Dirty weekend part 7

Sorry for the long delay. Once again my every day life keeps trying to trip me up and get in the way of writing posts! Hello to the new followers too.

So, when I left the last post we'd had a lovely afternoon sitting in the sun. We walked back towards the hotel and I quietly talked with him on the way about his month of chastity that had led up to this weekend. We had struck a deal that I wouldn't let him cum again until it was his birthday and that also during that time he would follow my rules. Each night he poured my bath for me and as I was feeling mean I decided that every time it was too hot or too cold it meant a penalty point. Over the month he had accumulated 5 penalties for this, 2 for forgetting to bring me my morning coffee and 1 for forgetting how many days of chastity he'd had already. Added to the two he had picked up over the weekend that meant 10 penalty points. He knew as well as I did that the rate of conversion was one point to one stroke of the cane. He's not a pain lover and so this was a genuine punishment worth avoiding and I noticed he was slowing his pace the closer we got to the hotel!

Once we arrived I had him strip once again so that all he wore was his chastity cage. Leaning him over the edge of the bed I secured his hands with a pair of handcuffs I then chained across the bed to the bed board. Using a length of rope I ran it between the legs at the foot of the bed so that it passed behind his knees so that he couldn't back away. I preferred for him to be secure but not completely immobile; it's so much more fun when they can squirm!

I am told my cane is a dragon cane and it has a turned handle made of mexican cocobolo which is smooth to the touch and feels sleek in the hand. It is matched to my other toys; a horsehair flogger, twin suede floggers and a rubber bungee flogger which were all made together in a custom order (see www.jacksfloggers.com). Running the shaft of my cane over his exposed rump I told him to count the strokes and that every one was a lesson. Slowly he counted up, each time flinching and trying hard not to move. Small raised welts began to appear in stripes and I made sure he had a matching set on each side! He thanked me for them and I ran my hand over them and between his legs. Even with his cage on he still gets turned on by sensation in that place just behind the ball sack but not quite at the anus where it feels bulky. I massaged him for a while so his attempts to get hard would be met with the pressure of the metal cage which has the effect of being pleasurable and painful at the same time.

Noticing the time I released him and had him fetch my make-up case and jewellery. We had reservations for dinner and the rest of his birthday treats would just have to wait.

Dirty Weekend part 4

So there he was, standing there, going nowhere. I told him to kneel at the end of the bed, which he was quick to do, as I took up a position in front of him. Given the luxurious height of the bed his mouth was at just the right height to pull his head between my legs and have him pleasure me for a while. Knowing that he likes the feeling of being smothered I was careful to make sure I held him hard! (I'm sure sometimes he regrets letting little hints slip). He was eager to please, which he always is, and it wasn't long before I had my first orgasm of the day. I let him rest a short while with his head on my thigh whilst I thought of what to do to him next.

Using the chaise longue at the side of the room (which incidentally was an absolutely awful colour of grey!) I got him to lie over the bottom end so that he was supported under his belly. I removed his armbinder to give his shoulders a rest, but made sure that he was securely fastened to the feet of the chaise meantime. This left him on all fours with his bottom enticingly exposed.

I got the prostate massager that I had sent him to pay for earlier and made sure it was well lubricated. My boy is reasonably new to anal play and I have been rather enjoying training him up to be ready for my strap-on. The massager was slim and went in easily although I do have to say I didn't make too much of the position of the switch for the vibrator which was in an awkward to reach place and becomes very slippy in the presence of lube. I persevered however and I watched him do the shuffle of trying to get away from the probe but then retreating back onto it when I told him to stop wriggling. In all honesty, I like the wriggling, but it's so much more fun watching him try to stop! I reached round to give his semi-hard cock and few strokes. He's still at that stage where anal play is somewhere between aversive and pleasurable, but he keeps trying and practicing for me. He knows I own him and he can't be keeping anything from me. If he truly decides that it's not pleasurable to him then I can always add it to the punishment list.

When I decided he had had enough I withdrew the massager, undid his bonds and prepared him for the most devilish thing of the day so far! We stopped, ordered room service and a bottle of wine and cuddled under the duvet to watch a movie! Oh the horror!!!!!

But that was just the first few hours. It was nowhere near bed time and there was always tomorrow too....

Dirty weekend part 3

So I had my boy's undivided attention. Bound to the chair, exposed and gagged. I forgot to mention in my last post about the other stop we made whilst shopping. Readers from the UK will have heard of Ann Summers; a high street shop specialising in racy knickers and sex toys. I find them incredibly cheap and nasty usually and prefer much better designed toys, but I had other plans for this stop. I found a vibrating cock ring made of a jelly like material which was inexpensive and smiled at my good fortune that they have started selling prostate massagers. I handed them to my boy and pointed him to the cash desk. He hesitated. I'm the only one who knows about his kinks and he knew there was no disguising what I would be using them for. To emphasise it I was going to the desk with him. I offered to let him off if he submitted to 10 cane strokes. So far I think the most he'd ever had was 5. Being the diligent boy that he is he confronted his embarrassment head on and completed the purchase. I wished the cashier had made at least one little comment to increase the torment, but sadly they were the epitome of discretion.

I'm sure he was thinking of our shopping trip as I opened the bag and got out the cock ring. Turning on the little vibrating bullet I ran it down his engorged cock and rather enjoyed his moaning and attempts to wriggle free. His cock twitched and strained until I stopped suddenly. It was nowhere near time for him to cum.

I busied myself in the bathroom fixing my makeup and refreshing my perfume for a short while. On returning his cock was much reduced in turgor but his eyes very much betraying his lust. As I changed from my day dress (a black linen sun dress with leopard print belt that nipped neatly in at the waist) into my black silk dressing gown on full view of him. I wanted him to see clearly that I was naked underneath and he couldn't even move a hand. Of course he had gone hard again, so fully erect that it pressed against his belly. Clear fluid dripping from the head and enticing writhing as soon as I touched the tip. I slipped the jelly ring over him so it sat at the base of his shaft. Waiting.

I unlocked his gag and removed it momentarily. I asked him how many days he had been locked for. It was a question he couldn't answer correctly as I was being unfair. He had been chaste for 29 days under lock up, but I last removed the cage 10 days prior to tease him at great length. He answered "29, Miss" and I smiled. I told him he was incorrect. The score was now 2.

I never tell him the punishment but he always knows the score. He knows not to argue as I have been known to double it if challenged. I was saving this up for later.

I unchained his legs and told him to stand. Stand still! I switched on the vibrating bullet and sat on the edge of the bed. He was struggling but managing not to move his feet. I knew vibration is never enough to make him cum but it will arouse him strongly. His hips kept trying to pull away but the bullet was firmly strapped to the base of his shaft.

Once he had wriggled enough for me, and sadly not given me excuse for another penalty, I turned the vibe off and removed the ring. "Thank you, Miss". He is always so good at remaining silent even when not gagged and I had almost forgotten that I hadn't replaced it.

It would have to stay out for what I planned next...

Dirty weekend part 2

Unfortunately the internet gods conspired to prevent my updating sooner. I was also much distracted.

We arrived at our hotel and I left bringing in the baggage to my boy whilst I arranged for the key to our suite. I insist on high quality hotels when going away expressly for pleasure and find suites much more versatile to my needs. In this case the room was large and bright with a seating area partitioned from the bedroom where a quite impressively large bed sat centre stage. The bathroom was almost as large as my own livingroom and had an oversized roll top bath and separate monsoon shower.

I didn't however immediately intend to use the room. My boy had spent the last 4 weeks in lockup and I wasn't about to relieve him on arrival! Instead, we went shopping. We walked to Selfridges and I browsed the departments and he dutifully made helpful suggestions and appraisal of the options. I rather fell in love with a nice pair of Gucci shoes and without a word of complaint he took care of the transaction. They are made of black rubber which is glossy and sleek and sit comfortably. They are peep toe and flat which is almost a summer essential for me. Being 5ft 10 means I dwarf others easily in heels and nice flat shoes are surprisingly hard to find.

He carried my bags for me and we stopped to eat lunch. Sushi. I can't get enough of sushi and would eat it all day if I could. It provided much amusement waiting for dishes to come past on the conveyor (if you've never been I suggest going to Yo! Sushi) and making my boy wait until I found one I liked before he could eat his. I had dragon roll, tekka nigiri and mixed maki along with a green tea. Ordering drinks allowed my boy to make his first mistake as he ordered himself an Asahi beer without first asking permission to have alcohol. One.

After lunch we stopped by a jewellery shop to try find a new chain for the Key to My Property. The existing chain is poor quality and leaves residues on my skin now that I'm wearing it more or less constantly. There are two keys. One simply on a chain I wear under clothing when I need it to be hidden. The other I had my boy cut to shape to fit inside a heart shaped leopard print locket I found in a charity shop. There are no spares. Just two keys that only I have access to. If I am wearing one the other is safely stored at home so that at no time can he access it without my consent.

He does really have a head but we like our privacy

After selecting a suitably long gold chain we walked back to the hotel. Relaxing on the sofa in the suite I had my boy strip and fetch his collar and cuffs. I clicked the padlocks into place on the fastenings. I prefer locked straps to emphasise my ownership and remove any thought of an easy release. I chained his cuffs to his collar to stop him making any attempts to touch himself but still leave his hands some freedom. Kneeling on the floor I ordered him to massage my feet which were tired from our trip. He dutifully responded and rubbed with enthusiasm taking care to pay attention to both equally. I lost track of how long he performed his task but he did it well.

Then I ordered him to fetch the desk chair and place it in front of the bed. Sitting him down I took his arms behind the chair and secured them with a length of chain, again padlocked to the D-rings of the cuffs. From the middle of this I attached two further chains which led to the ankle cuffs. I brought his legs round the outside of the chair legs then pulled taught underneath. When connected to the chain his toes just touched the floor. Taking a ball gag and locking it in place also completed the ensemble and I smiled at my now totally helpless boy.

I took The Key from my locket and unlocked his metal cage. It was a little tight getting it off as his cock strained to become fully erect. Once teased free he was instantly standing proud and already leaking clear pre-cum. A couple of gentle strokes had him moaning blissfully, but I had no intention to relieve him just yet.

What happened then? I'll continue in the next post.

Dirty weekend

It's my boy's birthday and we are on a bus travelling to our weekend of luxury, decadence and debauchery in celebration. Whilst some Royals are getting hitched we will be making our own entertainment.

Last night I had to sort out my kit for travelling. Normally I'd have my boy pack for me but his presents are amongst the restraints. The case weighs somewhere around 30kg due to packing about 10m of chain plus all the carabiners and rings, about 16 padlocks of varying sizes, 2 sets of handcuffs, leather wrist and ankle cuffs, collar, posture collar, arm binder, leg binder... And that's before packing the cane, strap-on, floggers and other toys. Of course I could pack lighter but it would be much less fun.

Our coach has just pulled in for the last stop before we arrive. My boy is certainly getting nervous and excited all at once. He's had roughly 30 days of enforced chastity and is amusingly easy to torment. His steel cage is proving to be effective, comfortable and aesthetically pleasing. It's not his birthday until tomorrow and even then there's no guarantee he'll get to climax. He's got to earn it first and there will be plenty more tease and denial before then!

So, I better get ready for disembarking soon. I am sure I will write more later when my boy is a little tied up.

Hooked

A while ago I bought a pretty cheap bondage hook off of ebay from a seller called kinky-sales who was selling them for £15 and now have their own website. I tend to take a few gambles on ebay to find equipment as many times I have found that fetish shops mark up these items far too much. This is one case where the gamble paid off nicely. The website and ebay listing may not look particularly professional but their products appear to be ok

The hook is nicely weighted and has a sturdy ball that isn't quite for the beginner, but not overly large either. It would suit any method of insertion for male or female subs and can be worked into may different positions with ropes or chain. It's heavy weight will certainly make sure it doesn't go un-noticed by your willing victim!

Given that many "specialist fetish stores" will charge £50+ for these I think it's a bargain and more than good enough quality for me.

The Pleasure Principle

 So last night I had my eager boy serve my dinner, pour my bath, bring me wine and chocolates and then lay out the equipment require for his subsequent bondage. He always looks rather sexy in his collar and cuffs which are suitably masculine in proportion and sturdy enough to ensure no escape. He does like a little bit of a struggle after all. I had not yet introduced him to the cane, and ample opportunity arose when he forgot to fetch all the padlocks that were required to secure him. We're both rather fans of security and in all it took 5 keyed-alike padlocks to secure the collar and cuffs, plus a further 4 identical locks to secure his chains. I decided it was best to keep him on his knees where he belongs and modified a hogtie to allow him movement enough to position himself but not able to stand. With his chastity device removed I do admit I had rather a lot of fun teasing him almost to the point of climax several times, just to watch him squirm.

And those who like the details: I chose a classic ensemble for the evening with my black silk neglige, satin corset and leopard print (of course!) stiletto heels. I would normally favour stockings, but having just emerged from my bath I did not want to ruin any of my more delicate silk affairs.

The further details of the evening will remain mostly the domain of myself and my boy. Needless to say I made him work hard on my pleasures before getting any of his own. Ultimately he was unable to resist temptation and climaxed against my express orders not to and has earned himself a nice half dozen stripes to his rear. We've certainly ascertained that is something he will be keen to avoid again in the future! The cane is not for play, only punishment.

Needless to say he is now back under lock and key in his chastity device and has earned himself at least a doubling of his previous imprisonment. It is of more than a little amusement that he smiled about it.