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Meeting a retired headmaster

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By *icky13 OP   Man
2 weeks ago

Near

I have not been on this site for very long, I got a message from a guy not that far from me asking if I would like to talk.

I looked at his profile which to be fair was not that informative but his pictures were very good and he certainly did not look his age of 69.

So being inquisitive I sent him a reply saying I would like to talk but only on here.

It was a couple of days before he got back to me, but this time his message was very informative

He started off by telling me he was a retired headmaster from a private school for boys

He had a partner who fully supported him meeting others and also joined in.

They had been together for over ten years and enjoyed a very active life.

They both like meeting guys who they thought would be ideal for what they were looking for.

He went on to describe they want a guy who will be open to all things from kissing, cuddling, oral, anal and most things in between.

I thought this is going to be fun until I started reading the next bit.

Also on their list was CP but they said the level of any CP would be to my limits

The message ended with, there is a lot to consider please take some time to consider what they wanted and if I was at all interested please message back and I will go into more details

If we have not heard back from you in three days we will take that as you are not interested.

I sent a message back and said thank you and I will reply with in three days.

If this is interested anyone I will write the next part l

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By *entletouchMan
2 weeks ago

Edinburgh

I am interested if the headmaster's partner is a guy.

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By *anloverXXXMan
2 weeks ago

london

Please do.

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By *icky13 OP   Man
2 weeks ago

Near

He is

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By *inkymindedMan
2 weeks ago

flintshire

Tell me more

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By *iemyhandsMan
2 weeks ago

wallsend

Please carry on

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By *hub59Man
2 weeks ago

Marston Green

More please

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By *ikki1970Man
2 weeks ago

leicester

Forgive my ignorance, what is CP?

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By *isitor71Man
2 weeks ago

Pewsey


"Forgive my ignorance, what is CP?"

Corporal Punishment, eg Caning, slipper

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By *ikki1970Man
2 weeks ago

leicester

Ah, thank you

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By *rianishardMan
2 weeks ago

Cambridge

Very interested, please tell more x

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By *an65Man
2 weeks ago

Mid Cornwall

Yes please Sir, continue the story !!!

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By *ickexMan
2 weeks ago

Exeter

Yes please

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By *ew trixTV/TS
2 weeks ago

doncaster

Nice start

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By *avid64321Man
2 weeks ago

Aberdeenshire

Absolutely. One of my fantasies is to meet a retired headmaster.

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By *edro208Man
2 weeks ago

sheffield

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By *pankmeCBTMan
2 weeks ago

Dereham

More please

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By *ayenneMan
2 weeks ago

Swindon, Bristol, Bath, London

Retired headmaster offering CP? Yes please!

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By *tripe35Man
2 weeks ago

Manchester

I often think my retired headmaster would be lovely to meet and suck off. He always looked great in his suit.

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By *ongliveloveMan
2 weeks ago

Middlesbrough

Please continue when convenient.Thankyou

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By *unfollowerMan
2 weeks ago

Peterborough

Keep gling

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By *orth yorks guyMan
2 weeks ago

Castleford

Keep writing

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By *e again 200Man
2 weeks ago

edinburgh

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By *icky13 OP   Man
2 weeks ago

Near

Part Two

For the next 24 hours I could not think of anything else, I kept reading the message over and over then bit the bullet and sent them a message saying I would love to meet

I kept checking my in box then a message was there from them

It was quite basic really, I was invited to their house in their words for a get to know each other meeting, I thought this seemed very formal they gave me their address which was on the outskirts of Oxford, they asked if I could come the next day at 12.00

I messaged back and accepted.

The next day I arrived at quite a big older house, I knocked on the big wooden door.

When opened there stood Richard all six foot of him first impression was he certainly did not look his age, come in Micky.

Once inside wow what a house, Richard gave me a hug and said come let me introduce you to Tim my partner.

I followed him into the large sitting room, sat on one of those big green leather sofas was Tim.

Tim this is Micky and very formally Tim stood up and shocked my hand. I am Tim and thank you for coming to see us today, can I offer you a drink of any sort, I thanked him and declined.

Come and sit down I expect you have some questions you would like answered.

I was offered to sit on the sofa and Robert and Tim sat either side of me.

Now said Robert, Tim and I will explain what we are looking for, please stop us if you want to ask any questions,

Robert continued, we are not looking for anything to extreme and your boundaries will be observed all the time after all its not only us looking for pleasure, he said they are both looking really for more that just one meeting.

We spoke about my like and dislikes, kissing, oral, edging, anal receiving and giving, Tim said they are both versatile.

I said I am into all of that, I am a versatile bottom, they both said great.

Then the subject of the CP was bought up

More to follow

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By *raig 51Man
2 weeks ago

Leyburn

👍👍👍👍

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By *seme66Man
2 weeks ago

Sourton

More please and soon

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By *urioso70Man
2 weeks ago

bracknell

Great story waiting for more please

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By *_revMan
2 weeks ago

Birkenhead

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By *rianishardMan
2 weeks ago

Cambridge

Mmmmm eagerly awaiting next instalment x

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By *endeepMan
2 weeks ago

Great Yarmouth

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By *ers_Viking_FukMan
2 weeks ago

Gorleston

Please carry on

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By *moothtouch55Man
2 weeks ago

Chandlers Ford

Next instalment please.

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By *itom87Man
2 weeks ago

Wigan

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By *ick2019Man
7 days ago

Bungay

Oh yes more please! What a great story. I can see the situation perfectly and know this is going to be so incredibly erotic!

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By *tephens11Man
7 days ago

Leeds

Definitely more please

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By *ld joe69Man
7 days ago

Farnborough

More please . Even without the CP I think this will be a good story and can't wait to read more

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By *icky13 OP   Man
7 days ago

Near

I hope to add more tomorrow

Family here today

Glad you are all enjoying it

It’s a 100% true cannot personally see the point in writing fiction

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By *rianishardMan
7 days ago

Cambridge

Thanks Micky, I look forward to reading every word!!

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By *rianishardMan
7 days ago

Cambridge

Thanks Micky, I look forward to reading every word!!

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By *carf57Man
7 days ago

arctic

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By *aypee46Man
7 days ago

Nuneaton

Well I’m interested 😉😉

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By *endarMan
7 days ago

Morton-in-Marsh

Even better

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By *se Me No LimitsMan
6 days ago

colchester

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By *e again 200Man
6 days ago

edinburgh

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By *otts1601Man
6 days ago

Nottingham

This is a good start. Can’t wait for more

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By *ttm guy 43Man
6 days ago

swansea

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By *icky13 OP   Man
6 days ago

Near

Part three

Robert asked for my interest in CP, I told them I am very interested and have been looking someone to push my boundaries.

I told them I have had limited experience, hand spanked, paddle and flogger but not with what I consider experienced guys.

With that they ask me to come and have a look at what they called their special room.

I followed them up the wooden stairs and into a room.

WOW what presented me was a room for pure sex, on the far wall was a very big tv, on my left was a rack full of canes all sizes, thick and thin plus an array of other implements all designed to inflict pain and pleasure the right walk was one big mirror, on the floor was a old school type vaulting horse with straps in all different places and underneath the tv was a big wooden cross with straps

Hanging from the high ceiling were different types of things to supped you from.

I stood there routed to the spot never seen anything like this not even in a clubs dungeon.

Tim spoke which startled me, sorry he said in a comforting voice, one good thing you have not run straight down the stairs.

We all entered right into the room, Robert said don’t be alarmed when in here we go at your pace, some guy’s we have met want real extreme CP.

We went back down stairs back to the living room, Robert asked if I was still interested in meeting them, yes most definitely I replied

In fact I was very aroused a fact that Tim could see pointing at my very large hard on tenting in my jeans

He said why don’t we help you with that, Robert started to undo my jeans and released my throbbing cock.

They were kissing me while one was sucking me and I was surprised how good these two guys were, it did not take much of their kissing and sucking before I came in Tim’s mouth.

After I came back down from my sexual high Robert said if you are happy to return we are both very happy to introduce you properly to our special room.

Of course I said yes and we agreed to meet again in two days time but this time for a full day.

Part four to follow as soon as I can

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By *teosubMan
6 days ago

love watcn porn as da n unbuttons me shirt clamps n works me nips n edging me coc as he milks me prostrate

Mmmmmmm this could be good for a lad like me who likes school boy uniforms being gradually ripped off me

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By *teve carrickMan
6 days ago

Redhill

More please asap

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By *aypee46Man
6 days ago

Nuneaton

Well written and intriguing, can’t wait for more instalments 😉😉😉

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By *icky13 OP   Man
6 days ago

Near

Probably more tomorrow hopefully

Thanks for reading and your comments

Glad you guys are enjoying this true story

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By *rianishardMan
6 days ago

Cambridge

Thanks Micky, it is wonderful story and I look forward to the next chapter

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By *ubbristolMan
6 days ago

bristol

sounds like a fun time

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By *utebum4uMan
6 days ago

mold

My idea of heaven mmmmmm

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By *ave 1234999Man
6 days ago

bangor

Looking forward to the next part. Wish it was me going to their house

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By *lf123Man
6 days ago

near you

A great start

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By *edwayguy34Man
6 days ago

rochester

Great so far

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By *inkymindedMan
6 days ago

flintshire

Getting better

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By *ubsteffTV/TS
6 days ago

Portsmouth

Like this story a lot

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By *moothtouch55Man
6 days ago

Chandlers Ford

Yes please to part 4

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By *tephens11Man
6 days ago

Leeds

Can’t wait !!

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By *carf57Man
6 days ago

arctic

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By *ritter1Man
6 days ago

dundee

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By *j852021Man
5 days ago

Ballincollig

Looking forward to more! Very well written x

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By *ethro65Man
5 days ago

Sutton-in-Ashfield

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By *aveh1234Man
5 days ago

bournemouth

Great story

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By *igboy1969Man
5 days ago

near Linlithgow

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By *mooth FuntimeMan
5 days ago

Oxford

What a lovely promising story

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By *icky13 OP   Man
5 days ago

Near

Part 4

When I arrived they both met me at the door wearing identical dressing gowns.

First we all went into the sitting room and sat down again on the big green leather sofa with Tim one side of me and Robert the other side.

General chitchat like how am I and how they both enjoyed my last visit

Tim asked if I had any concerns about today.

I said after seeing all the stuff that was in the special room, like I have never been canned and tied down before with that Tim put his finger on my lips and said don’t worry and remember you are in control at all times, I felt a little more relaxed now.

Ok said Robert let’s go upstairs and have some fun.

Once in the room straight away I noticed porn playing on the tv, the old vaulting horse had a blanked draped over it, there was a mattress next to the mirrored wall and a chair.

As I was engrossed with the porn on the tv I didn’t see both of them remove their dressing gowns and were now naked, both looked quite fit for their age and both had nice looking semi hard cocks, one of them said you will be more comfortable without those cloths, believe me my clothes were off in no time.

My cock was well hard now.

Robert pulled me in for a kiss both our tongues dancing in each other’s mouths.

Tim was behind me stroking around my bum and occasionally touching my bum hole.

Robert broke off the kissing and gentle with his hand on my shoulders pushing me down towards his now very hard cock, although not overly long it was quite thick, as I came level with his cock I opened my mouth and took him into my mouth I heard a moan from Robert, then I really started to pleasure him, he was holding my head while he was fucking my mouth and throat.

Tim was still playing with my bum and I felt a finger trying to enter me but he could not get in, then he went and got some lube, I felt the cold lube being applied in and around my bum hole, he managed to get two fingers in, by now I was leaking lots of pre cum onto the floor.

Robert gentle pulled me up, he said I had to stop otherwise I would have filled your mouth with my cum.

I looked around at Tim’s cock which was fully hard probably about the same size as my cock.

Robert said I need 20 mins to settle back down, he went down stairs and came back with three glasses of fruit juice, meanwhile Tim said he was going to enjoying fucking me as I felt very tight.

Part 5 soon

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By *teosubMan
5 days ago

love watcn porn as da n unbuttons me shirt clamps n works me nips n edging me coc as he milks me prostrate

Mmmm

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By *raig 51Man
5 days ago

Leyburn

👍👍👍👍👍

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By *mooth FuntimeMan
5 days ago

Oxford

Mmm lovely

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By *lf123Man
5 days ago

near you

Looking forward to part 5

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By *antsubbiladMan
5 days ago

milford Haven

Lovely story. Pre-internet days when I was in my 20’s I used to meet a retired headmaster who was very much into his CP. this story is bringing back horny memories

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By *aypee46Man
5 days ago

Nuneaton

Mmmm now I’m excited for the next episode 😛😛

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By *8cockMan
5 days ago

morecambe

Oh yes please

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By *teosubMan
5 days ago

love watcn porn as da n unbuttons me shirt clamps n works me nips n edging me coc as he milks me prostrate

I’m pulling at me nipples through me school shirt

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By *rianishardMan
5 days ago

Cambridge

So looking forward to part 5 x

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By *ld joe69Man
5 days ago

Farnborough

Sitting here at work , on my break , with a hard cock . Can't wait for the next part .

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By *ope123456123Man
5 days ago

near.

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By *rangerMan
5 days ago

merseyside

Luck guy wish this would happen to me

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By *rangerMan
5 days ago

merseyside


"👍👍👍👍 "
more

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By *ashtoolMan
5 days ago

belfast

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By *otwillyMan
5 days ago

Scunthorpe

Well written story, enjoying it

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By *iemyhandsMan
5 days ago

wallsend

Love this

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By *ub69bottomMan
5 days ago

Camberly

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By *rangerMan
4 days ago

merseyside


"I have not been on this site for very long, I got a message from a guy not that far from me asking if I would like to talk.

I looked at his profile which to be fair was not that informative but his pictures were very good and he certainly did not look his age of 69.

So being inquisitive I sent him a reply saying I would like to talk but only on here.

It was a couple of days before he got back to me, but this time his message was very informative

He started off by telling me he was a retired headmaster from a private school for boys

He had a partner who fully supported him meeting others and also joined in.

They had been together for over ten years and enjoyed a very active life.

They both like meeting guys who they thought would be ideal for what they were looking for.

He went on to describe they want a guy who will be open to all things from kissing, cuddling, oral, anal and most things in between.

I thought this is going to be fun until I started reading the next bit.

Also on their list was CP but they said the level of any CP would be to my limits

The message ended with, there is a lot to consider please take some time to consider what they wanted and if I was at all interested please message back and I will go into more details

If we have not heard back from you in three days we will take that as you are not interested.

I sent a message back and said thank you and I will reply with in three days.

If this is interested anyone I will write the next part l"
I would love to meet one

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By *unwithuMan
4 days ago

manchester

Looking forward to the next chapter

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By *loggistMan
4 days ago

Sheffield

Loving this!

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By *carf57Man
4 days ago

arctic

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By *ttmguy500Man
4 days ago

Ammanford area

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By *on6030Man
4 days ago

glasgow

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By *ibblerMan
4 days ago

Dublin

Very good

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By *alpalMan
4 days ago

Scartho, Grimsby

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By *moothtouch55Man
4 days ago

Chandlers Ford

Part 5 please

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By *icky13 OP   Man
4 days ago

Near

Part 5 hopefully this afternoon

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By *icky13 OP   Man
4 days ago

Near

Part 5

Fully recovered Tim said they both wanted to test my boundaries and hopefully push them a little

He said I had explained that I had and enjoyed hand spanking and had experienced the paddle and a flogger.

Robert explained hand spanking, paddle and flogger can be very extreme, now we know you would not be able to take anything extreme at least to start off with, he see the look on my face, he repeated that I am in control at all times and no and stop means stop.

Ok Tim said we would like to start off with some mild hand spanking, he guided me over to the vaulting horse, Robert said we will bend you over the horse adjust the legs so you are comfortable

They both bent me over the horse, Tim adjusted the legs and put the straps around my ankles, Robert then placed a blindfold over my eyes then attached the straps to my wrists

One of them turned the sound up on the tv which was playing porn, without being able to see anything the sound of sex from the tv soon had me very hard, Tim said ok Micky we are going to start then I felt my arse stinging which I found so horny Robert said are you ok I couldn’t say yes quick enough, another five slaps and my cheeks were stinging and very warm,

Ok Tim said can you take another six from Robert, yes I said now Roberts first slap was harder than Tim’s, ok he said, yes please then another harder five slaps from Robert.

When he finished he started to caressing my stinging cheeks, I felt the blindfold and the straps released

They both helped me upTim said your cheeks are looking very rosy and asked me if I was ok

Yes I said that was nice much better than I have had before.

Ok let’s go down stairs and have a drink.

We are all sat naked and must say all of us we sporting very hard cocks, as before I was sat in between both of them.

Robert was stroking my leg while Tim was playing with my cock and balls.

Robert said how do you feel about taking my cum in your mouth now, I got down between his legs slowly licking around his balls before taking his cock in my mouth, l could feel Tim behind me he was stroking my thighs and my cheeks, I was now able to take all of Roberts cock in my mouth and throat.

He was lifting his ass off the sofa so he was fucking my throat, I could feel Tim start to rim me and feel his tongue pushing into my very wet hole.

Tim pulled away and when he came back behind me I felt the cool lube being applied to my bum hole all the time Robert was pushing passed my gag reflex and really fucking my throat, he was really moaning then I felt it Tim’s cock pushing into me he went slowly until he was fully in then he speeded up until he was forcing me further on to Roberts cock I knew they were very close when I felt four large squirts down my throat and Robert holding me on his cock, Tim suddenly thrust twice very hard then hold himself in me holding my hips. Tim eventually pulled out and I lifted my mouth off of Roberts cock, cum dribbling down my chin.

I turned to see Tim remove the condom which was quite full of his cum.

I got back onto the sofa and started to wank my cock but Tim stopped me saying you need to save that for later we have some more time for you on the horse.

I got to try quite a few of their implements

If you want to hear the next part.

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By *arfield53TV/TS
4 days ago

Atherton

Definitely looking forward to hearing more of these adventures.

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By *moothtouch55Man
4 days ago

Chandlers Ford

Part 6 yes please

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By *raig 51Man
4 days ago

Leyburn

👍👍👍👍👍👍

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By *unwithuMan
4 days ago

manchester

Please post again when you can

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By *asseyMan
4 days ago

wolverhampton

As a schoolboy I used to recieve regular treatment from a teacher in a storeroom at lunchtimes

Hated it to begin but grew to love and need it often

I would even visit him at home during holidays as I couldn’t go without it back then x

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By *olimachaonMan
4 days ago

St Peter Port

Is now a good time to mention that my old headmaster was called Mr Balls? (We all called him Mr Bollocks of course)

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By *otwillyMan
4 days ago

Scunthorpe


"Is now a good time to mention that my old headmaster was called Mr Balls? (We all called him Mr Bollocks of course) "

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By *olimachaonMan
4 days ago

St Peter Port


"Is now a good time to mention that my old headmaster was called Mr Balls? (We all called him Mr Bollocks of course) "

Thinking back, his parents must have had a sense of humour as his first name was Dennis.

No joke, but even better for the amusement of us as teenage boys was that he taught German so we had to call him Herr Balls in class which was bad enough.

We then realised his middle initial was 'E', so with a bit of a stretch he was quite literally Herr E Balls!

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By *ature boyMan
4 days ago

Erdington

more please...

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By *iemyhandsMan
4 days ago

wallsend

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By *ritter1Man
4 days ago

dundee

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By *rianishardMan
3 days ago

Cambridge

Fantastic looking forward to part 6

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By *carf57Man
3 days ago

arctic

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By *ack327Man
3 days ago

Mere

Definitely more please.

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By *acyboyTV/TS
3 days ago

Southampton

All very exciting

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By *icky13 OP   Man
3 days ago

Near

Part 6

After a nice cool drink and a long rest, Tim who was the more dominant said time for more fun on the horse, I was thinking I am still sore

I was very relieved when Tim said we are going to show you what pleasures can be had when we have trained you over the next few weeks, now don’t be alarmed of what you are going to see.

We entered the special room and Robert went straight to the horse, Tim said please attach the straps to his ankles while I do the same to his wrists.

Tim told me to bring the chair up and sit and watch but please do not say anything.

He put the TV on and selected a canning film on, my god I couldn’t believe what was showing.

Tim went over to where the canes were and bought three back, one was quite thick the next was thiner and the third was even thinner.

Tim said to Robert why do you deserve to be punished, Robert replied because I burnt your toast yesterday sir. Ok Tim said you know the routine yes sir, with that Tim selected the thicker cane and landed the first stroke on Roberts cheeks, he said one and thank you

Jezzz that left a really red stripe across Roberts cheeks.

Tim landed 12 strokes and Roberts cheeks looked a mess, I thorough to my self fuck that I could never stand that done to me.

Tim then said what about spilling the cup of tea you spilled on my leg, Robert in a low voice said sorry sir, Tim said you will be and selected the thinnest cane.

With that he gave Robert another 12 strokes on the top of his legs and on his cheeks which were turning black now.

When Tim had finished he said to me in time you will be able to take what Robert has, under my breath I said no fucking way.

We released the straps Tim helped Robert up and they stood there kissing.

Tim went over to a cupboard and returned with with a jar of white cream and while Robert laid down he applied cream to his cheeks and legs.

Tim said to me what did I think about what I have just seen and by the look of your cock you enjoyed it through everything I didn’t notice how hard I was.

All I could say yes it was ok, Robert said although it looked very sadistic I actually enjoyed it, he went on to say that sometimes it’s Tim receiving the canning.

Now neither Tim or I would expect you to be able to take that amount of pain, you would need many weeks of training and we both hope you will say yes, I thought for a minute and said yes I will give it a go, they both replied great and hugged me when Robert said your balls must be busting I immediately agreed.

Ok said Robert who had remarkably recovered very quickly from his canning lay down on the mattress and let us help you.

Robert started to suck my cock while Tim played with my nipples and squeezing my balls I didn’t last very long before I had one of the best climaxes I had ever known.

We went back down stairs Tim ask if I wanted a shower which I gladly accepted then got dressed.

We sat talking about how they intended to train me in the art of CP, Tim said if you are happy we can meet next week and start from there which I agreed to, we kissed each other and I was on my way with my bum still stinging slightly.

I have been seeing Tim and Robert now for quite a few weeks, they have always gone at my pace and now I can take six strokes of the cane but they only do it gently for now.

I hope you guys have enjoyed reading this 100% true story and maybe I will write how my training has progressed

Micky with a bloody sore arse

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By *ature boyMan
3 days ago

Erdington

Mmm this is hot

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By *rianishardMan
3 days ago

Cambridge

Yes do tell more of the next phase of training x

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By *carf57Man
3 days ago

arctic

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By *icky13 OP   Man
3 days ago

Near

Will tell more in new year if enough interest

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By *skinMan
3 days ago

Edinburgh

Don't make us wait! Your writing is awesome.

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By *icky13 OP   Man
3 days ago

Near

Thank you x

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By *otrodirishMan
3 days ago

LIMERICK

Great tales man

Thanks for posting

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By *rianishardMan
3 days ago

Cambridge

Definitely interested in more please x

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By *_revMan
3 days ago

Birkenhead

I would enjoy meeting these two and taken to their play room

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By *aney RopesTV/TS
3 days ago

Gourock

More please

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By *ature bottom for funMan
3 days ago

Glasgow

I love a good spanking. Would love to visit someone's playroom

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By *otwillyMan
3 days ago

Scunthorpe

Thanks, hope you continue with your story along, the footpath in CP

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By *eefer2802Man
2 days ago

Bristol

Love it say more

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By *icky13 OP   Man
2 days ago

Near

Glad everyone liked it

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By *ttm guy 43Man
1 day ago

swansea

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By *rangerMan
1 day ago

merseyside


" "
would love to meet one

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By *ld joe69Man
1 day ago

Farnborough

Would love to read more

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