Cast of characters - it was always about the bets

By Mike Simmons

Published on Jan 6, 2020

Bisexual

As usual I was up for a run when I noticed activity in dad's room, I knocked and he said Mike come in. He was packing and I said so what times the flight and he said 8:30. I said, well you will miss the flight? He laughed and said NASA is picking us up at the County Airport. I said so dad is this a done deal? He said, Mike nothing is a done deal until the papers are signed, but this as done as it can be and the trip is a PR thing. So when will you be back and he said late tomorrow night. I gave him a hug and said I hate it when you fly private jets. Be safe, I love you.

I went for a run and thought, I'm going to have to fit some fun into my schedule. Then it was a shower and school. I found Jim and asked if he thought about a task with Ryan. He said Mike, you sure about this? I said not at all but dad is away till late tomorrow night. He said forget Ryan can Ashley and I come over. I laughed and said why not, but after school, I have a ton of work and that is if Carrie is available. I went to class thinking that the girls will complicate my work schedule but what the fuck. After class, I found carry and asked if she was free after school to hang with Jim and Ashley and I and that dad was out of town. I got that pouty look and she said how about tomorrow after school, I have family shit today. I leaned in for a kiss and she pulled away and said not here but I love you. The morning was uneventful and at lunch I explained the situation to Jim and he said that Friday would be better, we could have some fun and go to the game and then to grab something to eat with Rob and Hannah. I said Jim, that's a plan but you talk with Rob please. He looked at me and said sure, Mike. Then I said ok what about Ryan? Mike, you are a pain in the ass but sure. I'll be over after I workout.

I was going to class and coach Weston said Mike, I was going to get you out of class, let's go to my office. I thought shit, but I knew what was coming. We got to his office and Nancy asked how I was doing and I said really well and thanks for asking. In the office coach asked, Mike what do you know about the basketball team? Coach not a whole lot but that they appear to be very good. He laughed and said Mike, this is you and me talking here, what do you know. Coach, I only know that Rob is not real pleased with the coach. He laughed and said Mike that's an understatement and that new kid is the basketball version of you. I laughed and said so what we taking about here? Mike, I should have seen this but football had me preoccupied, this team is more than that coach can deal with. Ok, coach please tell me how this involves me? Mike, you have been through this and I said so? Mike will Rob stay on the team or simply quit? Coach he is a military brat and he takes orders, he won't quit. He likes it here and he wants some roots. Mike, they haven't even had a section game and the coach is stressed and this Christmas tournament will be a real test. Coach my guess is that the team is stressed and not just Rob, there will be mistakes and they will get tense and the tournament will not go as well as it could. The thing you did best was manage us and kept it low keyed and established a routine. As the playoffs wore on and we were tired and everyone of us was hurting we had your routine to rely on. The bottom line is we knew you had our backs. Does that help? Mike, it does. Do you want to play basketball and I laughed and said no fucking way in hell. Mike, I'll cut you a break on the language, thanks.

So Mike, how are you doing? Coach I am very good just busy with a bunch of business stuff. He said Business stuff? Coach do you have a couple of hours? The cliff notes are that I have a Trust, and have bought through the Trust two plots of land on Second Avenue and am building a new home for mine and dads business. He shook his head and asked, so how long has this been going on? Coach I honestly don't remember but around July. How involved are you or is this or is it being done for you? Coach, totally involved. Mike, I want to hear all this. Coach, tomorrow on the news you will hear that a local company MJS Technologies will be partnering with NASA. Please research that company. My Trust has controlling interest in that company and dad owns the rest of the stock. He is working on this NASA deal and I am building and developing the space. There are building drawing, an 18 million dollar mortgage and this new project and about 400 new jobs. How do you do all this, be top of your class and play football like you do? Coach, I'm second in the class and he said not today, you are number one by a bit. Coach, after Monday I'll be glad to explain everything. I have my first Board of Directors meeting so I'm tied up every evening getting ready for that. However what you doing about the BB team? He said, Mike I guess I'm going to a lot of games but my guess is that you are right. Coach, did Rob talk with you? Mike, he has not it was the assistant coach. I laughed and asked, so do you coach basketball and he laughed said get to class, here is a note.

I stopped to chat with Nancy and looked at the clock and went to the field house and worked out and Jim wasn't far behind we completed an intense workout showered and he said ok let's see if Ryan want to play. We drove to my place and grabbed a beer and were talking and I grabbed my jacket and went to the apartment and Ryan answered and I asked, dude you up for a task? He replied Mike is there a choice? I said Ryan there is always a choice, it either me, Jim or both of us. Decide and come to the house and let us know. Back in the kitchen Jim and I were chatting and finishing our beer. Jim asked so Mike what did he say? I gave him a choice of you, me or both and asked him to come down and let us know. Have another beer. While Jim was doing that I went into dad's office and found the cigarettes and lit one and Jim did the same. We were chatting and Ryan came in and I said, grab a beer and he also grabbed a cigarette and he said guys, I want both tasks, what will it be? I said Ryan we were about to give up on you are your sure? He said Mike I was getting ready.

I said Ryan, finish your beer and then we will discuss this before we start. Mike where is your dad? Ryan, Houston till tomorrow night. He lit another cigarette and Jim said Ryan are you nervous? Ryan said Jim would you be if two of the hottest dudes you knew were going to take turns fucking you? Jim laughed and said someday I might find out but get naked? Ryan got up and stripped in front of us, I lit another cigarette and Jim went over and kissed Ryan and they started making out and Ryan started for Jim's belt and got pushed away. Jim said Ryan you are new to this so I'll tell you just once, Mike and I will let you know what you can do and don't do anything to either of us unless you are told do. You chose this so follow orders. He said sure Jim and was slapped hard on the ass and Jim said that includes talking. Ryan put his head down looking at the floor. I said Ryan in my room there is lube and condoms, I'm sure you know where they are, get the lube and 4 condoms. Ryan scurried always and Jim looked at me and we both laughed. Ryan came down and found us both naked. He put the items on the bar and stood looking at us. I went over and kissed him and he kissed back and I whispered in his ear, Ryan this is your last chance to say stop. After this minute that word does not exist. He said Mike, I'm ready. I said on your knees and suck my cock. Jim came over and we started to kiss and make out. Then I said Ryan switch and he started on Jim's as we continued kissing. Then Ryan switched and I lifted my foot to his balls and said dude if you freelance again those will hurt for a week and he immediately went back to Jim's cock.

Jim and I stopped kissing and Jim said Ryan switch and he immediately went to my cock. Jim said Mike now what? I thought for a second and said Ryan, stand up. He did and I kissed him and motioned to Jim to get to his ass and Jim slipped a condom on and and shoved his lubed finger in Ryan's ass. Ryan stopped kissing me and I grabbed the back of his head and he started to kiss me again. Jim stood up and I took the hint and sat down holding Ryan's heads and as he bent over Jim shoved his cock in Ryan's ass and he grunted and I said just keep kissing me. As Jim worked his ass and I worked his mouth I reached for his balls and grabbed then and pulled and he screamed, FUCK THAT HURTS. I whispered and said dude it was meant to hurt, deal with it. Jim said Ryan get down here and suck my cock, Jim pulled the condom off and shoved his cock in Ryan's mouth and face fucked him till he shot a load and I said you better not be swallowing, that belongs to me and I pulled him to his feet and said asshole share and we kissed. Jim said guys I want some and he started kissing Ryan. While that was going on I lit another cigarette and watched. They stopped and I handed Jim the cigarette and said Ryan we are only getting started, grab a beer. While Ryan drank a beer, I lit a cigarette and looked at Ryan and said dude, what part of my body do you like the best. He said your ass. Ok Ryan come with me. We went into the game room and I bent over the sofa and said show me how much you like my ass. He immediately started eating and licking my ass. I let him enjoy it for a while and then said your tongue in my hole. And he was very good at that. Jim came in and started eating Ryan's ass and he screamed I'm going to cum. And Jim slapped his ass as hard as he could and Ryan screamed and Jim said I hope that ended you need to cum because we did not say you could. Get on all fours and start by sucking Jim's cock. As that was going on I grabbed the lube and put a condom on, lubed his ass and shoved it in his ass balls deep and started pounding him as hard as I could. I was fucking his ass and slapping it and going at it hard and Ryan screamed FUCK, I CANT HOLD OFF and him and I lost our loads at the same time. Jim laughed and said Ryan clean the floor with your tongue and we are done. Join us for a beer dude, you were a good sport.

Ryan joined us a few minutes latter and I said Ryan please get dressed and have a beer. We each had a beer and a couple of cigarette. Jim said guys, I need to get home, dad is making me work tonight and I laughed. Ryan started to leave and I said dude please sit. He sat down and lit a cigarette and I asked are you ok? He said Mike that was fun but the condoms were a pain. I said they are a bet rule. Ryan, we have had sex twice now and you never seem to top? Are you all bottom? He said Mike, you will have to lose a bet to find out. Ryan that's a deal.

Ryan, dad is in Houston to close a deal with NASA and that will be very public tomorrow. We will need space for the new NASA project and hire about 400 people. Then I have to run the Board of Directors meeting on Tuesday and explain my position and get the lease approved. At this point it is just FYI but starting Tuesday things will move very fast. He said thanks Mike and started to leave. I said dude where you going, you owe me a task. He looked at me and I said Ryan we are going to my room and you are going to fuck me, now get upstairs.

Up stairs we kissed and I said Ryan fuck me and condoms are optional. I grabbed him and said Ryan you are in charge. Then I grabbed him and we were kissing and he was taking my clothes off and I undid his belt and pulled his pants down and was going to suck him hard but damn he was hung and at full mask. I was pushed on my stomach and he leaned in and was rubbing his cock in my ass crack and all of a sudden I screamed YOU BASTARD NO LUBE. He laughed and said no talking and he went to town on my ass increasing his tempo and fuck, he kept at it. I was moaning and begging for him to shoot his load and he said shut up, I'm not even close and he went balls deep and held it there. Then slowly started working my ass gradually increasing the tempo going faster and faster until he screamed, SHIT IM GOING TO CUM. I felt my hole fill and he collapsed on me and laid there catching his breath. Then he turned me over and kissed me and I grabbed him and started making out. He laughed and said you want more, I have another one in me. I laughed and said I couldn't take another pounding like that. I said Ryan and he kissed me to shut me up and said Mike I give as good and I take. I know you have work to do, good night. He got dressed and as he was heading out he said, Mike don't ever ask me again if I'm ok.

I got up took a shower, cleaned my ass and put on a running suit and no underwear and went to my desk and started working on the opening statement. I was working and just about call dad when my phone rang and it was dad. He said hi Mike can I talk to Carrie and I laughed and said dad call her here is the number. Mike what have you been doing? School work and getting ready for the Board meeting. Then he said the deal is done the paperwork is being sent overnight for Tim and you to complete. Please both of you sign them and overnight them back. Also, have Tim fax the copies to this number and I wrote the number down. Then he said Mike we have a 5:00 flight and it is a quick flight as that jet is not for the faint of heart. Also, Tim will deliver the final draft of the lease to you tomorrow. I said Dad, I'm ready for the Board meeting and how public will this be? He said national news and WTAE locally. I said SHIT. Dad laughed and said dude, success has a price. Get the architect busy and ask Tim to start looking for space to house 500 people and computer equipment up the ass. I said dad, I'm on it have a safe flight.

I was about to go to bed when the phone rang and it was Rob. He said Mike, what did you do? I said I worked on business shit and collected a bet from Jim and Ryan. He laughed and said dude what did you say to Coach Weston? I said Rob, he called me into his office and we talked about how the football team managed the coaching change the week before the season, why? Well he was at practice today watching and our coach went over and there was a conversation and then shouting and then our coach threw his clipboard against the far wall and walked out. Practice continued with the assistant coach running the show and Coach Weston continuing to watch. Practice was over and we were not told anything. Rob, just trust Coach Weston. Good night. I went to my desk and started again on the opening statement. Then I looked at what I thought was finished tore it up threw in in the wastebasket, thinking who the fuck you kidding none of that was you, it was pure BS, your better than that.

I looked at the agenda and did a new one, called Tim and went over my thoughts and the new agenda and asked that the new agenda we sent to the board members. I asked Tim to have Brian send that out with a nicely worded statement asking that they come prepared. Tim laughed and said so Mike, how much life insurance do you have? I laughed and said good night. Then I started to review and memorize the bios of every director. Finally going to bed.

Friday, started out great with a run and a very normal class day and a fun lunch. The talk was about basketball and Rob was super tense. Walking to class after lunch he said Mike, we have a game in a few hours and I have no idea who is coaching. I just said, Rob trust Coach Weston.

Jim, Ashley and Carrie and I met at the game and it was interesting and very close. We won by 5 and the team was coached by the assistant coach. After the game we met with Rob and Hannah and we all took separate cars to the Tavern. It was the typical mob scene and thankfully Rob was the center of attention. The owner came over and said Mike, a word please? I got up and he said I know the guys are having iced tea, what are the girls having and said they will be ordering Sprite and he laughed and patted me on the back. We all ordered and bear and white wine were put on the table and the girls just laughed. We ate and Rob was mobbed and again the bills were paid by someone and we all departed in separate cars. I took Carrie to South Park and we found a quiet secluded spot and were making out and were going at it pretty intense. She looked at me and said Mike, we haven't been doing this enough. I said babe, I thinks that you are always horned up, I can't keep up, then she was undoing my belt and zipper and put he head between my legs and started sucking my cock, at some point I said babe you are going to get a mouthful, if you don't stop, she just kept going and reached up and pinched my nips and I immediately shot in her mouth. She swallowed it and came up and kissed me and we made out for a while longer. We got back together and she said damn Mike, this is a hot car but it's hard to fuck in and I laughed and said well if you want more, more often, free up your place, but this ride isn't going anywhere. We drove to her place and as I walked her to the door we kissed and when the door opened, Sam was there smiling. I thought now what and he said Mike, can we talk? I said sure Sam, but not tonight, how about we workout tomorrow and we can talk, we can use the school gym. He blinked and said, I guess so. Dude, I'll be here at 9:00. I kissed Carrie again and drove home.

Dad was just coming in and Sally was with him. I gave Sally a hug and said good night to dad and jumped in the shower and was getting ready for bed when dad knocked and he stuck his head in and said Mike, Sally will be spending the night. I motioned him in and said dad this is all fucked up, you are asking you son if you fiancé can spend the night? He laughed, gave me a hug and messed my hair. I asked about the trip and he said Michael, not tonight but very, very good. I laughed and said just keep the noise down.

Next morning it was the run and breakfast was juice and a beagle. I changed into workout clothes and went to pick up Sam. He was ready and ran right out to the car and jumped it. He was quiet and I said, Sam do you ever workout? He blushed and said just push-ups and shit like that. Well dude today you need to watch me and do about a third of what I do, but unless you start working out, I'm not interested in spending time with you. He swallowed hard and said Mike, don't be like that, I need to talk with an older dude that I can trust. We pulled into the parking lot, put my hand on his head turned him to face me and said, Sam, cut the shit, what are you into that has you upset? He started to cry and I put my hand around him, gave him a hug and said Mike, a bunch of us were hanging out and having fun when all of a sudden guys were smoking and it was weed. I said so Sam, did you like it? He said Mike, I didn't do that. I gave him a big hug looked him in the eye and said dude, I'm so fucking proud of you I don't know what to say. I looked at him and said so you guys are what freshmen? He said yes. I said, dude please keep saying no and give me a few days and I'll deal with it. I don't need any names and I gave him another hug. We went inside and I worked out as usual and gave him a simpler and easier routine and said, dude this is three days a week and I'm checking and I took him home.

At home I made coffee and opened the paper and was absolutely flabbergasted. Main story, bold print MJS Technologies, inks major deal with NASA. Hundreds of tech jobs heading this was. I picked up the phone and there were voice messages from Tim, Brian, the Mayor, Jim, Rob, Alex, Coach Weston and some numbers I did not recognized. I called Coach Weston and we discussed the article and a time for an explanation and finally I said coach can I talk with the freshman boys and I think Carrie will want to talk with the girls. He said Mike, why and I said drugs and what it takes to be a high school student and be good at it. He said Mike, you me and Carrie in the principals office first period Monday. I assume there is a reason for this, that you will be able to explain, I said absolutely Coach.

I realized that I had a shit load of work to do, made a sandwich, poured an iced tea and grabbed the paper and started to read.

Comments are encouraged as this is my first story.

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Next: Chapter 74


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