Cast of characters - it was always about the bets

By Mike Simmons

Published on Mar 25, 2021

Bisexual

I woke to find myself alone and jumped into the shower. Once I was dried off I went to get dressed and there sitting on the bed was Liam, he had shorts on and no shirt and flip flops. He looked at me standing there naked and said MJ, I'm sorry. I asked, are you sorry you sucked this last night, indicating my cock. He said no, I am not sorry about that at all. I pulled him to his feet and gave him a big kiss and asked, you sorry we did that? He shook his head and laughed and said, I'm sorry I forgot this and he handed me a condom. I simply laughed and asked, so who gets to put that on? Well MJ, I was hoping I could put it on you and that you would be the first one to do my ass. I sat beside him on the bed and we kissed and fuck I was rock hard. I asked, if he was sure and if he knew that this might be uncomfortable. He laughed and said, I just want fucked, pleas just go easy and he kissed me again. I stood up, pushed him on his back, grabbed his shorts and pulled them off. I unwrapped the condom and unrolled it on my very hard cock. I grappled his ankles and lifted his legs until his knees were by his ears and he grabbed his legs and held them in place. I reached down to finger his hole and found him lubed and so I just positioned my cock at his hole and slowly, very slowly pushed. Watching his face I saw him wince and pulled back and he smiled and said please just do it. This time I pushed slowly but firmly and didn't let up until I was all the way in. I just held my cock there until I saw him relax some. Then I started to pull back out and just before I slipped out I rammed it home and started working his ass. I could see he was enjoying it as he was hard and leaking precum. I kept it up but started to Jack him off and damn if we didn't shoot at the same time.

I collapsed on top of him and we kissed and I felt someone behind me and then a cock at my hole and I knew Cole was about to do me. I started to kiss Liam and Cole just pounded me hard and harder as I concentrated on kissing Liam. Man this was so fucking hot, I was hard again. Cole went at it pretty hard and shot deep in my ass. Cole rolled off me and we were in bed and he said, fuck I thought you two would never finish, I was leaking watching you two. My phone rang and I said ok you two separate showers, breakfast and wheels up. I answered the phone and it was Dave. He said MJ, you won the bet yesterday where do you you want the money sent? I laughed and said to your scholarship fund. He said unbelievable and we at the club will discuss that next week. Have a safe flight home.

I took yet another shower and dressed in jeans and a tee packed up and headed down to the restaurant and found Cole and Liam already there. They had a lot to eat and I had a light meal consisting of cereal and coffee. When the guys were finally finished eating we checked out and drove to the airport. While they were loading the plain I went inside and filed the revised flight plan and felt it could save 20 minutes of so. Back at the plane, it asked the guys to unsecured the craft and I started on the pre-check. Liam was paying a lot of attention and I said, a safe trip always started here. I did the manual check of the fuel and we were good to go.

Cole and Liam jumped in the back and I checked ATIS and saw there was a bit of a crosswind and I took a moment to review that in my head. I contacted ground control and was asked to wait in place. About 5 minutes I was cleared to taxi and checked the airport map and headed to the designated place. We were 3rd in line for takeoff and 6 minutes later we were cleared to takeoff. The entire time I was reviewing in my head the procedures. It was another great day for flying and I had time to consider the events of last night and this morning. I was wondering how much thing would change with Liam and how long him and Cole had been at it. I saw I68 and simply crossed it and would be adjusting the direction when I saw the PA Turnpike. Then my thoughts turned to football and I would call JJ as soon as we landed and figure out a time to workout.

Soon enough I saw the turnpike and headed more west than north and was looking for good old route 51. It was really quiet in the back and I assumed they were both sleeping. I stopped thinking about things and simply enjoyed the flight. It was so clear you could see for miles and there were no clouds to worry about. I was really relaxed and realized after JJ, my next call needed to be to Mary Ann. I had promised we would do something but again I had no idea what that would be. We seemed to be making good time and damn there was the marker and I changed the heading to due north. I put everything out of my mind and concentrated on the landing and all that involved. It was a normal approach and once again I was instructed to enter the pattern. As usual there was no reason for that and we were shortly cleared to land.

I woke the guys and we unloaded the gear and I was thrilled to see that Liam somehow had a car. Cole said, I picked him up here Tuesday as his ride home is much shorter from here. I pulled Liam aside and asked dude, you ok? He laughed and said I'm very ok and it was a fun trip. We hugged and Cole walked with him to his car and I checked my messages and listened to a voicemail from Jace. It was all good news and I was hoping the direction of thing were changing. Cole jumped into the car the roof was lowered and we headed home.

At home the clubs were put in the garage and my bag was emptied in the laundry. I grabbed an iced tea and went to my room. I called JJ and it was a quick chat and we agreed to meet at school at 3:00. Then I called Mary Ann and we chatted for a while and I asked what she wanted to do and she said, dress casual and bring a raincoat. I laughed and said sure, see you around 5:00 and we hung up. I was collection thing for a workout and for the date when Colleen knocked on the door. She said lad you are back early. I said no worries as I'm working out then have a date. Well if you strip the bed I have clean sheets as I'm about to do laundry. I smiled and said great, I'll have them by the washer in 5 minutes. I continued packing for the rest of the day and found an inexpensive clear plastic rain poncho, stripped the bed and went downstairs. The bag and the rain coat were set on the kitchen table and took the bedding to the basement. Back upstairs Colleen said thanks and I really don't think you need the rain coat. I laughed and said well my girlfriend said to bring one. She shook her head and said lad, she might have politely been asking for something else. Oh Colleen, I have those as well, enjoy your evening.

At school JJ was in the parking lot on his phone and I waited and we went to the stadium workout room together. As soon as we got in Coach Weston yelled Misters Simmons and Messer, my office and JJ looked at me and I said just keep changing clothes. Soon enough enough the coach was standing there and asked, are you two deaf? I asked coach, do you need something? We thought you wanted our dads. He was furious and said just get your asses in my office, now. I stood up and started to the office and he said, put some damn clothes on. Coach you said now, didn't you? Hell, I was just doing what you asked. Coach started to his office and JJ said damn you are on a roll, watch your ass, the dude is furious. I smiled and said yes he is and it's about time.

I knocked on the door and asked coach, did you need to see us? He said close the door and sit. Coach looked at us and asked, what's up with you two? JJ said coach, I'm new and just trying to fit in and this is very different than Texas. Hell, I was a pretty big deal there and here I'm willing to earn my spot. I do have to say kids in Texas get egos but only after they earn one. You rarely get from 9th grade star to varsity starter, let alone run things. For the record, I trust the dude sitting next to me. He has been there done that and been working hard. Coach looked at me and I said, well I'm totally confused why you are so infatuated thing the 10th grade group and why are they more important than the dudes who busted their ass for you last year. I get that we are building a program but you don't blow up what should be a very good year to build for 3 years from now. So coach, please let me know what the hell you want so I can make an informed decision. I'm considering CMU for next year at any rate. He said Simmons and I exploded and said it better darn well be Mike or I'm out of here RIGHT THE FUCK NOW. Coach what I think is that last year we shocked the shit out of everyone and WON. That was easy and now that it's expected you are struggling. Coach all you have to do is call the plays and keep us under control. Coach was quiet and looked at me and said, you are absolutely correct, I need to take control of this team, Mike you are suspended indefinitely. So coach, the reason? He simply said team rules. I laughed and said well have a great season, I'll enjoy buying a ticked and not being beat up. I got up looked at coach and said, well I'll just simply clean out my locker and get out of your hair. I started for the door and coach said Mike just sit down. So Mike did you think I meant to suspend you? I said, yes I did. Did that matter to you? Coach personally not at all as it made a decision for me. Team wise, I felt sorry for the guys as I wasn't coming back. Hell the media will stop bothering me, JJ and I won't fight and I'll have a ton of time for other things. It will be just one of those things I shove in a box in my head, and never think about it again. Anything else, I need to clean out the locker and I have a date. Coach, I'm not babysitting the sophomores until they earn my time and attention.

Ok Mike, how do we fix this? Coach, I asked you to run your team and you did that by suspending me. Then I sat here and told you I was good with that. So I don't need anything fixed, I'm good. If at some point you reinstate me, we will have a long talk and see if I fit into the team you want to move forward with. Mike, you are not suspended and you as always will fit into a team I build. Coach, I appreciate that but JJ and I had a big discussion the other night and he insisted I work out here and I did that Tuesday and was back again today but I actually need a break and I will be at practice Saturday and work out some here and some at my gym. Now can I please workout as my time is limited as the girlfriend needs some attention.

I tried to workout but guys kept asking what the hell was that all about. I simply said to please ask coach. The sophomores were told to ask Sam. JJ had stayed behind and halfway through my workout he said dude, go see the coach. I asked why? MJ because I'm asking you to do that. I got up and knocked on the coaches door and said, let's talk. We talked for about 30 minutes and both discussed our concerns and agreed to talk more and see how things went. I made it clear that I wanted seniors given every opportunity to start. I was asked about Sam and I said I actually like him, he is fun and will be a great QB, but not this year and while he needs to play a lot, he hasn't been hit yet. If he plays a significant number of meaningful downs we will be in a heap of trouble. Coach said that Texas kid is something else. I said coach, JJ is my main mate and I'm having this second talk with you as he told me too. Coach, I hope we are good as you saved my ass last year and I'll never forget that. We shook hands and I headed for a shower.

I took the back way from school to get Mary Ann and I put on the rain poncho and knocked on the door. One of the twins answered and just started to laughed and he yelled TJ you need to see this. TJ just started laughing and I asked, what? Mary Ann said to bring a rain coat. They laughed harder and I smiled and said I have those as well. Mary Ann looked at me and said, you dolt, you better have something else. I smiled and said, well I'll borrow some from the guys. She shook her head and said take that damn thing off and let's get out of here. She took one look at the car and said please put the roof up. I said ok, where we going. She said just get on Route 51 and head south and tell me about your trip. I was telling her about Cole. And Liam and the way they act on the course and that he raised 100k for charity and that I won 44k which I donated to charity. She shook her head and said damn most people don't earn that in a year and you gave it away. I said well a tax deduction, I need write offs. I said babe, let's change the topic. Again I asked where we were going and she said a very private place that I have access to. Then she said get in the left lane and turn at the light. I asked at we golfing at Cedar-brook she laughed and said well I'm the only one playing will balls tonight. I laughed and said well that might be fun. I made the turn and quickly she said pull in here. I turned into a very small motel and she jumped out and went into the office.

A few minutes later she came out with another girl. She introduced the friend as Sandy. Mary Ann said that her parents owned this place and she was owed a favor. I said well thanks Sandy. She laughed and said don't worry, I won't be joining you. At least not tonight, enjoy yourselves. Inside I locked the door and turned on the Air Conditioner. I sat on the bed and said, babe your friend seems nice but there never be a 3 way. She laughed and said, lighten up she was kidding and she pushed me back on the bed and started to kiss me and fuck were were really into it. I pushed her off me and said slow down unless you only have this place for an hour. She said fuck you are in a strange mood, let's see if this helps. She stood up and took my dockers foo and threw them on the floor and then she unbuttoned my shorts and pulled them off and my boxer briefs were next and she knelt down and started to suck my cock and name she knew what she was doing and I was hard as ever and she had no trouble taking it to my balls. I was letting her go at it but finally said babe, me being the only naked isn't working for me and I pulled my shirt off and started undressing her. I uncovered he perky tits and lost interest in anything else and started sucking. Her firm nips were a big turn on. But I started kissing her stomach and licked her button and pulled her pants down and dove in and was eating her out. I stood up found my pants and recovered the raincoats. She was laying on the bed and she was leaning on an elbow and smiling. I said what? Well that's exactly why I hate those things as you always have to stop and cover up. I said well that can be fun as well and I opened the packet and set it on tip of my cock and grabbed her hands and said so put it on. She laughed and went right to work with her mouth and lips. I stood up pulled her so she was at the end of the bed, lifted her legs and she grabbed them freeing my hands. I was interested in those tits again and the perky nipples. I simply leaned in and slowly entered her and grabbed her nips and she moaned and I played with her nips while we fucked. All of a sudden she sat up, let go of her legs and started to kiss me. She put her hands around my neck and bounced on my cock. I held her and moved to the wall and put her back against the wall and we really went at it and she screamed, OH MY GOD, IM CUMMING. I was about 2 seconds behind her. I carried her to the bed and we just laid there kissing.

We talked for a while and her head was on my chest. She looked at the used condoms and asked are there more of those? I smiled and said yup would you like to put another one on? She laughed said, I think it your turn. As it turned out I had two more turns that night. Then with both us starving we drove to the Tavern and found JJ there with Dee. I ordered an iced tea and a burger and Mary Ann said she would have the same. When two beers game JJ said how the fuck did that happen? I order iced tea and iced tea comes and when you do it beer comes. I said I'll fix it but it's only one. If Dee orders sprite, one wine will come. She said iced tea would be fine. I got up and explained things to the owner and two beers were delivered. JJ it's a perk, we come after games a select few and we eat and have one drink all on the house. It's a mad house, but fun. We had a great time and I finally took Mary Ann home.

Back at home JJ was there and we went inside and had a beer in the game room. We simply talked about the day. I asked if he spending the nights and he said, I've shot three loads today and I exhausted. I laughed and said 4 and I'm also beat. We finished the beers and JJ left and when I went to say goodnight to dad he said, hey grab a seat. We talked about the trip and Cole. Then he said Mike, I have an offer for our new startup 1.5 million. You have any thoughts? Dad it's like everything you touch, a fucking money machine. Eventually it will be worth 60 or 70 times that. Dad, with the kid and all that just sell it and watch the new owners become wealthy. So you think we should keep it. Yes dad, I do. However, this is your baby and neither of us need money right now and our tax bill will be nuts. Dad said Mike, you seem to be in a good place. Dad, full disclosure? It was a great trip with Liam and Cole, things are working out at the Winery, I had sex with Mary Ann and we had an ice tea and a burger at the Tavern with Dee and JJ. Oh, there was a big blowup with coach that is workout. So a good day and thanks for noticing. I'll be a little late for work tomorrow as Ray is leaving. Dad laughed and said well it's good to have you almost back.

Up stairs I took a quick shower and jumped into bed and was quickly asleep.

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Next: Chapter 229


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