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My First Master -true story

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By *ipling56 OP   Man
over a year ago

worthing

I had been exploring my sub side since my divorce and with the help of a couple of mistresses I had learned the pleasure of anal play. In particular the joy of being fucked with a strapon. My last mistress became ill and couldn’t continue whilst she took time to recover. So she decided to “lend” me to a master friend of hers. With the very specific instruction that I wasn’t to embarrass her.

After some initial introductions over kik with my new master we agreed to meet in a hotel in London. He informed me that his female sub would also be there and I would have to pass tests to be allowed to play with them. I was given the time and place to meet and told that under my clothes I was to be caged and wearing crotch less tights.

I arrived early eager to impress. After waiting in the bar his sub arrived. She was beautiful and I ordered us drinks whilst waiting for the master to arrive. He arrived and immediately told me to sit up straight, something I did immediately. He then told me I had 2 tests to pass. Firstly I had to go to the toilet and take a picture to prove I was dressed as instructed. I happily did this and showed them a photo of my caged cock in crotchless tights. Satisfied he then gave his sub the key to the room and told her to go up. Have you ever sucked a cock he asked me. I shook my head. Your second test will correct that and he led me to the hotel toilet. We entered a cubicle and he dropped his trousers ordering me to suck him. Kneeling down I came face to face with a hairy cock. Remembering the instructions of my mistress I took him in my mouth. Slowly sucking him he began to get hard. Stop he ordered. He gave me the room number and told me to wait for 5mins before going to the room. With that he left

As I sat and waited I realised that I had been missing out for so many years and vowed to begin a journey to explore my bi side

To be continued............

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By *imbridMan
over a year ago

Bridlington

Sounds a good start

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By (user no longer on site)
over a year ago

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By (user no longer on site)
over a year ago

I'm so jealous already, hope there's plenty more

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By (user no longer on site)
over a year ago

This is a positive start x

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By *ust a guy400Man
over a year ago

whitstable

Looking forward to more...

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By *ipling56 OP   Man
over a year ago

worthing

The door was on the latch so I entered the room and shut it behind me. They were waiting. She was naked apart from stockings and high heels. He was totally naked. I was told to strip apart from my tights and of course to remain caged

She came towards me and kissed me on the neck before checking that my cage was secure. Give me the key she whispered in my ear. Of course I obeyed. They told I would have to earn the right to get it back

The master then spoke. My sub doesn’t believe that you passed my test. Get on your knees and show her what a good cocksucker you are. Down on my knees I went and for the second time in my life I was sucking a cock. She sat on the bed watching as I ran my tongue up his shaft and took him in my mouth. I think I did okay because he was getting hard

I felt movement behind me and she knelt down and started caressing my balls. My cock swelled inside my cage but of course I couldn’t get a full erection. Just as I was wondering if he was going to cum and beginning to think what I would do he stopped me. Her turn he said. Get her wet

TBC........

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By (user no longer on site)
over a year ago

Oh please do continue

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By *ubsteffTV/TS
over a year ago

Portsmouth

I’m liking this a lot

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By *ipling56 OP   Man
over a year ago

worthing

Well I had discovered a new passion for sucking cock but I definitely knew I liked tasting a nice pussy. She laid down and parted her legs revealing a beautifully smooth pussy. I parted her lips and began to lick her my tongue probing her wet pussy. When she was moaning gently I started to circle her clit with my tongue. I moved my hand towards her pussy ready to enter but I heard my master tell me to only use my mouth. She was beginning to moan loudly and I sensed she might cum very soon. Just as I was bracing myself to taste her cum I was told to stop. Frustrating did not even begin to describe the feeling.

Sit over there in the chair I was told. Dutifully I did and watched as the master fucked his sub. I had been the ultimate fluffer getting them both ready to fuck. As I was still caged I couldn’t even wank.

Eventually I heard him climax and he summoned me over. Suck my cock clean he told me. Once again I took his cock in my mouth, only this time it tasted of her juices. When he was satisfied he told me to stop and get dressed. They were going to spend the night together but I hadn’t earned that yet. But I had my key back and was told to take the cage off. I did hoping that I would get to cum but again I was mistaken

Under the masters instructions my cock, balls and arse were shaved totally smooth

You are to remain at all times and now you may go.

Off I went having discovered a new found joy in sucking a cock. My journey had begun

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By (user no longer on site)
over a year ago

Keep going

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By *ussexMan
over a year ago

7dials brighton

Wow horny

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By *ipling56 OP   Man
over a year ago

worthing

My mistress contacted me to let me know that she had had positive feedback and I had made her proud. But she was still unwell and I was to continue serving the master. Naturally I agreed

A couple of weeks later he contacted me. A friend of his was local and I was to visit him. The arrangements were made and I was given the address and time to meet. Naturally I was caged and freshly shaven.

As agreed the door was on the latch and I let myself in. I went upstairs to the bedroom to find him dressed in stockings and high heel boots. Very slim and was certainly in good shape. As instructed I stripped naked and glanced at the tv. Porn was on and a guy was getting what looked like a very nice blowjob. I figured that was my instruction

I knelt between his legs and took his thick smooth cut cock in my mouth. It was at this moment that I discovered my preference for smooth cocks

His gentle moan suggested to me that I was doing something right. I continued to lick his balls, take as much as him as I could whilst caressing his hard cock. He was getting harder and I sensed he was close as he began to thrust upwards trying to fuck my mouth.

He was close and having never had a man cum in my mouth I was about to pull away when I felt his hands on my head holding me tightly in place. He must have sensed my indecision because as he did that he came in my mouth. I simply had no choice but to receive his cum in my mouth

He held me there and again I had no choice but to swallow. I had become a cum slut

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By *ipling56 OP   Man
over a year ago

worthing

He seemed satisfied and lay there for a while recovering. I didn’t really know what to do. I was caged so couldn’t cum so thought I should probably get dressed and leave. Just as I was about to start dressing he asked me what I was doing.

Before you get dressed take the padlock off your cage. Thinking that maybe I was going to get to cum I quickly obliged. It turned out to be a mistake as he put a fresh padlock on my cage. And of course he didn’t give me the key

I was told to be back in 2 days when I would earn my freedom from my cage

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By (user no longer on site)
over a year ago

Loving it

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By *imale999Man
over a year ago

dudley

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By *oventry4biMan
over a year ago

coventry

Very interesting

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By *mooth FuntimeMan
over a year ago

Oxford

Lovely obedient story

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By *nique_gymMan
over a year ago

Caerphilly

Likey

I am very much looking for a Master to serve!

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By *couse2kMan
over a year ago

Land Of Kink!

Sounds like my ultimate bucket list!

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By *ust a guy400Man
over a year ago

whitstable

Lovely

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By (user no longer on site)
over a year ago

mmmm so horny, all sissys should be caged 24/7

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By *ipling56 OP   Man
over a year ago

worthing

Two days later I returned hoping to get released. Foolishly I thought he might just release me but I was wrong

At his instruction I stripped off, naked and still caged. He walked towards me and told me to kneel. I knew what was coming and sure enough found his cock in my mouth. To be honest I remember being a bit bored and thought the sooner I make him cum the sooner I can leave. So set about sucking him, caressing him, licking his balls trying to make him cum. Sure enough I felt him harden, harder than previously. Just as I thought he might be getting close he stopped me and told me to get on the bed on all fours. This was the usual position when my mistress fucked me with a strapon so I knew what was coming.

Sure enough I felt lube being applied and the familiar pressure against my tight bum. I willed myself to relax and he slipped in with a grunt. He settled into a routine and I must admit to enjoying it. Suddenly he began to speed up and I heard a deep moan as he came. I kept still not knowing what he wanted me to do but it was quite simple. He pulled out and headed for the shower.

As he walked towards the shower he told me to get dressed and go and that my key was in the side. I had earned my release from my cage

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By *erryBramleyTV/TS
over a year ago

Love it xx

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By (user no longer on site)
over a year ago

Please more xx

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By *ipling56 OP   Man
over a year ago

worthing

Sadly my master moved away so that was the last we met. My mistress is still too unwell to have me serve her again so currently in limbo

Pity because I was really starting to appreciate the joy of being a cum slut

And to confirm is all true

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By *oventry4biMan
over a year ago

coventry

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By *ndstorm45Man
6 days ago

Wakefield

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