Cast of characters - it was always about the bets

By Mike Simmons

Published on May 30, 2020

Bisexual

It started as usual with Cole and I going for a run and the mutual shower. I dropped him off at school and when I pulled into the parking lot the Carrie drama started. Carrie and Rob were walking into the building and I got a nasty look from both of them and not a word from Rob. I should have figured that sides would be taken, but fuck Rob taking her side was a shock. English was fine with me in my usual and Carrie at the other end of the classroom. It went like that all morning and I thought thing might be reasonable. Well that lasted till lunch. Rob was sitting somewhere else, Carrie was sitting with Adam and then Sam came up to me and said, Mike you are a real pice of shit. I laughed and said dude you need to take a deep breath and stay out of shit that you are not involved with. Jim, had nothing to say and JJ was laughing. I said ok, what the fuck is so funny? He said you being so unprepared for push back. If you are worried about Adam just forget him, he is a rebound that is handy. When you aren't looking she looked at you and it's obvious she is still all in on you. Just confused and hurt. So JJ what else? MJ, you are fucking in love with her and you are struggling to fix this mess. I'm on your side, and I don't give a fuck how it turns out. I do, however, care that you come out of this and are happy and focused. I looked at Jim and asked, so wingman where do you stand? You know what, Jim I shouldn't have to ask. I'll see you guys later.

The rest of the afternoon was uneventful and after class I stopped for coffee and drove to the doctors. I checked in and sat in the waiting room finishing my coffee. It wasn't much of a wait and I was taken into the exam room and after my temperature, weight and blood pressure was taken I was asked to strip to my underwear and that Dr. Jenkins would be right in. It was about five minutes and Dr. Jenkins came sat across from me and said well your weight is up and everything is normal. Please stand up. He was looking me over and asked me to turn around. Then he said, Mike, please take your underwear off and he checked me for a hernia. Again he was looking closely. Finally he said please get dressed and I'll be right back. I dressed and sat in a chair and when he came back he said, so Mike whats up? I said doc there is a lot up and most of it is complicated. Well Mike, let's start with your physical appearance. Your weight is up 5 pounds, and while you are really toned you are less so than previous visits. Are you running? Doc, I am almost every day. Ok, so you are doing 20 miles a week? I said actually around 25 and usually more. Mike, you have not been working out as often or not as intense, why is that? Well, I have been busy and pulled in a lot of different directions. He laughed and asked me again. I said Doc. I just told you and he said that answer was bull shit. So if that's what you believe, we need to work that out. Right now I am hearing you are only working out when you are stressed. WHO IN THE HELL TOLD YOU THAT? Michael, calm down. I took a deep breath and said ok, so who you talking to, dad? He said yes when we called to make the appointment. I said, ok from now on I'll be making my own appointments. So Mike, why didn't you? It was on my list of things to do and dad and I had talked about it and before I got to it, he did it. Doc, that's over. Dr. Jenkins said, Mike until you are 18 your dad can do that. I said correct, getting me here will take a police escort.

There was silence for a while and Dr. Jenkins said, Mike go for a walk or sit in the waiting room and figure your attitude out. If you come back within 10 minutes we can continue, if you decide to leave I'm good with that. Now get out of here. I went out and sat in the car. I started the car and put some tunes on and collected my self. I wanted a cigarette so bad, but there was none around. I turned the car off, went inside found Dr. Jenkins and said ok, I'm ready. Ok Mike, what's up, why are you not working out? Doc, I'm not focused and I need to be focused to work out. Well, Mike that's a lot better. What else you not focused on? I smiled and said almost everything, nothing interests me. I just do what I have to and nothing really matters. Mike, we have been through this before, you are depressed again. Doc, I'm not being flip but if I knew that I would not be aggravating you today. So Mike, what's going well? I said business but it's complicated. Yeah, you seemed under control on TV yesterday. Well doc, when it hits why that deal fell thru, it will be very intense. I left a few bread crumbs for the media to follow. They all lead to a shell corporation and ultimately the Mayor. Mike, you have that all under control? Yeah, I said, I do.

Then he asked and how are things at VT? I said good and I'm going there next weekend. They are anxious as I haven't been down and Jim opened his recruiting. How do you feel about that? I'm good it's his call and he seems to be going in a different direction and I have to let him work that out. So you two are not as close as you were? I said correct. So who is close to you? Doc asked, so who is close to you? I said JJ and Cole? So Mike, you are good with Cole being around? I said, absolutely. What about Megan? I said she isn't around yet and won't be for a long time, so I'm not dealing with it. Doc, you seem to have a lot of information, where did that all come from? Well Mike, how are you and Carrie? I just looked at him, took a deep breath and said, she broke up with me and I'm good with that. We had a fight over a business decision and she said that she would simply fuck me into submission. I can't get over that so I engineered a break up. Mike, why would you do it that way? Doc, so she could save face and blame me and, fuck it is my fault. I can't have another relationship like the one with me and mom. I just can't get over the sex to make me submit.

Mike is that relationship, fixable? Doc, I don't see how. Well Mike as you say all this you, for the first time today, are sad and unsure. Doc, I love her but I can't do it this way. We have talked, we have fought, we have played games, both of us. There is no solution. She get the business things, I guess I just can't ever get over her manipulating me through sex. Dr. Jenkins just started laughing, saying partners, gay or straight always use sex to get something? So Mike, have you ever done that? I thought for a minute and finally said other that to get my rocks off, I have not. Looking back, however she has on more than one occasion. So Mike, what's different this time? Well she said it out loud and I suddenly realized it. Doc, I get the sense that you are telling me to understand the concept, manage it and move on, is that correct? Well Mike, don't you control her at times with gifts and dates and dinners? Oh, an I believe you gave in on the VT thing, what did you gain by that? I laughed and said great make up sex and he shook his head. So there was no win for you? That's not like you why not? I think I was tired and with Jim going there with his girl, I had cover. Michael, the real issue is you planned this college thing to far ahead and you, your friends and your, for a lack of a better word, your women have a lot of growing up to do. By this time next year so much will have changed you won't recognize yourself. Since we first met I have advised you to slow down on the sex. My advice is to fix things with Carrie and move forward in a less intense direction. I laughed and said, I wonder who will make the first move. He said, Mike there is a sell by date on this. I said a what? An expiration date, a time when it is no longer workable.

I sat there silently for a few moments and Doc asked, so Mike what else? Doc, why am I so intense? Mike, everything you do is intense, even the way you relax is intense. For example, your first round of golf at Oakmont, on the first tee, the second thing you thought about was breaking 80, correct? I guess that's true, I said. Mike, you first thought was let's play the Pro Tees. I laughed and said correct. Mike, if we took your phone and you were free all day what would you do? I laughed and said play the pro tees at Oakmont. He shook his head and said, Mike you need to do something non competitive. Whatever the fuck that is. So did any of this help? Yeah, a lot and I'll work on Carrie and being non competitive at something. But I need to break 80 from the Pro tees.

I started to leave and stopped at the door and said, Oh, doc you can share all this with dad, but I'll make my own appointments from now on. If dad makes the appointment, I was serious about the armed escort. He laughed and said, get out of here.

Driving home I was starving and was actually having a Big Mac attack, so I pulled into a McDonald's and ordered an #1 with a medium iced tea. Sitting in the car eating, I decided to call Carrie. I know there was no fucking way in hell that she would answer and sure enough it went to voicemail. I left a message saying, if you want to try to fix this, I'm game. Call me or not it's up to you. Driving home my phone rang and I let it go to voicemail, not liking to be on the phone while driving. I pulled into the driveway and listened to the call from Carrie. The message said well that was certainly a shitty apology. I laughed out loud and decided to call her back and again it went to voicemail. I left a message saying that was not an apology and you know it. I'm done doing voicemail and I'll call after 9 tonight, pick up or not, your choice.

Inside, Cole and dad were eating and I got an iced tea and went to my room and started on school work. I was reading an English assignment when Cole stuck his head in and asked, what was up? I said school work. He said you forgot hiding from your dad. I laughed and said correct. Ok MJ what's with all that? Cole I had a doctor's appointment and dad is too involved. Hey, are you sick or something? No my head doctor and I were rearranging boxes in my head and dad gets to set the appointment and gets a report and I told the doctor that I was making the appointments from now on or it would require an armed escort to get me there. Another thing, I was told to get my flabby ass to the gym. Cole shook his head and said, later dude, I have work as well.

Almost immediately dad appeared asking how the appointment went. I shrugged and said, ok but I'm guessing you know already. Mike, I would like to hear from you? Why dad, so you can compare notes with Dr. Jenkins? Well he did say you were in a shitty mood and since it hasn't changed, have a good night. I said you too and went back to reading? I finished reading and started on math and was really into when there was a knock on my door and it was dad. I got up and joined him in one of the leather chairs. Dad sat down and asked, Michael are you ok? Dad, I know Dr. Jenkins thinks I'm not and he is pushing me to fix the Carrie thing. I don't disagree about Carrie and I have reached out but it will be a long time before we are together again. As for the other shit, I'm good. Everyone need to understand that there is a lot going on. I know I'm too intense about everything. I also know I'm not working out enough. Oh and the Mayor is about to go nuts, I'm thinking sometime tomorrow. Dad, I was going to make the appointment today and you just did it, that's hard to take. Going forward I'll make the appointments and if you want to know how the boxes in my head are stacking up, just ask. It would be different if I hid shit from you. Dad, I think I need a new head doctor, but not right now. Dad got up to leave and said, damn I almost forgot. He handed me a piece of paper and I looked at it and said a Philadelphia area code, is that Rays number? Mike, it is and he would really like you to call. I said, cool I would like that. Is there a preferred time? Dad smiled and said, nope and I hope that goes well. I got up gave him a hug and said dad, I'm good and thanks for being a pain in my ass.

I was going to do more math and figured, fuck just get this over with. I took a deep breath and called Carrie. She answered with hi Mike, how are you? I said I'm fat and flabby. She laughed and said damn it hasn't been that long. I asked about her and she said she was good and a little too busy. I ignored the work reference and said so Carrie is this fixable? Well Mike what are your issues? I said business and being fucked into submission and well the lie. So Carrie, what are your issues? She said business, your controlling personality and that damn Ego. I said so Carrie we should take the need to control things and work on that, but I have never used sex as a weapon. She laughed and said well there are the gifts and that credit card. I said, well consider this everything we mentioned is bull shit. I think the real problem is that we smother each other. Carry, that's a lot to think about do you have any suggestions? Mike, you were right the other day that we should start over. Well start over in a sense. It just be a clean slate, there is too much there and most was good and very good. Can we build on those good things? Ok, how about we start by calling off the dogs and be civil with each other and talk every day? Mike, that would be great and I have a favor. Carrie, what do you need? Would you please be nice to Sam? I said sure and good night.

It still wasn't late and I called Ray. He answered saying damn the same number. I laughed and said so how the fuck are you? Mike, I'm good but have to tell you rehab was a bitch. Ray, were you that addicted? Mike you have no idea and if you hadn't acted, I might be dead. Mike, every day in rehab I fucking hated you but grew to realize you were not to blame. So Ray what you doing beside saluting? He laughed and said well there is a lot of that but I'm playing baseball and will do football here next year, yes it is my choice. How are Mark and Janet? He was quiet for a minute and finally said, I don't know, they send money but that's it. Damn, Ray that's awful. Mike, I have adjusted and it's good for me here. So Ray any chance you can come home for part of the summer? Mike, a few weeks would be nice, but there is no place. Oh, a good buddy of mine is in your old room. Mike, I could t believe they sold that house, but that is what it is. Mike, I'm sorry but I have to get off, I know it's not late where you are but it is late here, I'll call and you please call again. I said good night and went looking for dad.

Dad was in his usual place smoking and drinking and staring at the ceiling. I went in sat down and started staring at the ceiling, dad looked at me and said, so asshole now what? Well I talked with Ray for a while and he is good and he said rehab was a bitch. He hasn't talked with his parents but they send money to keep him there. Dad just started laughing and I said shit, you are sending the money, correct? He thought for a minute and said rule 6. Well, I guess I can't argue with that, good night. Bud, not so fast what's up with Carrie and if you say rule 6 your grounded. I laughed and said a slow restart. We have concerns for each of us to think about and work out like my business decisions, my controlling personality and my ego. Dad, laughed and said I wonder what you will look like when you give into all that? Dad, trust me NOT HAPPENING. So good night.

Upstairs I went to Cole's room and asked your room or mine? Yeh said that's no choice you have the bigger bed, just give me a few. I said sure, went to my room stripped and jumped into bed. Cole came in sat on the bed and said, if all we are doing is sleeping I'm going back to my room. I said rule 1 and strip. He shrugged and made a show of stripping and once naked he pulled the covers off and said now that's what I'm talking about. He jumped on top of me and started to kiss and make out. Before I knew it me was sucking my cock. I pulled him off and said if all you want is oral then make it mutual. If you want more I'll be glad to drill your ass. Ha, what if I want you flabby ass? I said well dude, be man enough to take it. Oh, MJ trust me I'm a match for you. We can settle that later right now jump on my cock and ride. He hesitated looking for lube and I said you know where it's at, lube up and jump on. He straddled my stomach, reached behind himself positioned my cock at this hole and leaned back till he was all the way in. He just sat there and started to laugh. Cole, what the fuck is so funny? He said I could end this right now by reaching for your nips and giving a little pinch. I reached up pulled him towards me and gave him a big kiss and said, that's true but how would that be fun for you. You would be a simple cum dump so get going. Finally, he just laid back, flat on his back, straightened his legs and I was amazed my cock was still in his ass. Then he said if you want to shoot get to work, I'm just laying here watching you figure this out. I started pumping my hips and shot a nice load in his ass. Then he surprised me got beside me gave me a kiss and said, good night. As we snuggled he said MJ sometime tonight, it's your turn I'll try not to wake you. We fell asleep in each other's arms.

At some point I had a strange feeling of pressure on my ass. I woke and Cole said, I was trying to top you without waking you, since that ship sailed he drove is 8" cock right up my ass. He just laid there holding me. He said good night and he just kept his cock in my ass. Dude, get to it I would like some sleep? He said just be still and I'll shoot in that flabby ass soon enough. He slowly started to move around, like the other night when he was looking for rules. I smiled and thought game on and I started to wiggle my ass to hie movements and he pumped me full of cum. I got a hug and he said, we running tomorrow? I laughed and said my ass is to sore, sleep in.

I woke first but there was no way I could get up without waking Cole. I laid there thinking about the day and was hoping it would be a calm day. Cole stirred and I hugged him and said dude, I need to get up and piss unless your thirsty. He jumped up and said, go for it I'm not drinking your morning piss. I jumped in the shower and Cole joined me and we dried off and dressed for school. We had time so it was a lite breakfast and off to school. I pulled in the parking lot and was looking for Jim when JJ appeared and he asked, Estes trabafando hoy despuea de la escuela? (Are you working out after school?) si, entomces cero questions ye Debo I a tarea (yes, I believe I owe you a task.) so T.J. lo jades y yo estoy caliente. (Yes, you do and I'm horny). I said haste luego, amigo. (later, dude). I went to class and found Carrie in her usual seat, I said good morning and she smiled. It was a calm morning and I was looking forward to lunch.

At lunch, it started as usual and back to normal. Then Adam showed up and asked, Mike what the fuck you doing with Carrie are you two an item or not. I said dude, I don't know so if you can keep up and go for it. Mike, I feel like a yoyo. Well Adam, you asked and I answered as best I could, you should ask her. He laughed and said, fuck you two are something she said exactly the same thing and I mean exactly. Dude, I'm sorry it will be what it becomes. JJ just sat there laughing. On the way to afternoon JJ said we should stop for food before the task. I said ok or you trying to feed me so I puke during the task? MJ that's just sick. However it will be interesting.

I signed out of study hall and went to the stadium to work our. I was changing and coach stopped by saying so the prodigal son returns. I laughed and said, I'm getting fat and flabby according to my doctor, so I'm back at it. He shook his head and went back to his office. JJ came in and we worked out together and I did my usual workout and damn it was a struggle. I showered and was getting dressed and Sam came up and asked if I had a minute. I said sure, what do you need? Mike with you and Carrie, well fighting how does the effect you and me? Sam, it shouldn't. Mike, I owe you a task and you seem to be keeping me away. Sam, I have been very busy and I'll get to it soon, I promise. Sam, honest you are a cool dude and no matter what, I'm there for you. I got a big smile and a thanks.

JJ was waiting at my car and I asked about food and he said your place first, you will find this intense and different but won't take long. I said fine and we drove to my place. Thankfully there was no one home and we went right to my room. Once there he said Mike, get out of those clothes and stand in the middle of the room with you hands locked behind you neck. I'll be right back. I was standing as required when he came back and was looking me over. He laughed and said well that doctor of yours is nuts, I don't see any flab. Just a chubby cock that will need to get hard, but first I want to show you something. He reached in the bag and pulled out a ribbed thin rod. He said, take it and look it over. I found it was ribbed and hollow and had a loop on the end and was made of a shiny metal. So Mike, do you know what that is? I said I think it is a sound, different but that's what I think. So do you know why it's hollow? I said, I'm afraid to ask, so please tell me. I think I would rather show you, please lay on your bed. I got on the bed and he said sit up, you need to see this. He opened a new bottle of lube, saying this was special lube as it is sterile. He smeared some on the rod and then started to stroke my cock. Once I was hard he put a glob of lube on the tip of my cock and slowly inserted the rod. It was a very strange feeling and the lumps made it really different. He put it in until only the loop was outside my cock and then he started pulling it out and just before it came out he put it back in. He did this a few times and I was starting to enjoy it. Then one time it was all the way in he said now for the real fun and he grabbed my cock squeezed it and started to jack me off. Him squeezing and stroking me was not that pleasant. In fact it was hot in a pervert way. JJ kept it up and said Mike I'm not pinching the manic buttons you are going to have to shoot. I asked if I could jack off my self or if he would suck me with that in. He said nope, we are doing this my way and if you start to play with your nips there will be 25 very hard swats with a belt. So cum when you can and he laughed. I just half sat there and it started to feel good and I was getting close when JJ stopped and I realized that the fucker was edging me. I said JJ you keep edging me we will never eat. He said this is a lot more fun and he started again this time picking up the pace and damn I was close. He went faster and faster and it was pleasure and discomfort and I said, fuck I'm going to shoo and I looked as my load squirted out in the rod. Once I was finished, JJ grabbed the metal loop and pulled the rod straight out and I screamed. He was laughing and said, you should go piss and that will be different as well. I went into the bathroom and started to piss and fuck it burned like hell. I was getting dressed and he said MJ it could burn like that for a day or two. I said thanks but where we going to eat? He said the kitchen, I'm hoping Ryan cooked something. Downstairs Cole was sitting in the kitchen eating the lemon chicken thing that I love. He said so who lost the bet? It was interesting from down here. Cole, I did but I found a new toy and I'll use it on you next time you lose a bet.

While we were eating I asked JJ why were you calling me Mike earlier and not MJ. He said because when a task is involved you are nothing special, just a person to use. So JJ where did you get that new toy? He laughed and said the same porn shop that Jim uses, I'm guessing they don't care about the age thing. So is it just a shop? Nope they have porn movie booth, but I don't go to that part, I'm thinking I would be raped by the older guys that seem to go back there. Ewe, that's sick but what else have you bought there? Well, a vibrator that Dee loved in her ass, a ball gag and nip clamps. I laughed and said so where do you hide all that shit? He said well that toy we used today stays here, the vibrator is at Dees and the nip clamps are easy enough to hide. Cole, just sat listening and I said why the fuck are you so quiet? He said, listening and learning. Well shortly you will be experiencing what I just did and fuck it is different. I said, James Messer, let's go, I believe your car is at school and I have things to do.

On the drive to school, he said MJ that toy needs to be very, very clean before it is used again an infection down there would be hard to explain. I said, JJ I got it but I want to see those nip clamps. On the drive home and thinking about things, it seems like JJ and especially Cole tend to be more kinky than me. Then there is Carrie and I was wondering if it is sex with her that I enjoy or if sex with another woman would be equally fun or is it just sex. Hmmmmmm.

THANKS FOR THE COMMENTS THEY ARE APPRECIATED.

PLEASE CONSIDER A CONTRIBUTION TO NIFTY, AS IT IS IMPORTANT.

STAY SAFE AND HEALTHY AS WE WORK OUR WAY SLOWLY BACK TO SOME SENSE OF NORMAL

Next: Chapter 134


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