Cast of characters - it was always about the bets

By Mike Simmons

Published on Apr 19, 2020

Bisexual

I woke to an absolutely ugly late February day with rain and sleet so I grabbed the paper and put some coffee on and turned to high school sports. Naturally there was an article about the up coming game. We were playing at the Sewell Center on the Robert Morris campus, the game time was listed as 3:00 but we were the third game, so I thought it would start late. I was wondering what to wear, as my hillbilly attire was very limited. Dad joined me in casual clothes so I asked if he was leaving for the cabin or was it a casual Friday? He said yes and would be leaving right after work. I said well have a great time and use protection and I simply laughed out loud. He reviewed the rules and I said, that we were all good and promised no drama. He said thanks. I asked if he happened to have a flannel shirt as it was hillbilly night at the game. He laughed and said, you better go shopping. Yup, I'm thinking about a secondhand store. I gave dad a hug and said have fun.

Upstairs it was a quick shower and jeans and a tee shirt and I grabbed my letterman's jacket and drove to school. Third period, I was told to report to the guidance office. It was the same story Mr. Ramo will be right with you, please have a seat. This time it was a very short wait and Mr. Ramo appeared, saying Mike please follow me. In his office he said, please sit. He said I've checked with a lot of people both here and at CMU and VT. I just looked at him and remained quiet. He looked at me and said no reaction? I simply said, nope. He looked at me and said, would you please relax, I'm not the enemy. I said, I am relaxed and I'm waiting to find out why I'm here. To be honest, I was aware you were checking me out, just not to the extent. Well since we are being honest, I looked into your business activities as well. So, Mr. Ramo, what did you discover and why am I here? Well, first how in the heck do you do everything you do? Well, I said with very good friends, a very special girl and a young dynamic team. Oh, he said I forgot about that very special girl, you and her impacted the entire freshman class, in a very good way. I said thanks. Well, you math teacher here freely admits he can't challenge you and next year would be a total waste for you. CMU and their crazy Dean thinks you are nuts for playing football and are a math star. Is there anything here that challenges you academically? Well, I do work hard and am never unprepared but honestly not really. Look, Mike you will have a semester of college credits, if you do nothing different, is that enough? I simply said, not at all. You could graduate early and start at VT and be a sophomore before you play a down. Well Dad and I have discussed that and he is a firm NO.

Ok Mike, one more thing. Just what do you actually do just for fun? I thought for a minute and said, that's a great question. The business stuff is fun, winning is fun. Mike, answer the question. If there is nothing to do for a day, what would you do? There is never a day when the entire day is free. The answer is I have fun by being Mike. There are times when I relax, I have this special spot in NC that means a lot to me and has special memories with mom and my brother. Who I am and what I do enabled me to buy the fucking place. What is fun for me is winning. Win by the rules but winning and damn the consequences. Oh, for the record, that's more about myself that I have told anyone, ever. He looked at me and said, kid you scare the heck out of me. Well, Mr. Ramo the reality is that you simply can't figure me out. So why am I here?

Mike, CMU will run your math program and you will get credit there. You will have to test out of math here. Can you live with that? Yes, sir and thank you. Oh, and thanks for pushing back on me, not enough people do that. I thanked him again and started back to class. He stopped me and said, here is your pass for class. Oh, I won't need that, I run this place and we both laughed.

Before last period I found Carrie and asked what she was wearing to the game? She said she had nothing. Babe, I have nothing either. Let's go shopping, I know a second hand store that might work, she laughed so hard she had to lean against the wall. She said, I just have to see you in a secondhand store, I don't care if you buy anything, I just want to see this. We signed out, work release and drove to a Goodwill Store. Inside, three people came up to me and I got hugs. Carrie, just looked at me and said what the fuck? I said, babe another interesting thing, I donate money to this joint. Carrie, it comes through my Trust, I actually have no idea, but I visit on occasion. We looked around and I found very old jeans, a tee and a flannel shirt and a straw hat I absolutely had to have. Carrie found similar shit and a grannie bonnet. I gave her a choice of dinner or my place and she said Chinese at your place. I laughed and said ok.

Back at home, we pulled in the driveway and dad's car was there and I just looked at Carrie and said fuck, now what. We went inside and dad was sitting in the game room with a sharp looking woman. As soon as he saw us dad said, Mike I'm glad you are predictable. I said dad how so? Well, with me being away, I knew there would be no workout and you would bring Carrie here. I laughed and said, well a part of that is correct, Carrie and I are here, but we were shopping for outfits for the game tomorrow and we ordered Chinese for dinner and she will be going right home as we both have busy nights apart. So why are you here? Well to surprise you by having you meet Megan. I said well hello Megan, this is my very special girl, Carrie. Then I surprised everyone by asking so Megan, what is Cole doing while you and dad are away? She laughed and said, damn you are exactly as advertised. I asked in a good way or a bad way? She said, Mike where in the house are the most comfortable and the most yourself? I said, in my room, why? She smiled and said, let's go. I thought this is different but what the fuck.

In my room she looked around and said, damn this is a perfect room for you. A business section and a play section. Then she commented on the furniture and said that it was a perfect reflection of the building. I said thanks, but what else? Mike, I'm not going to mess with you or that very special relationship you have with your dad. Megan, I have heard that before and it never seems to work out? Look, Mike I'm not like the other two women that were in his life. I know almost everything there is to know about you, but let me summarize. You smoke, but are quitting, you drink beer and scotch, you are an exceptional athlete and possibly a better student, you care about people but never admit it publicly. Most important you need to win and there is generally a lot of rubble, which you try to mitigate after the fact and you hero is Andrew Carnegie. You are going to VT to play football, it is a stormy relationship as you are in no way typical, they want, no need you and it drives them nuts that you know it. Finally, you run your school and bend but not break ever rule. Now is that enough or do you want to hear about Carrie, the love of your life? I said, that enough, leave Carrie out of it.

As for me, I am a partner in a large law firm, I am also a single mother of a 15 year old, he has an occasional cigarette, he drinks beer and has a girl, he has been dating since 8th grade and he thinks I don't know about most of that. I laughed and said, so can we get back to my original question? She said what's that? I said, so what is Cole doing while you two are away? Well he says staying in, why? So staying in with the girlfriend? She laughed, And said I hope not but most likely? So Megan, you don't care? She said, oh I care, I just can't do anything about it. I laughed and said, damn that is a step in the right direction. So how serious are you and dad? She said, Mike a very early work in progress and to be honest, I'm not looking to get married any time soon or ever. Cole, is comfortable and well adjusted, so status quo. There are work issues that your dad and I will be discussing this weekend, among other things. I chose not to comment.

Ok, now here are my plans for the weekend, I am home alone tonight, was planning on school work and relaxing. Tomorrow we are all going to the game and coming here with dates for dinner, ordered in. There will be beer and most likely, private time with our dates and the guys staying over. Cole is welcome to participate in any or all of that? His call, I'll deal with transportation. She laughed and said that's the best term I have ever heard for sex with you girls. I gave her my number and said, have Cole call, if he wants to? Now you and dad need to get to the cabin. Downstairs I looked at dad and said, your office, please. Once he closed the door I gave him a big hug and said thanks for finding someone special who isn't a bitch, who actually gets me and will push back on important shit and not fuck with our relationship. Oh, I have invited Cole to spend the weekend, if he wants. He shook his head and said, how did you know about all this? I said rule 6 and please get on the road.

As they were leaving, dinner arrived I got Carrie a wine and me an iced tea. While we were eating we talked about Megan and what I thought. I told her that it seemed like someone I could live with but that it would be what it became. I told her that I invited Cole to spend some time over the weekend and that I gave him my number. I said, he will call but not sure he will want to come over as he and his girlfriend would be home alone. She asked, so Mike what will that change? I said absolutely nothing, he will keep up or ask to be driven home, if he comes. We cleaned up the kitchen and I took her home.

At home, I grabbed a beer and a heavy jacket and went outside and called Rob. We chatted about the game and he was nervous and uptight. I said try to relax and it is just a game once it starts, just keep you head clear. He laughed and said, thanks for telling me something that I have been hearing all day. I laughed and said, well get in your room, rub one or two off and get to sleep. I'll see you tomorrow.

I was relaxing in my room, listening to music and no headphones as there was no one to disturb when my phone rang, not recognizing the number I said hi Cole what's up? He laughed and said how the fuck did you know it was me? I said lucky guess, so what's up? Well, mom said to call and chat. Do you do everything your mom says? He laughed and said most likely as much as you do what your dad says and we both laughed. Mike, I'm surprised your home where is the girlfriend? I said working on shit at home and yours? He said we needed some time apart. So dude, you want to hang out? He said that might be fun but you will have to come here as I don't drive yet. I said you want to bike over here? He laughed and said, I was told you could be an asshole. Dude, do you have beer? He said nope and I asked for directions to his place and said, 15 minutes pack a bag as I don't drink and drive. He said fine and he would be ready.

I grabbed a jacket and 20 minutes later I pulled into the driveway of a very nice red brick colonial with a yard in immaculate shape. I hit the horn and out came this kid about 5'10" I would guess about 165 lbs or so with a hat on backwards, wearing jeans and a hoodie. He appeared to be in decent shape and a slightly defined body. He got in and said, fuck this is a smoking ride. I said thanks, I like it. He laughed and said, of course you do. On the way home, we talked about nothing much at all, feeling each other out. I pulled in the driveway and he was looking around saying nothing. I pointed to the apartment and explained that my accountant/ housekeeper lived there, he shook his head and we went inside. I said throw you shit at the bottom of the steps and what you drinking? He said well what are the options? Well, dad said beer only this weekend, but same question, what you drinking? He said, Mike a single malt scotch would be nice, but if you have a need to follow the rules, beer always works.

I went into the kitchen and filled two glasses with ice and found the scotch, poured two large drinks and went back to the game room. He looked at the drinks and there was a big smile. He said, Mike I love this shit and mom has me limited to beer and she only drinks wine. Dad, would drink this and I would sneak some. I said, well go slow I have along day tomorrow. He said so what's going on tomorrow? Well you and I are going to breakfast and I'm taking you home. Then there is a playoff basketball game at 3:00 and our gang and the girls are doing that and we are all coming here and ordering dinner. The guys are spending the night and the girls are going home. We are all juniors and are very tight group and you can come after the game for dinner and whatever you want, or do what you had planned. So Cole, who is this babe you have been dating since 8th grade? He said Jessie and how the fuck did you know that we have been dating for 3 years? Your mom and I had a long talk. He said fuck, I hate it when she does that.

We were quiet for a while and I said so how is the sex? He said well Mike how is the sex with Carrie? I laughed and said good retort, it's nice to see. Ok, Mike all the fucking cards on the table we both know more about each other than we are letting on, you had mom and me checked out and you and your dad were checked out by us and I read the fucking report, so can we both cut the crap and relax? Let's see where this goes. I said deal and for the record, I like the way you push back. So Cole, how good of a golfer are you? He said a little above average? I said, that's bull shit and we both know it. He said, Mike I'm pretty good but people who are good don't have to talk about it. So are you a member anywhere? He said St. Clair and you are South Hills, correct? Yes, that's correct but not up to date. He said you are a full member there and not limited, fuck the dress code doesn't always apply to you. I laughed and said, your information is not totally up to date. Let me show you around upstairs. Bring your drink and your bag. Upstairs I pointed out dad's room and the bathroom and his room for the night. In my room he looked around and sat in a leather chair. Shit Mike this is different yet totally awesome. I told him about the desk and where it would end up and how the bed would be the first big boy bed for my son. He said, damn you do plan ahead. Then he saw the two pictures. He said do you actually know Arnold Palmer or was that a photo opportunity? I said, well we have had lunch at Latrobe and chatted at Oakmont about a week ago. He said, what the fuck were you doing at Oakmont? I said meeting with the Mayor and discovering that an exception was made and I am a junior member there, people pulled strings. He just looked at me and said, just how much fucking money do you have? I said, Cole even the dude in the other picture doesn't know and it's none of your fucking business, but let's say enough that I am way more than comfortable. I said, let's go back downstairs? He said give me a minute, I need to call the chick in my life and change into something much more comfortable.

About 15 minutes later he came downstairs dressed in very baggy gym shorts and a loose fitting tee shirt and no shoes. I just looked at him and thought no underwear as well but asked if he was ready for another drink? He said sure and I refilled the drinks. I looked at him and said so what's the handicap at St. Clair? He said 5 and I am captain of the golf team and yes I'm a sophomore. I said congrats, that's a great accomplishment. So Mike what's you handicap at South Hills? I said, Cole I play golf for fun and don't pay attention but I'm told it is a 4. He said, damn how often do you play? I said about once a week. Oh, we play from the tips and ball down all the time. He smiled and said, I can't wait to get you at St. Clair.

Changing the subject, I asked what did his ball and chain say about tomorrow. He laughed and said, well as we have all afternoon for private time that we can join Mike and the others for dinner? I said great and asked, Cole do you use the term private time around your mother? He said yes, why? Well earlier today I used that term in lieu of sex. He said Mike that's cool as she must know we fuck and my room is available a good bit because she works crazy hours. Ok Cole, how serious is this? A high school thing or more? He said more but less than wedding plans. Ok, Cole how will you get here and are you spending the night with the guys? He said, Mike, that's a special group you have, can we see how it goes? As for getting here, we will manage that and I'm betting the girls can help her or both of us get home. I said, Cole somehow I think you will fit right in.

We talked about stuff and had a third drink and I figured what the fuck and asked, so Cole do you and your group of friends bet on things? Mike, it is a very small group and I have a friend since 1st grade and we have bet on the silliest things for a long time. He was quiet for a minute and said, yes. I asked, yes what. The tasks are sometimes innocent but not usually. I said same here and often sex of various flavors, he smiled and said correct. He stood up and said, dude I'm more than a little buzzed and need a shower and to get to bed before it's too late. I said fine, I'll close up down here you know the way and there are towels in the shower. He said thanks for a great night and went upstairs.

I cleaned up and made sure the place was locked up and went to my room. Needing to piss and not wanting to go downstairs, I went into the bathroom and there was Cole naked and drying off. I said sorry and started to leave and he said, for Christ sake you shower with guys all the time, just piss I've seen that before. I tried not to look at him and he said Mike, just look and get it over with. He was trim, toned and had a cock that was about 5" soft and a dirty blond patch, the perfect look for a golfer. Then he surprised the shit out of me and said, dude your turn, strip. I said what? He said you heard me strip, I'm entitled to a look. I reluctantly stripped and he sad, fuck I have never seen anyone that ripped before. Very defined and not over done. He then said so how big hard and I said 7-1/2 and he said, I fucking got that beat and he left and went into the guest room and closed the door. I thought shit he just controlled that entire event. I set the alarm and jumped into bed.

I was up before the alarm and dressed for a run. Shoved a note under Cole's door and went downstairs to find Cole sitting in the kitchen, I told him I was going for a run and he asked if he could join me. I said sure and that I usually do 5 miles and he said perfect and we started off. He apparently ran a lot as the 5 miles were no issue. Back inside, I put coffee on and went upstairs and jumped in the shower as I was finishing Cole came in naked and jumped in the shower. He yelled what's the dress for breakfast and I said jeans. Downstairs I was drinking coffee and he said ok, let's go I'm starving. We drove to the diner in the West End and looked at the place and said perfect. We ate a big breakfast and chatted and I said you going home or to Jessie's place? He said home and as I pulled into the driveway, a very sexy young lady came out and jumped into his arms and planted a giant kiss. He introduced me and said, dude thanks for a great night and we will see you for dinner. What should we bring? I said Cole, you can stay here but that sexy lady is definitely invited. We fist bumped and I drove home thinking I'm glad this dude goes to a different school.

Thanks for all the comments, they are appreciated and keep me writing.

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Next: Chapter 117


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