Cast of characters - it was always about the bets

By Mike Simmons

Published on Sep 15, 2021

Bisexual

When Liam returned he found me on the phone with John Carson and he had met with Scott and they at Highmark were very pleased with the progress. They would have an architect selected next week and there was enough potential sites to make a decision. I pro ugh they up the increase in rates and was told to negotiate with Ryan Carter and I was given contact information. We talked about football and he asked if his dad was being a pain and told him that he was a big help but a little over the top. With that we hung up.

I went back to the financials and Liam appeared, I motioned for him to have a seat and finished what I was doing. Then I asked Liam, what did you think? Well you scared the crap out of Dillon. He is very good and works hard and you, at this point, can't lose him. Yet he doesn't understand that. Liam, his best buddy was hired at the same time and I fired him and it wasn't pleasant as him and Mason were roommates and he got stuck. Things did work out. Liam what about Riley? Mike she was smug and knew she wasn't getting replaced. I'm pretty sure she isn't long term and you should start to train someone. I looked at him and he said please slow the fuck down. I am committed to Cole and that will come first and you and the HR witch has agreed. Hell I know Cole might not work out but I have had other offers from good Pro's. I could make a lot more than working here. I'm not sure I'm meant to carry clubs and deal with egos for a living. Damn, Cole is enough. Then I like it here and the involvement but please just keep me where I am. I smiled and said Liam, I'm not doing that as I'm going to Virginia for school and your responsibilities will increase and that includes an income increase. Understand, I'll cover you with Cole and if he turns Pro after the Masters, I'll break his clubs. Liam laughed and said that line starts behind me. The thing that worries me is that he putts Oakmont's greens greens so well and Augusta is very similar. If he stays calm and just takes what is there and putts like he can he will finish under Par and flip everyone out. Mike, this high school golf is good for him as he is having fun. Liam, I saw him the other day and he was all in and serious. Liam laughed and said that was because he thinks that Meyer's kid is an over rated pompous ass. I laughed and said Liam, a lot of people would say that about Cole. Liam looked at me and said Mike, that's unfair. I shrugged as I had to agree.

With that done I decided to walk the second floor and see what that looked like and while it was all the same furniture it was configured differently as per the people's needs. The conference rooms were in the same place with the same tables. Liam looked at me and said it's unbelievable that people will bitch about working here. I laughed and said remind them what they were working in 3 days earlier. Liam laughed and said that's the morning meeting. After that I get less understanding every day.

We walked up to the 4th floor and I was amazed as it was all roughed in and ready for the glass walls. Liam looked around and remarked, not much privacy in this building. I laughed and said you will have to get you blow jobs in the men's room. Liam looked right at me and said well I was actually thinking the woman's room but then a hole is just that. I almost stopped dead in my tracks but just kept going. I waited a few minutes and asked about the girlfriend. He simply said, oh she is fine. So Liam does she give good blow jobs or is she just another hole? He laughed and said boss, that's a very personal question but she is ok and I really like pounding her ass. By this time we were in what would be my outside area in my new office and I asked, so pounding ass turns you on? He got very serious and said well like I said a hole is a hole. So Liam what if I told you I was a top. He looked right at me and said I bet you would flip. I smiled and said that's a bet. I just stood there looking at the river asking myself, how the fuck did I let that happen.

I simply turned and started down the steps and Liam followed me but once we were in the stairwell he asked so Mike when am I getting to breed that ass. I laughed out loud and said Liam, you might get your cock in my ass but you sure as hell won't be breeding it. Besides that wasn't a bet it was something you want or need, more like a task. So figure out a real bet and get back to me. He smiled and said, count on it but I never expected to get this far. I laughed at that and thought I needed to have a serious conversation with Cole. Before I could get free Liam said Mike, I bet I get fewer than 25 complaints on Friday. I just shook my head and said that's a bet but understand this can become complicated. Mike, no strings sex is always complicated. With that I picked up my laptop and drove home.

I really wanted to talk with Cole but knew he was at practice or at a match and I would have to wait till after dinner. I called JJ and he answered laughing and said fuck dude you certainly vanished this afternoon. I found that funny and asked what's up? He replied 8" of cock attached to a kinky top, can you help? I said sure and hung up and went to the refrigerator and made a spiked AP for two and sat down and waited. I took my shirt off and was sitting on the loveseat when he walked in. He looked and asked so why aren't you naked. I shrugged and got up and stripped and handed him a drink. He looked at the AP and I smiled and said just drink. Once he took a sip he smiled and I took the drink out of his hand pulled him towards me and we started to make out. After a few minutes I asked why he was still dressed and if he was collecting one of the bets he won. He smiled and started to strip and I said, remember I won one as well so bring it on. MJ, it's not that intense, I need a massage starting with my back but when we get to my chest I want you to sit on my cock while you massage my chest. JJ do you want oil? He smiled and said well I want to enjoy this drink, smoke a cigarette and make out. We can work slowly to the other items.

He took a swig of the tee and kissed me with it still in his mouth and while it was messy we both swallowed some. I got up found a pack of cigarettes took two out of the pack, put them in my mouth and lit both and handed one to JJ. He took a big drag leaned his head back and blew the smoke towards the ceiling. I immediately leaned in and we kissed and the cigarettes were largely ignored. This time he lit the cigarettes and took a drag and blew the smoke in my face. I just thought well that's a signal to start and we finished the cigarettes and he took another drink and then my hand we went into the bedroom. JJ simply laid on his stomach and I sat on his ass and started on his shoulders. I was going at it pretty good and then I turned around and sat on his shoulders and worked his lower back but when I got to his ass I couldn't help it I leaned down and licked his crack. JJ laughed and said well get off me and since you want to massage my ass with your tongue, I would like you to have better access. With that I got up grabbed his legs and pulled him so his legs were over the side of the bed. I knelt down beside him, pulled his legs apart and buried my face in his ass and my tongue hit the mark and I was licking his hole. For some reason that turned me on so much I got so hard it hurt. JJ was moaning and was really enjoying it. Eventually I had to stop or shoot my load and he got back on the bed and laid on his back. I was going to suck him hard but there was no need as I don't think he could have gotten harder. I found some lube and smeared it on my ass and straddled him. Once in position I slowly lowered my ass on his cock and sat there for a few seconds and started to rub his chest. Then I got a different idea and I grabbed both nips and pinched and he yelped and I rubbed his pecs and slowly started to ride his cock. Then I got another idea and I grabbed his neck with both hands and started to gently squeeze and I was holding my hands there and riding and he face started to turn red and he screamed fuck, I'm going to cum. I was glad it wasn't in my mouth as I could feel it in my ass. Once his cock slipped out or my ass I turned around and sucked his cock clean and damn it was interesting as there was lube, ass juice and cum. When I finished I got up sat on the bed beside him and we kissed. We just laid there and made out and talked and made out.

JJ got up on one elbow and looked at me and smiled then he said MJ, that was awesome but I'm fucking starving. I stood up positioned my cock at his lips and he laughed out loud and said, well I need more that a few squirts of baby batter. I laughed and said well I don't want to get dressed so order in. Just then I heard Cole yell, MJ we need to talk. I yelled we are in the bedroom. Cole replied, damn I didn't know you had company. JJ yelled Cole just com in but strip before you do. A few minutes later Cole appeared totally naked and it was funny to watch as he was getting harder with every heartbeat. JJ pulled him closer and simply swallowed his growing cock and just held it in his mouth while it grew. I stood up and kissed him and then whispered, I know we have to chat about Liam and we started to make out and all of a sudden JJ chocked and he couldn't handle more of Cole's 8". JJ said dude, we were just about to order food but we can hold off what do you want? Cole smiled and said well since you are the only one not hard, I assume you did MJ. So get on your knees and I'll face fuck you while MJ, deposits a load in your ass. JJ shrugged and got on all fours and Cole wasted no time and JJ was choKing and dealing with it, well until I lined up and as Cole pushed his cock into JJ mouth I shoved my cock balls deep in his ass. Cole eventually slowed down and he leaned in and kissed me and damn we fill JJ at the same time. Cole then leaned down and made eye contact and said JJ you are so fucking hot, I would dump Jessica for you if you weren't already taken and then he got dressed and left.

JJ looked at me and said well the dude, isn't little anymore and his cock is huge. I laughed and said, I thought you were hungry. JJ said, oh yeah how about pizza? JJ that works but you are answering the door as I'm not putting any clothes on. JJ laughed and said, well I'll have my shorts on and I'm inviting the dude in. JJ, I'm betting it is a dudette. JJ just sat down on the loveseat laughing his ass off. Then I said JJ, either way I'm looking for a 3 way. Oh, I'm betting you don't have the balls to answer the door totally nude. MJ, that's not a matter of having the balls, it's a matter of having a little common sense, so no bet. I laughed and pulled on a pair of gym shorts. We were chatting about the girls and how slow we were both taking those relationships and how the girls were not even pushing things. We moved to football and we both agreed that this game would be more difficult than everyone thought. There was a knock on the door and I answered it and as expected it was the pizza. When I saw the delivery person was a girl, I invited her in. I put the pizza on the table and went to my room, grappled a 10 dollar bill, handed it to her and said thanks. She pretty much just stood there with her mouth open. JJ being JJ asked if she saw anything she liked and she couldn't get out of there fast enough. I just shook my head and said dude, you just lost a bet and you will pay for being rude to the delivery chick.

We had a couple more beers and finished the pizza and JJ got dressed and said he had school work to do and needed to be home for bed check. I asked JJ, is the coach still doing that shit and he's said well not yet but it will be my turn eventually. I laughed and said good night. I immediately sprayed the entire space with air freshener and opened every window as the place smelled of cigarettes and sex. Then I jumped into the shower and realized that I needed to clean JJ's load out of my ass so it was a quick fleet enema and then I cleaned the shower and put on a clean pair of gym shorts and a tee and started on English. I had just finished the English when Cole appeared asking if it was safe to come in. I laughed and asked, well was it safe earlier? He laughed and said, I'm not sure about safe but it was fun. Cole immediately grabbed a beer saying mom won't won't let me have any at the house. I poured an iced tea and Cole said MJ, I lost a bet to Liam today and I never thought he would get a bet with you. How did that happen? I shrugged and replied, I have been asking myself that all day. MJ, he has a big time thing for your and really wants to have you drill his ass. Look Cole, that's not a good idea and I'm going to call the bet off and if I can't then when I win it will be something innocent. Cole smiled and said MJ, that would be a good idea. Then we talked about simple shit and Cole said, thanks for the beer but I have school work. Oh, thanks for sharing JJ earlier and he went to the house.

I had forgot to talk with JJ about the weekend and I called him and he immediately picked up the call and said no, I'm done for the night. I laughed and asked if you called Coach B and he said yes and thanks for being on top of that. I said no problem but can we get back early on Sunday, say wheels up at 9:00. He said sure as I would like to see Mia. I said well dude the request is because I would like to play golf with Heather at Oakmont. Then I said JJ, Sunday after the damn dance I need to get to the winery, just a day trip so would you like to invite Mia? He said sure. JJ, I need to look at the cabin and make sure it will be finished on time and that I like what I see. There there is a bit of wine business. Ok MJ so why bring the girls? I laughed and said because if the cabin is as finished as it should be, I might tap Heather. JJ said holy shit and we hung up.

Once that was done I called Josh. When he answered I asked if he was going with us to VT. Josh said his dad had a few questions and would I please talk with him. I thought damn, here we go again but I said sure Josh, not a problem. A few seconds later I heard hi Mike, I'm Paul and thanks for talking with me. I said Paul, I'm glad to help. Mike, what can Josh expect on the trip from VT. Paul, field passes to the game and dinner, paid for by a member of the team. At dinner Coach B will stop at the table and chat, he won't even sit down. Sean, the player, is a good guy and him and I are friends and he will not push Josh and if he does, I'll stop it. They will actively recruit Josh very soon. This is simply a pressure free opportunity to see the campus. Mike, that sounds good and I'm starting to realize how complicated this will become. I just laughed at that and asked if he had other questions. It was his turn to laugh and he asked Mike, who is the pilot for this trip. Well Paul, there will be two pilots and each will have over 100 hours as a pilot in command. They are both instrumental certified and have a good number of hours in a simulator. Paul laughed and asked so besides you who else? I said JJ. Paul the plain is a two engine Cessna that is 3 years old and both of us are very close to being jet certified. Also, JJ's dad taught us how to fly and he was the pilot for 2 space shuttle missions. He checks my log every two weeks and will pull the plug on the trip if the weather isn't perfect. Mike, what is your longest trip? I thought for a minute and said well I think it was the time I flew over every Great Lake. I flew to New York and made sure I didn't cross into Canada. Paul laughed and then I added I also had to fly around major airports so it was a bit long. Mike, why that trip? Paul, I fly to relax as well as to get from place to place. Oh, the Major makes sure the maintenance is done and recorded. Paul, understand I am on this ride and won't take any chances and it is safer than driving. Finally, it eliminates JJ and I from drinking as we have promised the Major no drinking 24 hours before a flight and I'm looking to be home by noon on Sunday. Mike, let me talk with Josh and he will call you back in 15 minutes. I said Paul, that works and have a good night.

About 10 minutes later Josh called and said that he could go but the airplane ride scares the living shit out of him. I laughed and said Josh, my dad also wished I did something else and the new jet has him over the edge. Both JJ and I are very careful. See you tomorrow. I was more than ready for bed and as there would be no run in the morning and school dress, I took a shower and set the alarm for a bit later and jumped into bed.

It was one of the few times I was glad the alarm work me as the extra sleep was important as it was a very busy weekend. The day was typical mid to late September Western PA weather with a high in the upper 60's and a low in the mid 50's, it was looking like a perfect Friday night lights. I dressed for the day which included football and The Tavern. It was jeans and a tight long sleeved tee with a with a shirt, short sleeves over the tee. There was coffee for my travel mug and the short ride to school. As is usual JJ pulled right beside me and when he got out I had to look twice then a third time. Gone was the hat and big buckle and the boots. His facial hair was closely trimmed and he had on jeans and a tee and running shoes. I went up to him put my hand on his forehead and it was slapped away and he said, I'm not sick and this is my new look. I said JJ, you mean your new hot as hell look and we both laughed. I figured we could sort out this change later. All of a sudden Heather was in my arms and as we hugged she was running her hands on my chest. Then she asked Mike, how do you get into that shirt and more importantly how do you get out of it? I laughed and said well babe, that will be your problem sooner than later. She laughed and walking to class, I told he we had a 2:00 tee time at Oakmont on Sunday. That resulted in another hug and I said we can talk about it after the game and we went to class.

Classes were uneventful with only a few dirty looks in English which I returned in kind. I stayed for lunch and just ripped JJ's new look, but it was all in fun. He got back at me and said he trimmed his facial hair and he didn't want me to feel bad as I couldn't grow any. I fired back you need a tighter tee or better yet work hard.

I was done for the day at school but was there long enough to find out it was purple shirts and white towels for the game tonight. I was thinking it might be more fun in the stands than on the field. I drove to work and knew I was way below the dress code so I asked the receptionist to tell Dillon he had a visitor he needed to see and to not tell him who it was. She laughed and I sat down and waited and I was glad to see Dillon wasn't in a hurry. When he show up he shook his head and said Mike, why the games? I'm actually busy. I laughed and said walk with me and we went outside and started towards the river bank. It was a great view and there were a couple of barges moving coal and we just stood there. Finally he looked at me and asked, what the hell is this about? Dillon, your reaction to your new position yesterday. Mike, you calling that meeting with Riley and I scared the shit out of me. Fuck, I thought I might be fired. I took a deep breath and asked, why would that thought cross your mind? Is there something I don't know about? There was no reply and I knew he was thinking so I just let he go. He finally looked at me and said well Riley and I had a thing. I smiled and said an affair? He said no but it could have gone there very easily. We talked about it last night and she has a wedding in a couple of months and loves Jack. Me, I'm in between girls and don't even have time to jack off, let alone look for a girl. There is work and my self imposed schedule at CMU. Mike, I really want this job and that damn title. It's important to me and I am more than aware I might be the youngest President of a company this size in the country. When you asked me, it all came crashing down on my brain at once. I looked at him and said, I know you will be working all weekend so load Liam, up and take three days off next week. Let's see what he is made of and if he wants a real job or if he wants to lug clubs for a living. Dillon smiled and said thanks and he went back to work. I simply drove back to school for the damn pep rally.

The team was all waiting in the locker room and as usual we were announced by grade and it was always funny as there were 2 freshmen but today there were 3 as Clark was finally medically cleared to play. Again as usual the captains were last and when we emerged into the gym I was amazed as the entire place was already in Purple. Again I was handed the microphone and I said thanks for the awesome support, it really does matter and remember it is always (I yelled as loud as I could, no microphone) ALL FOR ONE the answer ONE FOR ALL was so loud it heart my ears. I handed the microphone pack to Dr. Johnson and sat down. When the pep band played the pep song the white towels broke out and it was an awesome sight. As the place quilted down I said to the guys near me sing the alma mater and before long everyone was singing or like me trying to sing. We now had an hour before the 5:00 dinner. JJ appeared and asked if we could please sneak out and get something other than pizza. On the way to the car, I called the Tavern and ordered two burgers and two iced teas and It was a short wait. I threw $20 on the table and said thanks and we will see you tonight. We ate in the parking lot and talked football and a few minutes before 5:00 we went to the cafeteria and I found the smallest piece of pizza possible and a soft drink and went to the stadium.

THANKS, THE COMMENTS AND NOTES ARE APPRECIATED. Also, if possible please find a way to support nifty. It is easy enough to do. THANKS.

Next: Chapter 279


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