Cast of characters - it was always about the bets

By Mike Simmons

Published on Oct 17, 2020

Bisexual

I woke in an awful mood and considered skipping the run and going right to the office when Cole flew into my room and said you are running so get up and put some clothes on. He started to leave and he stopped at the door looked at and said MJ, you are better than this, let's go. I actually smiled thinking fuck he is right. I threw on shorts and a tee and we were off and damn I enjoyed the guys and the run. JJ at one point said MJ slow the fuck down you are killing us. I didn't even realize I was ahead of everyone. Back at the house I showered and decided that it was casual Wednesday. I was in the mood not to give a fuck.

Downstairs it was coffee and dad just looking at my choice of clothes. He asked if I was playing golf? I laughed and said that I was meeting with Tim and Bill in the morning and then Mason for some reason. In the afternoon it is you and your legal team so I imagine golf is out of the question. Then I looked at him and said, I'm simply not wearing a suit and tie every day, please get over it. I'm stressed and need to be comfortable. With that I said, dad I'll see you after lunch. He stood up gave me a hug and said Mike, let today play out and you and I can talk tonight. Mike I need to fill you in on my finances and they are very, very good. I'm sorry I stressed you out. I said dad, that would be appreciated and I left for the office, filling my travel coffee mug.

At the office, I said good morning to Ruth and went into my office turned on the computer and my office phone rang and I looked at it and it was new and totally different. I picked up the receiver hit the blinking light and said, how can I help you? Ruth laughed and said, stop acting like your dad and do you want help with the phone now or later? I said now please and she laughed and said well that's better. We spent 10 minutes on the phone and it was reasonable. As Ruth was leaving Riley appeared and Ruth said good luck and went to her desk. Riley asked Mike, what's up? I said just business shit and dad. She laughed and said well the entire building is talking about your mood and the fact that Kyle isn't here today. I said he is on vacation till Monday. Believe me I have no issues with him, Dillon is covering for him. We discussed the buildings and the upcoming Herman Miller thing. She said there is enough finished that their display is safe and that it will be a great PR thing for everyone. I said thanks and got more coffee. As I was getting back to the office Ruth handed me a new menu and I said thanks and sat down and was figuring what I could do with the 15 minutes I had till the legal team arrived. I called Jordan and asked for updated financials to be emailed to me and he said, no problem he could fun them and they would be ready in an hour. I said thanks and went outside and sat on Ruth's desk. She looked at me and I said sorry for the attitude. What dad has been working of for the last week blew up with me yesterday. Also, please tell everyone that Kyle is on vacation spending time with his pregnant wife and that he will be back Monday. I'll sign the memo and you can send a company email. I said thanks and went to my office.

Right on time Tim and his guys showed up and we moved to the conference room. Tim started with so Mike why don't you want to do this? I said Tim, it's just not the best time to be spending a shit load of money. Mike, you don't even know how much money you have. I said well I'm collecting that information. Tim laughed and handed me a summary. I looked and said, I see I have 20 million in debt. He said correct and that is in Enterprises where you also have have 30 million is assets. Say 15 million in each building and that is a conservative number. Not to mention every division is making money. However the architectural firm could be doing better. I laughed and said not in this economy. He said your personal worth is growing as you don't spend all that much and you need to pay more attention to your checking and savings. There is over 120k in those accounts and money needs moved to investments. I said fine, have the guy dealing with the trust investments schedule an appointment. I asked about the Trust and he said you tell me? I said well I would estimate 3.5 million. He laughed and said estimate my ass, that's the exact number. I asked what is Technologies worth? He said well as an uninformed estimate estimate 60 to 70.

I sat quietly for a moment and was handed a paper. I looked at it and it was a Trust document. Upon looking at the details, there was a Trust meeting held today and a vote taken about buying shares in a technology company, Wave Technologies, totaling $1,000,000. The vote was 2 for and one abstention and was signed by Bill. Tim handed me a pen and I signed without saying a word. I was then handed a certified check.

Tim thanks his guys and when they left he said Mike, I know on some level it is a ton of money but look at it this way, you are simply giving some back to your dad. This fucking money machine your dad has created just keeps delivering money to the bank. I said Tim, thanks for the reality check and for freeing up my day. Once Tim was gone I picked up the paper, made a copy and sat down in a chair in dad's office. He looked up and said well how was your meeting with the legal team? I smiled and handed him that paper and the check and said dude, I trust you and that better get me more that 10%. Dad looked and put his head down on his desk and I got up and hugged him. He said Mike, you will never know how much I appreciate the trust you just demonstrated and he tore up the check. I looked and he handed me a paper which turned the complete Trust over to me. I simply burst into tears, totally blown away.

Mike, I'm sorry for the test but I needed to know if you were ready and how much you valued your current situation. There was never a Wave Technology deal and the fact that you acted how you did means a lot to me. Then he said Mike, you have friends in town and Ray to deal with so just like Kyle your security pass will work again on Monday, thanks for the idea. After your meeting with Mason please enjoy the time off. I had tears in my eyes as I returned to my office closing the door. The desk phone rang and I let it go to voice mail and there was a knock on the door and Ruth appeared asking if I was ok? I said, well I'm so good I'm having trouble dealing with it. She said, well not to ruin your day but Mason is here early. I said please give me 5 minutes and then send him in, and thanks.

Mason knocked on the door and I said, good morning have a seat and please leave the door open, it's stuffy in here. We chatted about stuff and he said Mike, I really need away from Jodie. The chick drives me nuts. I looked at him and said fine, I'll put someone else on the restaurant but you stay on the marina. He said Mike, please I need to focus on other things. I asked about the business plan and he said a it's a work in progress. I said well you stay on both projects till I see the plan. Look Mason, I'll covered you last pay as there doesn't seem to be a lot going on and I am willing to do that until things improve, but you need to stay on those projects till I see the plan and things improve. He looked at me and said Mike, do you meet with Jack a lot? I said Mason, less than I meet with you. He smiled and said oh, I was wondering as a couple of Saturday's ago, you had a long closed door meeting with him. I said yes, that's correct as we are moving his group to the strip district. I asked it there was anything else and he smiled and said have a great day. I said thanks and replied you as well but I need that business plan before there are changes.

I got up closed the office door and called Jack and I asked if he was free for lunch. He said yes and that we could meet at the hotel in the south side. I laughed and said fine. I turned off the computer and was getting ready to leave when Ruth came in and said enjoy the few days off and don't make a scene by trying to get back in here till Monday. I said yes Mam and left. It was a quick drive to the hotel in the south side and I went for a walk along the river as I knew Jack couldn't possibly be there yet. Soon enough I found a bench and just sat there looking at the river and was thinking now what? The Trust, Mason having a feeling about Jack and me that day and how stupid that was. I don't know how it happened but suddenly Jack was sitting besides me on the bench. He smiled and asked so why we having lunch. I went into detail about the conversation with Mason. Jack simply listened and when he finished he said Mike, don't do anything and give me a couple of days and I'll simply end the dude. Oh, you will pull the trigger, I'm just aiming the gun. I took a deep breath and said thanks but I am starving. We got up and walked to the Grand Concourse Restaurant, which was near by. I ordered an iced tea and Jack a beer. I asked how Jack would deal with Mason and he said, dude I know shit about him that you don't and you will have everything you need with documentation on Monday. What you do with that is your call. We both ordered sandwiches off the lunch menu and when we were finished eating, I paid the bill and said thanks. I started for the car and Jack said dude, where the fuck are you going. We both have all afternoon free. I laughed and said you still have a room here? He said yup, let's go upstairs. Inside, I asked if he lived here alone and he said well Riley still has her place but she often spends the night, as I don't have a roommate. Before I knew it we were kissing and I was unbuckling his belt and opening the button on his slacks. He pulled away and said hands up and he pulled my shirt over my head. He kissed me again and I grabbed his hard cock and whispered in his ear, these clothes are a pain in the ass and in a flash we were naked and clothes were all over the place. I looked around and laughed and he asked, what the fuck is funny? I said a minute ago the place was buttoned down and now it's a mess. He took my hand and led me into the bedroom and pushed me on the bed and got on top of me and we were kissing and grinding. I pushed him off me and I started sucking his cock and he was laying there enjoying it. I finally had enough and move so I was sitting on his chest and my cock was at his lips and I reached pack and slapped his cock and said what you waiting for and when he opened his mouth I move up and leaned over and put my cock in his mouth to the hilt and he gaged and I let my cock slide out of his mouth. We were kissing again and I got on my side, leaning of an elbow and said this foreplay is fun but what's next? He kissed me and said you cock in my ass. I kissed him again turned him over and like the time in my office shove my cock in his and and this time there was a loud grunt. I slapped his ass and started to pound him and then when I was close stopped. Just holding my cock still and then once the urge passed I slowly started to work his ass. There was no stopping me this time and I shoved my cock balls deep and held it there and unloaded in his ass. My soft cock slid out and he turned over with a raging hard on. I laughed and said, it looks like we are not done.

We just looked at each other and laid there enjoying the moment. Just then he looked at me and I was flipped on my back and my ass was put on the edge of the bed and my knees were pushed up by my ears and Jack pounded me at various rates for like 10 minutes and I was begging him to shoot. When he did it was a massive load. When he was finished he leaned forward and we were kissing. Then he said well that was fun, but I need you to eat my ass. While I was doing that my cum was leaking out of his ass and once there was enough I licked it up, flipped him over and kissed him sharing the load I had sucked out of his ass. We just laid there making out some and talking. Then as I was getting dressed I asked what if Riley stopped over tonight and he said well Wednesday's are her night out with the girls and housekeeping will change them in the morning. I laughed and said well I need to get to the gym. Jack said, I have an easy day tomorrow you want a flying lesson or another round of this. I laughed and said I let you save that load for Riley but flying would be fun. He laughed and said ok, wheels up at 7:00 and I said great as I need to have dinner with Beth. I went over and kissed him and said, for an old guy you are fun. He laughed and started to get dressed.

I went to the gym and did an aggressive workout and was sitting in the sauna when the door opened and Allen appeared. He seemed surprised to see me and we chatted some but my time was up so I went and took a shower. As I was getting dressed Allen came out of the sauna and I asked how the meeting with Coach B went. He said fine and that as he has no attachment to the area and Pitt held no interest. I said well that's limits things some, give me a call some time. I finished dressing and drove home and immediately went to my room and called Beth. When she answered I asked if she had selected a place for dinner tomorrow. She just started laughing and said dude, that was your job. I said, well I had to try. So Mike where we going and I said Pincherro's. She said damn I would have bet you had no idea. I told her I had flying lesson in the morning and then I was free, so how about I pick you up around 5:00. She said that's great and we hung up.

I have been wanting to call Liam and chat about Cole so I called and he answered right away saying well this is about time. I laughed and asked if he had time to talk. He said sure and I asked so what's up with Cole. Mike he has talent up the ass and he is very young. I laughed and said Liam cut the shit, what's up. He laughed and said well there is that Palmer streak in him. He could be up 5 on the back nine and lose by 3. The opposite is true, as well. Oh, he is easily distracted, again he is young. I am really interested in seeing how he does with Bill. Bill is tough but not at all low keyed. He might hit him with a club and we both laughed. So Liam, how does it work with you two? Mike, I simply make him do what I want and that first hole at Latrobe was tough and I think he hit a "bad" second shot on purpose, just to make a point. A par didn't hurt, on that hole. On two, I didn't give him a choice simply handed him a club and we were lucky. Ok, how do we change it? Mike, we don't it would or could ruin him. He just needs managed, if he changes that's a plus besides you don't want him to be a robot. Some personality and drama will make him more money that winning a bunch of tournaments. He is a great kid, just let him be Cole.

I said thanks and asked, how are you doing? He laughed and said well my life is going in a bunch of directions and all of those directions are good. That scholarship changed everything. I said Liam, I had nothing to do with your selection. He said Mike, I get that and work with Cole and the rounds with you have helped, now it's all set and no loans. My rents want to have you over for dinner. I said that would be nice, anytime. Then he said Mike, as you might remember I have an undeclared Major. Liam, I am aware of that. Mike, I'm thinking sports law. I said well that's a long time in school. He said yup and that would give me more time with Cole and an opportunity to make connections. Then he said, Pitt has a great law school but I get that Cole won't be going to school locally, the golf programs just aren't that good here and I would bet Wake Forest. I laughed and said shit. Then I thanked him and I said call me anytime.

I went downstairs and found dad and he asked so what did you do with your free afternoon? I said had lunch with Major Jack and set up a lesson for tomorrow. Are we still talking tonight or was that another ruse. Dad laughed and said, we definitely need to chat. Oh Mike, this was delivered to you today. I said well actually I ordered it for you, it financials. Well I guess I should look at them before Tim gets here. I said why is Tim coming? To close out the Trust. Dad, why you doing this? He said because you have grown up and been responsible. I said well I'm still a minor, correct. He said an emancipated minor with a shit load of money. I was stunned and said so you disowned me? He laughed and said well in a sense I am making you my equal, well shy a few million then he handed me a paper. I looked at it and it was a summary of his net worth. I looked at it tore it in a bunch of pieces and said thanks. I looked at him and said a few million my ass, smiled and said thanks but I'm going out.

I went to the apartment and knocked twice and with no answer I tried the door and it was unlocked. I went in grabbed an iced tea and heard the guys in the bedroom. I quietly watched as Ray was fucking Sean. I just leaned against the door and silently watched and when Ray collapsed on top of Sean I clapped saying damn that was hot. Ray, get over here and take my clothes off. He came right over and helped me out of my clothes. I said this will be quick bend the fuck over and I but a condom on and rammed my cock hard in his ass and pounded him as hard as as I could for as long as I could. Once I shot and filled the condom I said remove the condom no hands. He did as I asked and I said spit it in the toilet and I got dressed and went into the living room. I grabbed an iced tea and looked at them and said flying tomorrow morning. I said, I was told to take some time off and tomorrow is flying and Beth, Friday is free, Saturday and Sunday are flying in the morning and free rest of the day. We chatted a while and Sean was kind of in a funny mood. I said I needed to get going as it was an early morning and Sean followed me outside and asked if he could spend the night with me. I said sure thinking I have had a lot of sex today. Sean came in my room and sat in the chair saying MJ, I'm so tired. I asked why and he said Ray keeps me up all night he talks in his sleep. Some of it makes sense and some doesn't. Basically he is a good guy and I like him but he is fucked up. Let's just sleep. I said Sean I need to be up early and at the airport at 6:00. He said he didn't care and leave a note for Cole that I'm not running. I said, I'll be right back and I went and found Cole and said I have flying lessons and Sean is in my room and isn't running. He said good as he had early golf lessons at Latrobe and he was being picked up early. I said good night and found Sean nude in my bed sound asleep. I climbed in beside him and was also quickly asleep.

The alarm woke me at 5:00 and it was coffee and a light breakfast. I grabbed my log book and filled my coffee and was off to the airport. I was surprised that Jack was there and he was checking the repair to the flap and I started the checklist. While I was doing that I asked about where we were going and he Annapolis and we will have lunch and fly back. There won't be any issues and we will simply fly around D. C, I was surprised and he said if the craft safe? I said yes let's go. We got in and I quickly did the checklist and Jack said damn that was efficient. I asked if he was satisfied and he smiled and said absolutely. I started up and we were in the air following the flight plan and I made one small mistake that confused the tower in Harrisburg and quickly fixed it. We landed at a the small airport near the Academy. As soon as we landed Jack called Jace. Jace said to meet him at the LATITUDE 38 Restaurant. We were able to walk to the Restaurant and Jace was there waiting. We shook hands and sat down and it was soft drinks. We quickly ordered and it was crab cakes all the way around. I sat back and let Jace and Jack talk. It appeared that Jace was recovering from an injury and was unsure if he would be unable to stay at the Academy. Once I was finished eating, I excused my self and said Jack, I'll meet you back at the airstrip. I'll walk around and be back there in about an hour. Jace said Mike, thanks and I won't keep him long.

It was a great town with lots of shops and I bought Beth an inexpensive gift and headed for the air strip. I was doing the check and Jack showed up and said dude, you continue to amaze me, thanks for the time with Jace. The flight back was without any drama. Both landings were smooth and once we were walking to the car, Jack asked if Everything was this easy for me and I said Rule 9. He said what the fuck is that? I said YOU BET YOUR SWEET ASS IT IS. Jack laughed and said my ass hasn't been sweet since you filled it with cum. I laughed and Jack signed the log book and I was on my way home. It was early enough that I was home alone. It was a beer and out on the deck and I was thinking about Jace and was wondering about the possibilities. Cole came in and sat down with a beer and we chatted for a while. He said that he had a date and that his mom was working late and that Mike was going to the club. I asked how late Megan would be working and he said she said till 9:00. I asked about his date and he said he was doubling with Sam again. I looked at the time and I needed to get ready.

It was a quick shower, jeans and the shirt was an issue as a tight tee was out as was a golf shirt. I finally decided on an old dark grey crew neck that was semi tight. I grabbed her present and pulled in her driveway right on time. Damn, Beth was ready and I asked where every one was? She said mom and dad were visiting relatives in Ohio and Wes was out with friends. She asked if I would rather want to come in and and call for pizza and I said sure before I knew what I was doing. Then I said, I'll be right back and went to the car and got her gift. I sat down on the sofa and she came back with two beers and said she had ordered pizza. I told her about my day and told her I did some shopping in Annapolis. She opened the small box and I said I hope you like it, I promise it was very affordable. She put the ankle bracelet on and I got a kiss that led to a major make out session. It continued like that until the doorbell rang and the pizza arrived. The pizza was immediately set aside and she asked if we were going upstairs? I smiled and took her hand and said, I love cold pizza and we up to a very neat room that was a perfect reflection of Beth. We were sitting on the bed and I unbuttoned her blouse and was surprised to see no bra. The firm perky tits were just how I like them and I leaned in and started to lick them and she started to pull my shirt off and she was rubbing my chest. I opened her jeans and pulled them off leaving her in just panties. I was asked to stand up and she pulled my jeans down and my jockey briefs were next and dam she started to suck me off. Fuck, it was awesome and at the same time she was playing with my balls. I pulled her up and kisser her and put her on her back and on the bed and pulled her panties off and started to eat her and she was moaning and while I was doing this I found the condom and put it on and stood up and grabbed her and slowly laid her on the bed and entered her. I was slowly working her and was kissing and increased the pace. She stopped kissing and said fuck me harder and I immediately responded and soon shot a load filling the condom. We both laid there in each other's arms. She looked at me and said, well I bet the cold pizza is ready. We dressed and went into the kitchen reheated the pizza. The conversation was casual until she ask are you always that caring when you have sex? I replied almost always, why? She just laughed and said, I just love it when you licked my pussy. I laughed and said the BJ was amazing as well, can we change the subject. She immediately put the pizza down and started to make out again. Being worried someone would walk in I didn't let it gat any further. Finally, I asked so if you wanted a second round why did we get dressed? She said, I wasn't sure you were ready. I said babe, after that first time, I'm always ready, the problem right now is someone might come home.

I was amazed that nothing seemed to change, she was the same Beth. I suggested that we go to McDonalds and hang out and she thought that was a great idea so we were off for what turned out to be fun, yet an early evening. Back at here house everyone was home and I stayed to chat for about 30 minutes and then left for home. I went right to the apartment found Sean and asked dude what was last night all about, you have a private room here, so why the bull shit? He laughed and said I was planning on doing your sexy ass during the night but you holding me was so great, I didn't wake up. I laughed and asked, so what we doing tomorrow? I'm free after 10:00 as dad and I have something to do that won't take long. Ray said why don't we go to the Pirate game? Sean said that's fine as I have never seen a major league game. Again he looked at me and asked, why would you leave here for backwater Virginia and we both laughed. I said well what we doing in the afternoon? I said a boat ride on the rivers, the Gateway Clipper, then dinner and the game. We were all set and I went down to the house and said goodnight to dad and Megan and went looking for Cole.

Cole was in his room reading and when I asked about that he said summer reading list for that fucking school I go to and he laughed. I asked about the Pirate game tomorrow and he said nope one day event Saturday and an early depart. He said it wasn't bad as he had a late tee time 12:58 and the Liam would not be going so Bill would be the caddy. I asked if he was ok with that and he said MJ it is what it is. Then he said, well it will be interesting because I rely on Liam a lot and I haven't seen this course. I said Cole, tests come in strange ways, but the key is to stay calm and relax. MJ how is it that always know how to relax me. I laughed and said well we can relax tomorrow night as I bet you will be all wound up. He laughed and said, that's a bet and you are the only person I don't mind loosing to, well occasionally. He asked about Beth and I said perfect in every way. I said good night.

In my room I checked my emails and laughed as the account for work was suspended. With nothing left to do I jumped in the shower, dried off and jumped into bed nude and was quickly asleep.

THANKS FOR READING AND I REALLY ENJOY YOUR COMMENTS AND SUGGESTIONS.

PLEASE IF POSSIBLE CONTRIBUTE TO NIFTY

Enjoy the rest of the weekend and be safe in these trying times.

Next: Chapter 180


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