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by ScotMalcy

11 Jan 2022 4497 readers Score 8.2 (26 votes) PDF Mobi ePub Txt


You'll need to read parts one and two to understand the following.

Now that you are on your back, I am going to focus on your nipples to start with.  You had told me in our previous chats that nipple play did nothing for you sexually and had a low pain threshold overall.  You will endure some pain before pleasure though.

“Don’t speak” I say as I take the nipple clamps, which have a short chain connecting them, and apply them to your nipples.  Your nipples are quite small so the bite from the clamps is fierce, and I watch as you silently mouth WTF as they are applied.

I let things settle down for a little before lifting the chain and giving it a gentle tug, watching what it does to your nipples.  They move slightly and I see from your facial expression that it is not so painful as when they were first applied.  I jiggle the chain gently and watch as your cock twitches in time to the movement of your nipple but then without warning, I tug the chain hard pulling your nipples out from your chest.  Despite the instruction, you scream “Oh fuck!  That is fucking sore!”

“What did I say about not speaking boy?”

In my head, I wonder what makes me call you ‘boy’ sometimes and ‘slut’ other times? Is it slut by default and boy when you’re naughty?

“I’m adding that to the punishment book”

I then take the chain and place it between your teeth.  It fits but there is a bit of stretch and if you move your head at all you pull your own nipples harder.

“Don’t let go boy” I instruct you.

I decide to leave you in that predicament for a moment longer and start the preparations for my assault on your ass.  I undo the ankle straps from the chains but then raise your legs up towards the top of the bed reattaching the cuffs to the same set of chains currently holding your wrists to the top corners of the bed.

You are now lying there on your back, your legs in the air and immobile with your ass fully exposed.

Next, I take a short piece of the rope, more a thin cord, find the middle, wrap it tightly around your cock and balls before tying the two ends, one to each big toe.  Any movement of your legs will now jiggle your cock.

I then move my attention back to your nipples, removing the clamps and quickly rubbing your nipples with my thumbs.  That action starts the blood circulation again but is initially very painful and you bite down on the chain still in your mouth to avoid saying anything.

It is time for some pleasure now – mine and yours – as I reach down and place my lips gently on your right nipple.  I lick it gently before moving to the other one.  I then move from licking to sucking like a baby watching the effect of my actions on your cock.  I alternate from left to right noting that your left nipple seems more sensitive than the right.

My own cock is straining in my briefs now as I take enjoyment from the suckling of your nipples.  I continue this for a few minutes grinding my groin against the bed and listening to the moans coming from you.

Tired of sucking your nipples, I want to move our play to the next level.  I remove the nipple clamp chain from your mouth and place the hood over your head, leaving you guessing as to what will come next.  In moving from the top of the bed to the bottom I reach out and give your still erect cock a quick couple of wanks.  You writhe in pleasure, and I scold myself for having done that – it was not part of the plan, but I just could not resist.

I removed my own briefs leaving me naked with you for the first time but of course, you weren’t to know being still blind with the hood.

I examine your ass again admiring the red stripes from the earlier caning and then give the butt plug a quick push to remind you it is still there.  I have practised this next action in my head over and over.  The plan was to gently pull the butt plug out, then reinsert it and repeat that a couple of times before replacing it with my own cock hoping that you might not initially notice the changeover.

Our pre-meeting discussions had included me fucking your arse so I knew you wanted it, but I wanted to understand really how much you wanted it and what your reaction would be – a straight man being fucked by a gay man.

I gently pulled the plug out watching your sphincter muscles slowly closing up, squirting some more lube and then re-inserting the plug before they fully closed. I did this three times and on the fourth time instead of inserting the plug, I used my own cock – not inserting it fully so that my groin did not touch your butt.  I left it there for a second before I started slowly fucking in and out.

It took perseverance not to start fucking full tilt, slamming my body fully against yours.  I loved the feeling of my own foreskin getting dragged back and forward across my cock head from the tightness of your anus.  By now you had realised what was happening and were moaning and writhing in pleasure – although with your legs still attached to your genitals it also introduced some mild pain too!

I start to push harder.  My body now touching yours.  I increase the fucking action until I am slamming against you, my balls making that wonderful slapping noise as they hit against your ass.  Every few thrusts I pull out completely and slam back in before your hole muscles close up again.

I had been waiting so long for this moment.  I'd admired your gorgeous ass from the pictures on your FetLife profile. I wanted to get my cock in that ass for so long.  It was proving difficult to keep the pace and remind myself I was the Master.  I was in control.

I could hold back no longer and thrust my final thrust, feeling my cum squirting out and then feeling the heat of the liquid as I slowly came down from my high. I did not want you to see my reaction to cumming.  I wanted you to feel fucked.  Whereas to me I felt I had just made love to my partner.

I pulled out and resisted the temptation to bury my face between your cheeks and clean up.

I had plenty more planned but had not really expected getting to this point so quickly.

What would I do now?

Were you lying there feeling full and complete or empty and frustrated?  I could not ask.  I was the Master.  I was in control.

But then things were taken out of my control.

There was a knock at the door.  “Room service!” I heard a voice outside.

I had not ordered anything – but you were not to know that.

“Two seconds” I shouted!

I quickly grabbed a dressing gown from the bathroom and went to answer the door.  I could see you struggling against your cuffs, your legs flaying around tugging on your cock.  You thought I was going to open the door and allow someone to see you there in that predicament – or worse allow them to come in!  Oh, the embarrassment.

I went to the door, opened it slightly and explained quietly to the hotel staff member that they must have the wrong room.  I had not ordered anything.

I do not think you heard.

“Well, that was embarrassing!  Good job you had your hood on. He will not recognise you.  He had a nice view of your upturned ass dribbling my cum though!”

You were raging!  Hopefully, you have calmed down now you have read this though?! 😁

I decide that the unplanned interruption had broken the flow and decided there and then to save the rest of the planned activities for our next meeting – which hopefully wouldn’t be too far in the future. I removed your hood, gave you a kiss on the lips and said “It’s time to go”.  Your facial expression showed your surprise but you said nothing.

I untied your toes and cock first, giving your, by now limp, dick a couple of quick tugs and then took off the ankle and wrist cuffs and then finally the collar around your neck. The pleasure tonight I guessed had been all mine but I knew that the humiliation and degradation you had experienced were what you had wanted.

I sat down in the chair, still in my white towelling dressing gown and told you to get dressed.

I laughed as you tried to cover up your chest holding the shirt closed as there were no buttons.  You pulled on your socks and then the suit trousers.  With no zip, it was difficult not to see your cock.  You did not see the gaping ass in the rear.  The suit jacket did help a bit though!

“I thought I would stay the night,” you said.

“No slut, not this time.  Maybe next time” I replied.

I got up gave you another kiss on the lips and ushered you out the room closing the door behind you... In my head, I thought through the embarrassing journey home.  Your wife was no doubt not expecting you home - I wondered what you would do?


It's for you to decide what actually happened at our first meet. (Although you may not have long to wait as I have tasked the slut to write his version of what happened focusing on what he 'enjoyed' the most in order that I can dream up our next meeting!)  If you, reading this, have any suggestions I'd love to hear them!

by ScotMalcy

Email: [email protected]

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