We got off the buss and Jim, said all right cocksucker, I can spend the weekend, I'll stop home and get some things and be over soon. I said Jim bring your own condoms and I invited you for the nigh not the weekend. That's right but you said something else as well and I'm taking you up on that Sunday.
I got home and called Carrie, I asked bade what you doing Sunday? She said you tell me and I said I'm cooking lunch for you Jim and Riley, you in? I could tell she was pouting and I said babe there is my room and the guest room, you understand and I could hear the smile over the phone, she said Michael I'm all in. I said sorry we can't meet tonight that bus ride was a bitch. She added as was you you dressed down by the coach. I simply said goodnight Carrie and hung up.
I switched to very comfortable clothes shorts, no underwear and the loosest tee shirt I could find and no shoes. Then went into dad's office and poured a scotch. I had just sat down in the game room then Jim was pounding on the door. He threw his backpack on the floor by the steps and said, dude what you drinking? I pointed to the scotch and said this, he replied I'll try one of those. I said you sure? Mike, what is it and I said scotch and he said what the fuck if you can do those I can as well. I poured him a drink and he took a sip and said Mike this is awful and I said Jim after 2 or 3 they are good. We sat drinking and talking and I finished my drink and asked, Jim you want another? He said sure I actually like these, I laughed and said already? I refilled the drinks, grabbed the cigarettes and went back in lit a smoke and flipped the back to Jim who also lit one. We continued chatting and I finished my drink looked over and said Jim remember you you lost a bet? He laughed and said you getting me drunk for the task? Jim, I want you relaxed so you enjoy this not drunk and unaware. You want another drink or you want to go upstairs? He said yes but a small one and he lit another cigarette, took a beep drag and slowly blew the smoke into the air. I poured us a small drink and handed it to him from behind and then ran my hands over his chest and said, Jim this will be nothing nasty and you can say no at anytime. He said shit, any hints? I said yes condoms are involved. We each had another cigarette and drank in silence, I was thinking I hope he does not flip him out. I looked over at him, he put his drink down and said, game time, let's do this.
When we got to my room I grabbed him looked him right in the eye and said, Jim the task is that we are making out and having full blown sex, I don't care if you bottom, top or flip, condoms for fucking. Just save a load for Riley tomorrow. Are you ok with that. He smiled and said, Mike, that's a lot more than expected. I said is that a NO? He replied actually it is a definite yes, I lost a bet and then he kissed me and we started making out before I knew it my shirt was off and his hands were all over my chest. I pulled his shirt off and unbuckle his belt and pushed him on the bed and pulled his jeans off. Damn Jim that's a nice tent pole you have there and I grabbed his boxers and in one hard pull that were in my hands and I tossed them on the floor. He looked at me and said Mike, your damn baggy shorts have a pretty big rod in them as well he reached up and they were immediately at my ankles. He looked at me and said that's not fair, I don't get to throw you boxers in the corner with mine. I pulled him to his feet and we started to kiss and I was lightly biting his neck, he pulled me off and said no marks that I have to explain tomorrow and I went right to his nips and kept working my way down to that cool happy trail. His cock was so hard it was flat against his stomach so I knelt down and started to gently lick his balls, then I took one and then both in my mouth and just held them there. Jim in between moans said Mike I have a much better idea, he pulled me to my feet and said please lay down in bed. I did and he climbed in with me but his cock was in my face and mine was in his and he started sucking my cock, he stopped for a second and said, dude just don't lay there get to work. It was awesome and yet troubling as I was getting close. Thankfully he stopped and said I'm close, where do you want this load to go? I said Jim let's keep it up and shoot in each other's mouth but hold it there and don't spit or swallow and there was no answer he just went right to my cock. Amazingly as his first rope of cum entered my mouth I shot as well. Then I pulled him towards me and I started to kiss him. There was some initial resistance and when he figured it out we were kissing like crazy and it got messy with cum being swallowed cum on both of us and cum on the sheets. It was awesome. We both fell back exhausted. As we lay there, I reached over and kissed him again and said dude that was fantastic, I've never done anything that intense before, he smiled and said really? Mike, I want you to do something for me, I know this is your bet, but I have never been fucked will you fuck me? Jim, understand this is our bet and this is our task so yes I'll gladly do that but it might take me a few minutes to recharge. He turned to me and kissed me and he was rubbing my chest and started on my nips and gave one a light pinch and damn I was at full mask. He looked and me and said damn that was a quick recharge. I said Jim, there are condoms and lube in the night stand, give me a condom and lube your ass. I started to get soft as he was lubing his hole so I tried to pinch my nips and nothing happened. I said Jim play with my nips and as soon as he touched them I was rock hard again, I put the condom on got Jim on all fours and started with a finger in his ass, I said dude, relax and take deep breaths. Then two and then three fingers. Then I climbed on top of him and whispered in his eat Jim you sure? He said just shut up and do it. I got behind him lined up and gently pushed and he tightened up. Jim relax and yes this hurts at first, just breathe and push out some, when I felt him push I went in further and he let out a small scream and when he did I want balls beep. He said Mike this fucking hurts take it out. I said no way I'll hold still just breath and relax. He was so tight that I stayed hard and I felt him relax and I pulled back and started to slowly fuck him. I knew he was uncomfortable but I kept up a slow pace then I heard a moan and took that as a sign to speed up and then there were more moans and I was getting close and I fucking filled the rubber and fell on top of him. We rolled over and he kissed me and said damn Mike that was awesome. I got up went to the bathroom flushed the evidence and climbed into bed and we fell fast asleep.
I woke and we were both naked and spooning and I looked at the clock and screamed shit it was 9:30. Jim, jumped awake and I said damn it is late quick shower, you first. I went downstairs and started to put coffee on and damn it was already made and I thought shit I forgot about Ryan. I turned to go upstairs and there was Ryan, just looking at me, I thought shit I'm going to lose a housekeeper. He smiled and said Mike, I see you had a good time last night, but once you are showered and dressed I need to chat with you. I said, Ryan that's fair. Jim Will be down in a minute and I'm sure he will be embarrassed.
I went upstairs told Jim about Ryan and he said fuck and I replied, Jim I got this. I went in and took a shower, put jeans and a reasonable shirt on and went to find Ryan. I grabbed a cup of coffee and found Ryan and said ok, where do you want to talk. Ryan just sat down and said so Mike are all you friends ripped. I laughed and said Ryan, I am more than a pretty good athlete, he replied Mike, I know I read the papers. I said fine, Jim is QB 1 and we are becoming friends, good friends. Ryan said I noticed, I went upstairs this morning, to clean the bathroom, and saw you two nude and asleep in each other's arms. Then there was the drinks, scotch I believe, and the cigarettes. Mike, this is a good gig for me and I don't want to fuck it up, so what's the deal?
Ok Ryan you deserve an answer to that. Let's talk sex first. I have sex with two guys and they are a result of bets, looser does what winner wants. Jim, the dude upstairs, is a new friend becoming a very good friend in more ways than sexual. The other is Ray and he is a cousin and he is very quickly falling out of things. Jim, and I both have very serious girlfriends and we have sex with them. Carrie and I almost always have sex here. Dad is aware of all this. Questions? Ryan replied not yet. The drinking; I drink beer and scotch sometimes with dad and sometimes with friends and that is usually beer. The smoking is a new thing that I will stop in the near future. Ryan, I will not let this fuck up this job, if need be I'll pay you myself. Ok Mike how will that happen? Ryan I have at my disposal a lot of money from aTrust that dad set up for me. Mike how much do you have, Ryan that's not going to get answered but you need to know that I could go into the office pull out my check book and write a check for any amount you would come up with and it would be good within 24 hours. Ryan a few other things, I am not a sex crazed jock, I care about people and if and when they deserve it I help them. We can have other conversations but now I have to deal with Jim and the fallout about you knowing what you know. Mike, no worries, you guys want breakfast? I said yes please, something lite.
I want upstairs and Jim was just getting dressed and I sat in my desk chair and asked Jim to please sit for a minute. Jim, I'm sorry about last night, I hope it was not too much for you. He said Mike, I could have said no at anytime and I know you would have. Prior to last night all I did with a guy was sharing a bj. I will say that it was fun and fuck you know how to kiss and the bottoming part hurt and then didn't and then was awesome. Understand at some point I want on top, and I laughed. I asked so Jim you are ok with what we did last night and he said no Mike, I am not, he paused for a second and added I'm very good. Understand though if I have to choose between you and Riley you are second team. I burst out laughing. Jim, the housekeeper was here early this morning and saw us nude and spooning in my room. We had a talk and it is cool, Jim he is a college junior, gay and a great kid, be nice and don't worry.
We went downstairs and I introduced Jim and Ryan and there was coffee, beagle, cream cheese fruit. I called Ryan over and said pour yourself a coffee and join us, please. He shook his head and sat down. He asked about the team and the girlfriends. After a while he said Mike, I have things to finish. As he got up, I sad Ryan where did this all come from and I indicated the food. He said Mike you dad has a food allowance, I'm to keep you well fed, then he smiled but there is no booze allowance and he went back to some task. Jim, how in the fuck did you pull hiring him off? I said Jim, I'm special.
LAST NIGHT JIM's POV
When Mike said his dad was away all week, I knew it would be a fun and interesting week. The buss ride was strange with him and the coach and then that silly bet that he knew he would win. I'm making sure the bets, if they continue, will be real going forward and I get the feeling they will. As for the sex, that was sick on one level but good on another but is messing with my head. Am I bisexual or what? Or even discovering I might find I'm gay. I really need to figure that out. Was sex last night better than sex with Riley, I have to say yes it was. But we have only done it once but this was my first time with Mike, WTF I'm confused. It was just much less complicated and while there was a very physical nature to it there was no emotional evolvement. Well at least on my part. He was not rough and was not totally in control like he often gets. I wonder how it will effect sex with Riley? Then what will it do with this developing friendship with Mike. I like the dude but he is something else, and fuck he is twice the athlete I am. He works like crazy yet smokes, drinks and has sex with guys and his girlfriend. Yet there are lines you better not cross. But last night there was this soft aggressive aide he rarely shows. I need to see if sex with Riley is still awesome. What is it that Mike always says - it will be what it becomes.
MIKES POV
I can't believe I twisted things to get Jim into a rigged bet and then my twisted mind contrived all that sex and shit then he took over and wanted fucked. That was not on my agenda. I never thought he would get into any of that, I expected him to scream STOP. Damn that was good sex, no kink and lots of physical involvement. Who is this dude but damn we are a good fit. My bet and my task and he took it over. Damn, that doesn't happen to me, but yet I didn't mind. In other circumstances I would have fucked the shit out of him for that but damn I like this dude. However this "romantic sex" it isn't like sex with Carrie that is more emotionally involved and I am participating not watching two guys fucking. I'm starting to wonder about my sexuality. Will I ever stop having sex with guys and be needing that bet to cover that need, if it is a need. What the fuck is it that keeps taking me there. I thought it was over and would end with Ray, and damn Jim is almost my equal. Well just another thing to mess with my mind and as usual it will be what it becomes. But it better become soon because I need to know who the fuck I am.
I'm going to try for it to be more than always being about the bets with Jim.
Comments are encouraged as this is my first story.
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