Double Dealing - The Bet (Conclusion)

(Part 1 from 2. Fiction.)

 Jeff sat at my computer desk, a cigar between his teeth. He was naked, as he usually preferred to be when he was home. We’d been sharing my condo for a little over a month and the days he had worn clothes were few and far between. So I’d become accustomed to seeing his fat bearish body strolling around my home as if he owned the place and everything in it. Which in fact he did, including me.

It all began a little over nine months ago when we had made a playful bet. I had lost and Jeff made me his personal slave. Being a bit sexually adventurous, I went along willingly with his bet that became a form of sexual servitude. Things began slowly with me orally serving Jeff several times each week. The acts eventually progressed until Jeff surprisingly gave me a choice. He volunteered to end our bet and let me go free. But secretly he had trained me well enough that I discovered a new side to myself. I now wanted to be dominated by another man, and I needed his cock just as much as he needed me as his slave. It was my choice and I chose to dump my girlfriend Laura and completely give myself to Jeff and what he liked to call “Cock Worship”.

Jeff and I met back in high school and since then he’s watched me score with lots of women. I’m thin and athletic have a quick wit and a way with the ladies. Jeff on the other hand is fat, bald, and prefers watching porn than trying to score with real women. In thirty-one years he’d never been laid or blown. Then our bet came along and I did what I was told. For the first time in his life Jeff was privy to plenty of gratification whenever we wanted it, which was often. Jeff enjoyed my sexual servitude and basically wanted me at his beck-and-call 24-7. All things considered, Jeff was a very smart man and he got what he wanted, I gave myself completely to him.

Sitting at my computer, Jeff had been working on some business letters when my ex-girlfriend Laura had called. “No, sorry Laura, Mitch isn’t here,” I heard Jeff say through puffs on his cigar. “I’ll tell him you called, but I don’t know when he’s coming home. I think he had a date or something.” Jeff hung up the phone, typed for a few more seconds and then said. “I think she’s finally getting the message. She probably won’t be bothering us anymore. Is that OK with you, Mitch?”

I was naked and on my knees in front of Jeff. It was my usual spot, with my head between his legs and his semi-hard cock in my mouth. I stopped my duty for a moment and looked up, “I don’t see why you made me dump her. I promised you that I’d keep going with our bet.”

Jeff stared down at me. “Did I tell you to take my cock out of your mouth?”

Before I could respond he guided my head back down and I engulfed his rod which was starting to get much harder. He put one hand on the back of my head and held me in place. “Remember Mitch. I gave you a choice. You said you wanted my cock. Well if that’s what you want, then you need to know that I don’t share. Ever.” Jeff tried to keep typing but the mood had left him. “Fuck Mitch, you’re sucking me off so good now I can’t even keep my mind on my work.” He reclined back in my desk chair and smoked his cigar while I continued working his cock.

After a few minutes my pace quickened and his balls started growing tight. Jeff stood up and began to fuck my face – hard. “You want my load don’t you Mitch? I can tell haven’t had your taste yet today! You want to swallow it, right?” This time I didn’t remove him from my mouth; I simply mumbled a reply. “Good boy. Well get ready because here it comes!” Jeff pulled me off his cock while he grabbed it with one of his meaty hands. He pumped several times on his length. “Open your mouth, I want to give you a present.” I did as I was told and accepted the hot juice that he began squirting into me. Jeff kept pumping and several of his shots missed my mouth and sprayed onto my face. The one thing about a large man like Jeff was that he always had a large load to unleash. His balls must have worked overtime after all those long years with no sex. “Swallow it!” Jeff said as he towered above me. I swallowed his scorching load and opened my mouth for more. Jeff stood over me and rolled his spent dripping tool along my face. “I love this. I love having my own personal slave! Who would have thought that after all your years of pussy you were just going to end up on your knees with me rolling my fat cock on your face. What do you think?”

I looked up at him with my creamy face. “I’ll do what you ask me to do.”

Jeff smiled. He sat back down in my chair, grabbed his cigar, and started typing again. “Good. Then get over here and put my cock back in your mouth. I’ve got another hour of work to finish up.”

When his work was finally finished, Jeff was ready for some relaxing. “Hey dude, what’s going on?” Jeff said into the phone. He was unwinding in the bathtub. Hot water and bubbles surrounded him as he lay back with a beer and another cigar. I was on my knees next to the tub in case he needed something. Jeff laughed as he talked to his friend Wayne. Jeff and Wayne were drinking pals who used to work together. They had a big love of porn and often shared videotapes.

Jeff had me hold out an ashtray for him as he continued talking. “Ha! Is it any good? Then I’ve got to see it! Me? Just sitting here in my tub.”

“My tub,” I said.

Jeff merely looked at me. “Yeah that was Mitch.” He paused for a minute listening. “Oh yeah. Sucked me off twice today. And after I’m done soaking he’s going for a three-peat.“

I still hadn’t got used to this part. With our original bet Jeff had agreed not to tell any of our friends. But since our bet had changed and I had willingly accepted Jeff’s cock, he had made some modifications. Our regular friends still had no clue what was going on. As far as they knew, Jeff had just moved in to my place to help save up some money. But, since Wayne only hung around Jeff and no one else, Jeff shared all the information about my servitude with him. They were just two incredibly horny guys who never seemed to get laid. Once he knew, whenever Wayne would come over he’d often brazenly say things to me like, “So boy, you swallow today or take it on the face?”

Wayne was a real asshole. He was as much of a redneck as there ever was. He was almost ten years older than Jeff and I. Usually he’d call me “boy” just to make sure I knew that he was older. When he managed to hold a job it was usually as a janitor. But since he drank heavily and often smoked marijuana, and rarely showered, he didn’t hold jobs for long amounts of time. He was the kind of guy who I wouldn’t want within ten miles of my place, but because he and Jeff drank together and exchanged porn tapes, Jeff would usually have him over every couple of weeks.

Jeff hung up the phone and looked over at me. “Wayne’s coming over in a few minutes.” Since Jeff had taken free reign of my place he didn’t ask for my permission. Jeff began draining the water and stood up out of the tub. “Towel.” I took the towel and began drying Jeff off.

“Does Wayne have to come over tonight?” I asked.

Jeff held out his arms as I continued my work. “Yes. He’s got a new Ashlyn Gere tape and a couple others that I want to see. What’s your problem with him?”

I started drying his balls and then his legs. “Well, he’s kind of,” I paused for a moment trying to be as delicate as possible. “White trash.”

Jeff let me continue.

“He doesn’t really bathe much, and besides he smokes so much that when you’re both here this place reeks of smoke. I mean your cigars are one thing, but it seems like when you guys are together I spend most of the next day just cleaning up the mess and airing this place out.”

Jeff walked into the bedroom. “I’ll keep it in mind,” was all he said.


Wayne came over and was in rare form. He of course brought the porn tapes and beer. He’d forgotten to shave, shower, or even pretend to make an effort. His long greasy hair and mustache made him look like a reject from a bad porn movie from the70’s. He and Jeff traded some stories and jokes for a while before Jeff finally said, “So, we going to watch those tapes?”

Wayne said, “Sure thing. Have the house boy plop them in the old VCR.” And, as Jeff handed me the tapes Wayne added, “And while you’re up, grab me another beer, boy.”

I started the movie and did as I was told. Wayne smiled because he could see how much his condescending tone annoyed me. Jeff had warned me on numerous occasions that I wore my emotions on my sleeve, but it was just something I wasn’t good at hiding.

As the first few scenes ended Wayne looked over at Jeff and said. “So Mitch blow you after I called?”

Jeff chuckled. “No we didn’t really have time. But after watching these bitches on the tape, I’m starting to wish he had.”

Wayne lit up a fresh smoke and said, “Well go ahead. It’s not like I don’t already know about it. If you wanna blow a load. Don’t let me stop you.”

This caught me off guard. As many times as I’d sucked Jeff’s cock, there had never been any witnesses. I looked to Jeff as he stood up and started undressing. “Mitch time for some cock worship.”

I stripped down as well and went over to Jeff and took him into my mouth. Jeff sat back and enjoyed my work while Wayne who was sitting right next to him on the couch clapped his hands and joked, “That’s right boy you suck that cock!”

Two scenes later and Jeff was filling my mouth up with his cum. He leaned back with his last groan and got a few final drops out. “Whew! That was just what I needed.”

I started crawling away from Jeff when Wayne started talking. “Hey what about the guest?”

I looked back at Wayne, his eager expression said it all.

I felt my stomach cringe nervously but there was little doubt of my reply. “No way. I’m not sucking your cock.”

Wayne looked over at Jeff. “Come on man, don’t have him leave me hanging.”

The next few seconds seemed like they took an eternity to unfold. I could see Jeff thinking it all over. Eventually he looked at me and said, “Normally I would have said no. But you were kind of rude earlier when you told me Wayne was white trash. So I think you owe it to him.”

Wayne looked to Jeff. “He called me white trash?”

“Yeah. So I figure he can suck your cock and everyone will be even.”

I attempted to get out of it. “But Jeff, didn’t you tell me that you didn’t share, ever?”

Jeff looked at Wayne and gave him a wink. “Well Wayne’s my friend and friends share what friends have.”

Wayne stood up. “Sounds good to me.” He then turned to me, “Ok, BOY, you ready for some sucking?”

The only light in the living room came from the TV and the third porn movie of the night. Jeff was still naked, sitting on the couch with a new beer. He spent more time looking to the movie, but occasionally I saw him glance my way.

“Oh yeah!” Wayne was chuckling at me as he made me remove his clothes. He stood naked before me. I could see he was still dirty and sweaty from work but his body was much harder and more defined than I would have imagined. His cock was also a considerable nine inches, hanging long. “On your knees boy!” Wayne said as he looked at me with his lousy shit-eating grin.

I looked over to Jeff hoping that he might change his mind.

Jeff chuckled. “Hey if you want to worship my cock then from now on Wayne’s part of the deal.”

“That’s right,” Wayne said greedily. “Now get busy.”

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