Cast of characters - it was always about the bets

By Mike Simmons

Published on Dec 27, 2019

Bisexual

I dressed for the Penguin game and was 15 minutes early and I rang the boor bell and it opened like a shot and Sam jumped out and said let's go. I said dude cool it, find your sister. Carrie came down and I grabbed her and started to kiss her and put my hands on her tit and she pulled back wound up and slapped me across the face, I heard Sam snickering and grabbed her kissed her again and she returned the kiss. I broke the kiss off and I said babe I know where we are and no matter what you are a hot piece of ass and this time I caught her hand and said babe we are done with the hitting, we will work this out tomorrow and you are not winning and she said Michael neither are you, enjoy the game and thanks for doing this.

I looked at Sam and said dude, did you enjoy that scene. He said Mike I'm just scratching my head and am wondering if she is worth it. I put my hand on his back and said she absolutely is, get in the car. As we rode to the game he asked if this smoking ride was really mine and I said Sam it was a gift form mom and dad. We got to the arena and pulled into the preferred parking and he said fuck, this is awesome. Inside the arena Sam said Mike can I have a hot dog, I'm starving and I said no follow me. We got to the igloo club, I gave the attendant my name and he said Mr. Simmons this way and we were seated in a roped off area. I looked around and thought dad is teaching me a lesson. The waiter came over and I ordered iced tea and Sam ordered a Pepsi. He started to look at the menus and said Mike what you having and I said a burger and fries. Order what you want and he said I'll have the same. The waiter came with the drinks and I ordered a burger with Swiss cheese, lettuce and tomato, no mayo and fries and Sam mumbled I'll have the same. Just then there was a commotion and I saw the Mayor come in. He skipped the usual routine and came and sat down and I said Mayor Flaherty meet my friend Sam and they shook hands. Pete looked at me funny and I said Sam is my girlfriend's brother and we are having a guys night out. He want to talk and I remember the nice conversation we had here and thought what the fuck and this is his first hockey game. Pete looked at Sam and said this dude is the perfect guy to get advice from. Then Pete said the zoning request will be denied Monday and I said the bids will be prevailing wage and I'll accept whatever bid you select, I just want a worry free building, he said deal, we shook hands and he started making the rounds. I looked at Sam and said I run in very diverse circles. Mike did you just make a deal with the Mayor and I simply said yup.

The food came and as we started to eat and I said ok Sam what's on your mind. He said Mike, this is personal. I said Sam look around are we alone and he said shit, how did you pull that off and I said I didn't it was dad. He got all red and said Mike, I'm horny all the time and the last time I was making out with Jennie I shot a load in my pants. I smiled and looked at him and said dude I asked you to slow down, but I'm thinking that ship sailed. So what were you doing and He said sucking her face and feeling her up. I said dude the truth or we are going home right now. Mike I was sucking her tits and she was feeling me up. Sam, where were you when this was going on and he said my game room, the rents were away and Carrie was out with you.

I took a bite of my burger and said Sam you are 14, correct? He said yes and I asked if he was playing sports and he said 9th grade football. I said what position and he said running back., just like you. Sam do you work out? Mike, he said a little and I said dude that's not good enough. Then I said dude eat the burger is getting cold. I looked at the game clock and we finished up eating, I signed the check and said dude game time, let's find our seats. Mike, nothing to say? Sam it's game time, let's go, we have all night. Our seats were three rows from the ice at the blue line and I thought fuck, our good seats, dad is either very happy with me or he hit is head. Sam, was paralyzed with the events. I leaned over and said Sam you know the answers to the questions you have and we will discuss that at intermission back in the club but if you get you head out of your ass and start to work hard on everything you can be where I'm at, you won't be me but you will be you and possibly a better version of me. Enjoy the game. The period ended with the Pen's up 2 to 1. I said dude you hungry and he said no but a drink would be nice. We went back into the club and it was the same drinks as before. I said Sam who is your best friend. He said Mike I have a lot of friends. I said dude the question was who is the friend you trust with everything and he looked at me. I said Sam who did you tell about you busting a load in your pants while you were making out with Jessie and he said Mike just you. Dude, I'm not your best friend and will never be, we can be friends but that's it. You need a best friend and that's hard to find but you have to know a friend that is so what special. He said Mike, that's Kevin. I said fine start to hang with just Kevin when possible and build a relationship with him and the second it does not feel like a good fit keep him as a friend but move on. That's important finding a best friend or you will go nuts? Sam looked at me and said Mike who is your best friend and without a thought I said Jim. I looked at the game clock and said dude back to our seats.

The second period was scoreless but there was a fight right in front of us and fuck they were real punches and Sam was in total awe. I said I bet your hungry. He laughed and said a hot dog would be nice, we went back int the club. We went in and the Mayor motioned me over and said Mike would you and Sam like to watch the final period in my box. I said Mayor this is Sami's night let me talk with him? I got Sam aside and said dude your call, totally. Mike as long as we can talk more on the way home and I said absolutely. I went back and said Pete, Sam is a tough negotiator but we are good. He said Mike, there isn't many people there so there's no pressure. I shrugged and he said ok, let's go. We got to the suite and shit I was impressed and the Mayor took Sam aside and said something to him and went over to me and said, Mike some business please, Sam understands. I promise this will be quick, just stay here and Pete went and got a guy out of the seats and said Mike this Jack Hogan, my chief of staff, I thought you two should meet. We shook hands and chatted for a few and before I knew it the Mayor was back and he started to introduce the guy and I said good evening Mr. Wycoff, I'm Mike Simmons. I have an agreement with the Mayor to have project of mine constructed using your Union workers, pleas have a reasonable bid. The Mayor looked at me and said you are un-fucking believable you already had a deal with the union and played me, I fucking love it. Don't get too pleased with yourself that won't happen again. I joined Sam in his seat and he had a plate of food and said you have better seats than the Mayor. Halfway threw the period the Mayor handed Sam and bag and said thanks for sharing Mike with me tonight. Sam open the bag closed it and put his head down. He looked up and handed me the bag I looked in and it was a Ron Schock autographed game jersey. We stayed a few more minutes and as the game no longer mattered to Sam, I thanked the Mayor's hand and we started for the car.

We got out of the parking lot and I drove to my house and we went into the game room. I got him and I an iced tea. Then I said Sam, that's not my life every day. My typical day is I get up and run 5 miles every day before school and 5 days a week I do a rather intense workout. There is classes and homework and some fucking around time. Tonight was a treat for me as it was for you. Just so you know I'm second in our class and do you know who is first? He said, Mike, I don't, I smiled and said your sister. We both work hard and you should take somewhat after her as well. Running and working out will help with the hormones, but until you learn how to control those urges slow the fuck down. Another thing, every time you have sex, there is a chance you will be a father. Think with your big head first and train yourself to get the right answers. Oh and Jack off a lot. Does that help? Mike for now it does, can we talk again? I said sure let's get you home. I dropped him off and watched till he got inside and drove home not even getting out of the car.

Dad was not around again so I went to my room and turned some classical music on and was working on the room drawings and my phone rang it was Carrie, she said Mike you could have at least stopped in. Carrie you brother wore me out, but it was fun, he is a good kid. Well we are busy pulling him off the ceiling. The igloo club, the great seats, the damn Mayor and seats in a private box and an autographed game jersey. Bade most of that was not planned and the jersey was a gift from the Mayor for being a good dude. Then she said, Mike, I'm sorry for how I acted tonight. Carrie no your not and you shouldn't be and we will have a great talk. We just need to get back on track we started by sharing stuff and then stopped communicating, both of us. She said, Mike, I love you and I said Carrie I love you too and if we both mean it things will work out. Can I pick you up around 10:30? She said sure Mike, I do love you and I said babe me too.

I jumped into bed exhausted and had trouble falling asleep. Every time Carrie popped into my head I would think about how important tomorrow was. I had a restless sleep and finally got out of bed and went for the usual run. Even that did not clear my head. I showered and in the shower started to rub my cock and it sprung to attention and I was working it really good I stopped for a second and made the water hotter and went back to my cock. I leaned against the wall closed my eyed and envisioned the last time I was in the shower with Jim and that was stroking my cock and I must have reached for my nips and squeezed and shot a load hitting the wall at the other end of the shower. I slumped against the wall thinking fuck, I have never jerked off before thinking about a dude. I cleaned up and made sure the shower was clean put on a running suit and no underwear running shoes and no socks.

I went downstairs and dad said bud that's a strange outfit for breakfast and I said dad don't start I'm in a strange mood. At 9:45 I went upstairs and but on jeans no underwear a sweat shirt and put the running shoes back on, I grabbed a jacket and went to the car and drove to Carries house. The entire family was there and Sam had the damn game jersey on. Carries dad pulled me aside and thanked me for taking Sam last night saying you certainly went all out. I said, I enjoyed the evening and that Sam was a good dude. I looked at Carrie and said babe you ready and she said, looking to her parents, Mike I think so. I said babe it is just breakfast and some hanging out, let's go. In the car I said Carrie what the fuck, that was a shit response and now the rents are worried. She said Mike I don't give a fuck, let's go.

She didn't say a word on the way and when I pulled into the driveway and she jumped out of the car and went inside. Dad gave her a big hug and poured us both a cup of coffee and a glass of juice, then there was apple pancakes. The conversation was a little tense and she started to relax a little and I saw a small smile, directed towards dad. Dad asked about her family and how Sam enjoyed his evening with Mike. She said dad Mike as usual went all out and Sam is still on cloud nine. Then I got a smile. Dad said guys there is more coffee and fresh cut fruit in the game room, let's go in there. Dad was going all out, we hung around for a while and dad said, guys I'm going out for a couple of hours, you have the run of the joint, just be careful. We sat there just looking at each other and dad did a quick clean of the kitchen and grabbed a jacket and went outside.

We sat just looking at each other and I smiled and said babe last week we have already been nude in my room, how did we get here in a weeks time. Mike you have changed, you are remote and distant since you got hurt. I said babe I haven't changed at all, we met and dated and fell in love at the start of training camp, well a week before that. Football mode is different than my normal routine. What you saw this week is me turning back into me. I hope you can love the non football Mike. I sensed her relaxing for the first time all day and I went over sat beside her took her hand and said ok Carry what's the real problem? Mike, I don't think we can survive living in schools hours away from each other. You being a big time football player and me being in a school with no friends. Mike, soon you will start visiting schools and decide on the football and academic program that works for you and I will watch and support your every move and then be left behind.

Carrie, stop right now. What do you want to study in school she said business, finance something like that. Babe, what are you asking? She said to go to the same college as you, please. Carrie, if I wasn't around where would you go to college? Dad would most likely make me go to Pitt or RMU. Where would you want to go? Mike somewhere hours away. Mike you have lots of choices and no money issues are you close to making a decision? Carrie, I am. Friday I told PSU I wasn't interested in their program or their Comp Sci program. I'm not going to Pitt. I don't like the Comp Sci program at ND. Michigan is nice and I like the people but I just don't know. She laughed and said cut the shit, why don't you just tell me you are going to VT? I laughed and said ok, I've made up my mind but I can't even say it, yet. Mike when were you going to tell me? Carrie, I wasn't sure till this moment.

Mike back to the issue at hand, can I go to Pitt and you go to VT and we survive as a couple. Carrie, there is the other issue, can we both go to VT and survive as a couple? Carrie let's put that aside, is that the only issue? Mike, I don't know things are just different and I don't know why. Different how babe? Mike you are so many different people. Carrie, I'm Mike and I act the same in every situation. Mike that bull shit and you know it. Last night you take my brother to a hockey game, go to the Igloo club, have drinks with the Mayor and god knows what you we're talking about. So Carrie is it the business aspect of my life you don't like is that it? Michael I don't understand it and how the fuck you do it.

Carrie do you what some wine? She said no, I want to know how and why? Ok, babe I'll try but I really don't know how so let's start with the why. Dad gave me a Trust with a shit load of money in it and 51% of his company because he knew it would control me and make me work harder. It was to stop me from becoming my brother. He should have know I would never become like Bill. The truth of it is that it is one last win over my mother. Bill is who he is because or her and I am who I am because of dad. Mom thought killing herself was a final victory and dad came up with the Trust to have the final word, the final victory. So Bill and I are both fucked up in our own unique way. Sum that up with him always taking the easy way and me always the harder direct and honest approach. What we have in common is neither of us give a fuck about other people. The difference is I have you and Bill has drugs. I got a giant hug but said Carrie now for the how, let's go into the kitchen.

In the kitchen, I grabbed a beer and said I'll be right back. I went up to my room retrieve the case with the drawings and went back to the kitchen and found Carrie drinking my beer. I got another beer and open the case and laid the drawing on the counter. I said babe I'm sure you remember the plot of land on Second Avenue, well here is what is going to be on that land. She said fuck Mike are you serious? Bade the bid process will start right after the first of the year and my high school graduation party will be in the lobby. Dad's company will lease floors 2, 3 and half of 4. Tenants are interviewing for the space on the first floor. She thought for a while and said so Mike what's on the other half of the top floor. I smiled and said some new company, I think it is MJS Enterprises. Mike is your dad starting a new company? I laughed and said babe that my new company. Then I showed her the drawing of the corner offices and said this is my office, babe we can have sex on the open patio. She looked at me and said we are not back to that point yet. Babe, there is something else, I'm bidding on the adjacent property and a twin building could be built there if we get it? That's why I had a meeting with the Mayor, my attorney, Ryan and dad yesterday afternoon to work on that. The hockey game meeting with the Mayor was not planned but it was beneficial. Sam got the jersey as a reward for sharing me with the Mayor. Ok, how I do this is with a lot of help from Tim the attorney, and now Ryan the dude who is both housekeeper and the accountant. Then their is my ability to simply just do it. I hit hard, take no prisoners and turn defeated foes into friends. By the way our wedding reception will be at Oakmont CC, I'm going to join. She just looked at me and shook her head saying I guess I need to get used to you being preoccupied?

She got up and put her arms around me and started rubbing my chest and I said not yet, there is still one issue. Where you going to college? She laughed and said Mike while you were impressing me with your business ability, I was thinking. We both go to VT and don't live together, at least first year and if we survive that move in together second semester sophomore year and if we survive that we get married at the end of our Junior year at your stupid club. I said babe do me a favor and research Oakmont CC. but the rest of it is a deal.

Just then Ryan appeared and he said, damn I didn't realize you had company. I said Ryan just tell me, please. Tim has been trying to talk with you all morning but it keeps going to voicemail mail. So Ryan, let's deal with this after dinner it's Sunday and nothing will happen till tomorrow, anyway. Carrie said Mike, it's fine, I want to watch this. I went to my room listened to the last voice message on my way down. Back in the kitchen I called Tim. He answered on the first ring and before he could say a word I said, Tim what's going on? Mike, there is a counter offer on the land. Tim, my guess it is for my $937,500 and no commercial zoning, is that correct. How did you know? Tim the Mayor and I had a conversation at the hockey game last night. In return for union involvement in the new building he agreed not to change the zoning. Tim laughed saying, Mike you already had that union deal. Tim, let's just say Pete will not be underestimating me again. Counter with $750 and tell them that's our last offer. Mike, be serious that's way low. Tim, tell them the loss of commercial income will be tremendous and that was an important element for me. Anyone working there will have to get in their car to get a cup of coffee. Tim said, Mike consider it done. By the way, Brian has finally gotten wind of this. Tim, if he offers an opinion, tell him to talk to his client, give him my number and I'll shove my shares up his ass. He needs to stay in his lane and leave Trust activities to you. Have a nice day.

I don't know who was more flabbergasted Ryan or poor Carrie. I thanked Ryan and added dude we need to make that offer work as it will be accepted. Ryan started to leave and turned and said damn, you two are home alone and your in the kitchen talking like an old married couple, that's actually scary. I looked at Carrie and we both started to laugh, I kissed her and said, babe do you now see why I have trouble being a normal acting teen and sometimes get unfocused? She smiled gave me a big hug and said, let's see if you still remember how to make love to a teenage girlfriend whose eyes are now very wide open.

Babe, not yet I need to make sure you are completely settled as I don't ever want you that far away from me mentally and emotionally again. However, I have a very big ask. Dad wants to spend Christmas at his cabin in New York with me and Bill if he is permitted out of Rehab and that is a big if as things were not going well. The deal I could make is that I could have a catered New Years Eve party with up to 8 people and dad would drive everyone home starting at 1:00. I got that pouty look I love, and she said Cabin? Carrie I've never been there, it was dads secret place about 55 acres near and actually on a lake in upstate New York. It will eventually be mine. Dad's original play was to tear down the cabin and sell the land, that was till he let it slip one day that it existed. Mike, I can't say no but I'm not happy about it. Can we now go upstairs and I said no, I kissed her and we started making out and soon clothes were on the floor and we both really went at it until we both collapsed with here on top of me and my cock softening when she pinched my nips and it started all over again. We were both a sweaty mess as it was very intense and very physical and not romantic at all. I looked at here and said babe, what got into you? She said about 7 inches of the man I love and burst out laughing, slapped me on the ass and said fuck that was awesome, let's shower before dad gets home.

Comments are encouraged as this is my first story.

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HAPPY HOLIDAYS!!!

Next: Chapter 71


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