Cast of characters - it was always about the bets

By Mike Simmons

Published on Aug 10, 2019

Bisexual

It was July just before our Junior year that things changed. I lost a bet on how much Ray could bench press. He simply secured the weights looked up at me, smiled and said "suck my cock bro" I threw the towel I was holding in his face and left.

When that happened I was confused and pissed. I mean where in the hell did that come from and more importantly, why did he do this. I needed to get a grip and so I holed up in my room. That was easy at first, I just pleaded sickness but the next day first dad then mom started checking on me. Finally, dad came in my room alone and started "ok Mike what's going on, you hiding in here, you coach called and Ray is MIA what the hell is going on". I told him I was working through some personal shit and when and if he could help I would let him know. He was pretty cool about it and said I could always talk with him about anything. I could not imagine that conversation.

I needed to release some stress so I went to the gym, not to the school workout room, and had an intense workout. I went home and took a very long hot shower and then took the opportunity to soap my dick and slowly worked it hard until I shot a massive load all over the shower wall. I then cleaned the shower, dried off and laid in bed nude staring at the ceiling. About an hour later I knew what I had to do. I got my phone called Ray when he answered I sad " dude, 7:00 tomorrow evening, my room". He said what's up and I hung up.

I had a pretty normal day, I was up early and went for a run, ate breakfast, showered. There was some summer reading I need to do and finally I called coach and told him I was feeling much better and would be back tomorrow for preseason workouts. With all that out of the way, I went to the kitchen made a sandwich and since I was alone snuck a beer. Nothing left to do but wait for Ray.

As expected, I heard the front door open at 7:00 and footsteps on the steps, then a tap on the door and in walked Ray. He was dressed in baggy basketball shorts and a tank top. He closed and locked the door and said "was I invited so you could settle up". I got up moved towards him and shoved him against the door and he immediately pushed back. I smiled and asked if he wanted to go down the path of a physical confrontation which neither of us would win and both end up in the ER, as we are both so equally match and neither of us would give up, or to sit his ass down and talk about this. He simply replied what's to talk about you need to suck my cock.

I took a deep breath and ask why would I do that and he replied you lost the bet. Fuck bro, why did you make that the task, he replied because I could. He then added he was tired of the bets ending in silly childish tasks and thought this would be much more fun. So Ray are you gay i asked. He laughed and said, dam bro I'm just looking for some fun, I am not getting enough from Angela and I fucking honey all the time and jacking off does not help. I thought we could help each other out as I am sure Tammy isn't giving you what you want. So we doing this or not?

You could have fucking asked and we might have worked it out or not but you might have ruined all we had going. You are aware that this will lead to a lot of more intense challenging and sometimes unpleasant tasks and that knowing how we are it will de have no limits, I asked. He said exactly. I not sure I'm up for that, I said and that I like girls and never thought about dude to dude sex. Ray again smiled and said yes you have, for the last two days. I had to agree. But now what?

We just sat there looking at each other until he said "We doing this"? I asked what if I couldn't do this and he replied things between us will never be the same and I'll find someone who will, you gave me your word and we have always done what was expected, both of us. I told him I needed some changes to the bets and what can be asked. I told Ray that the bets were fine but the tasks had to be completed within 24 hours, no discussion. That we needed to be totally open with each other about when and who we had sex with and when either of us had sex with someone else we would stop the sex bets or practice safer sex techniques. We had to swear to each other that we would preform all tasks required and agreed to the other terms. I asked if he agreed or if he needed time to consider all this. He replied I agree and bro get to it and suck my cock.

I said ok, but we need to seal this agreement. He wanted to know how and I said get over here and sit next to me on my bed. He moved over and when he sat down I put a hand behind his head pulled him to me an planted a kiss on his lips. He resisted but I kept it up until my tongue entered his mouth and he relaxed and kissed me back intensely. He finally pulled away and asked if I was satisfied. Ha ha, the deal sealed with a kiss, we both laughed.

Well it was time for me to do the task. But first a bet, I bet Ray that he would not last 5 minutes and he said you will be sucking me so long you jaw will hurt before I shoot. I reminded him my task was to suck cock and there would be no cum in my mouth. I have to admit I forgot about pre cum. I pulled his shorts down and was surprised to see he was going commando. We checked the time, I took his already hard cock in my hand and started to lick the head of his cock. It was strange at first, but he was freshly showered but was not all that enjoyable, at least yet. Not wanting to waste time I started to swallow his shaft, I worked slowly not sure what I was doing. He is about 7 inches and I gaged some at first but then grabbed his ass and pulled it to me forcing his cock deeper in my mouth so he was in effect fucking my mouth. He was moaning and begging me not to stop. I worked faster concentrating on his tip as he moaned, I was actually not finding this awful any longer and to my shock, I was getting hard.The strange taste of the pre cum was interesting. I felt a change as Ray's cock got harder and his moans got louder, he screamed fuck bro I'm going to shoot. I pulled off his cock and he shot a massive load all over my chest. We smiled at each other him panting and satisfied. Then we turned to look at the clock. We looked at each other and laughed but now it was my turn to set the task.

So Ray, why you standing there naked, I asked. Just waiting for the next task, figuring there was no need to get dressed he replied. Ha, it won't be that easy unless you just want to have hot sex now and drop the pretense you don't want to have sex with me. He smirked and got dressed. I was glad he got dressed as I'm not ready for sex with a guy, but I did get hard sucking him and I need to figure that out. I'll tell you the task tomorrow after the workout at school. That will give you time to think about what might be required and just so you know it won't be a blow job. Remember you will only have 24 hours to get it done. You want a beer, parents will not be home for a while? We went to the game room played some video games and drank a couple of beers like nothing happened. Let's see if tomorrow changes anything.

Comments are encouraged as this is my first story.

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Next: Chapter 3


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