Holiday shenanigans – part one

HolidayShenanigans

Going back a few weeks to the beginning of August Mistress and I went on holiday to Portugal. We’d rented a huge villa with five bedrooms, a pool and hot tub, it was absolutely gorgeous and completely over the top for just the two of us but Mistress wanted to spoil us and who am I to argue with her?

The first week we barely left the villa and in fact I went a full four days, over 92 hours, without putting on a shred of clothing which is a record for me I think. It wasn’t my decision, obviously, but I did find it quite liberating not worrying about what to wear all the time. Mistress did not join me in the nakedness for the most part which I also enjoyed, her being dressed while I am naked is a nice subtle (maybe not so subtle for “normal people”) reinforcement of our positions which I enjoy.

Whilst for that period I wasn’t afforded clothing, for the entire holiday I was afforded the relaxation of my “one orgasm per week” rule which was truly divine! In fact one of the days whilst naked was at the extreme other end of the spectrum to denial. After a leisurely breakfast I went to lay by the pool whilst Mistress took a shower, I laid in the sun for a short while and then moved my sunbed into the shade as I burn pretty easily and that definitely isn’t a pain I enjoy!

About twenty minutes later Mistress appeared in a bikini and sarong carrying a beach bag. She headed over to me and I smiled up at her from my prone position. Smiling back she took my nearest arm and buckled a leather cuff around it before laying it above my head and proceeding to do the same with the other wrist. Finally she looped a piece of rope around the top of the sun bed and tied my cuffs to it. I still had plenty of movement but my arms where obviously now restrained above my head.

She took her little bag of tricks down and knelt beside me and with a simple touch and no words had me lift my legs into a frog position to give her access to my holes. I closed my eyes in anticipation, my pussy had become wet as soon as I’d seen her coming down the stairs towards me and now as I waited to find out what she would do to me next I could feel the heat building there.

I bit my lip as she slid something easily between my lips and it push through my opening but all too soon it was pulled back out. Then it was at my other opening, I realise the first “dip” had merely been to coat the item in my ready supply of lubricant to allow it a slightly easier passage into my ass.

There’s no denying that my ass is well used at this point and not the tight hole it was before I met Miss, however it is by no means “slack” (disgusting word) so I still felt the stretching sensation as she forced the item into me and the satisfying feeling as it slid inside and my hole retracted around its base confirming it was a plug and not a dildo that she had just sodomised me with.

As it turned out my pussy wasn’t going to be left out, another similar shaped item was pushed into it leaving me feeling quite full down there and then some gentle pressure on the top of informed me to put my legs back down. As I returned to a fully prone position I felt something cold on the back of my thighs which was quickly revealed to be a belt as Mistress wrapped it around my upper thighs tight enough to keep them in position and buckled it.

Mistress knows me completely and intimately but I also know her so I knew what it was that now filled my holes. Whilst I was in New York Mistress had used the Lovense Lush and Hush vibrators to torment me from another continent, this time it was just from the other side of the pool as she laid down and I felt them gently come to life inside me.

These are the best vibrators/eggs/plugs I have come across, the sensations they provide are amazing. The lush in particular sits right against my g-spot and can have my cuming in no time if set to a high enough setting. Mistress had the both running but only on the lowest setting which was only enough to get my breathing going.

My upper body was slightly inclined in the sun bed so I could see Mistress across the pool from me, sun hat and glasses on either looking at me or the iPad propped up on her knees. I could see her hand moving across the screen and kept bracing for a change in the sensations but for at least twenty minutes they just hummed gentle inside me keeping my mind focused on them but nothing more.

Then, just as I’d laid my head back to relax and enjoy the sensations the plug ramped up to full speed causing an involuntary “fuuuuuck” to escape my lips after which the pussy vibe synchronised with it and I couldn’t say anything at all as my body tensed and arched.

She left them there for a minute until somehow she knew I was on the verge of coming and then she dropped them both back down to the gentle hum, it wasn’t a ruin, more like an edge and I was left extremely horny and couldn’t sit still after that.

My legs were bound to a degree but I could still sort of rub them against each other in an attempt to create a sensation between my legs which I did but completely in vain as the “almost orgasm” faded away and I was just left squirming for the next hour and a half as she randomly adjusted the power of the vibrations in my holes. Sometimes they would come up together, sometimes just one or the other and sometimes alternating between the two but always just long enough to get me close but not over the edge.

I don’t really know how to describe how it feels to be tortured with pleasure, or the promise of pleasure for so long. It’s a sort of desperation, she’d forced an orgasm to be the entire focus of my being but denied it me for over an hour. Then one time when she had both vibes on full and then slowly began to back them off again I felt genuine despair and said “No! PLEASE!” despite myself.

Mistress immediately got up and slowly walked around the pool to me whilst still slowly reducing the power in the vibes. When she reached me I was blushing, I hate it when I can’t control myself like that, I love being her obedient pet and begging her to let me come is definitely not obedient but,technically, it worked.

She looked down at me and said “Please what?” to which I just sort of stared up at her, in my defence my mind was completely fuzzy! After a few seconds it obviously became clear to her I wasn’t going to respond so she shrugged and said “OK” then used her phone to turn the vibes back on to full.

As my orgasm built quickly back up I watched her walk to the stairs, up them and out of my view just before that gorgeous warm relief flooded my body and I moaned probably much louder than I should have outdoors.

The thing is though, the vibrations didn’t stop, or abate, or give me any time to recover and my orgasm quickly joined into a second and then third and with Mistress nowhere to be seen the tsunami of sensation overwhelmed me pushing coherent thought from my mind as I writhed on the sun lounger for another twenty minutes until thankfully the batteries ran out of the plug and then shortly after the vibrator.

As it turned out Mistress had been on the balcony filming me the whole time and returned to hold me. My whole body was shaking, almost shivering and I was coated in sweat as well as whatever had leaked out of me whilst I was having a years worth of orgasms.

Eventually I recovered enough to form a normal thought and thanked Mistress for….well, all of it and then we took a swim together whilst the vibes recharged.

I have more to write about from holiday, this isn’t even the really good part yet but it has ended up quite long so I’ll leave this post here and move straight on to the next one, more to come soon x

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5 thoughts on “Holiday shenanigans – part one

  1. I’m hoping that the lack of posting is because you are on your month of chastity and not something more dreadful. As it has been nearly a month I’m sure we are all hoping to hear from you again soon. Best of luck completing the goal!

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