Kinky Holiday: The First Day

Travelling BDSM kit
Kinky Holiday: Prep & Packing
October 13, 2015
Kinky Holiday: The Second Day
October 15, 2015

I woke up warm and cosy in a soft white bed and rolled around luxuriously. Sunlight was streaming in, birds chirping, sheep bleating, and wind swishing

I left B sleeping so I could soak up the solitude and investigate the cottage. He had stayed up late putting all the food we bought carefully away in the kitchen, and laying out some toys ready for play. The picture above was taken in the conservitory, where I was to spend most of my time during the trip.

When he woke we excitedly began a game of show and tell, grinning and bouncing like naughty school kids. I tried on my new Lady of the Manor outfit, and he a Cinderella dress and frilly maids outfit. We pulled out all the toys, showing off new ones and admiring the old favourites. I showed him my lists upon lists, and he brought out sample submissive contracts he had printed out.

Negotiations

Claire Black lady of the manor

Onto the serious bit. We'd been bouncing emails back and forth for weeks with ideas, but now was time to get down to business. What did we each want to get out of the week? What were our desires and limits? What was going to leave us both satisfied? And how would we gracefully balance the fantasy and the reality?

Hours of animated discussion were closed with the lock of a chastity cage. B was to wear it for the duration of the visit, except when I specified, and he was to let me know whenever he got an erection so I could revel in his discomfort. I attached the keys to my necklace in full view.

B's first tasks were to unpack my suitcase, arrange my room, make lunch and write out our own contract. One clause in the contract was that I was not going to micro-manage him, so I left him to get on with his chores. Meanwhile I relaxed on the sofa, surrounded by stunning views, reading The Scar by China Meiville.

Canes

For some strange reason the desire to be caned has been growing on me. I know it hurts me like hell and I can’t take much but perhaps we can explore that while we’re away.

The above request was part of our email planning. How could I possibly do anything other than delight in his suggestion? Another clause in the contract was that B's bum was to be coloured at all times. To assuage his curiosity and begin my contractual obligations I bent him over the kitchen table, and indulged with utter glee.

To the Sea!

Claire Black Sea Feet 2

I wanted to explore this wild and desolate landscape so in the afternoon we went for a drive on the long single track roads, past rolling hills, rocks and mountains, mirror lochs and innumerable grazing sheep. Before long we came upon a picturesque secluded beach. Now, if you put two perverts on a secluded beach on a sunny day it's only a matter of time before clothes come off. Soon enough we were paddling with him wearing only his chastity cage and me only the keys.

Dinner Service

After a snooze and more reading it was dinner time. B cooked, as he would every meal. I decided on a formal, candle lit serving at the table, with B dressed as a maid and myself Lady of the Manor. He ate on the floor, his bare and sensitive arse scraping on the rough carpet it was becoming accustomed to. Another contractual point was that he could only eat after I gave him permission, this reminded me of training dogs; the master must always eat first. I pondered which other dog training power plays might be relevant.

After dinner he cleared the table and I tied him to it as the second course. He hadn't orgasmed in a week so it didn't take much to tease and torment him with my new PULSE "Guybrator" toy. I was feeling generous so gave him a choice:

Option 1 - He could orgasm any time, but I would leave the vibrator on his cock and continue stimulating it, ignoring the fact he had come
Option 2 - To wait for my permission and have a lovely orgasm, and be left to wallow in the glow of it after.

Being a sensible chap, he chose the latter. After hours of stimulating his cock and his nipples; teasing, caressing, vibrating, pinching, scratching and pulling, I gave him permission to orgasm. He couldn't. The batteries ran down. He was put back in his chastity cage one very frustrated sub.

I led the spaced out subbie to the sofa where we cuddled. As often happens after intense play, we stayed up late talking over our lives and experiences, and I heard more pieces of the puzzle of what has made him who he is today.

Exhausted and sated I crawled into my soft white bed, leaving him to finish writing the submissive contract. Day one definitely set a high bar for the rest of the break.

Follow this link to find out what the frilly maid and country gentleman get up to next. Day 2

And do leave comments below, I'd love to hear from you.

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If you've not read about what's involved in making this happen read this post - Prep & Packing  

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4 Comments on "Kinky Holiday: The First Day"

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Mark
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Thank you Claire so much for this insight (including the previous post: Prep & Packing): I really enjoyed reading it. I have wondered about a long weekend before. I will read with interest the further posts on your Kinky Holiday including B’s post.

Mark

DK Leather
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Great to read so far, do carry on!