Kinky Trip, FINALLY

beautiful-caribbean-beach-panorama-33824596

Sir and I had always shared a fantasy get away to somewhere tropical where cell phones do not work and minimal WiFi. This shared fantasy started shortly after we first met. One of Sir’s favorite things is to push my boundaries which is one of the many reasons I adore him and that we are together.  We finally book our dream vacation to the Caribbean and I was instructed that I did not need to pack much in the way of clothing.

This instruction was a bit nerve wracking as I am very conservative in my public life.  Since Sir had made most of the arrangements for the resort I assumed that it would be an inclusive type of situation, but clothing too?  That did not jive with mental image of a resort in the Caribbean.  I went with it as Sir always knows best.  I packed my bathing suit, sundries and just a couple of sun dresses.  As we were planning on being at the resort for 5 days seems like not enough!  Oh Well, he has this!

The day is finally here!  I am packed and ready when he pulls in to pick me up to go to the airport.  Despite the early hour I am very awake and giddy with excitement.  Sir has several suitcases in the back which is surprising to me given the instructions he gave me on packing. The trip down was relaxing and very enjoyable.  Flights were even on time, shocking!

Upon arrival to the resort we were standing at the counter to check in and the attendant informed us that our bags would be along shortly and that the bell man would bring them up and help us unpack.  Now worries, right?  Sir is standing there smiling and proud as a peacock, this has me on high alert.

Just as we turn I see a man in an elegant suit walk by.  What caught my attention is that he was holding a stainless steel chain that was attached to a woman’s collar.  She had on thigh high skyscraper black boots and had her hands cuffed at the small of her back.  That is all she had on.  She had perky small breasts that commanded attention from everyone in the area.

I slowly turn to Sir.  My eyes are wide open and mouth slightly agape.  He is standing there with a knowing smile, okay actually a smirk.  Then I see a sign that indicates it is an all kink week.  Oh My Word!  Not only are we on vacation together, we are at a kink convention.  Public play is not my thing typically, it is a soft limit.  Sir and I have had many a conversation about me being nude or showing a bit more skin than what is covered by my favorite dresses. I always seem to chicken out.  Once I even told him he would probably need to chain me down and use a ball gag to get me over the nerves.

We walk to our suite in relative silence as I am now floored, nervous, and excited.  After we enter Sir turns to me and holds me in his arms.  “sassy, you have your safe words that are always available to you.  I ask that you trust me and let me help you push your boundaries.”

I nod in agreement “How far are we talking about pushing them Sir?”

“No further than you are truly comfortable and can handle my sassy.”  With that my nerves are quelled for the moment.

“sassy, why don’t you go shower and relax after the travel.” He says as he pours me a glass of ice water.  In my mind I am thinking something stronger may be required.  During extended play not a great idea tho.

“Yes Sir, thank you.  That sounds like a good thing.”

As I stand in the shower with the steam rolling over me my muscles relax a bit.  Nerves are still a bit on edge.  At one point early in my shower Sir came in and brought in my lavender oil that I like to use during showers to relax.

As I step out and towel off I notice all my clothes are missing.  Hummmmm.  So I venture out to the living area and notice there is a St. Andrew’s cross in the corner next to the window.  Surely that was not there when we arrived, I did not notice it before.  I look questioningly at it and then to Sir asking a silent question.

“I called down and had one brought up from the kink convention resources.”  I nod, what else can I do at this point?

“Come here sassy, let’s get you up on here.”

I walk over and stand facing the wall and smacks my behind. Oh, he wants me back to the wall not facing it. I turn around and I see him smiling.  His smile is infectious and warms my heart to the core.  He begins to bind my wrists and ankles, his excitement is palpable.

There is a knock on the door. “Be right there.” Sir calls out.

I begin to panic.  Public nudity is something I have been working on, still not a comfortable situation.  Sir turns to me “sassy do you want the ball gag?”

“No thank you Sir.”  I can do this I think to myself as he walks to the door.

A  young bellman walks in with our luggage as I am fidgeting strung up on the cross. There is nothing I can do to hide my body, it is, well its just out there for everyone to see. The bellman surveys the room and takes longer than what I deem necessary looking at me.

The bellman looks to Sir and says “Where would you like your luggage set up?”  Sir waves to empty area near the dresser.

“Would you like me to unpack your luggage and help you get settled?”  In my head I am screaming NOOOOOO.  Because if he unpacks us, then he will be able to see me nude longer.

“That would be most helpful, thank you.” Sir says quickly.  I am a bundle of nerves at this point. As the bellman, whose name is Adam which comes to light during the conversation between him and Sir.

Adam opens up a black suitcase, which I know has our favorite toys in it, he visibly blushes.  He turns to Sir with a stutter “mmmm Sir where do you want these put?”  I chuckle inwardly at Adam calling Sir, Sir.

“Sorry this is my first year working at this resort.  I have not been here for the kink convention before.”

Sir chuckles, “Well Adam, you will have quite an education then!”

Thankfully I am feeling a bit more comfortable as I am being ignored, thankfully.  Well that is short lived as Adam pulls out my nipple clamps with the weights on the clamps.  Sir’s eyes light up and I know they are about to be put on.

Well that thought and hunch was correct.  Sir tells Adam “I will take those Adam.”

He takes them and walks over to me and kisses me deeply and I welcome the cover his body provides and the kiss helps me feel more confident and safer.  Sir slips on the nipple clamps.  Well between the total exposure and nipple clamps my excitement is building.  My thoughts start churning.  Sir pulls back and takes the chain with him and my nipples are being stretched, which is attention getting.

I look up into his eyes and I can see that he wants me to calm my thoughts as they are getting the way.  As I open my eyes from my deep breath I see Sir standing there with the chain in hand and smiling.

“Good job sassy.”

I smile back at my Sir and the returning smile is near heart stopping.  There is a deep voice in the background.  Oh ya Adam is still in the room.

“Excuse me Sir, is there anything else you need?”

“No thank you Adam.  You have been extremely helpful in so many ways.”  Sir walks over to give Adam a tip, certainly hope its a generous one!

“Thank you Sir”  Adam turns to me and says “Thank you ma’am, hope you enjoy your stay.”

“Thank you, I am sure we will!” Sir responds and the door clicks shut, including the deadbolt.

As Sir returns to the living room area I see him swaggering in that way he always does when he has something up his sleeve.  He walks up and kisses me.

“See sassy, there is nothing to worry about.  You just need to relax your thoughts and let go.”

All I can do is nod in agreement as that is a constant struggle for me.  “Yes Sir, I will work harder on that.”

“Good girl sassy.  We have only just arrived and you have conquered one boundary already.  Just think of what all can happen now.”

 


To be continued

 

Advertisements

Leave a Reply

Fill in your details below or click an icon to log in:

WordPress.com Logo

You are commenting using your WordPress.com account. Log Out /  Change )

Google+ photo

You are commenting using your Google+ account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s