Cast of characters - it was always about the bets

By Mike Simmons

Published on Feb 15, 2021

Bisexual

Once I opened the door it was obvious that little Carlie was pissed and JJ sensing the same and said Charlie, we have snacks and video games downstairs and a pool table and foosball. His mood changed immediately and JJ had a friend. David was tired and stressed and old Charlie was stiff and uncomfortable. We went into the common room and when everyone was situated I asked if I could get anyone a drink? I got Charlie a red wine, David a scotch and a beer for me. With all that done I sat down and nicely asked Charlie what I could do for him? He took a drink of his wine and said, make a decent offer for my winery, please. I took a drink of my beer and calmly asked Charlie what is a decent offer? Mike, I believe David told you this morning. Charlie, that's correct and I explained in detail why I did not think that was the case. Charlie I would like to know how you came to that number? Charlie reached into his pocked and handed me the real estate listing for Cayuga Estate Winery. I looked at David and he shrugged.

Realizing there was no help coming I said Charlie, I am aware of that and I am not interested in that place. You see dad's land is special to me for reasons I don't yet understand, however without getting into the dirt, I feel it would take $200,000 to get your winery on the same level as the business you just showed me. Charlie, I won't fight over this, I have too much respect for you and all the hard work you have done. Included in my offer was the use of the house for as long as a family member wanted it. In addition I provided 10% in the new corporation, to stay in the family. Finally there would not be a name change. I'm sorry this isn't meeting your expectations. I am offering you all that and $600,000 for something you paid less than $96,000 for. Charlie, when you are ready, let me know and we can talk again. I got up to refill the drinks and I noticed that David and Charlie were in a quiet discussion. I set their drinks beside them and went downstairs to check on JJ and little Charlie. I laughed as they were engaged in a heated discussion about a foosball game. I found it very amusing and just stood there watching. After a while David appeared and asked me to please go upstairs and talk with Charlie?

I found Charlie looking out the window at the sunset. I asked if we could please go outside and he smiled and said sure. We were both just staring at the sunset when Charlie turned and looked at me and said, I'm going to miss seeing that. I just let him go on and he said Mike you are right about the winery and so is David. In fact David thinks you made a very generous offer. I also know that in a year or so I'll have to shut down and all those wonderful plants would die. He smiled and said and the jelly business disgusts me as they underpay and don't give a shit about quality. Mike, David has convinced me that the place will never be worth as much as it is right now so I think we have a deal. However, I would like a few minor changes? I asked if he wanted to go inside and he said he was fine outside. I remained silent and he asked that I agree to maintain the house, nothing fancy just make sure it doesn't become unlivable. I said sure, what else? Mike, I will put my 10% into a trust for Charlie and would ask you to agree to manage the trust, can you do that? Charlie, I can but why not David? Well, he is always too business and while you are as well you have a heart. I laughed and said thanks but how will he take all this? Mike, he has already agreed, as he always gives into me. I laughed and said, well that's what sons do and I know from experience. Anything else? Well one thing that will give me great pleasure, fire the General Manager. I can't because of his contract but the contract and the contracts of all the management expire with a sale. So who replaces him? Charlie smiled and said the assistant GM. A young guy who cares about the place. I said, ok I'll take that clause out of the offer about retaining the help.

I looked at Charlie and asked, so what will you do? He said hang around here all summer and stay with David in the winter. Mike, I still know how to make wine but won't be a pain in the ass. I laughed and said don't make promises you can't keep. With that we went inside and almost right away, David, JJ and Charlie appeared and we were asked if it was done? Charlie said yes and I looked at David and said we need to talk as I agreed to something I'm not comfortable with. David laughed and said Mike, the Trust was my idea so please just accept it and I'll explain later. We all shook hands and little Charlie looked at JJ and asked dude, will I see you again? JJ said sure and Charlie said great I love beating you at foosball. We all laughed and as we were parting ways, I got David aside and said thanks and if he changes his mind let me know. Mike, it's all good and thanks for being so nice with him. David, it what I do. Then David said well there is no need to meet tomorrow, so why don't you have your legal guys work on a formal offer and send it to me. Mike, I promise no hiccups. I said that works and Cole had a great tournament this weekend and he has a Pro invite next weekend and I promise to get him to you soon, I have always been interested in playing your course. He said well, I'll expect an invite to Oakmont. We shook hands and I gave old Charlie and said thanks partner and he laughed.

Back inside JJ handed me a beer and I said this is the last one as wheels up by 11:00 and if you plan on flying some tomorrow same for you. He said fuck you know how to kill a good time. I laughed and said well there are other good times available and I pulled him into a hug and that as it always does lately resulted in us making out. Suddenly the beers weren't important and the making out quickly lead to us being naked and sucking one another. Once we had both shot a load and JJ was laying with his head on my chest he said Mike, little Charlie was a blast, I definitely want one. I laughed and replied, we are two totally fucked Musketeers. I was excited about the day and fucking horny and I pulled JJ up to me and we started kissing again and I flipped him on his back and started sucking his nipples and slowly worked my way down to his cock. Not really looking for more oral I started on his balls and he groaned as I sucked them both into my mouth, they barely fit and as I knew he was uncomfortable I flipped him over again and started eating his ass. He was moaning and begging me not to stop. I had other ideas and once it was wet enough, I shoved a pillow under his ass and grabbed each ass cheek, spread them apart and slowly entered his hole. It was a slow sensual session. It was always a slow rhythm which built up for a while as it was my second load in a short time and yet when I couldn't hold off any longer I managed a big load and collapsed on top of him?

He recovered quickly and rolled over and I saw he had a massive erection and said dude hop on this cowboy need ridden. He spit on his hand and rubbed it on his cock and said saddle up. I spit on my hand rubbed it in my hole and straddled him slowly putting his rod in my ass. Once I was in I sat there and grabbed his nipples and squeezed hard and said giddy up. He laughed and started to buck and I was a great helper. Then I put both hands around his neck and lightly squeezed. He was turning a little red so I let god and leaned forward and kissed him and he put his arms around me and held me tight while we kissed and he worked my ass. Finally he pushed me up and screamed FUCK and he filled my ass. I rolled off him and said, ok cowboy that was fun but this cowpoke is exhausted and we to the room and fell asleep in each other's arms.

Once again I was up first and made the same coffee run and started cleaning up and then decided to simply call and have it done. Once again there was nothing in the local paper of interest and I was ready to get on the way as I now had a shit load of work to do. I called Tim and told him I needed meeting Tuesday morning and he said check my calendar in a while and he will set it up. Then I called Major Jim and filled him in on a few details and said that tonight I will send out a detailed email to all concerned and that we needed to schedule a meeting and that he needed to be aware of Megan's court schedule. He said Mike, great job and it sounds like a reasonable price. I laughed and said, well that's easy for your guys to say as I am on the hook for 600k. He laughed and I'll see you tomorrow, fly safe. The he asked, so when was your last drink? I said at dinner around 6:00 same with JJ and we are good. He said shit, you guys are growing up. I laughed and said well a little, I guess.

There was till no sign of JJ so I called the realtor in North Carolina and asked what the fuck is going on with my property and why are people aware it is listed. Especially since I had not signed a listing agreement. I was on hold while they looked thing up or more likely how they were going to get out of this. When they got back on, I was pissed and before they could say a word, I screamed YOU FUCKING ASSHOLES DON'T KEEP ME ON HOLD. You either have an answer or get back to me quickly with one, YOUR FIRED and I hung up. JJ was standing there laughing and said, I guess you used up all you nice attributes last night. Then I noticed that he had two bags and he said let's just go. I know you are more than ready and need a workout. JJ it's more like I have a shit load of work to do. I threw my bag on the table and opened it, grabbed a pair of jeans and a tee and dockers, no socks and we were on our way.

At the airport, I check the flight plans and ordered fuel and freed the plane from it moorings and started the preflight check list. The fuel truck was already in view and once that was complete we jumped in and I had JJ check ATIS and it was great with very light wind. We started up and we're almost immediately cleared for take off. Once we were at altitude and I was sure of the heading I said ok cowboy, you plane and no nonsense, same as last time. JJ took over and I was watching his every move and he complained about the wind forcing a drift East. I said well you have us on course so shut up and pay attention. After about 40 minutes I took over again and was more relaxed and there was no real reason for that. It was a calm and quiet flight back.

We jumped in the car and I immediately put the roof down on the car and it was a quick mid day journey home. JJ jumped out and said that was a fun couple of days and we need to do it again. I reminded him that we might be going to VT and he gave me a weird smile and said well that won't be the same. I said JJ, you definitely got that right. At home dad and Megan were working and Cole, left a note saying he was practicing at St. Clair. I went to my room and put on a baggy pair of shorts and a loose fitting tee and grabbed a pad and pencil and went to the kitchen. There I grabbed an iced tea and went outside. I moved my chair into the sun and took my shirt off and started to work on what I would send to the investors. I was concentrating hard on being logical and not heavy handed, I wanted this to work. Then I became aware of someone standing there. I looked up and there was this older red haired woman with her hands on her hips just staring at me shaking her head. I said, well good afternoon Mrs. McGuire, do you need something? She asked, so which of the lads are you? I smiled and said, I'm Mike and I should have introduced my self. She asked so are you in a habit of sitting here virtually naked? I thought shit, here we go. I said well actually I only do that when the sun is out and it is warm, sometimes I sit here with my ski coat on. With that she simply went inside and I was thinking, fuck this is the least you will see around here. I simply went back to work on the message.

Then Cole appeared holding a beer and he sat down with a beer and asked about the trip. I said Cole it was very good and you and your mom might be part owners in a Winery. He laughed and took a drink of his beer. Cole looked at me and asked if I had met the new housekeeper. I said yup and he said, well I guess I should find her and say hello. I laughed and replied well you better leave the beer here as I got told about being virtually naked. Cole laughed and said well this one is dead and I need one more. He got up and went to the kitchen grabbed a beer and sat back down. Almost immediately Mrs. McGuire appeared and she looked at him and said Cole lad, does your dad know you drink beer? Cole smiled and replied shit no, he thinks I drink scotch. She simply went inside. Cole, looked at me and said well I guess I'll get blasted again. I asked, so what else did you do? He shrugged and said everything and nothing, nothing works with mom. Cole, cut her a break, she is growing a brother and it can't be comfortable. Mike, all I know is mom is bitchy and now Michel is getting the same way and she is pissed as I have a 4 day tournament this week and we are leaving tomorrow night so it's like 5 days. I laughed and said well you have to make the cut? He laughed and said, seriously, I'm good.

I started back at my task and I was again really into it and Cole was off somewhere in his head and thankfully he was quiet. I went inside and refilled my drink and Mrs. McGuire was cooking and I stood beside put my hands on my hips and asked so how would you like us to call you, Mrs. McGuire or something less formal? She smiled and said Colleen. I said well I hope we didn't get off to too bad a start. She laughed and replied well lad, you guys were just marking your turf and you were politer than Cole. I'll see how this goes and there are limits. Colleen, that is a two way street. Lad, I raised 2 lads of my own, good Catholic lads, so I know what to expect. Colleen, neither of us are good Catholic lads and we don't pretend to be. She shook her head and I went outside. I told Cole that she might be cool as she raised two good Catholic blokes. He laughed and said well I bet she flips out when she discovers we both shag blokes. She might accept the lasses, though. I just laughed and went back to what I was doing.

I worked for a while longer and was pleased with the message and went up to my room, completely exhausted. However, completely determined to finish this so it would be a quiet night, I composed the email and sent it to the group. Once that was done I turned off the phone and would leave it that way until after dinner. That way the only person I had to deal with was possibly Megan. I jumped into bed and put my headphones on with classical music and I must have fallen asleep and my next conscious thing was Cole sitting on my bed and whispering dinner is ready. I realized that I hadn't eaten all day as we left in a hurry this morning. Downstairs we were all there dad, Megan and Cole. I look at dinner and it was a beef brisket, boiled potatoes, cabbage and carrots. Dinner was casual and fun and everyone was in a good mood. Megan asked if after meeting you two, was she coming back? Cole replied well we invited her back and everyone laughed. I added that the Catholic tradition might cause an issue or two but I'm good, but not doing the church thing any time soon. The cleanup was easy as everything went into the dishwasher. Once that was done, I went to my room and started to figure out my day tomorrow.

I knew there were meetings with Tim and the legal guys and I needed to touch base with Riley and I needed to come up with a bunch of money and hire a new realtor and get the beach house on the market. Then there needed to be a chat with dad and finally a workout at school. Then I added the need to have a face to face with the group about the Winery. I had just finished when there was a knock on the door. Realizing it was most like Megan I gout up and opened the door. As expected Megan was standing there and I said please choose a seat that works for you and she sat on the edge of my bed. She immediately said, I read your email and I am good and will invest 10 to 15 percent, depending what's available and needed. What I need to talk about is Cole. Mike, he is different and I don't know why. I laughed and said Megan, we have discussed what he has been through this year. Now you are about to add a brother or sister to his life after 16 years. He is wondering how he fits in. Add to that he is realizing I will be leaving, after this year. Simply, stop bitching at him and give him a hug and tell him how much you love him. I'll be around more than he thinks but he is pulling away and so am I. I'll mitigate that some on my end as I'm aware. Megan, you tend to think he is fine and let him on his own, he actually needs you and I hope he gets close with dad. MJ so where are you in all this? Megan, I am pretty much out of here in a year and a lot worse things could have happened, unless I get a sister. Megan simply laughed and said MJ, have a good night.

I decided, I better call Mary Ann and when she answered I said, I've been very busy but wanted to check in before it got too late. It turned out to be a really nice conversation and there were no questions about money or sex, all of which were important to me at least. Then she asked if I was free tomorrow night as she wanted me to come over for a cookout. Then she added, well mon and the twins would like to meet you. I took a deep breath and said well that sounds like fun! She laughed out loud and said Mike, you don't lie very well. I replied Peanuts, it's cool and I'm thinking it will happen anyway. We might as well check that box. Then she asked it 5:00 would work and we agreed. It was a quick good night.

I just sat there hoping the day was over when Cole appeared. I sat in one of those leather chairs, yup the ones I need to get rid of, and asked, what's up? MJ, the Major is flying Liam and I to Pinehurst tomorrow afternoon and I need to say thanks for focusing my mom. I said Cole, no thanks necessary. So what's the dress for the weekend? He laughed and said well plus 4's every day and it is Steelers, Penguins and Pirates if I make the weekend. I asked, what about Sunday? He said same in all purple with a white hat and white shoes. I laughed and said so high school colors? He said MJ, I didn't even realize that. MJ, I have a late practice round tomorrow and an early one on Wednesday but don't know my tee time yet. So Cole, how are you playing? He said well it was shitty today and my Pro bet me 50 that I could not birdie the next three holes. Once that was easily done he told me that I am way too young to be bored and that I needed to stop hitting all those different shots. MJ, I'm thinking the more shots I have tucked away the better as I'm not going to hit every fairway. Cole got up to leave and I stood up and hugged him and said dude, I'll be around more than you think, once college starts and a lot once football is over.

I was exhausted and remembered I needed to have a long talk with dad. Dad had his usual scotch and cigarette so I poured a drink and reached for the cigarettes. Dad shook his head and said, what's up you are usually asshole deep in football and this year you are still drinking and smoking? Dad, I have been telling you it's different this year and I'll be ready for football, I just have more to do now. I took a drink and said, ok tell me about the lake, please. Dad put his cigarette out and said Mike, I believe you know that your grandfather, my dad, bought 5 acres from Charlie. That happened when I was just a bit younger that you are now. Charlie, wanted to buy plants from Italy and needed cash to get that done. What he sold was the land I now own and will eventually be yours. It was at the far end of his property and he had no plans for it. I have no idea how my dad came to buy the land or what he paid for it. It was just there. There was also a nice cabin. A log cabin and I am really interested in seeing what you would build there. Your grandfather and I would go there a lot and naturally your mom hated the place. I did meet David and we were both very young. Yes, we did the skinny dipping thing together as did both our dads. Once my dad dad died, you were just 3, I stopped going and the place was pretty much rented.

At some point I didn't even bother renting it out. There was a tough week at work with the business and an equally tough week with your mom and I figured fuck this and packed a bag and drove there to get away and think. When I got there I was sick and everything was overgrown. Mike, I had just left and didn't tell anyone where I would be or when I would be back, I was simply hiding out and there were no phones, like today. Inside the place was dirty but in good shape. As it was late I drove into town and stocked up on food and drinks and cleaning supplies. I spent the night cleaning and it really felt good to be doing something.

The next morning I went to the small shed and after a few tries started the tractor and spent the morning cutting weeds. Once the area around the cottage was reasonable I was sitting on the deck, drinking a beer and Charlie appeared and sat down beside me. I just looked and Charlie said well it good to see you, it's been years. I told him I simply needed to get away from things and this place popped into my head, no idea why. Charlie just sat there for a while and told me, well if you need anything you know where I am. Once I was a lone I decided to go for a walk and naturally I ended up at the rock and I stripped and jumped in and was having a nice relaxing time and all of a sudden there was a splash and damn David was there. We caught up and chatted and I was a relaxed as I had been in years.

Mike, it went on like that for a few days and one morning I was woke by a pounding on the door. When I opened it I said, good morning officer, I guess someone finally missed me? He laughed and said, look asshole call the office and do that sooner than later. I said, thanks and I'll get dressed and go to town and do that immediately. He shrugged and drove away. I went to town and called the office and your buddy Adam said what the fuck is your issue? I said calm down I'm simply on vacation, I'll see you in a few days. Just deal with things, I need a break. Then I called home and Bill answered, I asked him to put his mom on and he came back a few minutes later and said, mom said she is busy and said call back later. I knew then that we were finished and there was no way back from that. I told Bill to behave and hung up.

It went on in a calm and relaxing few days. Once I was relaxed, I stopped over at the winery and gave him my work and home numbers and told him I would see him or a more regular basis. I simply started the 6 hour drive home. Mike about 6 weeks later Charlie called and told me that there was a lightning strike and the cabin was a total loss. I was devastated and Adam and I drove up. Mike the only thing left was the fireplace and chimney. Adam talked me into the structure you see today and until recently, I rented it out and it made a lot of money. I was hoping your mom would like it but we were well past that. I've never really liked the place. Once I agreed to all that, the place was no longer special. I was in my will going to leave the property to David. Then you started to figure it out and once you were there memories started to stir and you found it special. Mike, that's all I got except for a request. Dad, what do your need? Mike, you to show me a rough sketch of the cabin you would build. Dad, I already have one and it's at the office and will be on your desk in the morning.

As we were both drained, I said good night. I went upstairs and in my room, I found Cole laying in my bed and I laughed and asked, so how did you know I needed company? He smiled and said well the clue was a one hour, closed door meeting with a rent. I laughed, stripped, turned out the lights and joined Cole in bed. We simply fell asleep holding each other.

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Next: Chapter 216


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