I made coffee and went to my room, turned the computer off and sat at my desk with folders in front of me. I looked at the smallest one and decided to start with the one marked divorce settlement and started to read. I put it aside got up and grabbed my previously ignored coffee wen to my bed, took a drink and just sat there. I was shocked by most of it, damn. As a summary; the reason was for irreconcilable difference brought on by alcoholism, dad retained all assets and mom was to receive $50,000 per year, paid in monthly installments for the rest of her life unless she remarried or co-inhabited with an individual for 3 months. Funds were escrowed in the amount of $750,000 and controlled by Adam Finnegan, esquire. She furthered agreed to have no contact with my dad and all correspondence was thru Adam Finnegan. She also agreed that should she be admitted to rehab again the yearly amount of money would be cut in half. Finally she agreed to medical examinations by a physician of her choice every three months. No mention of me or my brother other than to mention I had a choice which parent I would live with until I reached the age of 18 at which time I could remain with the chosen parent or live on my own.
I really needed to talk with someone, I started to call Carrie but changed my mind and called Ray. He answered saying dude, what's up. I said I really need to chill, no bets nothing serious, just hang out. Please come over, I need the company. Damn, I'll be right there. Before I knew it Ray walked in, damn dude what's up. I said, not now lets just play some video games, sure he said. We fell into our usual pattern and before I knew it I was saying, I bet I beat this level, first try, he smiled and said no way. Damn if I didn't. He said shit what's the task. I said, I did not mean that to happen, can we just postpone it. He said no football starts on Monday and both of us will be too tired to fuck or even jack off. Ray, I don't want to fuck, let's just go to my room and see where it goes, make out and see if it goes further. He said only after we each had 2 beers and I agreed one here and one in my room. Fine, I'll get them he replied. He came back with two beers sat besides me took a swallow of beer and leaned in to kiss me and I responded. I hugged him, we kissed passionately and I was nibbling on his neck. His hands were all over me and we were both hard as a rock. I finished my beer and said let's move this to the privacy of my room. He grabbed two more beers and we went upstairs. In my room he locked the door pulled my shirt off and attacked my neck and nipples, it was hot and intense. He bit my neck and I said cool it no marks. Before any of us knew it we were both naked on my bed making out like crazy, I moved down his flat stomach and started sucking his cock, he flipped me around and took my cock in his mouth, we were sucking each other. It was intense and sweaty and I was loving every second of it. Ray broke it off moved back to my mouth an kissed me, worked to my neck and whispered in my ear, ok so who is getting fucked, I simply said Ray just shut up and do me. Before I knew it I was on my back he lifted my legs and gently pushed his cock in and started to slowly fuck me. It went on forever, or so I thought, he started to stroke my cock and I was leaking all over the place and he kept up the slow pace of his fucking, slowly he picked up the pace and I could sense he was close as I was. He whispered I'm close in your ass or on it. I said on my chest with my load as I had just shot all the way to my face and chest. Ray pulled out and shot on my chest. I ran my fingers over my chest and scooped up our cum and Ray got the hint and licked some off and then we kissed with mouthfuls of cum and it was so hot. We finally collapsed on each other, kissed again and then I said let's shower together. We went showered and I kissed him and said thanks buddy that was the best task yet. He smiled and said, no shit Mike.
We went downstairs and I checked my phone and all was quiet. Ray I'm starved you want to order in or go out? Well after that session I want to stay in but don't call for pizza I don't want the deal with Andy. How about Chinese, my treat. He replied that works. I ordered the food and we went into the game room and I said I have something to tell you that I shouldn't. What he said, well I replied Andy and Jeff are fucking each other and there are no bets, just sex. Jeff will fuck anything that walks and he says Andy just loves cock, so it works for both. Andy will never say anything about you being here nude, unless me hits on you. You good now? He replied FUCK YES! Let's get in the kitchen have a beer and wait for the food. As we drank the beer Ray said, Mike that was a very hot session, do we have to have a bet to do that, I said yes until we figure out what we are turning into. I've only fuck one girl and she was a slut and actually it was like she raped me. All this man to man sex has me wondering if I am gay, bi or what. I need time. Like you the bets give me a mental excuse, but tonight blurred the line a good bit as it was romantic, hot and intense. I could get into sex like that, wonder if it is like that with a girl. Ray started to say something and the doorbell rang and it was the food. I got to the door and right behind the deliver guy stood dad. I took the food and dad said hi guys, what's for dinner besides beer. Hey I said, you said you would be home around now so I ordered enough food to include you, want to join us or hide out in the den. If it is ok, I'll join you two. Works for me Ray chimed in. Is there any beer left, got a beer and said football starts in a couple of days so this is our last party. Dad said relax, I get it besides you are both in for the night, I could care less how much you drink. So dad, how was your day, he replied productive, I spent most of the day Adam and spent most of the day locked up In meetings with accountants and auditors. I just looked and quietly ate my food, but there was a message there for me. Dad asked about my day and said pretty much usual, I ran, worked out, collected a package, and hung out with Ray. Then dad asked Ray how his day was and he replied just a lazy day relaxing before football, dad asked if he was working out, Ray replied some but nothing like Mike, I'm a receiver and don't need to be that physical. Dad just shook his head and said I guess you have a point. We each had another beer and chatted about nothing in particular. Dad, finally said he had an early tee time tomorrow and he was turning in. He added don't leave the house, either of you, Ray you need to spend the night. Ray agreed and said that would not be a problem.
We went back to the game room and Ray asked where were we. Then he said, shit Mike I haven't had sex with a girl yet, just you. So I am wondering if I am gay, the things we have been doing are fun for me, even the nasty and humiliating things, simply fun. So I am trying to figure that all out myself. We need to have more chats like this but sober and in private. Let's go upstairs, I need to get some sleep. I agreed, Ray went to the guest room and I went into my room. I immediately started to laugh as the place reeked of cum and sex. I opened the window and hoped that would solve the issue. I don't know how Ray did not notice. I stripped nude and fell sound asleep.
I woke later than usual but decided to try and run, got dressed and started out. I struggled thru the run but made it. I went in the kitchen to find Ray sitting at the kitchen bar eating cereal. I made coffee and sat waiting for the coffee to brew. I asked Ray how he was doing and he said I'm fucking hung over, how the hell did you run this morning. That's who and what I am, I can't help myself, actually it made me feel better. The coffee pot buzzed I got up and poured myself a cup and sat down again. So what did you think about last night? Ray replied, it was fucking hot and a lot of fun. It was, I said, but that was not the question, should we continue with the bets or just fuck and forget the games. Mike, I thinks we need the bets, for our sanity and until we figure this out. I need to know if I am experimenting or gay or what the fuck I am and so do you. Agreed, I said, it has always been about the bets and the bets got us where we are, it will be whatever it becomes. Ray just shrugged. I finished my coffee, went up to shower and realized my room was cold from the open window, but smelled better. I showered and opened the folder labeled the will and started to read.
It was just as intense for me as the divorce agreement. I was shocked by what I discovered. I knew we were better off than most but damn, not like what I saw here. There was dad's, 401k, a number of investment accounts, the condo in Los Angeles, a place in Florida that I did not know about, dad's 49% of the company, a couple of cars, a boat I assumed was in Florida. I quickly estimated the assets and just sat there stunned and amazed, I was indeed a spoiled rich kid. There was a knock on my door and it was Ray saying he was going home and we hugged.
I went down stairs and started for coffee but settled for juice. I was sitting there just thinking when dad walked in sat down looked at the coffee pot and asked is that prepped, I said yup, I changed my mind. He turned it on and asked how I was doing. I said fine, I went for a run and was doing some reading. He asked if I wanted to talk and I said not yet. He said, whenever you are ready, I'll make sure I'm free. I know you never expected this but it is what it became and it became a lot. You free for dinner, I said sure where we going he said the club, inside and I could order a Shirley Temple to drink, I just laughed out loud and replied fine. I went back to my room selected another classical tape and chilled out to the soft relaxing music.
I decided to call Carrie she answered and said, I hope you were going to call, I replied babe does your phone call out, she just laughed. I asked if she wanted to hang out this afternoon and she said sure, how about my place, give me about an hour. Cool, I can't wait I said. I got up showered put on jeans and a tight tee and went down stairs. Dad was there and said, I'm guessing you have a date, I replied just hanging out with Carrie. He said remember what I'm asking of you, dad, it is not nearly that far along and stop reminding me, I'm not going to put up with constant reminders, I already feel trapped in a box. I left, closing the door harder than I intended and went to Carrie's. I rang the bell and she grabbed my hand and said let's go downstairs, nothing to do but follow. We got to the bottom of the steps and she turned and we started kissing and her hands were all over me. Hey, babe slow down I asked, she pulled away with a pouty look on her face. Mike, we are here alone, just relax. I want to enjoy your body, just quit resisting and kiss me. It was hot and intense, she then took my hand and put it under her shirt and said you like these? I felt her tits, firm and a little more than a handful, then she shocked the shit of me and took off her shirt, damn. She kept pulling my head to here breasts and said lick my nipples. Damn, this was fun. Then her hand went to my belt and she started undoing the buckle and then the button, I stopped working on her nipples and she said I want to see what's down there. I lifted my ass and she pulled my pants around my knees and slid her hand into the opening in my boxers and said babe that's nice. She then pulled my cock out and started playing with it, I pulled her up and kissed her and said babe this has gone far enough. By this time I was leaking pre-cum and she took some on her fingers put it on her lips and we kissed. Once again I said we need to stop this is going too far, too fast. Her reply was Mike I want you and I'm on the pill. I replied I don't have a condom and we will never go any further unless I do. In fact this is too far too fast for me, but babe it is fun. She said how about I suck you and you eat my pussy, if I was not sitting down I would have fallen over. Carrie, we need to talk and no sex this time, I'm not ready. She replied damn you are the only 16 year old jock who isn't ready. I thought you wanted this. I replied, I do but not this soon, shit we have only been out 2 times together and this is too fast. I said Carrie can I ask you something, what she said, I asked are you a virgin? She slapped me across the face and said does it matter, are you. I replied I am not, so what about you? She replied yes I am and I want you to be the first, you are funny, sexy, have a body to kill for, and I totally don't understand you and that makes me want you more. I said let's get dressed and go for a walk, if my penis fits in my tight jeans that is, we both laughed. I went over and gently kissed her and whispered in her babe, your first time needs to be special and at a slow romantic pace and if you want it to be me, I'll make that happen. We walked for about and hour chatted about mindless shit and then we kissed good bye and I went to get ready with a sparing match with dad.