Cast of characters - it was always about the bets

By Mike Simmons

Published on Sep 19, 2019

Bisexual

I walked home, went to the refrigerator grabbed a class of juice and took it to my room, put it on the desk and called Carrie. She answered and I said hi babe, feeling any better. She said yes and it should be much better tomorrow. I asked if she would be free and she said, sorry but it is shopping with mon and then dinner with the rents. Ok, enjoy the day, I love you, she said I love you back.

I called Ray he answered, dude you ok, we were kinda intense with you, I replied, Ray it was a bet, I lost and you collected, but after you get your turn with Jeff helping me out. I want him out of the bets, completely. Ok, I get that, Ray replied. Ray what you don't really get it he is doing at least three girls and Andy. He never uses protection and god only know what we could contract from him. I need to know have you two had sex? Mike he replied we have traded a bj is all. Please don't be mad. Ray just tell me it's over and mean it, Mike I promise. So Ray what happened with you and Amy? Mike, it was time, we were board with each other, and she never let me get past making out and feeling her tits, I just ended it. So now the hunt begins and I laughed as I said it. He replied asshole. Just then there was a knock on the door and dad came in sat beside me on the bed and said Mike I need a minute. I got Ray off the phone. Dad said Mike I know you had a wild day but I need to go to California this week. The offer on the condo is cash and they want to close this week so Adam and I are going. I asked how much did you get and he said 1.7, I replied million and he simply said yes. Where in the fuck did that much cash come from. Apparently a company bought it and will use it for employees when they travel to LA. I am leaving tomorrow night and will be back Friday morning. Ok dad please tell me you are flying commercial and not that damn corporate jet, Adam's firm owners? Yes we are flying commercial. Any chance you are interested in around of golf tomorrow, I said dad, I have not played or touched a club in weeks. Mike, this is a no pressure round, please. Ok, dad what time he replied 8:07 tee time. I'll see you there, good night.

I woke early, put on club appropriate golf clothes and left for the club. Had my clubs retrieved from storage, grabbed a cart and went to the range and hit balls. It wasn't awful so I went to hit some putts and find dad. I saw dad, in the parking lot and said get in. Damn you are something, I guess you hit balls, I smiled and said absolutely. So who we playing with and said Tom and his son Jim from your team. Great, I'm riding with Jim. We met on the first and the dads decided on a small bet 5-5-5- with no presses, kids versus dads. So off we went. Jim and I played ok and the dads no so good, Jim and I both shot 83 and my dad shot 86 and Jim's dad 88. Went inside ordered lunch. We chatted about football and what Friday's game looked like. Jim and I agreed it would be tougher test, Jim started on defense as corner back and was Jeff's backup. As we were leaving he said, Mike I hope you play more defense, it makes my life easier, I just laughed and said I'll see you in English class tomorrow. I added, Jim that was fun, we should do this more often, he said for sure.

I called Carrie she answered saying, I thought you would call earlier, babe I was golfing with dad. Damn I didn't even know you played that sport, there is still a lot you don't know about me. By the way dad is away all week, you should come over for a study date. Wow, you and me alone studying in an empty house, hot. It might be Carrie but no promises, it will be what it becomes. Mike please don't fuck with me are you serious, Carrie right now in this time and place I am, best I can say. I just don't want sex to mess us up. My schedule is nuts as I have Penn State, Michigan, Nebraska and Miami, wanting some of my time. She said damn, all but one of those should interest you. I replied well two of them do one is a possibility and one is a no. Ok, Mike that sounds good, but make time for me. See you in English tomorrow morning.

With that I crossed another line in a long list of lines crossed this summer. Just then the phone rang and it was Brian, hey Mike, I don't know how you did it but the final Trust document was delivered to my home a few minutes ago. I'll look at it in the morning. I said Brian take your time Dad and Adam are in California for a real estate closing. He said so you are home alone all week, dude don't do anything I wouldn't do, have safe fun safely. I had nothing to do and once again I put my headphones on and hit play. Then I thought shit, dad is leaving. I went downstairs to find him and Adam in his office having a drink and chatting, I went in and sad dad have a safe flight and stay in touch. I hugged hi and said, hi Adam, have a good trip as well, and thanks Brian called a few minutes ago and said he got the finished trust document. Damn, that wrapped up pretty quick on a weekend, I turned and left for my room. Turned the tunes back on and relaxed. I heard dad leave and got up made sure the place was secured and turned in for the night.

I was up early and went for a run, showered, grabbed a juice and some toast and left for school. I was walking back from the football locker room and coach said Mike, let's walk and talk, I said sure. I've talked with you dad and he said you are comfortable meeting with Penn State alone, but ill make sure I am there. How does Wednesday after practice sound, here at school. I said sure coach and thanks, the entire time thinking shit Carrie will be pissed. I'll deal with that later time for class. My morning was a bear, advanced calculus first, physics then English. The work was already piling up when Carrie came us and said how's my boyfriend, I smiled doing better now that I'm seeing my sexy girlfriend. We went in sat next to each other and just listened. Time for lunch and I was hungry, we sat together and Jim asked if he and Riley could join us, we said sure and he introduced Riley as his girlfriend. It was a fun lunch. When it was over I said I'll see you guys in history in about an hour. I went to the gym for physical Ed. And simply watched, not permitted to participate. Then history class and again Carrie was there and we sat together again. After class I said I need to change the study date till Tuesday, she said just don't cancel. I smiled and said I promise, hoping that would be true.

I was done for the day and it was practice and home, alone. Shit I could get used to this. I made a sandwich for a late dinner and called Carrie. I said babe, tomorrow can you just come to my place after practice say 6:30 or so. She said so we really doing this and I said we are really studying, it could be English, health or physical education. She said just don't cancel. I called dad and he said things were fine and he and Adam were looking for Bill. I said good luck. Then I thought shit, I need to get to the drug store, I'll need condoms. I ran to the car, found an open drug store and found the condoms, hoping checkout would not be drama filled. To my surprise Jim was there, he saw my purchase and said better safe. So Jim you work here? Yup, my dad owns this place. He makes me work two days a week. Well Mike enjoy those, I have to run. Thanks Jim, see you for English and lunch.

Tuesday flew by and it was pretty much the same as Monday. After history, I grabbed Carrie and said you sure and she said yes, we have a lot of studying to do, you have your supplies and I said yes, I do but Jim knows. We can talk later. Practice was intense as we put in a couple of new plays and it was the last day of hitting this week. I got home and made burgers and waited for Carrie. Ray called and I got him off the phone just as Carrie came in. I said burgers for dinner and she said I ate, I said fine, sat down and ate, after I finished is said let's go to the game room. She gave me that pouty look and I gave a tap to her ass and I said relax. I wanted to tell you about Jim, working at the drug store where I bought condoms, turns out his dad owns the place. She leaned in and kissed me and we started making out, she reached for my belt buckle I grabbed her hand, started to kiss her neck and whispered in her ear, let's go up stairs. I took her hand and led her to my room. She looked around and said it fits you and we started kissing and was all over me, she pulled my shirt over my head and started rubbing my chest and said amazing. I started on her shirt got it off pulled her close and fumbled with her bra. Finally got it off, pushed her slightly away and buried my face in her tits. She pushed me pack and I fell on my bed, she unbuckled my belt and pulled my pants down and I was nude except for my tented boxer briefs. I said that not fair I pulled her pants down steadied her as she stepped out of the pants and I pulled her close and my hard cock was pressing her right where it mattered. I started kissing her neck and said we either stop now, this instant or go all the way. She said silly boy and pulled my underwear down and said damn, I have wanted to see that this close for a month. I took her pants down took her hand sat her on the bed beside me and she said where are the condoms, I said not yet, lay back when she did I got on my knees and buried my head in her pussy and started to lick and kiss, she was yelling oh my God Mike don't stop and I didn't. Finally she reached for my head pulled me up and kissed my then gently got me on my feet knelt down andj took my cock in her mouth and started on me, in a few minutes I said, babe stop, reached under the bed grabbed a condom, tore off the cover and she grabbed it out of my hand and said lay down. She put the condom on me and said I want that all, just go easy for a minute. I put her on her back, leaned in and kissed her and said breath and relax, I moved my cock up and down in her slit until it found the mark and I slowed down and gently pushed it in. She was moaning and I kept pushing till I was all the way in and held it there till I felt her loosen up and I pulled out and pushed in and started a slow steady pace, she was moaning and panting but damn I was close and it was way too soon. I slowed down and tried to put my head somewhere else but to no avail, I started to pick up the pace and she was saying Mike don't stop and with that I shot about six squirts into the condom. I stayed hard and kept up the pace and she was moaning and begging me not to stop, but eventually my softened dick, flopped out of her. I reached down, took off the condom and threw it on the floor, we just laid there with her head on my chest. I kissed her and ask babe you ok, she said perfect in every way. We stayed that way for a while and she asked if we could do it again and I said sure Thursday. She pinched my nip and said, promise? I said we will see. Let's get dressed. I was dressed first and sat on my bed and just watched her, fuck I could do her again. When she was ready we went down stairs chatted for a while and I asked how she got here and she said a car. I kissed her good night said I love you but noticed she did not say I love you too. I said call me when you get home, she said sure Mike, you were awesome and your body is amazing, she turned and started towards the door, she had her hand on the door knob when she turned and said, did me not saying I love mess with your head? I said yes and she said your are not always in control and after this I am, but Michael Simmons, I love you. Now you are a jerk, call me when you are home.

About 20 minutes later my phone rang and it was Carrie. So babe, how was your evening? She laughed and said totally amazing. No Carrie, seriously you ok, that was fun and totally amazing but what is your head saying. Babe, it is nice of you to be concerned but I am fine, were you serious about Thursday. I said well we can talk about it tomorrow. This relationship will not become all about sex, I do love you good night, I said. She replied babe I love you too, good night

Comments are encouraged as appreciated as this is my first story.

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Next: Chapter 25


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