I talked with dad for about 15 minutes and was really feeling bad for him. He said is flight was good and he went right to the condo where "my brother" was living to find a months worth of mail and the place empty. He had tried calling but Bill had obviously changed his number. That he would be meeting with a realtor in the morning and would put the place on the market priced to move it quickly. I asked how or if he would find Bill and he said, that's a work in progress. He added, please stay out of trouble and only Ray over and absolutely no one else and definitely no girls. I promised and thought if he only knew, Ray would be banned for life.
Speaking of Ray, I found him staring at an untouched pizza. I said what the fuck is your problem, he replied Andy delivered the pizza. I said that figures he works at the place I order from. So what's your problem, he has seen you nude in the locker room before. Dude, I answered the door at your place nude, he will figure out what's going on and it will get around. Dude, shut the hell up and eat, I have this. Damn, dude can I please have a beer, I simply replied sure, if you want one, go home and have all you want. I handed him an iced tea.
We ate in complete silence, until I asked, dude you ok? He smiled and said sure, why wouldn't I be ok? I replied well we don't talk and things have changed. I am not talking because I have a task to finish and you have told me over and over again to shut the fuck up. When this is over, I'll be good and thing will be back to normal. I said hold on a minute and I called Jeff, when he answered I said, dude, I need a favor. Andy saw something tonight when he delivered pizza ask him to keep that to himself, please. I then asked are you free tomorrow around 1:00 I know you want to talk, he replied how about 3:00 I'm working in the morning. And I need to work out, you are rubbing off on me. I said thanks, see you tomorrow. I looked at Ray and asked, you feeling better. Fuck no, now Jeff knows, I replied he already knows about our bets, damn everyone does, he has no idea where we are with the tasks. So clean up, put the leftover pizza in the refrigerator and get your sorry ass to my room. I have decided to end the task tonight and not at noon tomorrow, but you will be up at 6:00 and do 5 miles with me. Now hurry up. My room ASAP!
When he came into the room he said, now what. I said shut up and lock your fingers behind your head and don't move. I threw a bag of clothes pins on the bed, took one went over and pinched his nipple and attached the clothes pin and he winced, I did the same to his other nip then added another pin to each nipple. Then I said drop and give me10. With there's on he said and I replied yes and none better fall off. He went thru the pushups pretty quickly as he is in decent shape. I smiled and said resume the position. I grabbed a handful of the clothes pins and started to attach them to his balls. When I had about 12 in place I looked up at him slapped his hard cock and said give me 20 more, which he again did but it was a struggle. I then barked, resume the position and left the room.
I checked the kitchen and saw he did a pretty good job cleaning up,I sat down enjoyed an iced tea, returning to my room about 10 minutes later. He looked really uncomfortable I went up and flicked the clamps on his nips and he screamed. Then I flicked the pins on his balls and he jumped. Dude, we are almost done, I said move over to the desk, lean forward and put your hands on the desk and spread your legs. He quickly complied. I told him your choice 5 swats with the belt or an enema. He replied belt. Deal I said count them out and say 1 Sir May I please have another. I went to the closet and took two leather belts, folded them over and stepped behind him and swung hard. He grunted and the said1sir May I please have another. I swung again and this time there was more than a grunt. There was a pause and he said 2 Sir May I have another. I immediately swung harder and he started to whimper, I leaned in and said, Big girls don't cry, he shouted 3 Sir May I have another. I replied with the hardest one yet and this time he let out a loud scream, I looked at is his ass there were red marks visible. I waited and he said 4 Sir May I have the last fucking one. I said you are such an asshole wound up and blasted his ass. He screamed so loud I thought the neighbors might hear. I said stand up get on the bed ass up, just one final thing. I got the lube, put a generous glob on his ass and shoved my cock in and fucked him hard, it didn't take long before I needed to cum. I pulled out and shot a load all over his red ass.
I pulled him to his feet, and removed the nip clamps to whines and started on his balls. When I finished, I said shower. Fine he said, where are my clothes, I replied neither of us will need those tonight. He said I thought we were done and I said we are, get in the shower. I waited till he was in there a few minutes, opened the door and went in. He said what the fuck. I started to soap him up and working his cock, he leaned back against the shower wall and was softly moaning, he said dude whatever you do don't stop and he shot a giant load all over me. We finished showering, dried off and went to my room. He said now what? I replied that's up to you. What do you mean, there has been no bet. I replied dude, it has always been about the bets, is there more left between us or not.
Mike, you put me through a lot today and I did it because I had to keep my word, just like you did when I made you suck my cock. Was going down that path a good idea? I'm not sure. Would I have willingly done all this shit with you or another guy, absolutely not, was it degrading and humiliating - absolutely, was it fun on that sick and deprived level, fuck yes it was. Now Ray said I have a question, at some point I will win a bet, I'm not sure I am as evil minded as you but if you keep your word you will be humiliated and degraded as well. My question is, can I just do that stuff to you some day or do I need to win a bet? Ray, to be perfectly honest, I can't answer that, I replied. I am just horny all the time and in a depraved way, it scares me. His reply was, you are scaring me as well, you are intense about everything, school - you have had the summer reading done for a couple of weeks, you work out like a maniac, it is football, football, football all the time. Then you turn down sex with 2 girls and dump the girlfriend and blow it up with Carrie because you are all wrapped up in what's in your own mind, with shit I don't understand. So are you gay? Ray, I'm just liking sex right now and it is safer with you as you can't get pregnant. Ok he said let's just get drunk and skip the morning run. There will also be no workout tomorrow we will be too hung over and my ass is too red to be naked in public. Let's do shots with the beer, well at least one. I shook my head and said I can't, jI promised dad no beer and no weed. Ray shouted, dam you into that shit? I said once, well twice and it is over. So is it a serious sober chat or bed, besides you must be tired and sore. He said bed, as I need you buzzed so I get the truth, good night. I said I am up at 6:30 to run be there or not. Use the guest room, please.
To be continued and please provide some feedback.
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