Cast of characters - it was always about the bets

By Mike Simmons

Published on Dec 18, 2020

Bisexual

WOW, another 100 chapters, for those still reading, Mike and the gang will be totally involved in football and things will move quickly after the vacation as Mike involves more and more into football and less and less into business. Mike grows and matures with diverse interests in people and new adventures. Thanks for continuing to follow the adventures and be safe and have a very Merry Christmas and to those celebrating other traditions, enjoy the time with family and friends.

At this time of giving, please remember, if possible, Nifty in your holiday giving

Mike

Apparently JJ was serious about starting the vacation as on the way down the steps he grabbed a couple of beers. I looked at him and in a Texas drawl he said, partner were on fucking vacation. I laughed and said if we are taking the boat this afternoon, it's the last one, for Christ's sake it isn't even noon. In that same drawl, he said well, it's sure as hell noon somewhere. Then he racked the balls and asked simple bet or strip 8 ball? I laughed and said regular bet as we both only have t-shirts and baggy shorts on and I can see your balls when you bend over, I know we are both commando. He smiled and said your break. I smashed the balls and one stripe ball and one solid one went it a pocket. I made 2 more striped balls and missed. JJ laughed an took a drink of his beer said thanks for making room and ran the table. I shook my head saying, you fucking sandbagger. JJ said you famous memory deserted you, I told you Texas was football, bear, drugs and pool. Get in the bedroom and strip.

I went in the bedroom and sat on the bed and watched JJ strip. I thought damn he is more fit than I thought. He simply was toned but his chest and arms were nicely developed. He sat down beside me and said MJ this will be a little different please stand up and face me. MJ, first we are playing a game I know you have heard but this is a totally different version. It's called Texas Hold `Em, pain addition. In this version I gently hold your balls in the palm of my hand then at the top of your sack I form a ring with my thumb and forefinger. I look you in the eye and ask a question and if is a bullshit answer I pull down until your balls slip through. The slower I pull the longer it hurts, however, if I pull hard and fast it is an intense sharp pain. The advantage to you is that if that happens you don't have to answer the question. Just the he put my balls in is hand and smiled saying very good they are hanging low. Just then I felt him form the circle and I looked down. He smiled and said, sorry I forgot no looking and there is always a blindfold. Ok MJ let's start? Do you love me? I replied I'll need a definition of love. I immediately felt pressure on my balls and he kept it up and asked, as a friend? I replied more than you know and the pressure eased up some. Then he said as a sex object to get your rocks off? I replied correct. How about as a romantic lover? I replied NO. The pressure immediately eased. He laughed and sad, now things get harder, well for you, are you and Carrie really through? I said yes and the pressure started again and didn't let up and I was starting to be very uncomfortable when I felt a pop and one ball slipped through and the other easily followed. It was something that hurt and in a strange way. Then he said, bullshit answer as you will never be over her but will deal with it. Then he cupped my balls again and asked MJ are you gay or straight? I said straight and fuck he jerked my ball hard and this time there was no pop all I felt was pain. He laughed and said I love doing that thanks for the bullshit answer as the correct answer was I don't know.

MJ, that was fun how did it feel for you? Well you have played the game before so why ask? He smiled and said, I never played the game sober. I grabbed him pulled him into a big hug and we started kissing and all of a sudden we were in the bed making out like crazy. He whispered in my ear, fuck this was my task. I leaned up on one elbow and asked, ok what do you want? He said this and a flip fuck. I laughed and we started making out again. He was kissing me and nibbling on my neck and moving down and. It was amazing the he worked my nips and the usual instant load didn't happen. Slowly he worked his way down to my cock and moved right by that to my balls and started gently licking and kissing them. Moving back to my very hard cock he swallowed it in one gulp and I almost lost it. Slight pressure on my balls took away that urge and all of a sudden my knees were grabbed and my ass was pulled to the side of the bed and I was told to hold my legs up in the air. JJ got on his knees and started to eat my ass and he was getting it very wet and I knew there would be no lube and a rough fuck. He stopped and said well that was interesting as you didn't shower after the run. He stood up and I felt his cock at my hole and he very slowly pushed and gently entered me. Then he pulled nearly all the way out and slowly went balls deep and I love that feeling of balls slapping against my ass. JJ was tender but gradually built up the pace and collapsed on top of me and we kissed as his cock slid out of my ass.

We just laid there for a while and we were both a sweaty mess when JJ asked dude, what you waiting for please breed my hole. I started slowly and repeated what he did to me, well until I got to the part where he gently entered my ass. I simply longed up and shoved it in and my balls hit his ass and that's the second greatest feeling and fuck I couldn't hold back and shot a massive load. We were laying there talking when there was a knock on the door and Jack asked are you guys decent or do you need more time. I looked at JJ and we both laughed and JJ shocked the shit out of me and said, as decent as we are getting just come in. Jack came in closed the door behind him and just laughed, I said Major, you are over dressed. He laughed and said easily fixed and within 30 seconds he was standing there naked and rock hard. I got out of bed, looked him over and said, not bad for an old retired dude. MJ, young dudes have that effect on me. Major your choice but no matter who you choose to top, it's sloppy seconds.

Jack thought for a minute and said, well the skinny dude in the bed. JJ said, fuck you I'm not skinny. Jack just so you know while your doing JJ, I'm doing you, unless you would rather just have a mouthful. He looked and me and said can that even work? Both JJ and started to laugh hysterically. JJ said well where I come from it's called the Texas train. First, you ass needs lubed, mine has cum for lube and he tossed Jack a tube of lube. Jack immediately tossed it to me and said, you do it for me. I put a glob of lube on his hole and shoved two fingers and Jack yelped and I said be careful what you ask for. I said Jack, I need a little help here suck me hard. He put my cock in his mouth and immediately pulled off saying that's disgusting. I said Jack it get better just do it. Once I was hard JJ got out of bed and leaned over with both hands on the mattress. Jack was looking and I pushed him forward and he got the idea and he shoved his cock in JJ's ass. I said bend over some and when he did I went balls deep in his ass. It was awkward at first until Jack and I figured out a rhythm and it was a fun event. Jack said fuck, I'm close and I said well hold on as long as you can I'm only getting there and Jack drove all the way in JJ ass and just laid on top of him and I knew he was shooting his load. I just picked up the brace and went to town on Jack's ass and Jack wasn't moving and all of a sudden I shot my load in his ass.

Once we were all untangled we sat on the bed with Jack between JJ and I. He looked at me then JJ and said don't get used to me being in the middle. JJ said what the fuck you bitching about, I'm the only one that didn't get off. To both our amazements Jack stood up, pushed JJ back on the bed got on his knees and grabbed JJ cock and started to lick the tip. I was watching and getting hard again as Jack started putting his tongue into JJ's piss hole and then opened his mouth and took JJ's cook to the base. He promptly gaged and pulled out and went all the way down gagging again. He did this three more times until he did it without gaging. Then it was a slow simple BJ until JJ unloaded in his mouth. He then pulled JJ up and kissed him with a mouthful of cum and before I realized it, I was pulled into a kiss and we shared the remaining load. Jack sat on the bed, between us and asked, have you two deviant mother fuckers had enough? JJ asked so how in the fuck did you get out of the academy not know about this stuff. Jack said Academy rule 1, which is your rule 2 and finally rule 6. I decided to play along and put Jack on the spot and ask, so when did you start having sex games with Jace? He shook his head and said Michael, rule 6 and I have to clean up before Riley gets back, the woman want a real cookout for dinner and went shopping. Once Jack was gone JJ and I jumped into the he shower put clean scrubby clothes on and went upstairs.

Dillon and Lexi were just getting back from the morning boat ride. I was told that the boat was ready and gasses up. I said thanks and that JJ and I were going water skiing and asked if he wanted to come along. Before he could say a word, Lexi said Dil, you should have fun as a drink and a book by the pool sounds great, she gave him a kiss that turned him red and said have fun. Just then Jim appeared and was invited and he laughed and said well I'll drive the boat but I'm not dumb enough to ski. JJ immediately laughed and said you mean young enough. Everyone laughed and we started off and Jack yelled, where is everyone going? I said waterskiing you want to join us? He said well I'll ride along as I'm not risking my back on something stupid. The 5 of us were off for what I thought would be a good time. I was about a 5 minute walk to the pier and I noticed JJ was lagging behind. I waited and asked what's up? He said well you know there will be bets, what about dad and most importantly Dillon? JJ, your dad most likely knows and won't get involved or will with Jack and as for Dillon, who the fucks knows, he seems pretty laid back but he did room with that deviant Mason. Beside that you and I appear pretty buttoned down at times. Then I said, I'll deal with it when I needed to but understand, it will be what it becomes.

Once we were at the Marina, I checked in at the office and introduced my self and the manager said your dad said that little Mike would be stopping in. Then he laughed and said, I'm sorry there is nothing little about you, well that I can see. Oh, I'm Jason and I glad to see you and hope you come here a lot. The boat I reserved for you is very fast and the ski equipment you requested is new and the latest, just watch the speed unless you are experienced and skilled. I said well there are 5 of us and two are retired Majors. One an astronaut and the other a fighter pilot. He laughed and asked, was the to relax me? It didn't. I said I assure you the astronaut is very safe and almost too careful. He then said be careful as it's a holiday weekend and the water police are all over the place and I bet that boat gets attention. I said look and when he got to the door and looked out and saw Jim inspecting life jackets, he just shook his head. Jason said well, have fun and I left to join the others.

I jumped on the boat and Jim said this thing is awesome, if I was betting, I would bet it's the fasted boat on the lake. I said Jim, I was told that, so no bet and I was also warned about the boat police. He laughed and said and when we get stopped, and we will, I got this. Then he asked so have any of you skied before and only JJ raised a hand. Jim looked at him and said that fucking figures. I got JJ aside and asked so sober or drunk? He said, well actually both. I said JJ do we need to have a talk? He said sure but not on the fucking boat. Cliff notes, I'm stone sober and will stay that way. We untied the boat and Jim took us out easily and it was a slow ride until we cleared the no wake zone. I don't think we were 2 feet past the marker when Jim shoved the twin throttles forward and the boat almost jumped out of the water. I don't think that lasted 2 minutes and Jim throttled down and glided to a stop, I looked and saw a small craft in front of us with two guys waving their arms, clearly the lake boat police. They pulled along side and Jim was asked what was the hurry. Jim laughed and said just a fast boat and we just started to enjoy it, what can I help you with? The guy asked life jackets and Jim said 10. Then he said I am retired Major James Messer, mind if I asked your name officer? He said Patrolman Collins. Jim asked, so Patrolman why did you stop us? My guess is that it was because we have the fastest boat and we're using that speed. It was like a lightbulb went off as the guy said Jim Messer the Astronaut? Jim said, correct. We were told to be safe and enjoy the day. They pulled away and Jim started the engines and shoved the throttles forward and we went from zero to whatever in a nano second and the whatever was fucking fast.

We were all sitting around with Jim and Jack at the helm and the rest of us just talking and enjoying the day. I was amazed at how big the lake was when Jim slowed down and yelled back, so who is skiing first and JJ yelled Mike. JJ very quietly said make sure you keep the tips up and pull yourself up, it's harder than you think. Then he quietly said, I bet you don't get up first try and he handed me a ski vest. I put the vest on jumped into the water. JJ threw in the skis and a rope with a handle on the end. I struggled some with the skis as it was indeed hard to put then on. Once they were on I grabbed the handle and gave a thumbs up signal and fuck Jim took off and I flew out of the water. I just leaned back and looked around and made sure the tips were up. We were just moving along and Jim started to make a turn, having no idea what to do I did nothing. I was a little surprised that was so easy and then Jim started to weave and I was crossing wakes and that was fun. At this point I decided that is could be someone's turn and I let go of the rope and Jim immediately turned around and as I was getting out Dillon jumped in. I climbed out looked at JJ and he said, I know a Texas Hold'Em talk. I said well that and me abusing that sexy ass.

Soon enough Dillon was all set and he also pulled himself right up, however his ski tip it and he went flying. There was a thumbs up and we started again. I asked JJ, what's so hard about this? He said it's the fucking fast boat that makes it easy. I forgot about that. After about 10 minutes Dillon let go and JJ jumped into the water. Very easily he had the skis on and thumbs up and I laughed when Jim started slowly making JJ work a little then it was full speed and JJ almost lost it. Once he had it under control he took a hand off the handle and gave his dad the finger. The Major tried everything to dump JJ and couldn't. Then JJ started to weave back and forth and you could tell he was having a blast. After about 20 minutes of what I thought was wild waterskiing the Major simply slowed to a stop and turned around and JJ tossed the skis aboard and and Major Jim went over and gave JJ a big hug whispered something in his ear and the both laughed. It was a speedy ride back to the marina and we easily docked and tied the boat to the pier. I went into the office, thanks Jason and he said he would have it fueled in case we decided to watch the fireworks from the boat and he said keep the keys, I won't be here. I said thanks and we walked to the cabin.

We all grabbed a beer and I asked if we were watching the fireworks here or on the lake. I was thrilled as everyone said here at the house. Riley said we already checked out the view. Kathy said we bought hotdogs and brats and corn as we are having a cookout and I hear Mike is a grill master so he gets to cook again and then he won't be permitted near a stove or grill the rest of the time we are here. I laughed grabbed another beer and went downstairs in need of a shower. In the room I stripped and retrieved the necessary items from the overnight bag and jumped into a very hot shower. I was just relaxing and the door flew open and JJ joined me. I laughed and asked so are you needy already? He said, today was tons of fun but I need a break. I laughed and grabbed his ball and cupped them and he laughed and said, you better be practicing because I know I'm way too sober to answer the questions you will ask. Once we were out of the shower I dressed in reasonable shorts and a polo shirt and went right to the cabinet, found the scotch, poured a drink and went outside and started with the corn. Once the the husks were pulled back and the hairy strings were removed I went into the kitchen and got butter and salt. Back outside I started on the corn and Dillon joined me, looked at the drink and I said Scotch and ice. He said, damn I'll be right back and sure enough he was toting a drink. I finished buttering an ear of corn and he took it and pulled up the husk. I said so is this you finally relaxing? He laughed and said well, I do work for you. I said well there are a number or rules but you only need to know rule 2, what happens here stays here and rule 3, we always have each other's backs and rule 6, it none of your business. Now what's up? He hesitated for a minute and then asked, the bets you don't seem to want me involved. Dillon it's complicated. Mike, I lived with and grew up with Mason and played high school football, how complicated is that? I handed him another ear of corn and said rule 2 and that's important. He smiled and said, agreed. Dillon the tasks for the looser are sometimes very different and lot of people would be repulsed by them and consider us deviants. Mike, you don't know me at all outside of work and I am not that buttoned down dude you see at work. Well you don't know Lexi at all, neither of us are as wild as Mason and never drugs. So Mike what you are indicating is that some of the bets result in tasks with people of the same sex, is that put politely enough for you? I laughed and said fuck yea. In fact too polite. Then I asked so to what extent and he said well that's rule 6, find out for your self. I said ok, so rule 9. He asked what is that? I said a brand new one, relax and be yourself around Mike.

Just then the 3 women appeared each with a mixed drink and I was seeing a side to them that was refreshing and comfortable. I threw the corn on the grill and Kathy asked, how do you do that and JJ appeared with a scotch and said well that would be rules, 6 and 8. She looked at him and he said, none of your business and shut up and eat. Thankfully they all laughed and the Major asked so what's so funny and the women all said rule 6. Just then Jack appeared and I went in the kitchen threw together a salad, set out the necessary dishes and threw a dozen dogs and the brats on the grill. I shuffled the corn around and when everything was ready I got two serving dishes and loaded them with food and took everything into the kitchen. I yelled it's food and I'm fucking done. I refilled my drink and JJ held up 2 fingers and shrugged and I held up 4 fingers then 5 indicating my plans for the night and got a double thumbs up. Once everyone had their food I went inside and grabbed a salad and a hotdog. Once outside I sat down beside Lexi and she said thanks. I asked, what did I do? She smiled and said relaxed my egg shell walking BF. I laughed and said well I told him if he didn't comply to rule 9 he was fired. She asked, rule 9? I simply replied yup, learn to relax around Mike. She laughed and said, I'm smarter than that and I m sure you talked about more than that. Then she asked would you consider a 3 way? I said absolutely, took a bite of my hotdog, swallowed and added NOT. she laughed and said well we will have to see about that. I just looked at her and said well you are more like Mason than I could ever imagine. She smiled and said well Dillon is a honest version of that fucktard of of a brother of mine. I just looked at her and she said rule 10, relax around Lexi. I almost fell off the chair laughing and said, you haven't earned the right to add rules. I was in a state of shock over this conversations and I needed to figure this out. One thing I knew was that there would never be a 3 way. Limits, limits limits I needed to establish some and more importantly keep to them. Damn this has been a fun day and it isn't over.

I got up from that conversation not only wanting a drink but needing one and made a large drink. Out JJ held up 3 fingers and I held up 5 quickly followed quickly by 1 more. He started over and I shook my head indicating later. I found Jack and asked, so how was your day. He laughed and said the boat ride was fun and laughed. Then he said and tonight Riley will want some, I laughed and said well that's more than I need to know. The rest of the night was uneventful and there were 30 minutes of fireworks. As the night wore on people said good night and disappeared to their rooms. Eventually it was Lexi, Dil, JJ and me Lexi stood up and said Dil I'm going up, please don't be long, Dil got a big kiss Lexi went upstairs. The three of us just sat there talking JJ and Dillon had another beer and I nursed that Scotch. Dillon finished his beer and said goodnight. I looked at JJ and said so you cooking breakfast tomorrow? He said well warm cum isn't that filling and we both laughed and went to our room.

Once in the room, I stripped and jumped into bed JJ was right there and nude as well. He looked at me and said so you have questions? I said yes, let's start easy, waterskiing? He laughed and said well lots and always with dad and always sober. I said and drugs? He said weed and coke twice. Then I asked issues? Mike, I'm good first of all a friend OD and while he survived that and military school scared the shit out of me. Then the move here and me and you and the entire VT thing and all that means to me. MJ, I get that you needed to ask but please, I need you to trust me. I got up, turned out the lights and said dude, I will always be there for you. We snuggled and fell asleep.

Next: Chapter 198


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