A friend on Fetlife had been talking about things from my past and things that I miss doing or times where I served others without Him. I flashed back to my former Boss/Dom. He has been in a few discussions I have had with my owner about my current job and my current Boss, so He was fresh on my mind.

His question and my subsequent search for posting about Him, made me realize that since I rebuilt this website, the posts about my original job with my Boss/Dom were not on here.

So here is a quick flashback on my first time being used by my Boss/Dom during an out-of-town conference. My Master-Sir had given Him full use of me while on the trip and that meant he could share me with a few other trusted people.

Working as a slave

If you are a frequent reader of my blog, you know that I gave up my retail management career in Chicago to move 1800 miles to be the slave to a man I had met 30 days earlier. He ran His own business and I tagged along occasionally. Then one day he made me dumb down my resume and get a job as a lowly maid in a fancy resort in Phoenix, Arizona.

The manager thought I was nuts, that I was up to something. So he refused to hire me figuring I was just using His department to get into bigger and better things. So in a fit of panic, I knew that if I did not get this silly job, my Owner was going to punish me. So I promised him a blowjob every day that I worked. That is what sealed the deal and I was hired as a hotel maid.

Read: Daily Blowjobs

Once He figured out who I really was ( a slave) He asked my Owner for more privileges to use me more often as a slave. He discovered that having a slave to travel with has some side benefits that can help him gain a promotion (and move us to Las Vegas)

Meetings and Events

As the head of a large department for a major resort, He would occasionally be called out of town to manager meetings. Some at Regional and District levels. So He started to take me along as His assistant. He would book a suite for Him and a normal room for me. Actually, I would book the rooms for Him. Not that I ever slept in my assigned room, it was booked more to show that I was really there for the job.

Thinking back to the first meeting I went to. It was in Los Angeles and it was a strategy meeting. Checking in the night before, his regional manager saw Him/us and invited us to dinner at some fancy restaurant in the hotel. During dinner, He had privately expressed His displeasure in how my Boss had insisted that he be allowed to bring an “assistant” when nobody else was allowed to. Saying that as an “FYI” some of the other directors may be mumbling under their breathe on how this expense is not justified. They were not allowed or even asked if they could bring their own assistant. “So be ready for some mumbling and grumbling”

My Boss/Dom explained that I will certainly prove my worth to the meeting as well as to those in attendance. I am a dependable and reliable note-taker and can handle all the little details that can normally slow down a meeting without a fuss. His Boss did appreciate my attention to detail and how I can recall certain facts and figures, but otherwise, I was very good at staying silent and functioning in the background.

After dinner, my Boss/Dom sent me back to the suite to make sure his bags were unpacked and the room was ready for us to prepare for the morning meeting. He would join me after a few drinks in the bar with His boss. Quietly He reminded me that the rules are still in force. i am to be naked in the suite as I am in His house. “Yes Sir” I whispered as I made my exit

I did as He ordered, got naked and started to do my assignments. Getting His bags unpacked, clothing put away then worked on setting up the tables as our office. Starting to dig into the notes and memos for the following days’ meetings. After a few hours, I heard some noise in the hallway and then the door opening and there were my two men. A little drunk, but still functioning. His Boss had not spotted me yet, but my Boss/Dom quickly told me to go put a skirt on. He wanted me in his favorite red skirt and nothing else. Also to “fluff up” my nipples. Quickly disappearing then reappearing in the red long skirt and nothing else, as ordered just as His Boss started to realize where He was.

Sitting in the living room of the suite, the Boss was a little shocked to find me kneeling next to Him. He did notice that I had Big Boobs and He liked seeing Big Boobs but was a little confused at this all. As He started to focus, I was sent to get the two men a cold beer while they talked.

The Boss enjoyed the show as I stood up, got them a beer, and then knelt at His feet to properly serve it to Him. The Boss looked down at me as I handed Him His beer, stating that my Boss told Him that I give “the best Blowjobs in the world!”. Ok, so now I know they talked about me? Should have figured that. Trying not to smile too much at that compliment, I assured the big man that I would enjoy proving to Him that my Boss was right

He started to unbuckle His pants, but I stopped Him. “That’s my job,” I told Him! He liked that. I reached up to unbuckle His pants and saw that his cock was already rising to attention. He shifted Himself to let me pull His pants and underwear down and quickly swallowed His cock. He groaned as He felt my mouth on His cock. His hands quickly found my hanging breasts, He went for my now hard nipples and grabbed them like His life was dependant on them! A little pain for some pleasure.

As I started to worship His very well-sized pole, he started to talk about how His wife never liked blowjobs. But being the good wife, she would offer to give Him one occasionally just to make Him happy. And she would even let Him play with her “tiny tits”. Highlighting that playing with her tits was a big deal in their lovemaking. But not like “These BOOBS” as He continued His story, twisting my nipples for effect. She liked herself as they were, “Nice, firm B-cup bobbies”.

Then as I swallowed more and licked longer, He suddenly stopped talking and leaned back to let me do what I do best. I know I am doing it right once the man relaxes and starts to just breathe heavy! In little time, I felt His cock tense up as He started to pump His cum into my throat.

Oh, I was a happy camper as He actually kept it up for a few seconds and gave me plenty to savor and swish in my mouth before swallowing. Then hearing that sigh, the body goes limp as I feel the last of His cum and His cock starts to go soft. In the end, he agreed with my Boss/Dom that I did give Him The Best BlowJob EVER!!

As I helped Him get dressed, I kissed His feet and thanked Him for the honor of letting me suck His cock. it was indeed my pleasure and I hope that he will allow me to do it again soon! Soon turned out to be every night of the workshop.

At the start of the first morning workshop, His boss made it clear that I am there at His request because I had proven my invaluable skills at making meetings more productive and beneficial to all who are there. I guess a blowjob now qualifies as a meeting enhancement!

No other words needed to be spoken on that topic as I served them all coffee, got the papers copied, collated, and handed out. I ordered their lunches every day as well as confirming their dinner reservations or golf games! They apparently loved me, nobody that I know said a bad word about me being there.

On the last night, in the suite and after a final wrap-up meeting with a few other directors who also got to sample my blowjob skills, The Boss made it very clear that He intends to fuck me at the next Director’s meeting in 2 months in Florida. Meaning that my Boss/Dom just got the Ok from His boss to bring me along anytime they have a gathering! No questions asked.

Just for an FYI: At that next meeting, He had His first anal fuck and enjoyed it very much! He even let me have an orgasm. Hearing me ask Him if I could, seemed to make His cock get a little harder. That always seems to happen when I ask the man to allow me to enjoy myself as much as He is enjoying Himself!

I am liking these flashbacks!