A note from the site admin: Typically, Story Saturday posts are written by me, and are fiction. This one, however, is a bit different. This is a story written by my sub, which he wrote about his experience when he recently visited me for the week. So the rest of this post was written by him. Enjoy!

How is one event can be the intersection of so many things at the same time.

I’m getting out of the plane with the simple realization that there is no need to stress anymore, any decision I needed to do was made weeks ago when I click to transfer ownership of my chastity cage to Sir.

Now it just me getting his cock to him. That funny on how just 30 days in chastity will change your vision of yourself. I know it Sir cock that he used to train me and change me to fit his objective about me, objective that was mine too.

It is also getting myself to meet a Dom that I hope will be pushing my limit and helping me accept myself.

At the same time, it is also a long-overdue vacation that I’m taking.

And all that coalesce on the same point right now as I’m getting out of the plane and ready to get into the car with Sir to his home and complete the next step.

The first night with Sir was used to get each other to better know us. Even if we did chat at length online, it is not the same as being in person. 

We discuss what me like and don’t like, I naturally want to sit on the floor and not on Sir furniture. 

Our first real play was on the second day of the visit. He made me enjoy some time in the Stock and allows me to enjoy various tit device on me. 

I was still locked in the chastity but the scene and being in the presence of Sir was overwhelming. Sir tries to play with his locked dick but even in chastity it was too much for me and I ask Sir to be allowed to cum. He said Yes. I took me 20 sec to arrive at my first orgasm still in the chastity and in the stock.

On the next day Sir ask me if I wanted to play some board game. I love board game so Sir got his monopoly game. He is very good at it and he beat me without question, but to get it interesting Sir ask me if I wanted to play it in a kinky way. As a good boy and because kink monopoly could only be hot in my mind, I immediately said, « Yes Sir. » 

The game was the same as normal, but Sir had me draw three colours for a bag (light-purple, light-blue and dark blue) and brought two mystery boxes from the playroom. Every time I was landing and paying Sir money for any property of the three colours, an element of the box will be added on me. Also, I could choose to sell myself (200 $ of monopoly money) for one item if I needed money. 

Sir is a better monopoly player than me, so I had to use this and I did land on lots of properties in the three selected colours too. 

By the end game, I was looking like this:

Let say the game was very, very interesting. I strongly recommend it :-) 

At that point Sir was within his right to use my mouth, so I was called back to the playroom and place in the stock again but the proper height to service him. 

As a good boy, I suck on the good and pleasing cock of Sir and swallow every drop he left me :-).

I was very happy to be allowed to take Sir cum as a boy :-).

The day after that we did some work in the house, I found it fun and Sir was happy with the help. 

This day started the countdown for my depart, already less than 48 hours remaining with Sir. Time was going too fast for me. 

Sir decided to reward me for the good job I did the day before, so we play a game to get me to cum under predicament. 

I love it a lot. 

The basic setup: I’m tied without the use of my hand, no chastity, my feet are in the stock so I cannot move and a cord is pulling on my ball.

I tried to stay up, as I’m blindfolded

I do not know what or if something is behind me. 

Sir comes behind me and the cord slack is removed, and tension is added, I need to bend my knees to keep up. 

The cord pulls me back and down and the inevitable happened I lost balance and fell, I’m happy to find I did not land on the ground but on the bondage stool behind me.

The stool is the modified stool, so as soon as I sit on it the plastic pin of the chair mat start to be painful on my butt.

Then I start hearing a buzzing sound in front of me. 

« Boy you may be allowed to cum this afternoon. Use the wand and warn me at any point higher than 7 and remember to ask permission understood boy? 

- Yes Sir »

I make myself find the wand. I really need to practise my squat, but I’m able to keep myself between 8 and 9 and ask Sir the permission. Sir start by saying no forcing me to develop some self-control on when I will cum so I’m trying to use the wand just ok. 

Sir then give me 20 sec to cum. It was amazing:-)

It was the last day. I still don’t get how fast time can go. Sir took extra time to plan that special day. The play was progressive and only one picture was taken. The scene will remain in our head only and I find it best. During that play Sir put a collar on me, even if it was only for the play that is still one of the high points of my 5 days. The play started with a board game, then move to a catch-all washers from the ground with magnets without hands, using a chain that was hanging from my collar and finishes in me sucking Sir while doing sit-up. It was the perfect connection of my physical training, servicing Sir and progressive play. Sadly, it was also the last play we will do as the next activity was us driving back to the airport.

It will not be the last, I’m sure about it, as I’m still the proud wearer of Sir cock

So that concludes the story of his recent visit. He was a very good boy throughout his entire visit, and still is! You may see more of him here in the near future.