Arriving back in Chicago was a painful, pleasant and awe-some experience after all these years. The COVID-19 restrictions aside, I was here for my family and was not going to let the government stand in my way of accomplishing what I needed to accomplish. Being a tourist or a visitor to a city like Chicago, like Las Vegas, we can skirt the rules a little better than the local people.
After getting to our/my hotel room and giving the concierge, Mr Jackson, the man who picked us up at the airport, his “Thank You” blowjob, Master-Sir had me contact my former Boss/Dom and see about dinner. Finding out that they were not far away, at a friend’s condo, they invited us over.
For the record, I never got used to getting dressed up and bundled up for all the cold air and snow. I just didn’t want to deal with it! So it was a painful process to do so.
Riding by UBER, we found out the driver, Marcus, likes to hang out by the hotel and gets most of his rides from there. Hint, Hint… He smiled when he told us that. (Marcus drove me 8 more times and got two blowjobs he said that he loved and wanted more)
Twelve floors up, we could see the Miracle Mile, that famous stretch of Chicago retail and business center I used to be a part of. The memories started to flow again! My Boss/Dom gave the condo owners a gift certificate for some restaurant outside of town. That was in exchange for leaving us all alone for Dinner and beyond.
When we entered the condo, we were greeted by His topless submissive wife Susanne who handed my Owner a glass of His favorite Bourbon. After a welcome kiss and hug by my Boss/Dom, I was instructed to get naked and follow Ms Susann to the kitchen. The Men had things to talk about and walked into the living room, enjoying the view of the skyline.
As I said before, I am so glad that He found a wonderful woman to really settle down with. She is a living doll! Ms Susann is the lady for Him! He always loved ladies with long, soft hair and she had that in abundance! Down her back. She also had really nice large breasts and not much of the fatness like i have around the tummy area. So they stood out more. She was a big-boned type of gal with a radiant smile and a kind word about everyone!
I was naked. However, here naked is such a subjective term. I was allowed to keep my socks on and my blouse on but it had to be open. I just had to remove the jacket, the boots, the scarf, and the long wool skirt. They wanted to see the slave naked as she can be without freezing her bits off (yet)
As my Owner continued into the room to say hello to my former Boss/Dom, she smiled that smile and welcomed me in. She was like me, only topless. But i say that because she was behaving so normal being topless, she enjoyed the freedom she had to be “this way”. She kept telling me that. She started to talk and ask questions about the flight and all. We were like old friends from moment one.
The Dinner
Not that dinner was much to prepare. They ordered a steak and lobster dinner tray from their favorite nearby restaurant and it was all delivered. She smiled when she told me that her “Master” made her start to give rewards to the delivery people as I do. She said she was pleasantly surprised to find that offering these strange men blowjobs was actually more of a turn-on than she expected it to be.
As for the meal, we slaves just needed to unwrap it, put it on plates and bowls then make it all look proper, and to set the table for the Masters. Thankfully I was allowed to sit at the table, not on the cold, hardwood floor i was expecting. Even Ms Susann mentioned how nice it was to have me at the table.
Over a wonderful meal, we all reconnected and got up to date. My Boss/Dom said He saw great things in our concierge friend and is grooming Mr. Jackson to maybe one day come out to Las Vegas and work in a management position in one of the resorts there. He has the skills and the right references to be a great manager. It’s this lockdown and the killing of the tourism trade that made them pause that plan.
I learned that Master-Sir and He agreed to let Mr. Jackson be my morning wake up. He would come to the room at 6 am every morning to make sure that I am awake and ready for the day. That means He gets to use me for His morning wake up blowjob before I am allowed to get dressed. He may even be able to bring me breakfast. He does answer to my Boss/Dom already for some parts of His job, so this would just be a bonus and would not look out of place by anyone else in the hotel.
My former Boss/Dom’s subbie is very obedient in her role. She is also very cute in her ways. One of those BBW’s that has a sparkling personality, funny ways of responding and a smile that would light up the town. She is also very smart, well educated and works with a financial consulting firm. Her submission is where she gets the release from a stressful and demanding job. she is able to unplug from the world and just serve her man and feels this is the perfect life she never knew existed before.
After dinner, I was told to clear the plates and clean up the kitchen before returning to them in the living room. I did as I was told and when I returned, she was already sucking my Owner’s cock and He was smiling while talking with her Master about her big titties and overly large nipples He was also playing with on the couch. I was sent to kneel in front of my Boss/Dom and suck His already hard cock. I was really happy to obey that command!
After the Masters were satisfied with our blowjobs and i was swallowing the last of my reward, the conversation continued about what my plans were and any schedules they needed to be aware of. Like my required 8 hours of sleep, meaning I needed to be in bed and lights out by 10pm every night. That would mean I needed to text my Boss/Dom my whereabouts at all times.
Smiles All Around
Ms Susann asked permission of my Owner for some time alone with me. She said I seemed like a fun person to get to know better, so she would like to go shopping, maybe out to see what has changed since I left here. You Know? Girl Time! He agreed. So I was told to make time for that in my time there.
Talking with my Boss/Dom, I still loved and told Him again how much i love to see His smile. Not to say he never smiled before. He smiled occasionally when he was married to the “spoiled little princess” (His Words) when He lived in Las Vegas. He is so much happier doing what He is doing now and He said that finding her just made it all worth whatever it cost to get out of his marriage in las Vegas and change His employment situation. That led us into a longer discussion about her discovering her desire to submit and my desire to be owned. as well as the usual debate on slave versus submissive.
We even got to talking about His nephew Jason and where He is at now. (another long story). He is still engaged to the wonderful lady i met earlier this year and that He talks about whenever we can connect. He was never one to share much about His life unless you were with Him. Not much to share online or on social media.
Ms Susann added that because her Master had some unplanned schedule changes, he may not be able to spend nights with me, but she would be there for a couple of nights if that’s ok? Master-Sir agreed depending on my schedule with the family and medical needs we have yet to know about. But it was made clear i could not say no if she desired to spend the night with me. The asking about my schedule was only a Master being courteous.
It was a wonderful way to start what I assume was going to be a long and drama-filled time with my family. Starting off with a friendly dinner with close friends really helped make me feel good about everything I am about to deal with. To have this as my escape from the family drama when I needed it.
Knowing that the man responsible for my wonderful career is doing better then he was and happier than i had ever seen him, really makes me smile.
The fact that both Master-Sir and he agreed I need to start my updates with Him as we left the dinner. On return to the hotel, after getting naked and serving master-Sir a cocktail, I texted my Boss/Dom to let Him know I was about to retire for the evening and I would text Him in the morning.
So it was beginning…
Leave a Reply