pushed up eagerly , offering myself

Your eager I see

Yes sir

Please cane me hard....

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

6 over your knickers to start with

A hand come beneath me and gripped my engorged cock through my panties

"Oh my you really do need this"

Swishhh

Wooooo, my breath rushed out fire exploded in my bottom

The hand gripped my cock even tighter his other hand caressed my bottom the heat subsided and became a pleasant warm glow..

Ready..

Yes sir ( probably A BIT to eagerly)

Swishhh

Wooooo

Breathing hard

Hand again caressing my bottom

Again the intensity subsided

Ready ...

Yes Sir

Swishhh

Ghrrrrt

This time I bucked the fire was intense his hand come off my cock and smoothed my back and his other hand again massaged my heated bottom

3 more

Yes sir

The pressure on my back increased , reasuringling

Swishhh,

Oahhh

Swishhhh

Waooooohhh

swishhhhhhh

I sob briefly...

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

His hand caresses my bottom again

Gradually the fire subsided, I feel light headed slightly euphoric I stop sobbing a new sensation takes over heady, and elated

His hands feel warm and comforting

His hand feels my front again

I'm no longer hard

Oh Tracy your have been a naughty girl

Now look what you have done

Your knickers are all damp ...

Now I'm going to need to punish you properly

Yes sir I whisper

I need to be punished Sir ...

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By *ornyguy4u2000Man
2 weeks ago

Gravesend

Good girl.

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By *arcietteTV/TS
2 weeks ago

Salford

Lovely! But I’ve got a little stiffie now and want more too!

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

We shall see

But first you need to kneel...

I kneel down in front of Sir

You know what we agreed

Yes Sir ( timidly now)

He unzips his trousers and takes out his cock

6 inches from my face , the closest I have ever been to another mans cock

Kiss it ,

I stare for a few seconds then bend forward and give it a little peck

"good girl"

Again, but more

I give a few more dry kisses along the length

Well done "

"Now ask me"

I look down to the floor , heart pounding, reluctant

ASk ME"

Can I put it in my mouth ( barely whispered )

Nicely Girl

I can feel my cheeks glowing red

A finger comes under my chin and raises my head

"look at me when you ask SLUT"

I gulp, , takeaway deep breath

Looking directly into Sir eyes

Please Sir my I put you cock in my mouth "

You may

I opened my mouth

He held my head, his cock was about 4 inches and drooping

I took it all

A hand held the back of my neck his other hand stoked my head

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

"Good Girl

You now have Sirs cock in your mouth"

His cock was warm, not so big I judged I could taste his pre com on the tip

It wasn't too bad his hand supporting my head and rubbing my head felt reassuring

"Look at me"

As I looked up to him it felt incredibly degraded and a feeling of shame washed over me , me cheeks burning with embarrassment

"I will ask you some questions

Blink once for yes

Twice for no"

"Have you got a mans cock in your slutty mouth"

I blink once

"Did you bend over for sir"

I blink once

"Do I give you permission to cum in your pretty girly knickers"

I blink twice , embarrassed further

My mouth seemed to be generating a lot of saliva

his cock was growing in my mouth

I felt some different feelings affecting my body , I liked these feelings

I tentatively licked the knob of his cock that had now freed itself of it's foreskin

It seems you like having a mans cock in your mouth .

I blink once

It wasn't a question you cock sucking whore"

He pulled away , I looked up hopefully

He tapped my pantied cock through my knickers

Oh my . Look what we have here...

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

Well done Tracy

I'm going to have a cup of tea now

I have done everything we agreed for our first encounter

He turned around and picked up the kettle and went to fill it

I stayed kneeling on the floor feeling at a bit of a loss and slightly disappointed not sure what to do

I watched in silence waiting for him to speak

The silence painful and intimidating

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By *ornyguy4u2000Man
2 weeks ago

Gravesend

Excellent.

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

My cock was still twitching, my excitement at fever pitch , I couldn't stop just here

"Well"

Cat got your tongue"

I felt like a silly little girl ,

The colour instantly coming back to my cheeks I looked at the floor

Hands in fists

Please sir can I have some more I said meakly

"More what"

Everything Sir

I see you have gotten a taste for be caned and disciplined and serving sirs cock

Looks like you really are a dirty slutty cock sucking whore"

My cock was hard, the words majorly affecting my hormones

YES I AM SIR

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

He sat on the chair sipping his tea looking at me

Very well in that case I better make everything clear to you.

You will be disciplined on your bare bottom

"Yes Sir "

Don't interrupt

"Sorry sir"

You will be marked on your bottom / striped

Afterwards you will service my cock fully , and to completion .

( Heart pounding , cock twitching , omg I wanted this now)

This is not a one of play I will be wanting to see you regularly after this.

And I will take photos of you

I looked wary, don't worry I will use your phone and you can delete any you are too ashamed off

Take a moment and think carefully

For once started I will complete the scene

Then either present yourself on the bed or get your things and leave

sir then turned his back on me and drank his tea while he went on his phone ....

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By *hyguy4567Man
2 weeks ago

Manchester

[Removed by poster at 13/09/25 16:24:13]

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By *eter Perfect OP   TV/TS
2 weeks ago

Kendal

I didn't have a choice if I walked away now I knew I might never get this opportunity again

I layed on the bed , positioned the pillows and stuck my bottom up

I felt such a slutty schoolgirl

I pulled my skirt up

Would you like my knickers down Sir ?

Can't wait you dirty slut

But no - I will enjoy pulling them down

He come over to me hand on bottom , one on back

He bent down close and whispered in my ear

I'm going to hurt you and I'm going to love it...

Omg pulse racing feeling heady and swimmy

Rough hands pulled my knickers down

"Cheat" I heard the ripping as my second pair where ripped off me a hand gripped my balls firmly and pulled and squeezed I whimpered, he squeezed harder ahhh I moaned

You are not going to come again without permission you dirty slut

"I'll try not to Sir, I couldn't help it "

You better not or you will be getting a further 12 hard strokes

One further squeeze until I yelled in pain then the spanking began

I'll warm you up first

Slap slap slap hard but kept moving so bearable

On and on it went , the sting gradually changing to a warming grow

Starting at my bottom but emanating outwards I lost track of stokes and time absorbing it all the pain now gone just a constant spanking on and on

I sank deeper into the bed

Bottom up a hand on my cock less hard supporting , stroking the length

Floating now in another place cock harder than I could imagine

The first stoke changed that a line of fire erupting across my bottom I yelled in pain and wriggled grabbing my bottom

Control yourself Slut

No more nonsense , that earned you two more strokes

Now present again

I stuck my bottom up nervously tension in the air , waiting

Swish I bit into the pillow gripping the bedsheets , absorbing the pain

I held it

Good Girl

His hand stroked the welt on my bottom

Swish

I bit again taking a few seconds longer to ease,

I regained my composure and re presented

Swish

Swish

7 stokes

"Last one "

I screamed out this was lower along the crease between my bottom and thighs

My eyes where watering I was blubbing

On your knees a hand firmly guided me to the floor his trousers dropped to floor then his pants

Omg he was huge fully erect glistening head covered in pre cum

Suck it well slut , you have earned it ...

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

I leaned forward opening wide and took his huge glistening cock in my mouth , I felt fantastic , hot and gooey with pre cum

I greedily licked around the head exploring and experimenting no hesitation this time, eager to suck

Initially I heard the encouragement ,

Good girl, well done , excellent

But it was slut and cock sucking whore and the filth that seemed to supreme on more

I pushed forward It filled my mouth but only two thirds in

I felt elated I had done this to this man , I had excited him so much and made his cock so big and so hard

I tried bobbing in an out fucking his cock with my mouth , he liked that

The concentrating on the head , i sensed him shaking slightly, It was so exciting

I pushed deeper but was hitting the back of his throat

My mouth was filling with saliva now dribbling down my chin

Sir was moaning shouting and encouraging

I pushed deep again and sirs hand pushed on the back of my head his cock went fully in lips on his balls

My head swooned

Sir released me immediately

'Fantastic slut, breath

Then again pushed me home the sensation of a throat filled with hard hot cock was incredible

A pattern developed sucking his tip then up and down then deep , each time holding a fraction longer

It got easier each time and felt fantastic

I could tell Sir was close to coming

He instructed me to Swallow the

first jet straight down then hold the remainder in my mouth to show him

He held my head now and started fucking my face vigorously shouting and moaning I felt him stiffen twitch and then I felt it erupting into my mouth, consuming me struggling to swallow I pulled back and swallowed, the sensation was over powering ,tears in my eyes Sir looking at me phone in hand

A look of deep joy and triumph on his face as jet after jet first pulsed then oozed into my mouth

A receptacle to be filled with sirs seed ...

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By *aster CaneMan
1 week ago

Gosport

Loved that

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By *amieforfun1973TV/TS
1 week ago

bognor regis

Amazing story, I’d love to be the sub in this one

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By *endarMan
1 week ago

Morton-in-Marsh

Ideal situation!

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

Tears in my eyes overwhelmed I look up into sirs face

He had lost his composure and sterness now

Have you got a mouthful of another man's cum

Show me , savour it , taste what a dirty slutty little girl you have become

Hold it in your mouth slut and feel your shame while I take a moment

Sir collapsed on the bed , completely spent

My mind was exploding, the sense of shame and humiliation keeping over me , the reality of what I had done

But formost was the mouth full of another man's spunk in my mouth

Knowing I must kneel there and weight

It seemed an eternity but then Sir sat up smelling like a Cheshire cat

Show me

Good Slut

You may swallow Sirs seed now

OMG

After holding it for so long it felt alien in my mouth my excitement had faded

I know longer wanted to swallow it

Sir could see my reluctance

He stood behind me and bent down

Whispering in my ear

You are mine now , drink my seed

No threats, just confidence I swallowed it all , almost gagging it back up I forced it down a mixed feeling of humiliation and pride

Go and shower now and I will make you a drink

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

I scuttled of to the bathroom locking the door practically ripped my clothes of and went into the shower washing away my shame

The lipstick and perfume felt impossible to remove the final reminder of my shameful act

I tried processing the feeling but wandered in circles

I dressed in my male

Reluctantly going back into the room to confront my master...

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By *amieforfun1973TV/TS
1 week ago

bognor regis

Amazing story, can’t wait to hear more

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

Thankyou ,

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

He was sitting in a chair , relaxed all smiles

Well done Peter here drink this

He passed me a glass of whiskey and offered a box of dark truffles

Eat, drink it helps it was Jura a whiskey I liked I washed it around my mouth then felt the burn as is passed down my throat then the sweet bitterness of the dark chocolate truffles

You was amazing, are you sure that was your first time , yes Sir

It's ok call me Philip

He topped up my glass eat them you need it to help fend off sub drop

What's sub drop

When all the chemicals in your head come crashing down after a really intense session and you cum hard sugar helps

I didn't know that

I didn't come though

He handed me a box of tissues and pointed to where I had been kneeling

Whoops I didn't realise, red faced I knelt down and wiped up my sticky mess

I started feeling submissive again

I'll be needing another 12 strokes then Sir I said quietly

You will indeed but not right away.

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

It was pleasant chatting to Philip as an equal and normalised our kinky behaviour from before

He reassured me I wasn't gay , just a man who wanted to dresses up and be a girl occasionally and the joys they have

I said how surprised I was with how much I enjoyed everything I had been really nervous of sucking him but really loved it and the spanking and caning did wonderful things to me .

He smiled , and explained when playing you can be a different person and enjoy doing things you wouldn't normally do

And There are many new and wonderful things that I can and will do to you

We chatted away and my anxiety drained away and my curiosity and my arousal started coming back

God I'm famished shall we go and get something to eat

I was going to go home

Really, have you got someone waiting for you, you said you where divorced and had your own room ,

Your a big boy now , you can make your own decisions

Besides I have something I bought along in my car that I think you will like...

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

Thankyou

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

He poured me another glass of whiskey

Life seemed good

I felt surprisingly hungry too

You probably shouldn't drive after drinking anyway , this is family room there is a spare pull out bed

The whiskey warmed my belly

My thoughts of humiliation a distant memory

Thoughts of further fun arousing me further

What have you got me ( I felt like a little child at Christmas)

I have something's I think you will like

And judging from your earlier performance I think you will fucking love them

You don't have to stay you can go home now

I can easily get someone else to join me , but this your opportunity to try something really amazing

But it's up to you .

Anyway I'm going to go now so what is your choice

I'll come too

That's great and there will be plenty more fun later

Put your knickers on and we will go

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

I went into the bathroom

I liked being told to put my knickers on

Would you like to inspect Sir

Excellent idea

Drop your trousers and touch your toes

I bent over as ordered, god you have a perfect bottom

He walked around admiring ,

Now a little something to keep you focused ...

Swish

I jumped up,

Oh dear absorb it boy

Tell me when you are ready

I settled quite quickly but I wasn't expecting it now I braced myself

Ready Sir

swisssssh

Freeeeeww

That stung a lot especially as no warm up I breathed hard

Come on we haven't got all night

Ready Sir

Shwish wachhk

All done trousers up let's go

In the lift down he grabbed my arse the third stoke had been over the second stoke and still stung a lot

In the parking lot we went to his car a series 7 BMW with private plate the boot opened automatically as we got close and he got a small package out and put in his pocket

The I followed him as we walked across the road to a pub/ restaurant

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

It all felt very relaxed and the conversation flowed easily intermingled with life and kink

I told Philip of my divorce my big house all my debts living on credit even though I earned a really good salary

My sexless marriage and secret dressing and wanking and experimenting on myself hours on line in chatrooms fantasising

It became apparent how rich and successful Richard was , self assured , confident I admired and looked up to him

He said he was rich he was wealthy

I didn't understand, he explained

He could buy a new £80k BMW each year but chose to get a 3 year old one , private plate , low milage £26k

Half the price of the series 5 I used to pay over £600 a month for

He had no mortgage put developed passive incomes

And he had a sex life more than I could even fantasies about

I was hooked , I wanted a piece of that and I told him

He gave me a package

Go to the bathroom and put this in ...

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By *amieforfun1973TV/TS
1 week ago

bognor regis

Great story but I need more lol

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

The butt plug was tapered with a large girth before a narrow neck and a t bar base there was some lube also

I instinctively new what to do but it didn't fit

Ten minutes later and much lube Sir had his Slut plugged for the first time

I washed my hands three times and doused my reddened face

I tried to walk back to the table normally feeling all eyes upon me and everyone knowing what I was wearing ...

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By *ayhubbyMan
1 week ago

liverpool

Love this

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

As I say down I felt it settle and push a little deeper along with my caned bottom I was finding it harder to focus although the sensations in my body where fantastic

This is so much better than I imagined

The food was good I was only allowed a small glass of wine then water

Philip had a large but drank a lot of water also

You never play d*unk

I was learning and gaining a greater understanding of Philips world

And he was giving me an opportunity to have a piece of it

When we finished Philip ordered the deserts for both of us , that simple act demonstrating his power and control

It felt good

He took out his phone and then I had a tingling in my bottom the butt plug was vibrating

Philip kept talking as if nothing was happening I carried on the charade

As the waitress come with our desert he turns the vibrations up

I was losing my composure

The waitress asked if I wanted cream I mumbled no

But Philip interrupted and said his guest would be having cream

I blushed furiously and the vibrations where eased back

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

"Are you having fun"

Yes

"Yes what"

"Yes Sir"

Mmmm

"Are you going to be a good girl for sir tonight"

Yes sir ( quietly)

"Look at me girl" he looks at me expectantly..

Holding my gaze

Yes Sir I will be a good girl for you

"Will you submit to me and do as I tell you? "

Do you want to be Sir Sissy Slut Tonight

He maintains eye contact

He waits

All my senses heighten I can feel my cock push against my knickers I'm so fucking aroused

Yes Sir, please make me your dirty sissy slut tonight

Well done , you finally took responsibility and owned it ....

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

As I finished my meal and felt very comfortable and excited Sir poured the rest of the jug of cream onto my plate

Put your hands behind your back and like the cream of sensually

Imagining a spare of men's spunk

He took his phone out , I knelt forward incredibly conscious of other people in the restaurant

The buzzing intensified

"Every last drop Slut"

I licked it all imagining that several men had wanked on the plate and where all watching me

I was having trouble staying still

When I had licked the plate completely clean I looked up to see Sir filming me

You "filthy Dirty Slut"

Said with utter contempt I felt so dirty and degraded

He gave me his gold credit

No go and pay

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By *issyswichTV/TS
1 week ago

Gateshead

Wow love this i can't wait to hear more

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

I paid at the till and went back to Philip feeling unsure and vulnerable, had I let him down in some way

I stood standing as he took his time then followed him out of the restaurant and back to his car

The boot opened

Get the bag

It was quite big

Follow me and we walked back to our hotel and room in silence

We went in and locked the door

Stand facing the corner

I did as I was told

I hear bag opening and stuff being sorted

I was nervous

I wanted to say sorry, ask questions but it felt inappropriate

Finally he stood behind me , close

Are you ready to submit to now

Yes Sir

You have responded excellently so far , and just passed my last test

I hope you enjoy your night as a willing sissy submissive

Is that what you want

The tension eased , Yes please Sir

Very much indeed

There was a bag on the bed with an envelope on top

I opened it and read carefully , heart pounding shocked but resolute I went into the bathroom to prepare ...

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By *exyianTV/TS
1 week ago

southampton

Wow great

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By *ayhubbyMan
1 week ago

liverpool

I love this

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By *tayMan
1 week ago

hants

Me too

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By *acyboyTV/TS
1 week ago

Southampton

Oohh, what’s in the bag!

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By *TRAPON BOSSTV/TS
1 week ago

Waterford Ireland

Great writing love reading it More please

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

I went into the bathroom and and sat on the toilet head spinning I re-read the letter

"If you are reading this letter - well done you have passed the first stage .

You have had your first experience of submitting to a master, however it has been on your terms and what you wanted

Now is the time to submit to your master and let yourself be trained

You have decided to stay Tonight and submit to Sir, and for that you should be proud taking responsibility for your actions and accepting the consequences

I am sure you will enjoy this and gain a deep sense of nurture and well being along with the knowledge of pleasing and satisfying your master

When you leave tomorrow you will have time to reflect on what we have done and should you want to proceed we will write up a master submissive contract.

Tonight I will start your training , stretching and preparing your holes , asserting my authority and giving you an insight of what it means to serve .

In the bag you will find some accessories and items to wear

Douche thoroughly shower and prepare

Let your journey begin

Sir

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

Douching was a new experience but felt cleansing and was not difficult, I showered then perfumed and lipstick

I dressed putting the items on feeling very self conscious, the cage was uncomfortable and I used some lube to help attach before pulling up the pretty pink knickers

Little white ankle stocking with pink bows on the back

I lubricated my bottom liberally feeling empty now without the plug in

Finally I attached a couple of clover clamps onto my nipples with little bells on , they made there presence known and where painful

I put the wig on and walked back into the bedroom

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

He is sitting in the middle of the room , looking incredibly debonair in his dark silk pyjamas and glass of whiskey in his hand

Oozing confidence and authority

I stand in front of him waiting

The silence tormenting me ,

I bow my head " is this ok Sir"

Still nothing , he sips his drink

My mind racing feeling lost unsure , I kneel in front of him

I sense him standing in front of me his aura overpowering I move my head closer I kiss his pyjamas knowing how hard he is he frees his manhood , engorged and magnificent

I opened my mouth fully and welcome it home paying homage with my mouth and tongue slowly worshipping and exploring his throbbing cock

"Well done"

His simple words reassuring me I settle down and start to relax and look forward to the night of submission...

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By *ndigokittyTV/TS
1 week ago

lucan

MORE

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By *uffolkmale54TV/TS
1 week ago

Lowestoft

i am absolutely loving this, lots more please x

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

I heard sir give a little moan I continued using my mouth pleased in the knowledge that I was serving my master

sir sat back down to get more comfortable

"You may continue, take your time , savour your reward I don't want to come quickly "

Music to my ears , fully engaged in the worship and adaptation of Sir beautiful cock

As I sucked he outlined his plan for me tonight , nervous anticipation spread through me, as my cock strained in it's pretty pink cage .

I hoped I would take it all, but new Sir would not do anything he didn't think I could actually manage

Time became unimportant ...

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

I became aware of my jaws aching and my knees hurting

Sir recognised my discomfort

10 minutes longer and you can make me come ( at exactly 10 mins)

I will give you a 5 mins and 1 min warning

Now I had a direction and started to suck more purposefully,

Rewarded with some praise and moans

His hands pushing me fully down making my eyes water , I would need a lot more practice to deep throat well

The praise turned to insults , sissy, slut whore

I redoubled me efforts ( 5 mins)

Sir was moaning and losing control

I new I was in for. a massive load

Slurping down on his throbbing cock already tasting the sweet pre come

His legs started trembling

Threats and curses now 1 minute

Holding my head now driving me up and down forcing me balls deep stretching my throat , saliva dripping out fucking my face furiously

Omg Omg Omg his body tension thrusting me down , exploding into my mouth drowning my throat , thrusting my head up and down jet after pouring out of my mouth swelling what I could , holding the rest in my mouth tipping me over the edge his cries of exctasy ringing in my ears

Gradually the frenzy faded the thrust subsided the trembling stopped small pulses twitched that last remaining seed

Totally sated Sir slumped almost comatose into the chair totally spent ....

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By *arcietteTV/TS
1 week ago

Salford

Fabulous end to the evening, hopefully more to come in future?

x

m

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

[Removed by poster at 17/09/25 15:07:11]

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

I helped sir to his bed and tucked him in

A mumbled thankyou and he was out cold

I set his alarm as instructed and opened the first box

I took the bag marked sissy and looked inside

I my heart raced I new what to do

I set my alarm 15 mins before sirs and got into bed

It was quite 10pm

I would need my rest as the first task was at midnight

...

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By *ayhubbyMan
1 week ago

liverpool

Fabulous story so well written

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By *olyMan
1 week ago

hoylake

Brilliant very erotic x

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By *ylon_heelsTV/TS
1 week ago

Bishops Cleeve

Loving this xxx

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

I lay there to excited to sleep re living my after noon and evening so far

How exciting sir had made the caning and even though it hurt the feeling were amazing and afterwards as the sting eases so the warm glow takes over and the sensations that creates

Kneeling before sir and submitting to him became easier as the day continued , now I just want to obey and please sir

Hi cock a thing of beauty and joy no longer something to be ashamed of the plug vibrating in my arse was amazing now eager for more and the pretty sissy nightie Sir bought for me helps me feel even more feminine and girly

I hope sir likes it as much as me

I keep checking my watch still over an hour to go

I plan in my head what I need to do try and imagine how it would feel

I can hear my heart beating in my ears along with Sirs gentle content snoring

20 mins to go my cock is twitching In its cage

I'm watching my alarm as it is about to go of so cancel it to not wake sSir prematurely

I take the dildo out of the sissy bag it's quite modest about 5" long and quite thin

I stick it on the plastic board provided it is life-like

I place the stretchy hood over my head my mouth and nose are free Its not 100% blacked out I could vaguely see so light seeping in it felt like a hug around my head and ears, feeling cocooned

I positioned the dildo by my head as i knelt on my bed , bottom. Up

All sorted I pulled hood over my eyes and knelt forward taking the dildo in my mouth

I took my hands to my bottom and pulled my my cheeks apart and started sucking the dildo ready and waiting for sir to start my bottom training

It was tricky to balance with my hands behind me and kept going fully down on the dildo stretching my throat

Which was actually ok as not to big

The waiting seemed to last for ever until I heard Sirs alarm go off and heard him stirring

My cock was desperately trying to for itself out of its chastity cage

Sir definitely new how to keep his slut on edge

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

I felt Sir climbing on the bed behind me

I pulled my cheeks wide legs trembling

Cold lube being massaged into my bottom , then a finger

It withdrew

Then a small object exploring my rosebud hunting a way in

A little pressure and it entered my anus

I push back accepting eagerly

Sir holds briefly then applies pressure until I feel his stomach pressing against me

He holds fully inserted , if feels fine I relax and start sucking as sir slowly starts to fuck my virgin arse

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

The sensations where incredible , not forced highly pleasurable I relax and enjoy the ride , gently floating off into a different word

I heard the alarm and the empty feeling as Sir withdrew

Disappointed I sank down

Sir was taking the dildo I was sucking , next time I will use this

He put his hand on my back

Swish Shwisssssh Shwishhhhhhhh

I scream out as much from shock and pain

As I process the pain all my nice feelings have died instantly

I here sir getting back into bed

Then reset my alarm and follow suit

I lay on my front but find that to uncomfortable with my cage so move on my side

I struggle to get comfortable , the fire is still burning on my arse .

I lay there trying to focus on my first fucking gradually the pain subsided and I enjoy the nicer feelings...

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

The sensations where incredible , not forced highly pleasurable I relax and enjoy the ride , gently floating off into a different word

I heard the alarm and the empty feeling as Sir withdrew

Disappointed I sank down

Sir was taking the dildo I was sucking , next time I will use this

He put his hand on my back

Swish Shwisssssh Shwishhhhhhhh

I scream out as much from shock and pain

As I process the pain all my nice feelings have died instantly

I here sir getting back into bed

Then reset my alarm and follow suit

I lay on my front but find that to uncomfortable with my cage so move on my side

I struggle to get comfortable , the fire is still burning on my arse .

I lay there trying to focus on my first fucking gradually the pain subsided and I enjoy the nicer feelings...

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

I'm awoken by my alarm

I don't remember dosing off

I take a minute to aclimitise but

But the warm in my bottom soon reminds me and my cock twitches

In the cage

I go to the bathroom and douch again and try having a piss it starts to squirt all over the place , I stop mid flow and sit on the toilet like the sissy I now am

I clean up my piss and wash myself down liberally splashing perfume all over myself so I smell nice and pretty for sir and under my nose which I like

I dake the lube and generously grease my arse and massage some around the cage by my balls which helps any irritation

I open the second box

There is just a dildo in it but much bigger than the last one probably 7 or 8 inches long and a little wider and incredibly realistic it had a tube attached with a little rubber ball pump at the end

I looked closer and realised it's function , and a card in the box with further instructions

Five mins later I was back on the bed hooded rubber cock in my mouth bottom up holding my cheeks apart

I started to suck and worship the bigger dildo , I wasn't halfway down it's length when it started to tickle my throat

I concentrated on the head sucking that instead even that filling my mouth

It didn't seem long this time before I heard the alarm and sir stirring

He knelt beside me and moved my hands I felt my bottom being lubed further and massaged my rosebud

I wiggled my bottom encouragingly

I finger pushes in and starts to delve

I let out a moan the a second finger joins it I feel a bit stressed but plenty of lube

This feels great

Finally the fingers disappear and I push my bottom up eagerly

Shwishhh

Shrwisssshhh

Shwwwwissssssh

Ooooooooowwwwwwwwwww

Omg omg omg

He is entering me

Fuck halfway three more lunges and he his fully home

He holds it

And pushes my head down on the dig dildo it's sticking at the entrance to my throat

He pushes hard and I sink fully throat completely filled and stretched , he releases me almost immediately and I start to regain my composure

Drool and tears running of my face and slowly the fucking begins

Building a steady rhythm

The fire in my bottom already subsiding as a new warm takes over

The pleasure increases

His hands come on my head again as he rams the cock fully up my arse

I steady myself and push down on dildo but can't get all the way

Sir assists and forces my head down fully

And then it is over sir is gone the cock removed from my mouth for later , I crawl back into bed just managing to set my alarm

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

The alarm goes for for several seconds before I turn it off

Vaguely remember wondering what the last task would be and if I would need to call red and stop it

I went to bathroom

Very thorough douching sat like a sissy and emptied my bladder drank some more water then lubed up for England

The last box had a different item a penis gag

A little stubby cock that went in my mouth and strapped in place but could still breath ok

Hood on I waited with nervous trepidation wondering if the big dildo would fit inside me

I sense movement

Swish swish swish I groan into my gag

Swissssissshhh

Ohhh

Swwwwwiiiiissssshhhhh.

I moan through the gag

Swwwwwwiiisssshhhhhhhhh

Mouth forced open eyes watering the fire was incredible I sobbed like a broken girl

I felt my ass suddenly he was inside my thrusting pushing it didnt feel to bad

Pushing in deep but somehow different and then fingers I like that omg was that three

Withdrew

He put my hands on my bottom I pull my cheeks wide

I feel it pushing against my rose bud but I am resisting he keeps the pressure on manipulating it gradually stretches enough and the head in in

He hold it there

My head is swimming my arse hole is on fire stretched to its limit

He hold them pushes small increments the feeling incredibly intensces

He withdrew a little then in a bit

And so the fucking began

I'm not sure what point it stopped hurting and the warm took over

Lost in a word of sensation I became aware of our bodies touching and the increasing of tempo

Strange feelings , new feelings

Spiralling down until eventually I go all soggy and collapse ....

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

[Removed by poster at 18/09/25 13:08:14]

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By *aster CaneMan
1 week ago

Gosport

So good

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By *tayMan
1 week ago

hants

Heaven!

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By *incs9Man
1 week ago

peterbourough

I’d love to be caned

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

I was having a wonderful dream when I awoke

Keeping my eyes closed trying to stay in my dream

Happy and content I gradually became aware I was not alone in my bed my memories drifting back exciting , naughty memories

I can feel the baby doll nightie I am wearing it feels feminine and delightful and very taboo I am on my side I can feel sir spooning me

I feel safe , reassured all the bad things he did to me was ok , I like him holding me I push back my bottom slightly he is pushed against my bottom and arm comes around and hugs me , big strong hands

He touches my nipples , they are tender, I remember the clamps

He rubs one between us thumb and forefinger , increasing the pressure, I wiggle my bottom in his groin , I feels his growing member pushing through his silk pajamas

His hand travels up to my neck gently caressing , I take his hand and pull it to my face and suck his thumb into my mouth deep and sensually he presses his hardness into my sore bottom I moan softly

Good morning my Wonderful Sissy Slut

Good morning Sir

He sits up in bed pushing my head down , I instinctively know what to do

He is already hard I pay him homage with mouth and tongue his head bulbous and a wonder to suck

Good Girl he stokes my hair I feel like a real girl

He moves pushing the quilt off wisting, stradling me , pinning me down his cock ominous and poised ready to fuck my mouth I open fully and accept however he in gentle and just feeds in the head

A lick sensually and then warmth on my own cock , surprised and unexpected Sir has my cock in his mouth and my god it feels good , gentle, exploring he takes his time exploring the head , tongue teasing the most sensitive spots blowing gently I mirror his actions lost in a world of sensations and then deep , balls deep and holds and slowly withdrew , omg how did he do that , I'm not small

I try to reciprocate but struggle to maintain composure

He continues slowly I feel the warmth , the tingling build up but he eases off

Again and again he brings me close

His own cock throbbing and so hard completely filling my mouth he starts to fuck my face now slowing building pace he is reciprocating with me , I'm on the very brink it feels wonderful then it realises the build up of tension exploding from my cock body shaking Sir pushes down fully I can feel the warm spunk flooding my throat trapped filling me as my own cock is a beacon of sensitivity and pleasure as spunk keeps coming out hoovered up by sir expert oral skills

I gasp for air as we moved onto our sides and gently cradle each others cocks in our mouths as our passions subside.....

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By *moothtouch55Man
1 week ago

Chandlers Ford

Wow absolutely amazing if only I could find a sir for myself

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By *eter Perfect OP   TV/TS
1 week ago

Kendal

Two hours later I'm in a Cafe with Sir devouring a large full English

We are both famished and on our second cup of tea

It is stark contrast to the previous 24 hours no more Sir and just chatting reflecting as equals

The experience had been so much more than I expected, through his calm nurturing and confident manners he pushed me so much further and now chatting as men I don't feel any shame or humiliation but expect I might do over coming days

But that was a separate life when I was Tracy the naughty schoolgirl and sissy slut

It doesn't define who I am or limit my scope in the future

In fact sir suggested he wouldn't want me to waste my cock it needed to be put to use from time to time

But not to worry sir would take charge of that

We chatted about swallowing his load and being fucked up the arse with increasingly large dildo and how well I opened up and took it all

Surprised at how I come in my school knickers after my first caning and how much I come throughout the day and night especially after the final fuck with the largest dildo and even more as he used the pump and ejaculated water up my arse .

I complemented Sir on his stamina and how much I enjoyed sucking him and drinking his seed

Surprised how much I enjoyed the caning and the effect it had on me

And even though it hurts like hell I would definitely want more

We move off sex and chat about normal things hobbies life and my situation

He says he might be able to help me there , let him think about it

Full and topped up to the brim with tea he gives me a couple of blokes to read and tells me to write him a reflection of our play

And if I want to continue ( which I assured him I did) he would send me a contract

But don't decide straight away

He said he would ring to check on me over the next few days as I had gone well into sub space and would experience sub drop

Drink plenty of water ( no alcohol) and plenty of chocolates

With all his good advise we shook hands and parted .

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By *tayMan
1 week ago

hants

Very, very interesting

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By *moothtouch55Man
7 days ago

Chandlers Ford

Much more to come I hope

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By *avesdelightMan
7 days ago

sunderland

Great read I love nothing more than using my cane on a willing bottom to hear the woosh n a moan then a thank u sir is a buzz for me to see the red weal marks rise across the bottom when done j reward with a juicy stiff cock to suck mmmmmm lovely

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By *issyswichTV/TS
7 days ago

Gateshead

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By *erryBramleyTV/TS
7 days ago


"Great start"

Yes, love this xx

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By *TRAPON BOSSTV/TS
7 days ago

Waterford Ireland

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By *eter Perfect OP   TV/TS
5 days ago

Kendal

Thanks for support 👍😁

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By *eter Perfect OP   TV/TS
5 days ago

Kendal

Three weeks later I am driving to his house for the weekend to meet his wife and Mistress

After my initial meeting with Sir Philip he had been very thorough in helping me decide , he had rung me the next couple of days and supported me through my sub drop , reassuring me this was quite normal and aftercare was important and the bigger the experience led to a more pronounced drop

Although I was desperate to see him again he said I needed to take time and fully reflect

I was to research and prepare

I read the books he had given me , small paperback guides to being a submissive and surprisingly how to be a dominant but there where both useful and helped me understand the rules and etiquette

I ordered a few toys and outfits which felt good

I also had to book in a check up at the sexual health clinic

We met for a coffee after a week when he told me his proposal, He new what it was like for your wife to leave you and be homeless and having to start again

He had had experienced the same 12 years ago

He would offer me somewhere nice to stay, a luxury office to work and I would become part of the household and he would guide me back to financial freedom if I was prepared to work hard and do what was necessary

I sat absorbed , a little confused, and needed to check if we would still play

His answer almost blew my dirty fertile mind ...

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By *eter Perfect OP   TV/TS
5 days ago

Kendal

I had been wanking a lot over the last few weeks often coming to memories of sirs cock in my mouth also fantasising about other things he would do to me

After a mediocre sex life through my marriage and sexless through the last few years I had promised myself I would not put my self in that position again

Sir Philip had some amazing things to me and had been the best sex I had ever hand by a long shot

I turned of the main a road I was now only a couple of miles away I think I was more excited than the first time as I new what was likely to happen to me

I was dressed smartly in a silk shirt smart trousers and jacket I felt good

I had a case with my Tracy stuff in the boot it was fairly open countryside when I turned into Sir estate

I passed a few cottages then turned around a corner the manor house was huge I drove around the side and parked in the courtyard as instructed and went to the side entrance

The you women that opened the door made my hairs on my neck stand up

I followed her into the house eyes transfixed on her latex clad bottom ...

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By *eter Perfect OP   TV/TS
5 days ago

Kendal

I was led into a large lounge where Sir Philip and a younger women where waiting

Philip stood up and greeted me and introduced his Wife Victoria who was also his mistress and I would address as Lady Victoria

She looked stunning in a long sleeved purple dress beautifully made up Sir Philip was smart trousers and a blazer

And this is Sophia our house Mistress and personal trainer

I shook Philips hand and bowed and kissed Lady Victoria's hand, it is a honour Mistress which felt the right thing to say and do

Philip has told me good things about you and that you are keen to come and serve us and join our household ?

It was not quite what I expected but I feel my cock was leading the decision making

Yes my Lady

And Philip has explained what is required?

Not exactly mistress

Well Peter

If you come here you will be collared and become one of my submissives

You will be put to the cock and the cunt and be used for other people's pleasure

In return we you will have somewhere to live and call home and continue your regular work

If you work hard you will get rewarded and from what Philip says you will also have more sexual pleasure that you have ever dreamed possible .

I assume that is why you are here today

Most Definitely Lady Victoria

Your trial will be starting after lunch where I will personally be putting you through your paces ....

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By *eter Perfect OP   TV/TS
5 days ago

Kendal

We had lunch served by a sissy maid and then me and Sir Philip where sent of to prepare

Philip was ordered to wash me, shave me and douche me thoroughly

I felt ashamed

As Philip led me away

An hour later I felt intimately close to Philips hands my hair removed bottom completely clean and smelling of Christian Dior Perfume

Philip had given me a cock ring to put on and a blue tablet to eat

These will help ...

When Lady victoria came in me and Philip where facing each other naked both blindfolded with cuffs on our hands and ankles I heard the click clack of stilettos walking across the floor , close by Mistress was whispering to Philip I heard a very clear Yes Mistress and then she was whispering in my ear

My cock was getting aroused her gloves hand teased my cock as her painted lips met mine in a passionate and sensual kiss , possessed by her tongue my cock twitching now fully aroused

She clipped my wrists together behind my back

She held my cock and whispered in my ear ( this is mine now )

I felt a flush of emotion she stepped away and sat on a chair I think

Move closer and kiss each other

And I will test you will

I have 4 canes I will use them on both of you alternatively

We will see who gets to pleasure Mistress Later

I heard the swish and the thud

Philip barley flinched maintaining his lips firmly on mine tongue in my mouth

Ia breath reprise then the second and continued with 4 more

There was movement my hands lifted up my back

Swish

I nearly bit Philips tongue , I tried to close my mouth but Philip persisted , swish

Omg that hurts , no warmup straight onto bare bottom

Swish

Feeling unsteady

I steeled my effort swish

Bottom already burning , and twitching and it continued until all six where delivered.

Our hands where unclipped

Remove your masks ...

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By *erryBramleyTV/TS
5 days ago

Oh wow xxx

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By *an467Man
5 days ago

Glasgow

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By *eter Perfect OP   TV/TS
4 days ago

Kendal

I looked across at Philip who looked unfazed by the caning where I was flushed and fidgeting

Hold each others nipples

Now sissy Peter squeeze Philips nipples I did this quite hard and he sucked it up easily

Show him Philip

I gasped the pain was intensive however he did not stop but increased the pressure. I looked across at lady victoria she looked pleased ai started gasping for air I felt my eyes welling up as tears started rolling down my cheeks

Well done Philip" I let out a pitiful sob

Time for position two

Lay on your back Sissy , I took that to be me and layed down

Head over end of bed mouth open

Philip place your cock in sissy's mouth hands on head

Have you missed this Philip

Yes mistress

You like fucking sissy's mouth

Yes. Mistress

Mistress came over to me

Knelt down close , here purple satin gloves hand ran along my cock

Are you going to be a good sissy for your mistress

You know he has been caged since you sucked him until this morning...

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By *ayhubbyMan
4 days ago

liverpool

So good and well written

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By *eter Perfect OP   TV/TS
4 days ago

Kendal

Just hold it in your mouth and you may go an inch deeper with each stroke

Swish , his cock pushed in deeper it was a strange position but felt wonderful and Philip was already hard

Swish mouth producing a lot of saliva know

Swish mouth pretty full my own cock twitching in the air

I looked at mistress

Her dress had gone and resplendent in a purple corset seamed black lacy topped hold ups and stilettos

No knickers and a pouting shaved cunt

Swish as he pushed forward I tickled the back of my throat

Shwish he jerked forward now invading my throat I struggled to control my breathing mainly through nose now

Shhhwissssh this was delivered much harder and Philip rammed his hard cock fully home , my eyes watering

Swap over....

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By *eter Perfect OP   TV/TS
4 days ago

Kendal

I took a few deep breaths to regain my composure then fed the head of my cock into Philips eager mouth the end was glistening with pre come

The sound did not help prepare for the first stroke of the cane and I yelped out

Don't make him come I want my holes thoroughly filled

I bet you want to fuck all my holes like a dirty whore , up my arse, squirt in my mouth and flood my cunt ?

Omg yes please?

You think I'm a dirty whore a cheap slut , swish, swish, swish , swish swish swish. No please , so , moan cry

No my lady, I didn't mean the I only want to serve you and worship your body for your pleasure

You better count your stokes sissy them first six don't count

Now think carefully before you get punished further

Swish, I gasp out loud and st

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By *issyswichTV/TS
3 days ago

Gateshead

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By *eter Perfect OP   TV/TS
3 days ago

Kendal

Thankyou Mistress

Shrisshhhh I buck forward thrusting my cock deep into Philips mouth

He just takes it no sucking or tongue

2 thankyou mistress

I pull back and await next stroke

The sound a brief swarming of the searing pain I ram forward into Philips saliva filled mouth

3 thankyou Mistress

I breath deeply forcing my bottom back for the next stokes

I'm going light headed as I take the next to strokes

Philips cock is standing proud as a flagpole I so much want him

Shwisssssssssh

I sink forward absorbing the pain twitching as I fill Philips mouth looking longingly at the glistening knob covered in pre come desperately wanting to fuck his face

6 thankyou Mistress

you may withdraw Sissy

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By *endarMan
3 days ago

Morton-in-Marsh

Wow!

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By *eter Perfect OP   TV/TS
2 days ago

Kendal

I was in a heady state the feeling of pre cum and warmth of Philips cock still in my mouth my bottom gradually acclimatizing from the sting to the spreading heat yet only half way

Although the alternating between us made it so much more bearable and strangely very erotic and exciting

Mistress went to a built in cupboard the doors and inside held a multitude of impliments , floggers , cops , paddles neatly ordered and hung up

She opened a drawer and took our some rope and clips

We both stood up hands on head legs apart , backs against the wall

The rope was about 5mm in diameter with a sliding loop at the end on a fisherman's knot allowing the look to be pulled bigger or smaller

she stood directly a foot in front of me , I would feel the warmth of her breath and she demonstrated the function of the knot at the other end another knot secured a shiny steel ring nearly 2 inches in diameter

The whole arrangement barley 6 inches in length

The loop was fastened around my balls and pulled tight..

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By *eter Perfect OP   TV/TS
2 days ago

Kendal

I was laying on the floor legs legs 6 inches of the ground the rope from my balls passing through a loop in my ankle cuffs attached to philps balls who was standing astride of me connection taught and straining on our ball sacs Philip was bent over legs straight leaning over a chair

Lady victoria, standing over me legs astride as I looked up at her glistening cunt

"Are we having fun boys"

Yes Mistress almost in unison

You can imagine what happens if you move boys , she laughed

This is a heavier cane , I will take my time.

The swish and thud was followed by a sharp intake of breath

And a slow forced release

Took a second stoke and then a third I could see Philips legs tensioning and trembling my own stomach and legs on fire

I watched transfixed as the forth shot pushed his cheeks in his cock hard and proud

I tried to make myself more comfortable me legs on fire I didn't know how much longer I could hold I must have lowered a bit as the stretch on my balls pulled tighter , Philip let out a moan

Mistress walk around us

Come on boys only two to go she laughed

Do you need more time

Yes mistress/ no mistress

A stoke swished down on my thighs I yelled out in pain jolting my legs causing further cries of anguish from both of us as our. Scrotums where stretched

Know sissy don't be selfish

She stood over me and slowly lowered herself until an inch about face I. Could smell and feel the warm of her juicy cunt she bentand her lips encased my swollen knob in the most delightful way I moaned inwardly

You do want this Sissy

O my good I so much want it

My lady

Well you better try harder sissy

Re motivated I watch the last two stokes then waited until we where finally realised

But a bare reprise as our positions where swapped over...

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By *eter Perfect OP   TV/TS
2 days ago

Kendal

I was able to take the stokes much better now and my bottom becomes adjusted to the searing pain but in the knowledge of the warma after glow

Mistress took hold of the rope connecting our ball sacs

Pressure was applied

"Philip is being much more supporting than you where

I mumble sorry mistress

It's not me you need to apologise too

Two sharp tugs on the rope isl gasp as my eyes well up

I'm sorry Philip

No worries sissies I'm sure you will make it up to you later...

She walks away and comes back with a large hardback encyclopedia

We will see

2 mins

And places the book on Philips legs

No so cocky now slut

Philip was breathing hard

I felt the pressure on my balls increasing

Swish

Come on Philip

Hurts doesn't it

Yes mistress

She had delivered a stoke on the top of his thighs

Whack I wasn't expecting it and it caught me on my sweet spot I buck and so got my balls severely tugged

There there only one more

When you are ready

The pull on my bollocks was increasing , Philip wouldn't be able to hold much longer

Ready mistresss

Swisssssshhhhh. Thwwwwwaccccckkkkk

I bucked more trembling tears flowing

Finally collapsing as we are released from our predicament...

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By *mooth FuntimeMan
2 days ago

Oxford

Nice and naughty

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By *eter Perfect OP   TV/TS
2 days ago

Kendal

We are both kneeling before Mistress her final cane in her hands

She is running her fingers over it reverently letting her satin covered fingers loving caress it

You remember this Philip

Philp bows his head yes Mistress

She passes it to me

"Feel it, caress it, kiss it "

It is the thickness off my thumb solid and heavy my head spins I don't need telling how much this will hurt

Lady velvet opens her legs wide

And sensually pulled off her gloves one finger at a time

She takes her fingers and parts her sex lips

I'm 18 inches away , transfixed I can see he bud deep red and protruding like a little finger

She slips two fingers inside , lingering a look of devine pleasure on her face

She slowly withdraws and a string on sex juice connects her hand and her juicy cunt

She slowly licks each finger clean

Mesmerised I watch

She dips again then leans forward

Open wide

She smears in under my nose the heady smell is making my head swell

She inserts three sticky fingers geep into my mouth my heart is racing

Withdrew, she looks into my eyes

Are you prepared to suffer to get your reward

I kneel down and kiss her feet

Totally My Lady ...

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By *eter Perfect OP   TV/TS
2 days ago

Kendal

Again our ball sacs where clipped together , facing each other feet 18 inches apart heads on each others shoulders

Mistress was pacing around us you could smell the testosterone we were both sweating

Ready my sissy sluts

Yes mistress

I could feel philps cock touching mine and the sticky pre come smearing my belly

I'm sure Philip could feel my arousal

I heard the swish Philips body tensed his fingers digging into my shoulders

I feel a rush of excitement at his obvious suffering

The pain was a different level I cried out and had an involuntary squirt of piss I hung onto Philips shoulders for support

Philip gasped on his next stroke and his nails dug into my shoulders I held him up

My Second stoke and I'm clinging on eyes watering starting to involuntary sobs

Whack , Philip let out a long moan

My third and I was freely crying all dignity gone on the forth stroke Philip eyes where watering and was desperately trying to subdued his stokes

There was a pause

Shall I finish it

I almost screemed Yes Mistress

The final stokes where layed accurately and with great vigour we both collapsed on the floor writhing in agony both crying uncontrollably...

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By *eter Perfect OP   TV/TS
2 days ago

Kendal

I was laying on the bed I'm looking up at Mistresses cunt she lowers onto me I delve my tongue in and use it feverously

Her lips engulf my cock the pleasure is undeniable Philips cock shiny and magnificent is pushing his way into lady Victoria's sopping vagina

His balls rubbing my nose as he enters her and starts to rut her like a ragging bull

My pent up spunk exploding out off my cock as Lady victoria deep throats my engorged penis I almost pass out the feelings are incredible like a super orgasm pumping jet after jet , I noticed the change and Philips roar

His cock pulsing ,

Thrusting madly a there combined juices start to stream out I greedily lap it all up ...

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By *eter Perfect OP   TV/TS
1 day ago

Kendal

I am surprised that my cock is remaining fairly hard , perhaps the cock ring and little blue tablet really make a difference

You sissies better make each other hard again , that was only the warm up I greedily dive on Philips cock lapping up mistresses juices

I feels hot and sticky in my mouth I lick the whole length getting that heady rush as it fills my throat my own cock twitching in pleasure

Philip was right

You really are a cock sucking sissy whore

Hearing Lady Victoria say those words had me swooning electricity running down my spine ending in my already hard cock

Philip is pushing me around to gain access to my cock feeding beautifully on my cock

I'm in heaven

Enough of that you dirty sluts swap over and service my holes

We swap positions

Mistress looks fantastic straddling Philips face consuming his massive cock greedily

I look at my prize a sticky cum filled cunt gapping wantonly

I feed my cock in her welcoming lips .

I set of at a steady pace I really want to make this last....

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By *eter Perfect OP   TV/TS
12 hours ago

Kendal

Her demeanor has changed , still out mistress but also lapping up all this cock

Easily taking it in her mouth and cunt , taking it both ends spit roasting herself

He body starting to glisten with sweat spunk dribbling on her stocking Tops

Pushing her bottom back to meet my thrusts moaning erotically from her cock filled mouth

Eventually she starts to twitch spurred on I re-double my efforts desperately trying not to come until she orgasmed

It started I ploughed of ramming home she was moaning and gagging on Philips cock her cunt spasming in her orgasm sucking the seed from me I kept fucking until I was totally spent and collapsed on the bed next to her

Philip was moaning having shot his load and her continued attention torturing his swollen and post orgasm cock

Spunk and sweat covered bodies groping hugging and kissing spent and used

"Only one hole left "

Sissy better go first as she has the smallest cock ....

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