Cast of characters - it was always about the bets

By Mike Simmons

Published on Jun 20, 2020

Bisexual

Up in the room Carrie was sitting on the bed with the TV on. I sat on the bed and asked about her evening? She said it was fun and she liked all the girls, especially Sean's girlfriend. She said it was a relative early night and lots of wine and the cab ride was uneventful. She asked about my night and I said it was a typical frat party lots, of beer. I said I had three beers and met a lot of people. She said so dressed like that did you meet a lot of girls? I said a number of them hit on me and I fended them all off gracefully. She said well for a quiet night you are late getting in but sober. I said Sean and I were in the lobby talking, I really like the dude and we could be great friends. So did you hire him? I shook my head and went into the bathroom to get ready for bed.

I came back and jumped into bed wearing my underwear, wishing I could sleep nude. I asked if she was ready and she said, Mike I had a good day and we were almost normal. I said, Carrie I felt the same way and there are some other areas we need to check out. Carrie, it was a good day and I for one think we are moving in a good direction. I pulled her to me and we started to make out. It got pretty intense and I was rock hard and I let her take my shirt off and and she was kissing and licking my nips. I stopped her and said, so we doing this? She said, please. It was a long gentle and loving session. I started by eating her out and when she said Mike please I need you in me, I drove it in and simply pounded her. It took a while as this was the third time tonight. Once we both came, I turned off the lights and we fell asleep. She kissed me and said, Mike I love you.

I woke early the next morning and decided that I would not run although the campus was a great place for a run. I just laid there thinking about last night, wishing I had not had sex at all. Sean and his sister were just a few more flavors than I am comfortable with, but I had to admit it was fun. Then Sean and I really connected during that marathon talk we had in the lobby. He was a red shirt this year, and I liked that because he still had 4 years and that would mean 3 years with me, most likely all I would be here. He played d-back. He was from a middle class family as his dad was a bank manager, he has the sister and a much younger brother, finishing 7th grade. His mom worked at a day care for kids. His mother was African American and his dad was white. Both him and his sister were very light skinned and he was 6'1" and about 195, very well built, works out and runs. I don't know how hung he was but I'm sure he is bigger than Cole's. He is a business major and was deans list first semester. His other interests, besides football were, fishing, hunting and camping. His girlfriend Amanda was a cute blond and they had been dating since orientation. He had said that they were a complicated work in progress as her rents were an issue and yes the issue was race. He said they were good together and had discussed the complications in detail and were just letting the chips fall where they might.

We had also talked about my spoiled rich kid status and he found it amusing. I simply gave him cliff notes and we moved to football. He said the coaches were so worried about me after Jim defected and I had not been to campus. I said that I had always told him that Jim and I were not a package and that Jim had somehow changed. Sean laughed and said so he developed that QB attitude that we all hate. He had asked about Carrie and I said well she is the reason, I wasn't down sooner. We are not in a good place. He said well Mike, you are not in a good place and she is all in and confused and hurt, you can see it when she looks at you. I told him on 6 levels out of 10 I'm done. I feel used and smothered. He had told me to simply go upstairs, have sex with her and see what that feels like and that is exactly what I did.

Thinking about Carrie, I should not have had sex with her. I'm not ready and that was not fair. Was it special? Well it was comfortable, like an old shoe. No, it wasn't special. In fact it wasn't even exciting. Hell the hookup with Sean's sister had been very exciting. Fuck, I was all into her in every way before Sean arrived and complicated things and possible the sex was exciting as I had his dick up my ass while I fucked her. Damn, I'm going to need that new head doctor sooner than later. I could see it coming. I was still struggling with Carrie, as much as we cared for each other, why wasn't this working for me. What the fuck was missing or what is my problem that causes me to end relationships with people, I care about. I started to think about Ray, Jim, Adam and Ryan. Just then Carrie stirred and I got out of bed and jumped into the shower before she woke, I simply didn't want to deal with it and the scary reality was I simply couldn't. The shower was long and hot and I shaved and emerged from the bathroom to a big hug and a kiss and I smiled and said, good morning babe. Just then my phone rang and it was Sean, he said that Carrie and I would be hanging out with him and Amanda and JJ and Rod and their girls would be hanging out and we would meet up for lunch. I said that sounds great, any idea what we would do? He said drive around in you damn Mustang, do you ever take the roof down? I said hardly ever it messes my hair and Carrie started laughing so hard she sat down. Dude where we meeting? He said, we will come to you in 45 minutes. Carrie said sure and I hung up. She ran right into the shower and damn was all put together.

We went down to the lobby and was waiting for Sean and Amanda when JJ and Dee joined us. It seemed that we were spending the morning apart because none of the vehicles would accommodate 8 people. The other guys went home for the weekend as they lived close. Rod said that we would meet at a sports bar and we could play games and eat. We headed for the car and it was going to be a warm spring day and I asked if they wanted the roof down. I said it will be windy and I'm driving so I don't care. Amanda said she was never in a convertible and wanted the experience. I said ok and Sean and I lowered the roof and we headed for a drive around town. Eventually we ended up at the New River Junction and simply walked around. Sean said we would give the girls a detailed tour of the campus after lunch. I got him aside at one point and said, well I did what you suggested last night and it didn't help me at all, but that Carrie had a great time and complicated things. He laughed and said, MJ you need a good head doctor. I said I have one I'm going to replace. He said you just need to figure out what you want, sometimes comfortable is good. I said Sean, it's a trust thing, I question everything she does and says. He said, well if you are simply questioning the motives for sex, just understand it and fuck the shit out of her and give in on occasion. I laughed and said Cole, JJ, dad and the head doctor all said the same thing. Look MJ, you have a very special thing here and nothing is perfect and if it was always your way it would never work. GROW UP! I stopped dead in my tracks and said, Sean if you had said that even a day ago, I would have beat the shit out of you, well tried to, but fuck you have a point, thanks.

Sean went up to Amanda took her hand and whispered something in her ear and they started off in a different direction. Amanda, yelled back saying we will catch up in a few. I took Carrie's hand and we started towards the river and at the bank, I asked, so how are you? She said confused, I never thought we would have sex last night, I expected you to be late and drunk and you were late and not all that buzzed. Then it took forever for you to cum last night. I said well you should have pinched the manic buttons. She laughed and said I was enjoying it but this morning I was wondering if you had sex earlier in the evening. I said well if you consider rubbing one off in the shower before I left last night sex, then yes I did. You know I'm not the casual hookup type. So, to answer your question NO I DID NOT. I got a giant hug and then asked so how was last night for you. She said very nice and comfortable. I asked is comfortable a good thing and she said yes unless we are both in a kinky mood. I asked was it exciting enough for you? She said Michael, you always excite me and at the same time confuse me. I laughed and said well you confuse the shit out of me. Just then I saw Sean and Amanda approaching. Walking back to the car holding her hand I was thinking damn that lie came way too easy.

Back at the car, we put the roof up and drove to the sports bar. We had just settled in with soft drinks and since they never heard of an Arnold Palmer I ordered iced tea, lemonade and a glass with ice. When the drinks came I mixed my own and combined the remaining tea and lemonade and gave it to Sean and said, try this? He took a sip and said damn that's good. We ate and played some silly games and an intense round of darts. As it was way too competitive I suggested that we get to campus for a detailed tour. We drove to the hotel, parked and walked to campus. It was the library, the memorial, the Duck Pond again and a regular dorm and the athletic dorm. Carrie, said damn she should be an athlete. It was getting late and I got the guys aside and said that I wanted some alone time with Carrie and that we could all meet for dinner at 7:00 and the spoiled rich kid was paying. They said fine and we went our separate way. I took Carrie's hand we started on our way and she asked, ok what's up? I said babe, please just walk with me quietly. We walked along and I saw the puzzled look on her face so I stopped and pulled her into a big hug and said Carrie, I love you so please relax and I got a giant kiss and she said it has been 8 days since you said that. We walked quietly until we got to the chapel and I said, let's go in? Inside it was a smallish military style chapel and I took both her hands looked he in the eye and said, can you picture our wedding here? Her mouth flew open and she said is that a proposal? I said, kinda of but the real one comes with a giant rock so it was just a question for now. She threw herself in my arms and we kissed for a while and all of a sudden there was an applause. I turned and saw, JJ, Sean and the girls. I laughed and said, thanks but it's not what you think and yes, we already have a room. They all laughed and we headed to the hotel. I said we could all meet here and that this time there would be reservations. Sean and Amanda were off and Carrie and I went to our room.

In the room Carrie asked, Mike did you mean that in the chapel? I said yes and it remains unofficial until there is that rock on your finger and it won't happen while we are in high school. Babe, what is the nonsense about you starting here in January? She laughed and said well she wasn't accepted yet and how do you know about that. Carrie, I get the impression that until I sign that officials letter of intent, I'm very special here, after that I will be earning it. So yes I know and yes you are accepted, you will get it in the mail Monday or Tuesday. I said what else as in spite of what everyone thinks we are not having sex, we are talking and making sure we both get it. Understand, I can't fight like this ever again, I am not marring my mom and you shouldn't be marrying my dad. She said, I feel the same way, you see my rents don't fight as usually it isn't that important to either of them, we are both more intense and things, even small things matter. Then she asked, Mike are you good? I said I think so, but let me put it this way. I keep thing in boxes in my head and the bigger the box the more important that person or thing is. You box is very big but fuck it is also very full and I need to clear some things out. Does that help? Carrie, this trip was like a half ton pick up truck took a shit load of stuff out of you box and disposed of it. So we are way better, in my mind, that we were when we left on Thursday. Does that help? She said yes and went and sat on the bed.

I laughed and said, so your pissed not because of what I told you but because we are not having sex, that's simply unbelievable but have at it and I stripped and laid on my back on the bed. She didn't move and I said, either fuck me or not, I don't care. After a few minutes I got up and went into the shower and she joined me and she wound up and tried to slap my face and I grabbed her hand, put he against the wall and shoved my cock in. She screamed STOP and I pulled out and said get dressed we are going home. She said asshole, I didn't want you to stop but it hurt, please just go a little easier. I turned off the water, picked her up carried her to the bed dripping wet and simply went at it as hard and for as long as I could. She reached for my nips and I grabbed her hands and held them above her he'd and kept it up, finally pulling out and shooting a load all over her face. I let go of her and she sat up with cum dripping down her cheek and this time slapped me hard across the face saying, Michael you are a total pig and I love you more when you act like this. I pushed her back on the bed, licked the cum off her face and we kissed. All of a sudden I was on my back and she was sitting on my stomach pinching my nips and damn I was rock hard. She found a glob of cum reached behind her and then sat on my cock. She didn't even flinch as it went all the way up her ass and damn she rode and pinched my nips until I shot again. She leaned down and kissed me and said, so dude we good? I laughed said for now. She got up and went into the shower.

While she was in the shower, I was laying on the bed with my hands behind my head thinking that that was fun and that I wish I had time to hook up with Sean. Then I wondered if Carrie would be happy like this, with wild occasional sex and 3 kids. While I enjoy sex of different flavors with my dudes. I reached for my phone and called Sean, he answered and I asked, if he could talk? He said, for a minute. I asked about Spring break? He replied Easter week. I asked any plans? He said nope no money. I said think about this, you me Cole, JJ and Rod, outer banks, I have a place. He said thinking and that we would talk later and he hung up as Carrie emerged from the shower. I smiled and said my turn and realized that this was the biggest bet of my life. It was a quick shower and I dressed in slacks and an Oakmont golf shirt.

Down in the lobby, JJ looked at me and said, makeup sex? I said, of a kind. He shook his head and him and I went outside while the girls hung in the lobby. I said, JJ I just made the biggest bet of my life. He said ok, share? I'm betting that I can keep her happy, have 3 or 4 kids and have sex with my buds. Mike, I think she will do that and once she has the kids, she will find a lover and you can do dudes. Live as a happily married couple with a lot of money. Is that enough for you? I said right now it is. Just then Sean pulled up and we walked to the restaurant.

Dinner was fun and even though I tried, iced tea was exactly that. We had appetizers, a full meal, desert and cappuccinos. I asked Sean what he did during the summer and he said he had a job lined up and would stay here and work out and be ready for summer camp. He said he got a look at the depth chart and he was rated as one of the top D-backs and figured he could start if he didn't fuck up. It was getting towards 9:00 and I said that tomorrow I needed to get on the road early as I wanted to spend some time with Cole and his dad. Then right in front of everyone I said Sean, please think about what we talked about it will be no problem. He said already being dealt with it. We walked to the hotel and I pulled Sean into a big hug and whispered, I think I would love to have a bet with you and see where the fuck that goes. He laughed and quietly said, well you let your hair down enough on this thrip that win or lose it would be interesting.

Once Sean and Amanda were gone I asked so can we have a quick breakfast here around 6:30 and be on our way by 7:00? Everyone agreed and we went to our rooms. Once there I immediately started packing and Carrie got the hint and started as well. I explained about the early exit and the need to meet Cole's dad. She said that was just as well as she had school work. I jumped into the shower, shaved and jumped into bed nude. Carrie got in the shower and also jumped into bed nude. I said babe, that's nice, but I'm just sleeping and she smiled and said, well we will see. Good night Mike. I said good night rolled over and went immediately asleep. Sometime during the night I felt a tongue on my balls and sure enough Carrie was licking them then it was my cock and it was a nice blow job ending with us swapping my load. We both rolled over and the next thing I knew the damn alarm was going off.

Breakfast was ok but served the purpose and I grabbed a coffee to go and we were off. There were pit stops and a gas fill up and JJ and I took turns driving. I pulled into Carrie's driveway a little after 1:00 and made JJ walk the two houses to his place and just before 1:30 I walked into my house. I went right to my room, threw the bag in the corner and went looking for people. I found dad, Cole and his dad on the patio out back. I poured a scotch and went outside. Once out side, I rubbed Cole's head and said hey, gave dad a hug and went up to Cole's dad, held my hand out to shake it he he shook my hand without getting up. I said well hello Cole's dad. Dad said so Mike please tell me, Cole and Jay about the weekend. I said it was a great time, we bumped into the coach at dinner Friday, went to a frat party, toured Blacksburg and the campus. It was good. Sleeping with JJ isn't fun he snores. Oh and I had the roof down on the Mustang. Dad laughed and said, does that work, I bet that was the first time. I said second, you know how I am about my hair, and Cole burst out laughing.

I said, so how was the Hockey game. Jay said well you guys certainly have all the perks, the VIP parking the Igloo Club and outstanding seats. I said, well for the most part we use that stuff for business, heck I have been to two games this year. Well I understand you are pretty busy with other stuff. I smiled and said well that's true, but I find time to relax. Then he said and Cole tells me you are members at three country clubs. I said correct, gettin more and more pissed off by the moment. Then he said how does a 17 year old pull that off? I said, it's simple, I'm special. He said and flippant as well. I said, ok Jay, I'm a junior member at South Hills and dad and I have a deal, I pay my own way. I am a full member at Oakmont and meet the monthly quota. As for Latrobe, I have a relationship with Mr. Palmer and I will caddie for him next week at Oakmont for an exhibition and as payment I have a one year membership there. Now if you need to continue this rectal exam, I'll be in my office upstairs, I'm tired from the 6 hours in the car, Cole doesn't need any of this and you appear to be, in the 15 minutes since I met you, an arrogant jack ass. Cole, we can talk later and dad I'll be down to say good night. I grabbed my drink and started for my room and I heard Cole say, dad that was outrageous. All he does is help me and if you make me choose, I'm choosing MJ. Safe travels.

Jay stood up and said guys, please sit down. MJ, Megan said you were different and I wanted to see how different. I have to admit you are tougher than I thought, you get furious, don't lose control and can get down in the gutter with the best of them, I bet. For the record the Hockey game and the extras was very nice and appreciated. As for the Country Clubs, I don't give a fuck. As for the rectal exams, I leave those to my ex. I said, ok game well played and dad, your an ass. Then Jay said, MJ you have done a lot for Cole here and both Megan and I appreciate the lesion you taught us earlier in the week. I said, Jay understand, I can and want to be a brother to Cole, I can't and won't be his parent. Now, I am tired and if it's ok with everyone, I'm going upstairs. Jay stood up and said MJ, can I take you up on your offer for a brief chat? I said ok, let's go upstairs.

We went to my room and I closed the door and said please take a seat. He looked at my pictures and said, is there one missing? I said, well I was just about to put it back up. He said well the two that are up, they are very impressive. I said thanks and showed him the picture of Carrie and I. Jay said, I'm sorry about the approach downstairs, I needed to understand you, well a little. I said because, you are Cole's dad, here is a hint, Andrew Carnegie. He laughed and said, Megan told me about that. I said, Jay I am tired so what's up? Ok MJ, how is my son? Jay he is not as good as he pretends, he is a 15 year old and his whole world was turned upside down and his rents take him for granted. The fact that you had not talked with him in a month is simply unacceptable. Either be a parent and involved in his life or have the balls to tell him otherwise. I'm an elite football player and athlete, so is your son. He hit possibly a hundred golf balls and shot 78 at Oakmont and he drained that damn 3' put to tie me. That took guts and we were playing with the club professional. He will qualify for the US Junior Amateur this year and your ass better be walking every hole with him. He is that good. Jay, I'm the top rated high school linebacker in the in the country, your son has a Junior World ranking did you know that or what that ranking is. It take more than writing a check to his teaching Pro. So Jay either be his dad, or simply get out of the way. Oh, I told Megan pretty much the same thing. He was sitting there with his mouth open, looking at me. I smiled and said, well you asked. He was sitting there stunned. Knowing that the next person who needed to talk was Jay, I sat quietly. I got up and went to my desk and got out the math for my CMU final and still not a word from Jay.

He finally said, damn you want to come motivate, my people? I said well actually I want to study for my CMU final, I need the credits. He said MJ, do I need to get out of Cole's way? I said fuck no, you need to get involved and do it now. If you choose otherwise I'll pick up the pieces and trust me I'll exact a price from you. What I would like is for you to go into the kitchen, pour two scotches, with ice and give one to Cole and go introduce your self to you son. Oh, please ask dad to stop up, I need to talk with him. Jay got up and went downstairs.

Dad was up almost immediately and he handed me a drink and said, hi Mike, I'm your dad and I almost fell out of my desk chair laughing. I said dad, it was easy, I pretty much told him to act like you. You know, be involved and piss me off on occasion and dad laughed. He said well thanks for that, Megan will love it. So what's up? I said nothing much, I just needed you to be here and chat for a while. He said ok, so how is Carrie? Dad, it's as good as it can get and it will never be what it was and I think it's because there was some growing up by both of us. Mike, trust me there will be more growing up, especially on her part. So Mike, how was the sex? I smiled and said with who, Seans sister or Carrie? Oh, and before you ask, condoms were involved every time. Mike, please don't tell me more. Dad I was about to say rule 6. He laughed and said that's actually perfect. Then I said, dad I like Dr. Jenkins but I want a real head doctor, how can I get a recommendation? He said ask Dr. Jenkins he is waiting for you to ask. We have been talking and feel you need a younger doctor that is a woman, to rearrange your head. The medical stuff should remain Dr. Jenkins. I said, can you please ask Dr. Jenkins to set that up for next week? Mike, I'm thinking Wednesday and it's set for 4:30. Same building as Dr. Jenkins. I said, that's fine and this is just an interview and from now on, please let me deal, with my head doctor.

Mike, I was at project 1 and it is way ahead of schedule. The great weather and the way the guys are working and you need to thank Mason for that. I said, that I would like to delay the start of building 2 and just move that crew over there. He said talk with Allen and the company they work for. Dad, they work for the union I want to eliminate the company. Have Allen run the next job and work directly with the union hall. He laughed and said good luck. I said, I'll send Tim an email later tonight and ask for a meeting with the Union President. Dad, Wednesday doesn't work, I have a 4:00 final at CMU. Can you please reschedule the appointment for Thursday. Dad that was set up over the weekend. Mike, you ready for that? I said yes and my first 3 college credits. Dad, one more thing, Carrie is accepted at VT for the Spring semester and I'm not doing that. The time away from each other will be good. Mike, thanks, I want you around. Dad after this weekend I really want the damn plane or a helicopter. I said, dad thanks for the talk and I'll see you tomorrow.

About 2 hours later Cole came in and said Mike, thanks I have no idea what you said but he was a different man when he came down. So he let you have a couple of drinks and made promises that you need to make him keep or simply tell him to fuck off. I know your tough enough to simply tell him to fuck off, it is harder to hold him accountable. Dude, sleep with me tonight, we can talk tomorrow. I just need some uncomplicated male company. He said fine and can we skip the run tomorrow? I said sure. He said, I'll be right back. He was right back and nude and said his door was closed. I locked my door and we jumped into bed together, nude.

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 140


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