Thank You all for the kind words of encouragement, love and support as Master-Sir sends me down this new road. Today was the first day and I believe it went very well. Now punishments are expected.
Master-Sir was up early to get on the road for work. He used me for His morning urinal, then sent me off to make sure His car was properly fueled and to get Him a goody bag of snacks and drinks for the long drive. He will have another staff member with Him, so I needed to make sure everything was clean and proper.
Returning home, He was in front of the vanity shaving, naked and smiling. The Pretty Brunette was on the edge of the bed with her long legs spread open and smiling at me. While I was gone, they had some really quick morning sex and looking at her, it must have been rough. She had her legs further part, I could see some red marks on her inside thighs, She was really smiling that glowing smile as She looked at me then pointed at Her dripping pussy, telling me it better not drip onto the floor… I quickly crawled over between her legs and started to lick her pussy and taste my Owners cum inside her thighs.
By the time I was done licking her to orgasm, Master-Sir was already dressed. She got up to let me pack His bag and walk Him to the garage. He kissed her passionately goodbye, I kissed His boots and He patted my head, kissed my cheek, telling me to be a good slave.
The rest of the morning, I finished some chores, packed The Pretty Brunette’s bag, made sure Her car was properly cleaned and fueled. As she sat at the kitchen bar, reading the morning paper and drinking some coffee, She had me stand at attention as she felt my pussy to make sure I was shaved smooth, soft as well as clean before she started to finger my sloppy pussy. Telling me in her schoolmarm tone that She would think that even someone as desperate as Jack probably is, He would want something better to fuck than “that thing”. So I shouldn’t be too upset if he doesn’t ever want to fuck me. With that, She left for the day, telling me to start my daily updates on my task.
Not all of them will be printed here.
Jack, My Task
I dressed as I would normally when going to work. A top that showed off my boobs, this time I was not allowed to wear a bra. My cleavage showed almost half of my breasts, with my nipples getting hard and noticeable. No panties and a skirt that opened easily. I wasn’t planning to ask for sex or expect it. But I needed to ready in case He asked for anything. Today was to see what He was open to and what He was looking for or would accept for help. I applied a little makeup with just a sprint of perfume.
There is a fast food restaurant just across the street from the convenience store with outside seating. Today was really the first nice day to be able to sit outside and enjoy maybe a quick meal. Invite Him over to sit and talk.
He saw me and waved. i asked Him to come over and join me. He was hesitant, but the people getting fuel were not looking to help Him with anything, so He walked over. I invited Him to join me. let me buy Him lunch. I wanted to talk to Him. Jack wasn’t sure. I think He felt maybe I was ganging up on Him or something. So I confessed that I wanted to see if I could help Him with a job or something. So I needed to know if He was a least interested in talking about it. He told me He didn’t seem right to sit with a “pretty lady” while He wasn’t clean and hasn’t shaved in a week. Besides the store doesn’t like Him and the others hanging around. I assured Him, i was buying His meal and they wouldn’t say anything with us eating outside. He finally agreed and told me what he would like to eat.
This was always the plan. To just talk with Him, feel Him out to see what help I could do for Him or what direction to go with it. If He wanted sex or anything else, I was not to refuse Him, but He would have to make the move. If He desired sex or service, I would obviously get Him clean and not be in danger of anything, use protection, etc… But I just wanted the first meeting to be like two friends talking.
Jack is a very nice man. He is in His late forties with college education with plenty of business management experience. He moved to here in 2000 as Las Vegas was booming. He was originally from Iowa. Ever since day one here, He always had a job, worked hard, stayed employed and moved up the management ladder. Not so much hotel or resort, but it was business and it was a good time.
For Him, it’s just been a rough three or so years and He just thinks He may be out of luck because of His age,, the length of homelessness as well as Las Vegas changing job market. The interesting thing is that in the last couple of years, the work climate in Las Vegas has changed. There are plenty of jobs here, but not in the hotel or gaming sectors anymore. It is in the business areas as more technology and service companies are getting their start here. He just needs to be brought up to speed with what is really needed her as well as maybe cleaned up a bit.
He asked about the man I was with, my Husband? I told Him that I belong to Him and He wanted to know what could be done to help Him. Jack has the looks of a man not in His element and seems like a fish out of the water. One who wants to find where He belongs again and He was right. He is. He knows He could be back where He was and wants to be there again. But being on the streets for these years and Las Vegas job market isn’t exactly opening its arms to people like this when well-educated people with a steady and clean place to call home are leaving California by the hundreds every day wanting to work here.
We have plenty of charities and the people here are very giving to charities. but the numbers are staggering as they are in any city of 2 million people. The businesses that are moving here from California are also hiring people from California first because they have that connection. Jack just really needs some guidance and mentorship. He needs some help, needs a step in the right direction and He needs some room to make the changes.
Right now, I just want to get on a big soapbox and preach to the world to look around and you will see people like Jack that are just down on their luck. yes, some of the homeless are chronic and will not change, but there are also people who just ran into a series of life incidents that put them where they don’t belong and need to have someone help push them in the right direction. But i won’t get on that soapbox!
We had to laugh because Jack is your A-Typical Las Vegas male. Here, sex is pretty much-sold on the street corners and in the 7-11. With that openness or acceptance, some Men and even some women just let their thoughts be known without much censorship, warning that they may be a bit “blue” before they let the mouth engage. I was ok with that! He complimented on how I looked and how He felt a little out of place sitting there, a bit dirty and eating a lunch someone else paid for, He was sure people were wondering why this pretty lady like me who was sitting there with this dirty man. He also enjoyed telling me that I was making Him smile because He could see the “headlights” beaming brightly. Meaning my hard nipples!
He and I were really getting along wonderfully and sharing a lot of stories about Las Vegas. He told me point blank, “If you don’t mind me saying, I’m a boob Man”. I had no problem with that because I like my boobs and enjoy men who like them as well!
In reality, I really was enjoying my time with this wonderfully warm and honest man. He has a great sense of humor, He knows He can be better but having been down so long, He finds it’s difficult to get back to that happy place. He fights the demons that come with being homeless and wishes He had made different choices. Maybe it really was His fault that all this happened for a reason. He just wasn’t sure.
Complimenting me on that He was enjoying have an adult conversation again. it made Him feel little more alive, even human again. Not talking with other bums like Him and panhandling. It was a real conversation. He thought that’s what made it feel bad because He was not where He wanted to be sitting “there” with me.
I asked Him to not really try to impress me with the sweet things. I know there are prettier women He must see and talk to every day. He told me no. Most just want to have men ogle them and shower them with compliments then wash their windows and pump their gas as if He owed them something for the honor of looking at them. He was so right. , I had to agree to that part. I know plenty of women that I work with at the hotel that are like that.
During the meal, I was also texting my Owner. Telling Jack that I was just making comments and answering His questions He had about our lunch. Jack asked if He was my Husband or my Boss. I told Him “Yes” I know I am supposed to be honest and I was. It wasn’t the right time or place to add the whole story to our conversation. Just kept it with “I belong to Him”. Jack was from the Midwest and took that to mean I am the proper wife and I bow to my Husband.
Through my job and with other resort industry connections, i can find an apprenticeship program that could help Him get back on to the road of recovery. Because of my industry connection, I’m pretty sure I can get Him into better programs or in the head of the line for the better ones. I just need to know if this would interest Him and it did.
In all this, I felt a warm connection to Him. Its that connection I get with people I want to respect. He is a wonderful man with great qualities. Who just was blindsided by life and has not had the full motivation to scratch His way back into His proper place in life. It came so easily to me that I never realized it happened until after I asked Him if He was ok with me wanting to leave the table to use the ladies room. I was in a proper way, asking Jack for permission and He said that it was ok. as if He just gave me the permission i needed to leave Him for a minute.
In any other setting like that, I would have sent a text to my Owner to ask permission. But I just fell into it and asked Jack instead. In the ladies room, I sent my Owner a text. Apologizing for that error, telling Him when appropriate, I would accept my punishment when he returns. Master-Sir told me no, I was actually doing the right thing. My assignment was to assist Jack, To make His life better, to essentially serve Him and His needs for today. I was serving Him and He would be the proper person to give me permission for anything. He just doesn’t know it yet!
After returning to the table, I thanked Him and said that my next step was to see what exactly He needed to start to enroll or apply for the apprenticeship or to know what was really available now that the tourist season has started. He walked me to my car and as I got in, he shut the door. Thanked me for the meal, the talk, as well as the flashing!! I thanked Him for not being embarrassed at my flashing Him and that I really did enjoy getting to know Him better. It was a truly wonderful lunch as I was looking forward to seeing what we can do to get Him back into a functioning member of society!
Since that time, Master-Sir as well as my old DOm/Boss have sent me a bunch of links and applications as well as referral names for other jobs programs and even a special one for “executives” that fell on hard times to get back the credibility as well as the emotional support needed to assume a management position again without any guilt or having to start at a position lower than their real-world experience. That was something I never even thought about. But it was there and its at one of the colleges here.
Now I need to put this all together and present it to Jack without making Him feel overwhelmed or anxious about all the good things what could be happening in the next few weeks.
The Slave Skills Kick In
Thank You for reading this far.
Now my skills as a full-time slave kicked in. How to put all this data into an acceptable form. Properly presenting it and laking the needed plans to make His choices happen. Creating options and ideas for a variety of possible outcomes. What He decides what Is best and how to get everything He needs to make it happen without overwhelming Him. To make it easy fo rHim to think about the choices, relax and not worry about the next step because I am there to help walk Him thru it all and to do most of the needed work. The details and horrible small stuff that any proper man would not have to deal with. Let the slave do the paperwork and the research!
I am there and loving the challenge.