Cast of characters - it was always about the bets

By Mike Simmons

Published on Sep 7, 2023

Bisexual

JJ and I were up before the alarm and that was a good thing as he needed clothes for the run, his jeans and shoes were good but his jacket wasn't going to work. Naturally there was something in my closet. JJ was just a few inches shorter than me as he was about 6'2" and I was 6'4". With all the. Loathes I kept from that ridiculous growth spurt there was plenty to choose from. Outside Cole was waiting and when he saw us come out of my place together he smiled and asked, so who lost the bet. JJ and I looked at each other and Cole shrugged and took off on the run and we followed. There was very little talking and the pace was quick and I was thinking that Cole's question was just hanging out there. The run finished at my place and Cole said he needed to get something to eat before the fucking meetings started as they were in the final stages of a clothing deal. JJ and I went inside and JJ asked, so dude what we telling Cole? JJ I'm just going to let it hang unless he asks again them I'm telling him that we simply don't need the bets any more. JJ shrugged and said well I'm sure we can trust the dude. I laughed lot loud and replied, JJ he knows and has for some time, it's fine.

JJ was quickly gone for home and then work and I put coffee on and jumped into the shower. While drying off I looked in the mirror and was really pleased with what I saw and thought that I should get a job here chopping wood. On the scale, stark naked, I was 228 and though that I looked good and realized 2 more pounds wouldn't hurt and possibly the coach was right but I needed to check the speed and the quickness. The downside was that the quickness would have to wait for camp. I could check the speed but decided not to spent the money to set that up. I dressed in jeans and a hoodie as lunch didn't require anything more. I threw in some toast and poured a mug of coffee and started to check my messages. There wasn't much but there was a email from Trey that simply read "Clothes?". I replies "with Cole" I finished the toast and a second mug of coffee and went in the spare room and packed Trey's shit into a suitcase. I would reimburse Cole for the cost of an extra bags on his commercial flight. He would be in Florida then the Dominican Republic and finally Texas before the Masters. I had just put some music on when my phone rang and it was dad. He asked if he could visit and it was nothing urgent, he just want to chat. I shrugged and said sure, I'll put coffee on.

I put more coffee on and spent some time cleaning up. I made my bed and straightened up the common area. I was sitting on the loveseat drinking coffee when dad knocked and I yelled, it's open. Dad went right to the coffee and poured a mug and sat in a chair opposite me. He took a drink of coffee and asked, so Mike what you doing today? My initial thought was to mane a snide comment but I simply said dad, lunch with Winnie and then a long and much needed workout. Dad laughed and said well that's great but I was expecting you to reply along the lines of fuck off and you don't really give a fuck. I laughed out loud and said well I rarely use fuck in the same sentence twice and it actually did cross my mind. Dad this spat we are trying to resolve isn't all personal and it isn't all business. So what's up? Mike, actually there isn't anything up, I just wanted to spend some time together. With that dad lit a cigarette and asked if I wanted one and I simply shook my head indicating that I didn't want one. So dad if there visits are going to be more frequent shouldn't you get a golf cart so you don't have to walk the 20 yards or so. Dad laughed and said well I manage without that. Back in a day I was alway on dad's case as the heaviest thing he lifted was a bottle of scotch. Dad was looking around and I said dad, there is a ashtray in the drawer of the table beside you. Dad said thanks. So Mike how hard was it for you to move out of the house to the place. Dad, it wasn't hard at all as the movers did it. Dad just shook his head and I said dad, you need to ask the question that you want answered. Dad thought for a minute and said ok, how hard was it emotionally? Well dad it was like moving into a dorm 10 months before I was actually ready but there was no reasonable choice and that helped. It will make the July transition easier by a lot. Mike, Megan and appreciate that. Well, heck, that's nice to know as I simply thought it was expected. Dad, months after the event why the interest in how I feel about it? Mike, I always am concerned about how you feel about things, I just don't show it enough. I laughed out loud and said no shit, but I'm adjusting. What's the real reason for the visit? That upset dad and he said there was no reason, is there anything you need? Dad, I'm good but thanks for asking. We stood up and hugged and dad went on his way.

Once dad was gone, I put the mugs in the dishwasher, emptied the ashtray and washed it out and put it back in its place. It was lost time to get Winnie and I checked in the mirror again and decided to eliminate the facial hair as basically I hated how it looked as it wasn't full yet. That took a while as it required an electric razor and then a wet shave to clean up. I grabbed a jacket and went outside and decided on the Mustang as I knew Winnie like that better. I pulled into her driveway and the door opened immediately and I just looked. She had tight, very tight black jeans on and a white blouse that had two buttons open and a sleek leather jacket. Willie opened the door and jumped in and leaned in for a kiss and got a peck on the cheek. I simply asked babe, aren't you a bit over dressed for the bar in Greentree. Well Mick, I thought we could hang out at your place and order in. Babe, I thought we were were having lunch and I was taking you back here and I was working out. She was quiet and I said Winnie, hey don't we do this, drive to my place and I'll change into something more like what you have on and we can go somewhere nice, have a nice meal and talk through what's going on? She smiled and I said just to be clear, all we are doing is that I'm changing clothes and we are going out to eat. She nodded and we were off to my place.

I pulled into the driveway turned off the car and got out and for the first time ever she just sat there. She never needed or wanted help getting in or out of the car and now I was pissed. I thought about getting back in the car and taking her home but decided to play this game. I went around and opened the door and she sat there and I put a hand out, she took it and was helped out of the car. When she was clear of the door, I slammed it more than a bit harder than was needed. I went right to the apartment door unlocked it and went inside leaving it open in case she wanted to come in. I went to my room, locked the door, stripped and went into the closet. I grabbed a pair of black jeans a white mock turtle neck and a gray dress shirt. Then I added a belt and appropriate shoes and went out to the common room. Winnie was sitting on the loveseat and I said, let's go or do you need help getting up? She got up and asked, so where we going? I smiled and said the Outback Steakhouse. Mick, we will never get in there on a Saturday evening without a reservation. So we will wait, you started this. Oh there is another option, I'll take you home. She was furious and I thought she was going to try to slap my face. I looked right at her and said try that and you can fucking walk home. She said never mind let's go stand in line. I laughed as this was fucking lunch not Saturday evening. There would be no wait.

It was about a 20 minute drive to the restaurant which was accomplished in almost total science. We pulled into the parking lot and it was valet parking. Winnie was helped out of the car and I tossed the keys to the valet and he said thanks Mike. Before I could respond he had the car door closed and I shrugged so Winnie and I went into the restaurant. We were quickly seated and drink orders were taken. Winnie asked so Mick how did you know we would be seated so quickly. Winnie it's lunch not dinner so relax. The waiter was quickly there and I ordered a Blooming Onion and ask that things be slowed down. Once we were along I looked at Winnie and asked, so can we stop with the games and figure out where we are? Mick, does that include you? I reached for my wallet and took out a 50 and set it on the table and said let's go, I've had enough. Mick, that's unfair as in Florida you started all this. Well tell me about that because we had one night together and you vanished with JJ's rally girl. So is that what she was? You know you buddy is a fucking pig and he is more important to you than me. Winnie, I have no idea about what you are talking about as I have never seen JJ inappropriate with a girl but you are correct he is very important to me. Well Mick, what about me. I laughed and said you occupy a very special place in my life. Ok Winnie, your turn. Just then the onion came and the waiter apologized saying well you can't slow those done and they are awful to eat cold. He also refilled our drinks.

I immediately dove into the onion and the sauce that came with it. Winnie was slower getting into it but eventually joined in. Mick you don't realize what you mean to me. Hell, I chose you over my Uncle. You were a steady force and supported me with my mom's adjustments to being without her brother being around. I was just about to say something to that when the waiter returned and asked if we were ready to order? Winnie ordered Tilapia with Pure Lump Crab Meat and I asked for ribs and fries.

Once we were alone I said, Winnie we are both changing, well mostly you, and for the most part we are becoming more independent. That happened to me a while back when I moved out of the house. Winnie laughed out loud and said, mostly me? I'm not the one organizing things like I have months to live. I had to laugh at that and replied, Winnie that is work shit and right now that's none of your business. It will be your business if our relationship survives college and becomes more serious. I just want to know people here can manage things while I'm at VT. I don't want bothered with trivial shit. That is what's going on and the next step is to have options. Sell the business, go public, quit school or simply let it fade away like the steel mills. Besides your dad knows everything there is to know about Technologies as his firm did an Audit. I quickly added and he hasn't share any of that with you, correct? That made her a bit mad and she said, I haven't asked either. Mick, all the shit that is around you is fun and so is that awesome body but it's you as my lab partner that I love. You flirting and being involved just enough to get the work done. I smiled and said, damn I have to buy a lab coat. Winnie laughed and said well that the Mick I love. You haven't cracked a joke in weeks.

The food came and we ate and chatted like the other times we went out to eat. It was actually fun again. We finished eating and I ordered a Salted Caramel Topped Cheesecake to share and coffee and Winnie forced down some coffee, not really her thing. I paid the bill and when we went outside it was the same valet and as I handed him my claim ticked I asked how he knew me. He smiled and said long story. I looked at him and said well there isn't a line behind un and I have the time. He shrugged and said I was a senior at USC High School and you were a Sophomore. Coach ran up the score on you guys and I knew he would eventually pay for that. I played for him but never thought he was a good person. I'm a Sophomore at Pitt and do this for beer money on the weekend. We shook hands and he introduced himself as Tom Emery. When he returned with the car, I handed him $5 and a card and said there is this Sports Bar opening on second Avenue and there is a marina and a place for a band you could work weekends and the Summer. Just call the number on the card and ask for Jake. It opens in about a month. He said thanks and as soon as we were in the car Winnie asked if we were going to my place. Winnie, I told you earlier I was going to work out but the real reason is that I don't do makeup sex. We had a great day and neither of us won. However if we have sex and to be honest it would be more than awesome, one of us would have won. You wanted to have sex as a solution and dressed the part. I didn't so no one wins and nobody loses. We have simply reached an understanding. Trust me, if had grown up in my house you would understand. A little while later while stopped at a traffic light I looked over and said Winnie, I love you the most when you don't wear war paint. She laughed so hard I thought she would fall out of the car. At her place I walked her to the door and we kissed. I simply got in the car and drove to my place.

I just laid on my bed and listened to the sounds of silence which was quickly interrupted by my phone and it was Major Jim. When I answered I was asked, what you doing tomorrow? I said that there was nothing planned. Jim then said that he had offered to fly Cole and Liam to Florida early tomorrow. Then he said he needed a day and the flight time and that JJ was booked all day for lessons and that he needed a copilot. I thought for a few seconds and said sure. He said wheels up at 7:30 and that we would be flying into Jacksonville and if things went well we would be back early afternoon. When I hung up I thought the time with the Major would be good but was a bit sad to miss some time with Cole. Hell, it would be almost a month when I saw him again and that would be a very tense time at the Masters.

With that I left JJ a message saying that I was going to work out. Immediately my phone buzzed and it was JJ saying, get your ass here, I just pulled in. I quickly grabbed some workout clothes and was quickly at the gym where I found JJ warming up. As he was ready I spotted for him and we alternated spotting for each other. We were both in great shape and I enjoyed watching him work his sweaty muscles. In fact I was getting chubbed up and I knew JJ was aware of it. To Cole down we spent 10 minutes on a stationary bike, then moved to the sauna after grabbing a towel. In the sauna JJ asked MJ after an afternoon with Winnie why are you still horned up, or did you break up? No sex and we are ok, working on it. So MJ, let's shower and go to your place and get you relaxed. I laughed and said well that would be nice but we did that last night besides I have a question. MJ, just ask the fucking question we have no secrets. JJ why would that chick you brought to Orlando tell Winnie that you were a pig? JJ laughed and said well she knew the only reason she was along was for a good time and that would include sex. It started good but then she said that I couldn't use a condom and I was having no part of that. We settled on either of the other places a cock could go and I simply used her ass. She liked it till I wanted sucked and cleaned off. She tried to slap me and when that didn't work she went to her room and locked the door, I never saw her again but paid for her trip home and I have no idea how Winnie paid for her trip of for the trip to la la land. JJ, next time I'll find a hooker as I bet there is no drama with that. Things settled down and we chatted and left the sauna around out allotted time. Once we were showered we went to my place.

Neither of us could be drinking as we were both flying tomorrow. I asked JJ about the lessons and he said everyone wants me as I'm younger and less formal that the old military guys but I don't take any shit and none of my students have failed a flight check yet. JJ, I'm sorry about the question earlier but sometimes you worry me as you have a different approach towards woman that I do. JJ smiled and said shut the fuck up and kiss me and let's see how I treat someone I love. Clothes were off in a flash and JJ pushed me back on the loveseat, got on his kneed and started sucking my cock nd licking my balls. He was going at it slow and I was fucking so close I started to leak. Sensing that JJ stood up, turned around and slowly slowly satin my cock and as he had slobbered all over my cock his ass slid over it easily. He was doing all the work and I wanted more so I pushed him off stood up and had him kneel on the cushion and lean over the back of the loveseat. I spread his ass cheats and spit on his home and drove right in balls deep I was pounding his ass hard and it was hard to hold off and in about 10 of the hardest stroked I could give him I lunged in and stayed there emptying my load as deep as I could in his gut. Damn if I didn't start to get hard again but I pulled out and JJ turned around and was sitting there and I simply put my cock at his lips. I was surprised when without me saying anything he opened his mouth and pulled me forward and started sucking my cock. When he had had enough he pulled me towards him and we kissed and it was long and intense. When we separated JJ asked so MJ, who is the pig now? I stood up pulled JJ to his feet, turned him around and pushed him forward. Once again he was kneeling on the sofa and I slapped his ass and got on my knees and spread his ass cheeks and went to work on his hole. I was licking and sticking my young in his ass and sucking as I wanted some of my load. I was hoping it wasn't too deeply I beaded and JJ helped as he was pushing out and eventually I had some of my load in my mouth. I then pulled him to his feet, turned him around and we kissed sharing my load and his ass juice. Then I looked him in the eye and said JJ it is never piggish when two people care for each other and want to explore every part of each other. It is piggish when the person is simply being used for you to deposit your cum into one of the holes. JJ smiled and simply kissed me again. With up still pumped from working out and both sexually satisfied JJ dress and went home saying he needed to eat. Then he laughed and said enjoy your day with my old man.

I decided to go to the house as I wanted to visit with Cole. When I got to the door, I rang the bell and waited. Megan answered the door looked at me, shook her head and started inside. Then she stopped and said follow me. She took me to dad's office where he was sitting with a drink and a cigarette. She looked at me then at dad and said guys, I have had enough. This asshole just rang the bell and looking at dad said and you started this. You two need to grow the fuck up and work it out because if it continues to Cause me stress you two will see a side of me that only my ex has seen. With that she stormed away. I shrugged and went upstairs looking for Cole. He was nowhere to be found and I went down stairs and Megan said Mike, Cole is with Jessica and Ashley is asleep. So work it out with your dad or go back to your place. I shrugged and started to walk away but stopped at the door. I looked at Megan and said, I shouldn't have rang the bell and I turned and walked out.

I turned some classical music on and laid on my bed. Thinking about the drama I realized it was my fault drinking the damn bell was childish. Dad wouldn't change and people were in place to run the business. Tim would be there to keep an eye on things and I should be trusting all that. I decided to lighten up on dad but basically I would simply ignore or work around him. There was a real part of me that understood his need to step back. The question was how long before he got bored. I was finally comfortable with everything. I got out of bed and spent an hour reviewing comms and procedures. As copilot I was there to assist but I wanted to be spot on. With that done I prepped the coffee, set the alarm for 5:30, stripped and jumped into the bed.

I was up way before the alarm and took a shower and guessed in jeans and a polo shirt filled my travel mug with coffee and headed to the airport. I was pleased that I was the first one there and the fuel truck had just arrived. While the jet was being fueled I unfastened the jet and removed the wheel blocks. I opened the cargo hatch and started the outside preflight check. I was about halfway done with that when the Major appeared. When he came over he said that I should finish as he would file the flight plan. I told him that the jet was fueled and ready to go. He laughed, put his arm around me and said Mike, relax this isn't a test, I trust you. I smiled and said thanks and went back to the pre-check. Cole and Liam appeared being driven by Liam's brother and they had a shit load of luggage. Cole said they had an temporary place in Florida and would use that as a base as it was central. He and Liam would be back in Pittsburgh after the Masters as it would be time to evaluate the schedule and start to focus on the US Open. I noticed he had the bag I had packed for Trey. Then I noticed both Cole and Liam were better dressed than usual and very upscale and preppy. Cole explained it was his new sponsor for off the course attire. I asked who and was told Peter Millar. I just shook my head and secured the cargo hatch. With ever one on board I secured the hatch and went upfront and sat in the right side seat, strapped in and put the head phones on. I immediately heard Mike, let's see if this thing starts. I check to make sure that the right side engine was clear and said, engine clear. It started right up with a battery assist and the left engine easily started as well. I marveled at the Majors clear, precise and yet casual communication with the tower and we were soon in the air.

Thanks for reading and sorry for the delay, Labor Day holiday and lots of family.

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Next: Chapter 384


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