Cast of characters - it was always about the bets

By Mike Simmons

Published on Nov 8, 2019

Bisexual

I woke to a loud pounding on the door and struggled to my feet and opened the door totally nude, to find Ray standing there. At the same time Jim and Alex came out of the room both nude. Ray laughed and said I see I over dressed, what the fuck is going on? I said Ray I guess it is a clothing optional day. Ray laughed and started to strip and asked ok everyone who lost a bet raise you hand and three hands went up and we all laughed.

I pulled Ray aside and said, dude can we please talk? He said sure and I took him into a bedroom and closed the door. We were both nude and both a little clubbed up and I gave him a big hug and said, Ray I'm sorry I have been an ass towards you. I need you back, please forgive me. He gave me a big hug and leaned in and kissed me and we sat down in the bed and started to make out and before I knew it we were both super hard and all over each other. I said Ray we need to stop, there has been no bet. He said Mike if you are truly sorry just this once no bet. I want to seal this with a load in each of our asses. Me fucking you raw right now and before I go tomorrow afternoon you seed me. With that he pushed me on my back lifted my legs and started to eat my ass getting it all wet. Then he stood up positioned his cock and slowly entered my hole. He did not wait for me to adjust he just bounded away. He kept it up and while balls deep he leaned in and kissed me. He kept up pounding my ass and shot a massive load in my ass. He gave me another kiss and said Mike, you will never dominate me again like you have for the last month. I'm your fucking equal in a lot of areas and accept that or not but I'm back. It will be the three musketeers as I don't see Alex being around long. Then he laughed and said make-up sex is the best. However as you say it will be what it becomes.

We went out and joined the others. I called dad and asked if we could grill out and he said no and that lunch would be delivered at 12:30 and dinner would be at 7:00 have a nice day, it's on me. I thought shit, something is up. I might have to sneak out and investigate, if the guys will let me put clothes on. We just hung out and I put a pair of baggy shorts on and nothing else and eventually they followed suite. There was a lot of roughhousing and guy chat about the girls and shit. Right at 12:30 there was a knock on the door and Ribs, fries and slaw was delivered and damn it was enough for 6 or 7 guys. When I opened the door I took a quick peek around and saw a strange car in the driveway. I shook my head and was wondering again what is dad up to?

We ate as much as we could, put the rest in the refrigerator and I grabbed a beer and turned on the Penn State game. Finally, Ray said Alex I bet PSU wins and he jumped at the bet being a big Pitt fan. I said Jim, what do you think? He said Mike we both have offers from PSU so how could we bet against them. I looked saying ok fucker when did that happen and he said Friday afternoon. So why in the fuck didn't you say something, seriously. Mike you and I need to talk about that, so shut the fuck up and watch the game. The game ended with PSU winning by a field goal and Ray looked at Alex and said dude it's task time pick a room or these two can watch if you want. Alex got up and went into a bedroom and Ray followed closing the door. I said Jim, I wanted to watch as Ray doesn't really like Alex.

Then I said OK asshole let's talk about PSU. Mike, in the back of my mind I am wondering if they made me an offer because of you. Jim, I already told them we were very much our own men and were definitely not joined at the hip. They assured me that don't do that. However if you are concerned ask the coach. He always knows more than he says. Now flip a coin and let it fall on the floor, I need to see who actually wins, but be warned I'm hoping to top as I have been fucked twice this weekend. The coin was in the air and he called heads. It hit the floor bounced around and was tails. I said Jim, right here right now, let's make out and I'm fucking you. I pulled my shorts down and was instantly hard and I grabbed a condom and put it on worked some lube into Jim's ass and said forget the damn making out bend over. He got on all fours and I wasted no time shoving my cock in his ass. I needed this and I needed it bad. I was getting close and I pulled all the way out and kept my dick right at his hole and took a number of deep relaxing breaths and without warning slammed it home and he actually screamed. I really went at it and somehow I was holding back a load. Jim was yelling dude do me harder, this is great. I slapped his ass and he screamed in surprise, the whole time I was pumping his ass. I tried to stop but knew that would not help and I shot a massive load into the condom. I just collapsed beside him and we held each other. As my cock shrunk to its relaxed state Jim reached around and pulled it off my cock. He looked at it and said dude, open up and he shoved it in my mouth and said what does my ass juice and your cum taste like? I pulled the condom out of my mouth making sure my load stayed in my mouth and turned to him and said ok dude, open your mouth and when he did I let my load drip from my mouth into his. He didn't swallow but pulled me into a deep hard kiss and there was cum all over our faces and we made out till it was gone. I got up, put the shorts back on and got two beers and just then Alex came out and said, damn it sounded like you two had a good time.Jim said yes Alex it was, you want a taste? He said what do you mean and Jim went over and kissed him and Alex pulled away saying, shit that gross and Jim laughed and opened his beer. I said Jim have you ever swallowed a load and he said no but I've deposited more than a few. I filed that away for a task.

There was a knock on the door and I looked to make sure everyone had shorts on and when I answered it I found Ryan standing there. He said Mike your dad said to check on you to see if you needed anything, he was busy and there was nothing for me to do there. I said Ryan, we are good, you want a beer? He shrugged and said sure and went to the refrigerator and opened a beer. Before He sat down I asked for a minute of his time and we went into a room and I closed the door. Ryan, just so you know this is a guys weekend and we have been watching football and doing the bet thing. There also has been a lot of sex. I don't care how long you stay or what you do but understand we are all 17. Also, I agreed early on with you that we would not have sex with you. Mike, your dad sent me up here to get rid of me for some reason and I had no idea what was happening here. While I understand our agreement you made after taking a quick look around the room the only one that interest me is you. I can hardly be around you with out being hard. So I'll drink this beer and get out of here besides I have to see Coltan as I think we are about to break up. Damn, Ryan I'm sorry to hear that. He said Mike it is what it is, it's time. With that we joined the others and Ryan finished his beer and made a polite exit. After he left Alex said, Mike who is that smoking dude and simply said my housekeeper.

I said ok guys, time to clean up. We all need showers and the windows need opened as it smells like a saloon in here or a brothel. Oh, and separate showers, biggest dick goes first so let's get hard and find out. Fuck it wasn't even close as Alex had what we measured at 8.25 inches. The rest of us were about at the same at 7 inches so we flipped. We cleaned and showered and actually dressed. The food arrived and it was pasta and a salad and fresh bread. We ate and cleaned up and I called dad to say thanks and it went to voicemail. I looked out the door and that car was still there. Still wondering I went inside and joined the party. This time I went to the cabinet and took out a glass, filled it with ice and floated the cubes with scotch, grabbed a cigarette lit it up and plopped my ass on the sofa. Alex said hey where is mine and replied in the fucking bottle help your self. Ray moved over and sat beside me grabbed a cigarette and felt me up and said very quietly when you going to close the deal. I smiled and said bro suck my cock right here and right now and let everyone see no bet. He said Mike please stand up and he pulled my pants down and I sat back down lit another cigarette and relaxed while he worked my cock with his mouth and tongue. He was doing a great job and the other two were just watching and I said ok Ray enough, you know what's next. He stood up bent over the table, I lubed is ass and fucked him for a very long time while the others watched. I shot a load in his ass and said Ray stay like that and let some of me out of your ass. He did and I licked it up turned him around and shared it with him. Jim laughed and said no bet so that was make-up sex and he laughed and Alex went to a room and closed the door. I thought Shit here we go again.

Again I waited for a while and this time I did not knock, I went in and found him sobbing. That changed my approach. I said big guy what's going now? He said Mike I don't know, I'm very emotional and tasting your cum, although diluted, pushed me over the edge. Unlike you guys where sex is unemotional, for me it is the opposite. That was the first time I have tasted even a little cum and I wanted it to mean more. I'm not getting that with you guys. Alex, I can't help with that, it is how we are. Alex, have you had sex with a girl? He looked me in the eye and said Mike, I lied to you the other day I'm gay. Alex, I'm glad you got that off your chest and that you told me and it is our secret. Now look at it this way come have meaningless sex with a couple of sexy dudes with no limits. Once again he came out released and participating.

Then Jim had an idea, guys we all have shorts and a tee and no underwear so this won't take long let's play strip poker. I said Jim that's a great idea but with each of us have very little on, it has to end in a tie and that won't work. So while we all dress with the same amount of clothes on we need to add under pants, socks, shoes and a hoodie. We all agreed and I found cards and we drew for the deal and it was five card stud, no wild cards. We played for a wile and it got to the point that I had 2 articles on and Ray had 3, Jim and Alex had one each. The cards were dealt and Ray wins. Resulting in 2 nude players. Ray said as winner I'm changing the rules the two losers have to have sex, anyway they want it right here on the sofa while Mike and I watch. You two go into a room and decide what you will do with each other but when you come out I will have a surprise for you before you start. They went into a room a I said, ok Ray what's the surprise? He said 2 I e cubes in each ass. I laughed and said fuck you are back. They came out and started making out and Ray said no so fast. First my surprise, kneel on the sofa cushion and lean over the back of the sofa. He grabbed and ice cube and shoved it up Alex's ass and then a second one and Alex said that's sick then he moved to Jim and did the same thing. Jim's reaction was to smile and look at Ray and say game on you fucking asshole, you will regret that.

They started to make out like crazy and I was wondering if that was the end of it and then Alex went it Jim's ass and started to lick and suck and eat it and naturally the melted ice cube started to leak out and it wasn't the cleanest, then Alex pulled Jim up and they started to make out again until it was Jim's turn to eat Alex's ass with the same result only this time Jim stood up and went over to Ray and spit in his face the contents of his mouth then went back and made out with Alex. I was laughing, especially since I was not involved. I poured another scotch and lit another cigarette. I don't know who was more furious Jim or Ray. Alex was on his second scotch and Jim and Ray were drinking a ton of beer and I was wondering where this was going to go? I lit another cigarette and poured my third scotch when Alex came up to me and said Mike what Ray did pissed me off, that was not part of the deal and he freelanced. I want a punishment for his transgressions. I said Jim do what you need to do, I'm not involved.

Jim was quiet for a while then he lit a cigarette and said Ray you broke a rule as the task was specific and you added to it after we abided by the request. You need to be punished by Alex and me. To my surprise he shrugged and said fine QB1 what do you have in mind. Jim replied here are the choices, I shove 5 ice cubes in your ass and when it comes out you eat and or drink what is in the bowl I'll provide. Ray said the second choice is Mike gives me an enema and you lay in the shower and I release it on your face. He smiled and said the second one as no one has enema gear. Jim Laughed went into a room returned with a backpack and pulled out an enema bulb. First Ray my family owned a pharmacy and I get a lot of things. Second I thought with all the sex going on someone might need cleaned out. So Mike, please fill me up. Ray said, dude I'm not doing that. We all said Ray yes you are you agreed and we will tie you up if need be or be a man and take the punishment you agreed to. He said fine, but let's get this done. I took Jim into the bathroom and he requested soapy water enema and I just laughed. I asked how many and he said 6 and if I can take another one I will. He opted out of the 7th one and he called Ray. He told Ray to lay in the shower and Ray without a complaint did as told. Jim just stood there looking at Ray and asked for a cigarette which he smoked sitting on the toilet seat. Ray must have laid on the shower floor for 10 minutes while Jim smoked and drank a beer. Finally, he stood up and bent over Ray's face and released the enema at one point he punched Rays stomach and as he screamed he got some in his mouth and it must have been awful, soap and brown water, ugh. Jim finished, turned on the cold water to help Ray clean off and sat on the toilet till he was empty and then joined Ray in a very warm shower. They were talking as Alex and I watched and it was clear that things were being settled and finally Ray and Jim shook hands and kissed. They got out of the shower, dried off and grabbed a beer, lit a cigarette and were chatting nicely. It was getting late but no one wanted this to end. We all had a final drink and smoke and Jim was first to hug everyone and went to a room. Alex soon followed leaving Ray and I on the sofa bed. Ray had another beer and I had a 4th or was it 5th scotch and was wasted. Ray turned out the lights and climbed into bed with me and he did not waste any time in breeding my ass again. I woke up around 3:30 to the feeling of him in my ass again and I mumbled, what the fuck again. He said Mike every time you get this drunk count on it. I fell back to sleep and woke to Ray at my ass again. Shit that was 4 loads he put up there in a night. I got up having to piss and sat on the toilet and was amazed by what came out, all Rays cum and it was a lot. I crawled into bed and woke him up and said, ok Ray why all that fucking me last night? He said Mike because I could and you deserved to know I could. I leaned over kissed him and said back in a day I would breed your ass right now to prove I could. This time I accept your overdue response to my shitty treatment of you. However no more sex without a bet. You see I felt it was a debt I owed you and being drunk out of my mind was a good thing you hungry? Mike why the he'll are you not hung over and I replied scotch. Let's find something to eat and to my surprise Jim and Alex came out of the same room asking for coffee.

Breakfast was a quiet affair and we had drank too much last night and I am sure there was enough sex over the two nights to last us a while. Then Alex said Mike you had sex with Ray last night a bunch of time I want some of that? Alex that was different it was make up sex? He said ok Mike let's fight I want some of that. Alex you know the rules, make a bet and the winner gets to choose whatever he wants. Mike, I want you to sit on the sofa and let me suck you off and swallow your load, it is important to me, please. Alex do a bet and that should happen. I saw him looking around and thinking then he said, Mike I bet you used less than a dozen eggs for breakfast this morning. I said Alex it is a bet but you lose, I used all 12. He said you used 11 as you threw one away as it was cracked. Damn, I did ok and I pulled my pants down and sat on the couch and Alex went at it like the pro I was sure he was. It took a while as there had been a lot of sex this weekend and when he shoved a finger in my ass I was areal close. Ray chimney in saying I'm hungry, let's end this and he reached down and pinched my nipples and I shot rope after road of cum in Alex's mouth till he gagged. Ale swallowed most of it and tried to kiss me but I said that was not part of the bet. I got up pulled my shorts up and finished working on breakfast.

After breakfast everyone helped clean the place up and we gathered the sheets and aired the place out. Ray was first, he showered and thanked everyone for a great weekend and left for home. Alex, called his rents and got picked up, leaving just Jim and I. So dude, I asked, what did you think? Mike, it was awesome but way over the top. So Jim did you have a problem with that? He said not until it was sex for sex and no bets. Jim I get that but I owed Ray, he replied, I know but what the fuck did I owe Alex. We had sex three times last night and there were no bets. Do you think he is gay? I said Jim, I have no idea. He said ok, I get it stick to that story, I get it. Ray is right about Alex he won't be around long, he can't do the chick thing that is totally the part of me and I think you. One other thing Ray was really different this weekend, I said Jim I think he might be back.

We hugged and we went to find dad and get Jim's keys. Once he left I said so dad how was your weekend and he said great. I didn't even miss you. I said I bet, so did you need that Viagra shit or did you manage on your own? He said Mike, how did you find out. Well dad you are as stealthy as an atomic bomb and I say the car in the driveway all day and all night and Ryan's visit to the apartment were signs something was up. For the record it's about time. Let's watch some football. It was the early game and of very little real interest so I brought his up weekend date. So dad who is the chick? Just a friend and you were fucking her all weekend? Michael, I respect your privacy and you damn well better respect mine. I thought first Ray is back and now dad is back, I'm loosing control. Ok dad that a deal. Then he started on my weekend so you don't seem too bad for a weekend of drinking and smoking. Is that a question? He said yes god damn it it is. Well I was drinking scotch so I don't get hung over, the bottle is about empty. Ok we're there bets? Dad that goes back to privacy. Michael answer the question. I replied yes, does that matter. He replied Mike it matters if there was sex and no bets. Why dad? Because you are having too much sex even for a 17 year old and I imagine there were games and bets and lots of sex. Ok, dad why did you let me have the event, since it has your buns in a knot. Because it does and I worry about you. I can't wait till football is over and you do the workout thing again. Anything to keep the hormones in check. You are like a giant hormone in tennis shoes. I burst out laughing and said dad are you done? He said yes if you are? Don't pry into who I'm dating of fucking till I choose to tell you, I simply replied deal. He said keeping in mind I am the rent here I'll do the same. Just slow the fuck down and Mike I mean it. Now go call Carrie, it's her turn to tell you off and we both laughed.

Following dad's instructions, I went upstairs and called Carrie. It rang a number of times and she finally picked up and said hi Mike, how was the weekend? Corrie it was fun and relaxing, thanks for asking. So babe what did you do? She said Riley and I did some shopping and I did a lot of school work. So Carrie, just how pissed at me are you? We seem to be walking on eggs. Mike, actually not at all does that surprise you? I said absolutely. Well if that was the expectation have a good rest of the night and I'll see you in school, if you have time for me. With that she hung up. I said damn another fight I'm not losing. I called he back and she answered what now Michael? I said cut the Michael bullshit and listen. While I thought you might be pissed there is no reason for you to resent me having some time with a few teammates. That will go on with me forever weather it is teammates, school friends or work connections. Sometimes it will be a few hours and others a weekend. You need to deal with that understanding there will never be another woman involved. Either live with that or tell me now, so which is it? There was no answer so I said babe have a good night and I hung up.

Now I was somewhere around livid. I need to make this point but not beat her into submission. Although, the thought has crossed my mind, better now than with 2 two kids in 15 years from now. Just then the phone rand and it was Carrie, I answered hi girlfriend thanks for calling back. She said Mike, I'm sorry I was out of line. I said Carrie please don't just give in, let's work this out so we are both right. Please understand there are times when I need Mike time and I imagine there are times when you need Carrie time. So let's just accept that and move on. Mike, I can do that if you can. Carrie in the fights we have and there will be fights we need to find a way that no one wins and more importantly does not win on a regular basis. Mike, I'll try and yes we will fight and no victor sounds great but a lot to expect. Carrie I agree but my ass is dragging and dad and I had a fight tonight as well and that worked out with an armistice of sorts. I love you and good night. She said Mike tell Michael I love both of you and we ended the call.

Comments are encouraged as this is my first story.

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Next: Chapter 50


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