Cast of characters - it was always about the bets

By Mike Simmons

Published on Oct 8, 2021

Bisexual

I knew I could sleep in on Saturday so I grabbed a beer and turned on the TV but missed the high school coverage. I was on my second beer when JJ appeared and he grabbed a beer and sat beside me? MJ, that was awesome tonight. I smiled and said well let's not let this get to our heads as they weren't very good and this truce might not hold. I was glad to see Todd step up and deal with those three assholes. We made plans for tomorrow and the dance and he wanted me to drive. I smiled and said so you won't want private time with Mia? MJ we have all day Sunday and this is a record as I have never dated a chick this long without tapping that pussy. I laughed and said well that's because you have me and I grabbed him and we started making out. There was no way it was stopping at that and as soon as I leaned in for that first kiss we both knew it wasn't the end of it. Without unlocking lips we moved to the bedroom. Once there I pulled his tee out from under his jeans and lifted it over his head and tossed it aside. I went directly for his nips and he was holding my head so all I could do was suck and lick them. While I was doing that he grabbed my tee and pulled it out of my jeans and let go of my head and my tee joined his on a growing pile on the floor. We started to kiss again and found ourselves sitting on the bed and I was gently pushed on my back and my shoes were removed and thrown on the pile. Before I knew it JJ was at my belt and undid the button in my jeans and grabbed both leg ends and pulled and I was there in my boxer briefs.

JJ leaned down and was laying on top of me and I whispered that's unfair and before he knew what was happening he was on his back and I removed his jeans the same way. I smiled when I saw he was commando and removed my underpants. I looked down at that stud and marbled at the new hair on his chest and that thick happy trail and I simply dove on top of him and started to suck him. Being in the perfect position he started to suck me. While this was fun, I really wanted in his sexy ass. I stopped and asked dude, you up for a flip? He gave me a very sexy smile and said, damn your a mind reader as well as fucking horny and sexy. I laughed and jumped on top of him and we started kissing again. I slowly worked my way down that awesome happy trail but skipped his cock and balls. I lifted his legs and started eating his sexy ass. Once it was all wet I turned him so his ass was at the side of the and slowly entered that sexy ass. It was a slow and sensual session and as soon as it was close I leaned in and kissed him while I unloaded deep in his ass. I kept kissing him until my cock slipped out of his ass and we laid there recovering.

I laid there next to him just looking at his face and then leaned in for another kiss and said fuck dude, that was awesome. I reached down and damn, he was hard as a rock and I knew it wouldn't be long before he would be in me. JJ got up pulled my legs in the same position I had him and knelt on the floor and started sucking my balls. When he moved to my hole I moaned as it was wild how he was totally into it and damn that tongue as he tried to get it in was so intense, I thought I would shoot. He stopped and entered my hole with a firm push and didn't stop until I felt his balls hit my ass. He simply with a steady rhythm and each stroke was all the way in. Eventually he picked up the pace and you could hear his ball slap my ass and as he unloaded I shot a second load. As we laid there JJ said MJ, I hate this part as I would love to spend the night but it's late and I must go home. He got up sorted through the clothes and as I lain in bed watching him dress, I was hard again. I actually wondered if he stared the night how many times I would shoot a load. Once he was dressed he sat on the bed kissed me and said good night, lover. He started to get up and I held him and pulled him into another kiss and said JJ, I love you too. I never even got up and simply pulled the covers up and fell asleep like someone turned off a light.

I woke around 7:30, dressed, put coffee on and went for the paper. When the coffee was ready I sat at the counter and opened the paper to the high school sports and read the big article on our game and it was all positive and I was quoted accurately and JJ and Wyatt answered all the questions without saying anything controversial but Josh, provided locker room material for the entire league as he guaranteed an undefeated season. Then he said his parents had already rented a box for the finals. I just shook my head and started to see what Sam did and they had won easily and he had two TD passes. I was glad to see that and made a note to congratulate him. I had just put the paper down and my phone rang and it was Major Jim. He asked if I had read the paper and I said sure, what's up? He said Mike read the last page of the high school sports section and then call me back. I turned to the page and found the article. THIG PROFILE ATHLETE REFUSES TO ANSWER QUESTIONS. The article went on to say that two attempts to ask a question were, at first ignored, and then the stay athlete with a big ego told this reporter to vanish. Then it went on to say that pampered athletes like Mike Simmons make him wonder why we spend taxpayer money on high school sports.

I called the Major back and I asked that he listen. I told him that in two and a half years I have sat in that spot and got ready for the game. Reporters are not permitted on the field pre game. I moved once and he followed and I told him if he ever wanted a question answered he needed to vanish. Jim, he needs to look at the revenue we have produced in the last two years and how we fun, tennis, golf, field hockey as well as baseball and softball. Also, I need an apology. Jim laughed and asked, your ego? I said getting bigger by the minute and you know all about my ego. Ok Mike, I'll have a response written by lunch and I'll insist that paper print it. Jim, please make them understand what goes into the game prep. He laughed and said well you are calmer. Jim this shit is typical but I need to know who this clown works for and who he is. Jim laughed and said already on that. Enjoy you morning. I was actually pissed that the paper printed it and would deal with that on my own. Then I thought that was unfair.

I jumped into the shower and went to the mall. They had just opened the door and I went and took a chance on a haircut. Caleb said he would be free in an hour and would fit me in. I said thanks and went looking for a florist. I had no idea what to get. Once there I found a mom an Megan's age who said son let me get someone better attuned for your needs. Shortly a much younger woman appeared and looked at me and asked are you Mike Simmons? I smiled and said that's me. Great game last night, so you need flowers for the dance tonight? Yup and I have no idea. Mike is this a serious relationship? I said you have me at a disadvantage as I don't know your name. She laughed and said, I'm Anne. Well Anne it is working in that direction. So Mike do you know what she is wearing? Anne, I do and she said scarlet red paint and no sleeves. Anne just started to laugh and said Mike is that simply a bright red skin tight dress? I smiled and said yup. Well dude, that work in progress is one sided as she is all in. Anne, somehow every girl I have dated is all in, well before I am. Ok Mike I would suggest an all roses, small white with a few red ones sprinkled in a wrist band. I asked, how long and she said about an hour and I'll have my mom put it together. I said thanks and left for the hair salon.

At the hair salon, it was the usual discussion about a new style, with the usual results of me getting a trim. My hair was still waive and with the sides shaved close and the top longer, it was different and definitely my look. Caleb was still on my case and I said dude, it won't matter because when the playoffs start the top is being dyed blond. He shook his head and said well I won't be doing that. I laughed and said that's ok, I'll simply tell everyone you did it anyway. He laughed and said brave talk considering I have the clippers in my hand. When it was all finished I thought i looked great, well my hair was great.

Back at the florist the wrist band was ready and it was awesome. I paid what I thought was more than enough but then again it was special and I added a nice tip for the help. Now I was starving and stopped at the food court. Nothing looked good so I grabbed 2 slices of pizza and a large iced tea. It was strange having this much time alone and I was just sitting there looking around and watching the people. I was about ready to leave when Sam appeared and sat down. I was glad to see him and said that read he had a good game. I got a big smile and he said, I read the same thing about you. We talked about football and he was pretty sure his team would make the post season but not go far. Then he said that his parents bought a house in Peters Township and would be selling the current one. Mike, there was all kind of legal drama as my sister had a medical procedure and she wasn't 18. The dude who got her pregnant simply signed off as a parent. Mike, mom and dad got a boat load of money and the doctor and that clown are in big trouble. So Sam how are you? He laughed and said well I have no choice but to move but I like the team and the school so I'll simply stay there and drive to school. Sam, won't that be a long drive? Mike a little over 30 minuted and that's an hour I won't have to put up with the rents. I asked what he was doing at the mall? He said meeting teammates and avoiding the rents. I just shook my head and thought what a shame. Sam and his buddies left and I drove to my place.

Once there, I put the flowers in the refrigerator and went to the house looking for some time with Ashley, she was sleeping and Megan threatened to kill me if I woke here. She was reading papers as she had a case starting Monday. I was told that Colleen, the housekeeper, had agreed to tend to her. I asked about Cole and was told, he is at Latrobe practicing as the district championship are coming up. He had Liam with him to develop a reasonable strategy but that he was not permitted caddies for the event. She asked about the dance and is said a semi formal and I was thinking a lot of fun but an early night as JJ and I are going to the winery with the girls. She laughed and asked so Mike, is that business of simply fun? I smiled and replied, yes. Well don't mess up your dad's place as it is rented for the week and has been cleaned. I smiled and said no problem as I have my own place. She laughed and said, I heard all about that.

Back at my place I checked and sure enough there was a reply to the article from the Major. It was nicer than what I would have written but a very deadly criticism of the media in general and this "stringer" in particular. He went on or rather I went on, about the lack of privacy afforded student athletes, the need to sensationalize the mundane, the constant need to search out the negative. Then mentioning the stringer by name the inability to report the facts as they actually occurred. There was a comment by Dr. Johnson reminding everyone that school policy has always been and remains that media are not permitted on the field or to question student athletes pre game. He indicated that the policy will be enforced going forward. It ended with me thanking those in the media whose integrity and professionalism were the standard of the industry. Then I indicated that I would continue to accommodate responsible media. I immediately irately called the Major and thanked him for being nicer than I would have been. He laughed and said well you are welcome but that's what you pay me to do. Then he said have a good night Nd try to keep JJ out of trouble. I smiled and said Jim, it's wheels up at 7:00 tomorrow morning as we are taking the girls to New York. He said that's exactly what I meant, fly safe.

I called JJ and he answered with, what I'm busy trying to get flowers for this stupid yankee tradition. JJ, just go to the florist in the mall and ask the older woman for her daughter's help. It will be marvelous. He simply hung up and I laughed. I immediately called him back and it went to voice mail, I left a message saying we needed to firm up plans for tonight. It was mid afternoon and I considered working out but decided on a run so I put on sweat pantos and a tee and was off. As I ran I was thinking about this tradition at our school, it was mostly seniors who attended and every class was welcome but only a few Juniors attended, those who mattered, and very few others. I didn't go last year because the timing wasn't Good and to be honest our class was overshadowing the seniors. I wanted them to have a minute. It would be in the school gym and tables would be set up and a stage for the Disc Jockey. While it marked the beginning of the end it wasn't like the prom which ended a lot of things, as relationships ended and people began to scatter. I laughed at myself when I realized that relationships fired up at this time of the year. Then I thought of tonight's dance and how I hoped it would be more fun than the Prom, last year. That night on the boat was long and boring and all I wanted to do was get home. I was thinking that I couldn't let that happen tonight. I wanted, even needed tonight to be a senior, high school event.

I had run longer than usual and stopped about a block from the house to warm down. As I passed JJ's house and he came running out yelling MJ that chick was indeed marvelous. I laughed and asked what he got and dame it was the same thing but thankfully different flowers. Then he said he would get Mia and drive her here and once I had Heather we could drive to the event together. So JJ, if this sucks my place is Plan B? He smiled and said exactly. Look JJ, we have all day tomorrow I'm flying up and your flying back so while I'm flying and Heather is up front with me, well do you need me to draw you a map? JJ, just stood there staring and then asked dude, are you serious? I laughed and said no way in hell would I want you in the middle of that and have something come up and I would need you. Was I serious? No Fucking Way in Hell. The flying is serious shit and no amount of sex, either with you or someone else. JJ, the cabins are finished and that's why the trip, I need to pay the contractor. I got a big hug and JJ said Mike, I've seen a jet go down and it is uglier than shit. There were barely body parts. Why the fuck do you think I'm so careful and serious and why my comms. are so fucking precise. Don't ever fuck around about flying, EVER.

WOW, I wasn't serious but that was some reaction. I changed the topic and asked what he was wearing? MJ, I bought a Yankee suit and shoes as the old image will only appear when or if needed. So MJ, are you wearing a tie? I smiled and said well it's a light grey suit, a pale yellow shirt and a bright red bow tie. JJ laughed and said, hell I was going to wear a string tie. We both laughed and decided no ties. I asked if he anted to hang out. I quickly added that is not code for sex but iced tea and a smoke along with some idle chat would be nice. He laughed and said dude, I'll bet it gets to be way more than that. I looked him right in the eye and said that's a bet.

We each had an iced tea and JJ was complaining that it wasn't a beer, I shook my head and said dude, what the fuck you just lectured me about safe flying, just deal with it. We were just chatting about school and shit and my phone rang and it was Jim. He asked if he could sit with us tonight? I said absolutely, well unless you are high? Mike, that's over and through this entire neck thing I haven't had any meds since the day of the surgery. Jim, that's good to hear, see you tonight. JJ and I hadn't consider companions for tonight and Jim was a good get. We finally decided to just let that be what it became. We talked about plans for tomorrow and I assured him that my meetings would not take an hour. I suggested a lunch and the afternoon on the lake. I reminded him that the weather might not be good for a swim. He laughed and asked if he should pack his winter coat. JJ have ever played football in19 degree weather? He just looked at me and said, I can count on one hand the number of times I have been in temps that low. So I'm guessing you have never played in snow? JJ just looked and I said football in December is almost never fun. JJ got on his knees and said MJ, I'm begging you fire my dad so we can go back to Texas. Then he stood up kissed me and started to laugh. With that he said I'll see you tonight. I smiled and he said I know, I lost a bet and will gladly pay up.

I called heather and when she answered I asked, how was the sexy dude that gave you the massage? She laughed and said she was great, I bet you would enjoy one from her. Mike, what's up? Heather, is 6:30 good to pick you up? She said sure and then I said we will meat JJ and Mia at my place and take my ride to the dance. So babe, did the coat of red paint dry yet? She laughed and said well I squeeze into it in a bit but know the rents want pictures. So Mike do you dance or simply grope me during the slow dances? I chuckled and said both, we will have a blast. With that we hung up.

I was just sitting there and remembered that I promised Megan that we could have my birthday next weekend at Oakmont. I called the club and asked for Clark. When he got on and I told him who I was, he said it was nice to hear from me as it has been a while. I said well school, football and other things don't give much time to relax. I said I know I have USGA shit next weekend but I would like to have the family over for dinner, 4 adults and a 2 month old, can you accommodate that. He laughed and said that he have to dust of the seat for the infant but that was no problem and he asked if 5:30 was good. I said sure and thanked him. Now it was time to get ready and it was a long hot shower and got dressed. I had time so I went to the house and found dad holding Ashley and Megan drinking a glass of wine. Megan smiled and said damn you clean up well. I said thanks and took Ashley and dad went to get a drink. I told Megan about dinner at 5:30 and I would meet them there as I had USGA meetings all day. Also, would you please remind Cole he new to play there on Sunday and I'll let him know the time. Then ask him if possible get Liam to caddy, this is a big event and AP, Carol and I want to make a point.I gave Ashley back to dad and he said enjoy your night. I said thanks and reminded him I was going to New York. I needed to pay the contractor and meet with Jace. He laughed and said well you covered those expenses well. I smiled and said always. Then it was off to do the boyfriend thing and pick up Heather.

I jumped in the car and remembered the flowers and quickly retrieved them from the refrigerator, there them on the front seat and drove to Heather's. I rang the bell and the door was quickly answered by Mr. Kirtpactric he said come on in and I'm sure she will be down in a few. Have a seat and let's talk, I thought if this is the damn sex talk, I'm telling him to slow his daughter down. Once we were both seated he said, this trip to New York, you are flying up? I said that's correct, I have two quick business meetings and I was thinking lunch and an afternoon on the lake. Mike, that sounds like fun and you are the pilot? I smiled and said yes and JJ will be copilot on the way up and we will switch on the way back. Sir, let me continue the plane is a 3 year old twin engine Cessna, it is maintained in excess of FAA standards. Both JJ and I have over 200 hours as PIC of this craft. We are very careful and besides your daughter my ass will be the plane as well. I have the latest Cessna Citation VI on order for February delivery and have met all the requirements to fly that jet. Well except JJ's dad needs to sign off. He is a certified flight instructor, was the pilot for 2 shuttle missions and expects protection from both of us. Besides all that I have over a 100 hours in a flight simulator and have encountered a vast number of emergencies and have died only twice. I will be glad to give you Major Messer's number so you can verify what I have just told you. Just so you know I am always smart and safe and unless it it is business don't take risks. He smiled and said, I'm good and yes I understand both message you delivered. Just then Heather appeared in a stunning scarlet dress and damn I could have done her right on the spot. I handed her the flowers and her mother made a timely appearance and helped her with the flowers. Pictures were taken and Heather hugged her dad and him and I shook hands and he said Mike, it isn't that I don't trust you, I smiled and said understood. Then I said we won't be late as it is wheels up at 7:00.

As soon as the door closed she kissed me and said the flowers at great and I'm a bit surprise I'm flying to New York. Oh Heather, I answered all his questions even the one he was afraid to bring up. She said, shit and got in the car. Mike, why we going JJ and Mia? I said we are all friends and besides if the dance sucks e can hang at my place. She said well things are looking up. Babe, relax as JJ and I won't be drinking as we are flying in the morning. She laughed and said this must be an important trip? I laughed and said more relaxing than work and there is nothing like flying. Besides the business part let's me write off the expenses. Mike, just be Mike tonight, whoever the hell that is. I smiled and said all weekend, well unless I'm flying the plane. At the house JJ and Mia jumped out of the car and jumped in the back seat. We were at school in no time and I parked in my usual spot and we went inside. The cafeteria was all decorated and the DJ was just finishing setting up and we found a table right by the dance area and sat down. Jim and Kathy soon joined us and the empty two seats remained that way.

The DJ started to do her thing and I Put my jacked on the back of the chair and rolled up the sleeves on my shirts and asked Heather, you sitting here all night or are we showing these clowns our moves. I simply laughed when the first song was the very popular "I Wanna Sex You Up" it was fun and damn we bumped and ground like the song indicated. I was waiting for a chaperone to intervene, but we were left alone. It immediately slowed down to "I Only Have Eyes For You" and we were all over each other. When the song was over I said babe we better sit down before we get thrown out. She laughed and said perfect and she fucking kissed me. We were alone at the table as the others were dancing. Rather than sit there we got up and started to dance there was another uptempo song and then "Love Takes Time" and again we were into each other. Once the song was over I looked around and JJ and Mia were having a blast and this time it was a "Line Dance" Both Heather and I hated that type of dance and just watched. I couldn't remember when I had danced so much and had so much fun. JJ seemed to be having a blast as well even though the DJ only played a few of is country music requests. Things slowed down when the food was ready and it was buffet. Our empty seats were filled by a revolving door of teammates and others just for a quick chat. Jim was struggling a bit as the night wore on and I got him aside and asked, how he was doing. Mike, I'm good and have just over done it some. So Jim, what do you need? MJ, I don't need anything. I just told Kathy that we were going to take it easy for a while. Thanks for asking and he sat back down. This was not the place and I have always trusted him and would do so now. I found JJ and asked what he thought if I asked Jim to tag along tomorrow? JJ said as long as he brings a chick, I don't care. I went over and sat beside Jim and asked if wanted to fly to New York early tomorrow morning and he would need to bring Kathy. He smiled and said well let us check and it sounds like fun. With that it was back to the dance.

On the way out Jim said Kathy is still selling the trip to her rents. I said Jim, I get the short notice and if you guys are at the airport on Lebanon Church at 7:00 we are good. If you are a tad late just call. Jim, I'm sorry I gave you a hard time about the pills. MJ, I'm glad you did. With that we all jumped into my car and drove to my place. Once we went inside I asked who wanted something to drink and Heather asked Mike can I see your room, I would like to talk. We went in my room and she closed the door and sat on the bed and I sat beside her. She gave me a sweet smile and asked Mike, why aren't you like this more often a fun sexy guy, why do you hide that? Well Heather it was that first some and how we got into it and I just went with it. She leaned in and kissed me and we started to make out and she stopped and said stand up. When I did she smiled and said it's not a good time but I need this and you don't have a choice after you teased me all night. She unfastened my belt and lowered my pants, pulled me close and lowered my underpants and gently and gently grabbed my balls and pulled me closer and took my already hard cock in her mouth. It was immediately obvious that this wasn't the first time she had done this and I was really enjoying it. I had to stop her as I was really close and I pulled back and she looked up at me smiling and grabbed my cock and started jacking me off. I came all over the floor. She stood up kissed me and said if I wasn't in this dress you would not have been able to stop me. We kissed again and she said get dressed and we will finish this tomorrow. Back in the common area, JJ and Mia were in Jace's room and I drove Heather home.

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Next: Chapter 285


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