Since I was offline for all that time, I thought it would help if I did a little bit of a look back at the highlights of the trip. Trying to make sure i can get all the negative stuff out of my head by remembering the good times and all the people i got to reconnect with. Starting with my driver/concierge/friend and cheer person. Once He even let me cry on His shoulder when things were getting bad with the family..

Jackson was the Man!

When we arrived at the hotel, Jackson, the driver/concierge, told us to go straight to my room as He handed Master-Sir the key. That again told me He was told something. He would park the van and bring our luggage up immediately.

In the room, it was wonderful. A mid-story building, 12 floors. The type of hotel used for convention and business meetings. So you have a larger living area, wet bar, small kitchen. Separate bedroom and a full bathroom. Even with the room heat turned up, my nipples felt that cold air and became rock hard as i got naked. Master-Sir was kind, even with the heat turned up, it was still cold. So He allowed me to wear booties as I unpacked the carry-on bags. He called my former Boss/Dom to tell Him we were here. They said they would arrange dinner for us, so don’t plan anything! He made it a point to make sure that I knew that I needed to make sure Jackson was “taken care of”.

The Introduction

It really doesn’t matter that i have been a slave for over 15 years and have given blowjobs to literally thousands of strange men, i still get nervous at this point. Growing up, I had my share of being turned down for many things. Being told “No” for a variety of reasons,. Mostly because I am FAT. I know that! I deal with it every day. That feeling of rejection never goes away.

Yes, men are sexual creatures and they want sex often. But they also want it with women who please them in looks first, skills are second or third. For me, not being a beautiful creature, to ask a very handsome man who I believe (yes, my thoughts) can get sex from just about any woman, if I can suck His cock, is not an easy thing to do.

In a case like this, it starts with His first reaction to seeing me naked in the hotel room as He brings in the bags. I am waiting to serve Him and I need to see the facial response to tell me His thoughts.

Master Sir usually has an idea to calm my nerves and it’s usually like this: Having me naked and kneeling in a room, alone, gets them to say “Yes” 99% of the time. With Mr Jackson being in the know, He will be expecting something, which makes it a little easier. Especially now that He has seen me dressed, he knows it’s not going to be too sexy naked. But I will think He would appreciate the gift I offer. Regardless, I never know until He sets eyes on the gift and that is what always scares me. But we will cross that bridge soon.

I am kneeling at the foot of the bed when I hear Master Sir opening the door and welcoming Mr Jackson in. I hear Him and the luggage cart. Master Sir stopped Him and spoke to Him, but I have no idea what was said. But I can imagine it will be about the cash part of His tip. I am sure Master-Sir has already handed Him His cash tip.

Jackson pulls the cart into the room, smiles when He sees me and say “hello” to me as He unloads the cart and i tell Him where to put the bags. Then when he is done, He is standing in front of me with a unsure smile.

This is where I take over and come up with a witty way to proceed. I take a deep breath and I smile at Him. “Thank you Mr Jackson for helping with my bags. I appreciate you doing that for me. As a token of my thanks, I would be delighted if you could allow me to offer you a nice blowjob as my way of saying thank you.” Then I smile and wait for the response.

In this case, He was ready. Mr Jackson stood in front of me and unzipped His trousers just as I finished asking for permission. I asked Him to please sit down so that I can remove them. A proper blow job is with Him sitting, relaxing, letting me do the “work”. He easily smiled and agreed.

Removing His pants then His underwear, I was not accurate about the trimming. He was nicely trimmed around His cock. Not as well as on top, but better than most men. His cock was gorgeously nice(?). Stood straight, about 5 inches or so and it was a proud monster waving at me. He had a little wetness on the tip. As I started to swallow His cock, I felt His cold hands on my saggy tits than on my erect nipples causing Him to give off a slight moan as I moaned myself at the feel of His cold hands..

As I rode His cock with my mouth, He decided to lay back on the bed and just enjoy the feelings. I would feel His hands on my head occasionally, but nothing to worry about. His moans were what was fun to hear as I felt the build-up. Then He grabbed my head and held me as I felt Him pulsate and fill my mouth with His creamy reward.

I swallowed and I licked as I moaned in my happiness. After I felt the last load shoot, I stayed on His cock, feeling His hands leave my head as I heard Him mumble about being right. When His cock died down, I gave it one last lick then pulled His underwear back on, fixed His pants, kissed His feet, and thanked Him as I knelt back into position, licking my lips.

He sat up, smiled, fixed His hair as He stood up. I stayed kneeling. He bent down to look at me and told me “He was right. That was an amazing blowjob”. Smiling, I thanked Him again and told Him I was here for him. I walked Him out to the main room where Master Sir was sitting in a chair reading while drinking a soft drink. He looked at Jackson and asked Him if the tip was enough? He smiled, thanked us for the tips, saying He was looking forward to my stay and had hoped that I/we liked the accommodations. With that, He walked out.

Once Mr Jackson was out of the room, Master Sir looked at me then told me that indeed, Mr. Jackson was well informed of what was going to be offered to Him and that the smile on His face when he left made my Owner proud. The very words I live to hear. My Owner was proud of His slave.