Cast of characters - it was always about the bets

By Mike Simmons

Published on Aug 19, 2019

Bisexual

It was a little after 5:30 when I got home from Rays. Dad asked if I was hungry and wanted dinner, I said nope but where is mom. Long story, but don't worry about it, it's fine. I stripped to my boxers and was about to jump into bed and relax when I decided I needed a shower. So I stripped and went into the shower. The warm, actually hot water relaxed me. It was simply great. I dried off and put just a baggy pair of basketball shorts on. I went to my music collection and grabbed a classical cassette put my head phones on and simply laid down to relax. Damn that wasn't happening. Too much had gone on today. I had fucked and abused my best friend and cousin, it was no big deal to him, he had fun and got into pounding his ass. What the fuck.

I called Carrie but she did not answer and I just hung up leaving no message. I was bored so I thought for a minute and called Jeff. He answered and I said hi dude, it's mike. He laughed and said I hope you would call. Are you grounded, you were pretty wasted and still not in good shape Saturday. Yeah, I have never done that before and dad was pissed, but we talked and agreed to disagree. Jeff laughed and asked how did you pull that off? I replied, long story. So Jeff, what's the story with that chick Samantha? Oh, her you were right about her she is new in school, will be a senior and she is a complete slut. So Jeff, did you fuck her I asked and he said a couple of times, but it is just sex. Wow, I said, I wish I could do that he laughed and said you are too straight laced, dude. I invited you to the party as we will both be juniors and our team should be going to states this year and I wanted to get to know you. I have to admit when you did that first joint, I was shock. Totally amazed after you told Sam, you did not fuck sluts you asked for another one. I am thinking you might make a good wingman. Jeff asked if I wanted to come over and share a joint, I replied tempting, but if I come home wasted again, I would be toast. By the way I asked, how do you get that stuff, he said my older brother gets it for me. I invited him over for video games and to just hang out. He said he would be there in 30 minutes.

We were having a great time, just talking shit and clowning around. At one point he said dude we should have it made, I am QB1 and you are the best athlete on the team and your are fucking ripped. But dude you are so serious and you spend all your time with Ray and to be honest he isn't in your league. I replied he is family and we are best friends. He said I get that but broaden the field dude. I'm hooking up with Sam tomorrow afternoon want to make it a threesome. Dude, I said is she that slutty? He said she is hot for you, just a no strings fuck. I told him I had to think about it and I would let him know tomorrow. He said seriously, what else do you have going on? I need to think about this, it is not easy for me. He asked, dude are you gay? I said no it is just that sex with no strings is like jacking off, doesn't do much for me. Besides where would we do this, he said his place. I asked if his parents were ever home and he said they are in Europe. I promised him I would let him know early tomorrow and that if I did this condoms needed to be used, he agreed. I asked if he wanted to run in the morning and declined, but would be glad to work out with me tomorrow. Jeff went home and 30 minutes later I called and said dude, I'm in for the 3-way.

I was once again up early ran, showered and had a light breakfast. I called Jeff and ask what time we working out and he said noon and then we could shower and Samantha would stop over, I asked if he had condoms and he said yes and a joint. I kept pushing Jeff during the workout and he finally had enough, dude why so intense, I replied because I'm not being a wingman for a wimp. We both laughed and we showered and drove to his place. We went to the basement and he came with 2 joints, I declined saying I wanted to be sober for this. Jeff smoked the joint I asked for a beer and he said, kitchen get it yourself. We sat chatting and all of a sudden Samantha was here. She sat down beside me and we started making out and she was all over me. Jeff sat beside her and and she switched to him, she pulled his shit off and looked at me and said what you waiting for get that shirt off as she reached between my legs and was feeling me up. I lifted my ass and pulled my shorts off being naked, she looked over and leaped for my chest and we made out like like crazy, I saw Jeff was nude as well. Sam, pulled him over and started working on his cock with her mouth, then switched to mine. Jeff, was feeling my smooth chest, leaned in and kissed me, next thing his tongue was in my mouth, and I found I was kissing him back. I pulled back and said what the fuck dude. He said we can talk later just go with the flow. All I knew I was rock hard and Samantha was putting a condom on me and climbed up and sat on my lap putting my cock in her pussy. Jeff was kissing me then pushed Sam forward and shoved his cock in her ass. Damn this was so hot I quickly shot my load. Jeff pulled out of her ass and shot his load all over her face. Her and I kissed and I sucked his load off her face. We collapsed in a heap and she kissed me again and said, dude I told you we were fucking. I just looked at her and she dressed and left.

I looked at Jeff and said what the fuck was that. He said dude, I like sex, lots of it and don't really care about male of female. You good with that? I replied, sorta. He said, shut up and let's find out, he leaned over and kissed me and to my surprise I was getting hard. He reached inside my pants, pulled my hardening cock out and started sucking. I grabbed his head and started fucking his mouth till I shot in his mouth, he pulled out and kissed me with a mouth full of my cum. After a while he pulled away and said, I guess that settles that. I said not yet and I started to suck him off till he shot in my mouth I swallowed and said, I guess I am. Fuck what an afternoon.

Ok dude, you sober or still high, I asked? He said Mike, it takes more than one joint to get me high. I said good because there is going to be rules and we need to be serious, like what. Well if I am going to be your wingman you need to cool the weed and work harder and if we are doing this football thing it needs to be serious. He said he knew and coach had told him why it was serious and that he needed to be more like Mike. I said he had also talked with me and I also knew this was serious, if I wanted it. What the fuck, if you want it. Why wouldn't you. I said it is not much fun at the next level, so I'm not sure. Then there is an education because I'm not kidding myself into thinking I can make a living playing football. What schools are interested in you and he named the same schools that had somewhat of an interest in me.

Ok, dude a very serious question, who you having sex with? He said, really you don't need to know that, I replied if he wanted to have sex with me, he was telling me. Girls, he said Sam and Maggie. What guys I asked, besides me just now, he replied Andy. Have you had an HIV test? He replied no, do you always use a condom with the girls, he said yes, I'm nuts but nots nuts enough to risk being a father. What about the guys, he said no condoms. Damn, this is complicated. He asked me who I was having sex with and I said Ray, Sam and him. He said, Ray no wonder you keep him around. I said it wasn't like that and I told him about the bets and stuff. He said damn, can I get In that shit. I laughed and said I doubted, he replied some wingman you are, more like a warden, I laughed. Look fucker if we have a chance to get to states, you and I both need to grow up and quick. Our sorry ass school never even makes the playoffs.

I left for home and found dad in the kitchen cleaning up, I asked where mom was and was told she was in a rehabilitation clinic, drying out. I asked if I could help and he said yes, keep the fuck out of trouble and don't cause any problems, it will be whatever it becomes. Get some rest.

To be continued and please provide some feedback.

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Next: Chapter 9


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