Holidaying into Submission

I dozed off in the seat as Master watched me. I am still handcuffed and my nipples exposed under his jacket but he is pleased with me.
'Mmmm' he mutters to himself as he settles back in his seat.
Jenny my Darling, time to wake up...'
Ding, Ding, the seat belt sign is on and we are coming in to land. The Stewardess' are walking up and down the aisle and I am anxiously looking at Master.
He smiles and reassures me that all is OK.
I sit up and Master unclasps the cuffs from my hands. I fix my t-shirt under the jacket, tenderly touching each nipple as I test their sensitivity. They are huge and very sensitive.
Once we are on the ground, we leave the plane in a slow line.
I still have the butt plug in place, and my nipples are still erect, but I am carrying Master's jacket in front of me so as to not be so obvious in this holiday destination in case it is disrespectful.
The heat is noticeable from the moment we leave the plane, and by the time we go through the airport, customs and immigration we are hot. We are herded onto a bus and when we reach out Unit we are wet with both anticipation and perspiration.

We have booked into a small Cluster of Units.
Strictly Adults only we are assured of quiet peaceful times, and with the Units separated by pathways and foliage, there seems plenty of privacy as well.
I drag my suitcase inside, following Master of course, and stand with my eyes down as he peruses the amenities.
'Hmm, this is great, very pleasing I'm sure Jenny.' ‘Yes Master'.
'You may put your case over there; we will unpack in the morning. It is almost midnight and we need to acclimatize ourselves and rest.'
'Yes Master.'
Master sat on the bed as I proceeded to undress him. I folded all his clothing neatly onto the rack provided, and then organized the bedding so that he could lie down. The bed was a four-poster, special request by Master. The white crisp sheets were a welcomed comfort, and I too entered the bed once Master had given permission.
We lay for a while in each other's arms, before Master kissed me passionately. He rolled slightly on top of me and pressed his body against mine, causing my nipples to flare up again. I had peeked a look at them earlier, they were very swollen, and a dark reddish color, but the pain level had eased. Perhaps I had become accustomed to it...
Master pulled away from me, as he looked at my body he smiled.

‘My dear sweet Jenny, here we are finally on our romantic holiday, are you pleased my darling.'
'Oh yes Master, I am very happy to be here.'
'And are you willing to Submit to me my Sweet Sub?'
'Yes Master I am here to serve you as you wish.'
'Good'.
With that, he sat up, got out of bed and went to his sports bag that he carried onto the plane. He moved to my side of the bed, and reached into the bag. He took out some leather cuffs, and fastened one to each wrist, a soft gag, tied it around my mouth, the blindfold that he put over my head, but rested on my forehead. He then took out more leather cuffs, and placed one on each ankle. My mind was drifting to our previous night that we had spent together. Master had restrained me in some light bondage before teasing and playing with me, so I expected that this was to be the same... another orgasm before sleep, how lucky I am to be here with such a wonderful Master.

This time though, he clasped my hands together, drew them above my head and with a piece of rope, he tied them to the post at the head of the bed on my side. He then moved to my feet, and did the same. Clipped them together and tied them tightly to the bottom post of the bed. I was stretched out fully,
arms tight above my head, legs stretched out fully. He came up to my waist, helped me roll onto my side facing out of the bed and pulled the blindfold over my eyes.
'This is how you will sleep tonight and many nights whilst we are here.. ‘

‘There are rules that you must adhere to at all times..
1. I will have access to your holes (mouth, arse, pussy) at my will without resistance.
2. You will always be naked inside this Unit unless I say otherwise.
3. You are never permitted to cum without my permission.
4. You are not permitted to remove any restraints, toys, clothing etc that I put on you.
5. You are to undress and dress me every day.
6. You will only eat with my permission.
7. You will shower every morning with me, washing my body first and masturbating me until I cum, before breakfast.
8. When we are out, you will as we have discussed before, act appropriately, obey me, honor me, and care for me.
9. You will sleep restrained as I see fit each night. I have no care as to whether you sleep or not Jenny, I only care that I do.
10. You may use your safe word if you need to, but this will end our relationship immediately, so think carefully my sweet Jenny, and remember that I promise not to hurt you beyond your tolerance.
Failure to adhere to these rules will ensure swift punishment do you understand?
I am in control here Jenny, I have your Passport, tickets and money and I will not hesitate to put you out on the street with nothing if you are disobedient.
Now, are you comfortable Jenny? You have this one opportunity to make yourself comfortable without punishment.'

My head was reeling... trying to take in all the rules, even though we had discussed them before.
I nodded... I was comfortable, I understood and I would comply. I moved my head onto the pillow and tried to relax.
Master then returned to his side of the bed, got in and lay beside me. I could feel his breath on my shoulders as he lay there. I sighed, relaxed a little more and tried to settle in. I felt his hand move across my back. He touched my hip and moved down to the butt-plug. He wriggled it a little before removing it completely. I flinched, but it felt good. He continued to massage my buttocks occasionally slipping his hand between my legs to discover my ever-wet pussy, ready for him once again. His fingers explored me again, I lay still, trying to enjoy his hands as they probed me deeply, pushing inside my pussy hard so my ankles strained against the cuffs. He withdrew his fingers and began to explore my arse, this was new to me, as I had not had anything other than the modest sized plug in my butt, and so I drew in my breath and went with the sensations. Three fingers probed deep into my arse, in and out they moved as I sub consciously moved my hips. Master rolled me over slightly onto my stomach, moved his cock behind me and entered my arse with an almighty thrust. He was rock hard and grunting loudly as he fucked me as hard as he could.
'Oww that is so tight Jenny, you really need that Arse fucked by your Master.'

 

He held my hips tight as he thrust in and out, gaining speed with each thrust until he was gasping for air... oohhhhhh myyyyy goooooddd.. He exploded inside my tight arse hole and shot his hot juices deep inside me.
I held on tight, straining against the bounds that kept me in position for my Master. Gritting my teeth as I tried to ignore any sensations that may cause me to orgasm. Once he finished, he collapsed beside me panting. He was sweating profusely; he got up off the bed and turned on the air conditioner. The cool air was refreshing on my tightly bound body, aching pussy and arse, and swollen pussy. He cuddled up to me, stroked my hair, kissed my ear and whispered to me that I was his sweet, sweet Sub, and he would use and abuse every inch of my body every day of the holiday. I was excited by the fear that this man sent through me, and eventually drifted off to sleep.
I woke early in the morning; I could feel the warmth as the sun streamed in the windows. I lay gagged blindfolded, and restrained tightly to the bed on my left side as Master slept soundly behind me.

I lay there quietly until Master began to stir. He woke and cuddled me for a few minutes before removing the gag and blindfold.
'Good morning Jenny'
'Morning Master.'
He reached up and undid the cuffs around my wrists and released them. I rolled onto my back, sat up and released my ankles, ensuring that the cuffs remained fastened to the bed poles. I looked at my nipples, they were still very swollen and seemed to have a crust around them, but they were pink again
and not so sore to touch. I quickly got out of bed and began my morning routine that was to be the same for the next nine days. I ran the shower for Master, washed him, sucked his cock until he came in my mouth, and then washed myself. I dried him off and then assisted him to dress, before dressing myself when he gave his permission.

Once our clothes were unpacked on the first morning, I was able to access everything quickly and efficiently which was to Masters liking. Each day Master chose his outfit and mine and I was to ensure that the Unit was tidied before we left for breakfast.
We dined with the other couples. One couple were honeymooning, another there for a friend's wedding. We chatted with them, I only spoke when Master indicated that he approved and never offered an opinion unless he asked.

There were 2 mornings where I missed breakfast as punishment. I don't know what Master told them, but I was tightly bound, gagged and tortured or teased whilst they dined. The first instance was on morning 3. I woke to find Master already awake and erect. He had already been out of the bed and was not pleased that I had slept longer than him. He did not untie me this morning; instead he roughly rolled me over, fucked my mouth hard and came with a gush. I was barely awake, gagged and did not swallow all of Masters juices, so after showering him, I dressed him as normal and tidied the Unit. I knew he was not pleased when he roughly grabbed my arm and pushed me face down on the bed. He did not say a word and I did not speak, did not question, I just did as I was told. He handcuffed my arms to the top of the bed, spread out wide one arm attached to each pole. He placed a ball gag in my mouth, and then pulled my head up with the lead of the collar. He put my ankle cuffs on but unclipped them from the foot end of the bed, and attached them to the wide spreader bar that he had in the bottom of his suitcase. He threaded rope through each loop of the cuffs and threw it up over the top bar of the bed. He pulled on it hard so my legs were raised off the bed up to my thighs, putting extreme pressure on my nipples
(with 2 more bands on each, each night Master added a band). The pain was excruciating, and I bit hard on the ball gag.
He pulled my head back with the chain of the collar and attached it to the spreader bar as well. My head was stretched back tight and I had to remain very still so as not to choke myself. I was virtually immobilized and most of the weight was on my nipples. He then put the vibrating egg inside my pussy and turned
it up high, he filled my arse with a large butt plug, causing me to scream into the gag when he inserted it, but the cruelest thing was when he took 2 sheets of course sand-paper and forced one under each nipple. I screamed in agony as every time I moved, the course paper rubbed my ultra sensitive nipples. I was being forced to endure orgasm after orgasm while trying not to choke myself and protect my nipples.
Master turned up the radio, locked the door and set off to breakfast, he enjoyed it this morning, took his time to savor the local fruits and talk to the staff about their lifestyle. By the time he got back, over an hour had passed and I was almost hysterical.
He came into the room, removed his shoes and came over to the bedside. ]

‘I hope you have learned something Jenny? I do not enjoy punishing you, but I will be obeyed and serviced at my will, and your failures will be punished. Do you understand.?'
'I nodded, between muffled sobs.'
'Good Jenny, I am pleased that you understand that I am serious about training you, and only perfection will satisfy me.'
He untied my neck and legs, removed the egg, but left the butt plug in place. My arms were still tied and sand-paper was still in place.
I could hear him rummaging in his bag, and the next thing I felt was a sting across my buttocks.. I lurched forward only to rub my nipples harder onto the paper, causing the agony to return. Master continued to whip me until he had given me 20 lashes of the riding crop. I was sobbing, totally unaware of what was going on and numb with the agonizing pain.

He released me, removed all toys and torture devices and covered me with the sheets. Leaving me to sleep, to recover from my punishment, and also to contemplate further discretions. When he returned, I showered, dressed and joined him on the beach for some frolicking, sun bathing and romantic cuddles.
I did not digress again until day 8.

Day 4 came and went. It was hot and steamy as we wandered from shop to shop.
Master made some purchases; some food as well as some exotic massage oil.
He also chose a sarong for me. It was white with a pale floral print in one corner and a small fringe design along the hem.
It was stunning and would highlight my tan and ample breasts, and I was looking forward to wearing it.
When we arrived at the Unit, Master entered and I followed, quickly undressing as instructed. I placed the shopping items away as Master sat on the couch. The air conditioner
had cooled the Unit to a comfortable temperature, I poured Master a drink and placed it on the coffee table.
'Thank You Jenny, Bring me my book, open it at the page I was last reading, and kneel on your haunches in front of me.'
He took the book and placed it on the couch beside him. 'Jenny, I have decided to take your training to the next phase from tonight...I want you to experience dominance from other people...I want to introduce to different scene
playing and bring some extreme dominance to your training..

I was immediately wet. Trying to comprehend what I had just heard.. More people, extreme dominance, scene playing, ... how was I going to cope with this...
'Now Jenny, suck me off, clean me and assume sub position on the floor afterwards.'
My head was spinning as I unzipped his pants and took his huge cock in my hand. Stroking it, I licked the tip of it to take the pre-cum off and slowly began to lower my lips down the shaft. Master moaned and sank back into the couch, hands on his knees, eyes closed and mouth slightly open as he drifted into an orgasmic trance. As he hardened I quickened my strokes and he began to thrust. His hand moved up onto my head and began to push, I took it all in, ignoring the urge to gag, sucking as fast as I could and making sure my nose touched his pelvic bone with every thrust... Aaahhhhhhh Gooooddddddd.... Master came with a hard thrust down my throat, his hot juices squirting deep inside me, my tongue and lips capturing all of it, not missing a drop.
I move away from him, place my head on the floor, spread my legs wide and hold my ankles with my hands.
'Oh Jenny, what a site you are, I am very pleased with you, and look forward to taking you to the next phase. After this trip, you will know what total submission to me will mean, you will be my willing Sub and I will care for you for life.'

Master begins to spank my arse with his hand. 5 quick smacks on each cheek, followed my a gentle rub.. 5 more smacks, this time a little higher and lower on each cheek and harder.
I hang onto my ankles tight, making sure I do not move or make a sound.
Master rubs again, and smacks again, this time 10 on each cheek, very quickly and very hard. I squeal in pain and struggle to hold my position.

'Turn over Jenny, on your back where you are.'
I oblige, rolling onto my back on the cold, hard floor, arms at my sides, legs straight.
'Spread your legs wide.'
I once again oblige instantly, my arse cheeks are stinging and feel very hot, my pussy is wet and now he has it in full view.
Master lifts each ankle to waist height and spreads them out as wide as they can go.
'Hold behind your knees, and keep them this wide.'
I obey as Master moves away to his trusty sports bag. He removes many items, keeping them on the floor near my bottom so I can't see them. I hear tinkling and a clinking sound.. Sounds like chain. After a few seconds and with my arms straining, Master crouches down, he reaches between my legs and spreads my pussy lips. I hold my breath as he rubs my clit to bring it to attention. Then I wince as he clamps it, jiggles the chain to ensure it is firm and lays the chain on my belly. He then rubs some lube on my arse hole and proceeds to insert
1, then 2, then 3 fingers, each time stretching my hole open further. I feel the hardness of the metal object against my hole, and pressure as he begins to push.
'Suck it in Jenny, this is preparing you for later remember.'
He shoved the huge dildo inside me and I screamed in pain. He moved it in and out a few millimeters to position it correctly, and gave it one last push. I was panting heavily, firstly
for the pain and secondly for the huge excitement that was building between my legs.
Master then rubbed my pussy until it was dripping wet. I was wishing and hoping that he would allow me to cum, but not a word was said. Next I feel an object filling my pussy.
He pushes it in easily and I relax, only to feel the air pumping into the inflatable dildo. I bit my lip and muffled a gasp as he stretched my pussy to unbelievable width, then taking the chain and threading it through what must be a loop on both the dildos. He tugged the chain once again and I almost erupted...
'please Master.. Please may I cum...Please'
'No'.
'Put your legs down.'
I released my grip and slowly lowered my legs to the floor. My pussy and arse were full with hard foreign objects, and my Clitoris was clamped tight. I am panting like I had just run a marathon as I lay on the floor waiting for master to speak to me again.

'Get up, '
I struggle to my feet and stand in front of Master. I can now see many items laying on the floor, chain, rope, and silk materials.. Master picks up a long piece of silver chain and places it around my waist. He fastens it at the back with a clip, and then fastens two clips on each side just above my hips. He reaches through and takes the chain clamped to my Clitoris
and fastens it to the waist chain that I am now wearing. He also takes the lead for my collar, fastens it to the collar and the chain around my waist, moving my head to the correct position as he tightens the links. He picks up a long white piece of silk material and threads
it between my legs; it is soft and smooth and immediately begins to soak with my wetness. Master ties a small knot in the silk scarf as he fastened it to the front of the chain, and reaching behind me he tucked it into the back. He walked behind me, straightened the scarf up between my arse cheeks, and pulled it taut. I gasped as it pressed against the chain from my clitoris, but the softness felt very sexy all the same.
Master then placed cuffs on each wrist and attached them to the chain, this time at my hips.
My breasts were sitting pert and upright and Master grinned as he took some more silk fabric, thinner than the scarf between my legs and tied one end of the scarf around my breast at the base. He pulled it very tight and the breast immediately began to swell. Master then wrapped the scarf around the other breast twice, pulling it tight, and forcing my breasts close together. He continued to wrap in a figure 8 pattern until the whole length of material was used and each breast was securely bound. He tapped my nipples and I jumped.. They were still tender from yesterday.
Master reached for the massage oil, and rubbed it all over my body, he paid particular attention to my arse cheeks, by pussy mound, my nipples and my neck. The excitement was still building inside me, while I stood still I was able to control my body, but the mere shuffle
of my feet sent pangs of sexual delight from my pussy and arse to my clitoris as the chain rubbed and pulled it. My head was strapped into position by the collar so I was totally
locked into staring straight ahead with minimal movement from side to side if necessary, If I looked down, the chain around my waist pulled and everything below moved...

Master stood back and admired his handiwork... 'Mmm very nice indeed.'
He then proceeded to wrap my new sarong around me, under my cuffed wrists and tie it over the top of my bound breasts. He brushed my hair, sprayed some body mist on me and explained his plan.
'Tonight we are going for a romantic stroll along the secluded beach that we found yesterday. Do you remember the one?'
I nod.
We are meeting with some people there that I have been communicating with on the net, and they have come to this island also for a break and sub training.

'Come.'
I obey.
We leave the Unit, Master is carrying his sports bag and a blanket. I am struggling to walk behind him at the pace that he is keeping. He has allowed me to wear my flat heels for this outing.
We are met at the car park by a small mini bus, inside are two other couples and I am wondering if all the women are bound like me. Master helps me in the bus, and it quickly becomes apparent to me that I am the only one in training here, the other women are speaking freely, laughing and joking with each other as I sit with my hands beside me, trying to look comfortable and normal yet not engage any of them.
The bus drops the couples off at a resort, and we continue on. The road is bumpy and I am uncomfortable. I whisper..

'Please Master'. He takes his finger, places it to my lips and says nothing. His look is stern and I know not to speak again.
It is dark outside; the foliage is thick and the road narrow as we bump our way along.
I am now terrified, and wonder if I should use my safe word to end this..