Date: Fri, 20 Jan 2023 00:05:05 +0000 (UTC) From: Jonathan Subject: The Winner - Chapter Three The interactions between James and Glen are getting more complicated as James is discovering new feelings he never knew he had. There is some violence in this chapter and not much sex, but it leads into the next chapter where things will be much better for everyone involved. This is a fictional tale of sexual relationship between a young man and a teenage boy. You must be eighteen to read this story. If it is against the law where you are to read stories like this you are kindly requested to leave and not read this story. It is only a fictional story for your reading pleasure and not for distribution to any other site or resource. While some of the geographic names and place may be real, none of the names or characters are real or based on anyone real. No one was actually hurt or killed in preparing this story. I appreciate any comments or feedback, good or bad. Send to tryitlikeit27@yahoo.com. I try to reply to as many as possible. I have had some very pleasant interactions with some of my readers so please do not hesitate to write. If you enjoy my story, you can do an Author Search on my name ("Jonathan Perkins") to find some of my other stories posted here. The Winner by Jonathan Perkins Copyright 2022 All Rights Reserved Remember to donate to Nifty to keep these stories available for all our enjoyment. http://donate.nifty.org/donate.html The Winner Chapter Three I had a hard time concentrating at work today. Every time I stopped what I was doing for a minute, my mind drifted back to last night. What the hell was this new affinity I had for ass play? Fucking someone else's ass was one thing but having my ass played with? It was just plain unnatural. I suppose you could say a heterosexual guy fucking another guy or face fucking him is unnatural, but it's only a means to an end. Women always want more. More money, more affection, more of your attention. Most guys, gay or bi, are content with just being a cumdump and moving on. I have to get back to work and sort this out later. Somehow I managed to get through the day without obsessing on my ass concerns any more. The car service dropped me in front of my building but before I could reach the front door, the ratty old car with Ramone's stooges pulled up to the curb. "Ramone wants his interest. You'll get your little twink friend back when he gets his money. Be here tomorrow morning with the money or you won't see you little buddy again," one of them hollered to me. Then they handed me a picture of two of them holding Glen between them at what looked like a rural setting in the background. I couldn't fathom that they would have the balls to kidnap Glen right off the street in broad daylight. But the picture was all the evidence I needed to convince me. "It's Friday and the banks are closed. I can't get the money until Monday," I lied. "Then you better be here Monday at noon with the money otherwise it's the end of your pal," they threatened. "If you harm him in any way, you'll live to regret it. No, let me correct that, you won't live to regret it. Monday at noon. Bring Glen an I'll have his money." They drove off and I ran into the building and up to my apartment. I flung open the door, calling out for Glen. The apartment was empty. There was a note on the kitchen counter. "Gone out for a walk. I should be back before you get home but if you get home early, don't worry. I'll be back," signed Glen. I slumped down in a chair and a feeling of despair washed over me. My arrogant confrontation with Ramone had now put Glen in harm's way. I needed to act fast to fix this. I only had two days before they would be back. The money was not a big deal. I had more than five hundred dollars in my pocket as walking around money. But I will be damned if I'm going to let Ramone win. Especially when the stakes involved Glen. My father had defended a private security firm made up of ex-military special ops men a few years ago. They were involved in a situation where several kidnappers died during a ransom drop in another kidnapping situation. The security team members involved were all acquitted. "No witnesses, no crime" was Bulldog's motto. He was the leader of the outfit. I had used them several times for background checks on company executives of companies I was looking to purchase. The contacts and the information and the methods they used were the best in the business, sometimes shady and unorthodox but effective. Much more thorough than law enforcement. I called right away and explained the situation to Bulldog. "I'm not sure what you can do to find them, but I'm afraid that by Monday they will have already killed him. They are full out psychopaths," I told him. "I'm familiar with his name. He's a low level drug dealer who thinks he is going to be the next major drug lord of the city. I'll be over in an hour and we'll plan a strategy. In the meantime, send me a copy of the photo they gave you and I'll have my crew get started." Bulldog knew time was ticking away and he didn't want to waste it. While I was waiting for him to arrive, my emotions were all over the place. My natural reaction to this was anger. Pissed off at the drug dealer that dared to cross my path and threaten someone close to me. Then I felt genuine concern for Glen's safety. This went beyond just not being in control of the situation. Was it because I felt responsible for him? Or did I feel my first interaction with Ramone precipitated this response? Or did I actually have some deep down feelings for him? Then my anxiety kicked in that this would not end well, even with Bulldog getting involved. I jumped when there was a knock on my door. I ran to open it and ushered Bulldog in. He sat at the dining room table and opened his laptop. "My crew has been busy on this. They tapped into the city street cam system and saw the meeting with you and the thugs. They got a plate number off the car and found it registered to Ramone's grandmother. She passed away a few years ago but he has been using her identity to fly under the radar ever since. The traffic cams followed the car as it left the city and headed out to the country. We blew up the photo you sent and we could just make out a house number on the house in the background. Not very bright of these guys. I checked the land deeds for his mother's name and came up with a small farm just outside the city. The traffic cams indicated that their car was headed in that direction. I have a team on the way there to set up a drone surveillance to watch their movements. I assume that they are holding Glen there," Bulldog reported. "Damn, you re good," I proclaimed. "That's why you called me," he chuckled. "Now, do you want this to be strictly a recovery operation or a recovery and clean up? A straight recovery operation will be $20,000 and a clean up with obviously cost more." "I want Glen back in one piece and then I want to make sure I never hear from them again." I stated. "I don't care what the cost is, you know that. You're work has always been the best and I pay well for good work." "Okay, I'll get back to you in the morning to let you know how things are progressing." He reached out and put a hand on my shoulder. "Don't worry, we'll get Glen back to you before the weekend is over." We shook hands and he left to continue his work. I felt better but was still on edge about the whole thing. I got very little sleep that night. A call at 10:00 the next morning woke me. "James, this is Bulldog. We have surveillance on the property and have confirmed Ramone is staying there. We have seen one of his men going to the barn carrying what looks like food so it is safe to assume Glen is being held in there. I'm planning to surprise them early Sunday morning and breach the house and the barn simultaneously. I doubt they are early risers" he told me. "I want to be there with you if at all possible and confront that asshole face to face," I asked. "That can be arranged but you will have to wait until we have secured the buildings before I can allow you to come in. I don't want anything to happen to you before you write me a check," he laughed. "I'll mail a check for the down payment today," I answered back. Bulldog was usually all business but that little bit of levity meant he was totally at ease with his plan. That took the edge of my anxiety. "I'll pick you up at 2:00 AM on Sunday morning. I'll have gear for you to dress in so you'll blend in with my crew." Then he hung up. I got out of bed and headed for the kitchen to get a coffee. I passed the couch where Glen had slept. My mind flashed back to the first morning I found him asleep there and I pounced on him, fucking him hard and fast before he knew what hit him. I smiled as I walked past it. There was no coffee or juice waiting on the table for me, as there had been the past few mornings since Glen had been with me. I stood at the coffee maker waiting for my cup to fill and wondered how lonely it felt without him around. Of course his naked body and his bubble butt were always a pleasant sight in the morning sun shining through the windows, but he was also good company. That's all there was to it, I reassured myself, just good company and a sex toy, nothing more. No matter how much I reassured myself that I had no personal feelings for him, my state of despair betrayed my denial. I showered and went to the office to send out a check for Bulldog as I had promised. I had used his service for background checks in the past so it wouldn't be odd to be sending him a company check for services rendered. The additional fee for 'cleanup' would be paid in cash in person. I returned home and tried to get some sleep. I got up at 1:00 and dressed in what I thought would be appropriate clothes for the upcoming raid. As it turns out the only thing I kept on of mine was my underwear. Bulldog had a different idea of what was to be worn, complete with night vision goggles, a bullet proof vest and enough firepower to start my own war campaign. We rode in silence, three black SUV's with four men each including myself. I was to stay on the perimeter while four of them went to the barn and the rest would secure the house. I was positioned where I'd be out of harm's way as the others approached the buildings. The whole thing lasted less than two minutes before I was summoned to enter the house. Ramone was tied in a chair in the living room while his crew was laid out on the floor under the watchful eye of three of Bulldog's men. Bulldog began, "Where's the kid?" he said in a firm but steady voice. Ramone laughed. "That's for me to know and u to find out when I get my money," he sneered. "Hey money pants, I told you I'd get my interest. Now it's going to cost you more. I want a thousand dollars, not just five hundred," he demanded. Bulldog turned and looked at me in amazement. "Does this asshole realize the situation he is in? He's tied up with an AK47 pointed at his head and he is making demands?" Bulldog said incredulously. He pulled his weapon back and smacked Ramone in the face with the butt. "Now where is the kid? I'm loosing my patience!" Just then the men came in from the barn. They had searched it and found no trace of Glen. "You won't find him. Pay me my money and I'll tell you where he is," Ramone boasted again like he was in control. Bulldog looked at me and nodded. I nodded back to him. "I've lost my patience," he proclaimed as he pulled out a pistol and shot one round into Ramone's foot. Ramone yelled and cursed as he was writhing in pain, pulling at the ropes holding him in the chair. . "Tell me where the kid is!" Bulldog yelled as he turned his pistol to aim it at the other foot. "Alright, alright you mother fucker. The kid is in the barn," he bellowed out. "We searched there and he wasn't in the barn," Bulldog said as he cocked his pistol. "In the root cellar! Go in the second horse stall and kick the hay out of the way. There is a trap door to the root cellar. He's in there," Ramone confessed. Bulldog dispatched his men back to the barn to find the root cellar. "You better be telling the truth or it's going to get ugly," Bulldog promised. "You got your kid, now give me my fucking money!" Ramone demanded. The men came back from the barn with Glen between them. His clothes were torn and dirty and he had a black eye and a bloody lip from being beaten. Knowing he was alive but had suffered a beating set me off. I walked up to stand in front of Ramone. "The last time we met I told you the interest that I would have for you wouldn't be money so you'd be smart to walk away. But instead you had to be dumb and escalate the situation. Well here's your interest," as I threw five one hundred dollar bills in his face. "And here's my interest for you," as I waved my arm around the room at Bulldog's men." Ramone looked at them and then at the money in his lap and smiled. "It took an army to get your kid back but I got my money," he laughed looking down at his lap. Bulldog looked at me again and shook his head. He couldn't believe how stupid this guy was. "You life is worth five hundred dollars," I said pointing to the money in his lap. "Glen's life is worth $20,000," I said as I again waved my arm around the room. I looked at Bulldog and nodded my head. He nodded back. I took Glen and we left the house. Two of his men gave us a ride back to my apartment. "Did they hurt you?" I asked as we pulled onto the dirt road and headed home, knowing he had suffered a beating to some extent. "Just a few bumps and bruises. I'm fine," and then he looked out the window and didn't' say another word the rest of the way home. I pulled him into a sideways hug and could feel his whole body trembling. After a while he calmed down but still remained quiet. We got into the apartment and I sent him to take a shower. He finished and came out naked, not unusual but his clothes were in such a shambles they needed to be thrown out. I had made a sandwich for him and a drink. He sat at the kitchen table and ate half his sandwich and drank the bottle of water. His hand was shaking so bad he spilled some of his water. I walked over to him and wanted to hug him but I didn't want to hurt him. His body was bruised front and back. "Let's go to bed," I said as I took his hand and led him to my bedroom. "Do you mind if we don't have sex right now?" he asked sheepishly. If it weren't so pathetic I would have laughed. "You're in no shape to have sex for a while. W both just need some sleep," I told him. "Then why are we going to your bed. I sleep on the couch," he questioned me. "I thought the bed would be more comfortable for you," as I ushered him to my bed. For some reason I still felt a compelling urge to hug him, hug him tight, but I knew better. Instead he initiated a hug, gentle and lightly, but a prolonged contact of our bodies. We both got into bed and he moved up against me. I didn't want to put any pressure on his body so I let him settle against me. I looked over at him and he was already asleep. Why was I feeling this empathy towards a sex toy? Someone who was no more to me than a cumdump? My heart was heavy for what he had gone through but my mind was rejoicing in the fact that he was safe in bed with me and Ramone would never bother us again. I woke up about suppertime and quietly and gently slid out of bed. I went to the kitchen to see what I could make for make for a simple meal. I really couldn't concentrate as my mind kept going back to Glen. He had been through hell all because of me. It would only be right if I released him from his obligation to stay with me to 'pay off' his debt. I guess now it was a matter of who screwed up worse, him or me? But it wasn't really Glen who screwed up. If he father hadn't stolen the money intended for the drug dealer then none of this would have happened. So it wasn't fair to take it out on him. Where the hell was my mind going? What the fuck does fair have to do with this? I paid the dealer, I agreed to let him stay and be my sex toy. I'm the winner in all this! As it should be. But it still doesn't sit right with me. I gave up trying to come up with supper and ordered a pizza. I had another call when I finished ordering. It was Bulldog telling me everything had been cleaned up, a euphemism for the untimely passing of Ramone and his crew. In plain language, Bulldog had executed them all. This chapter in my life was over and done with. As Bulldog reminded me, 'No witnesses, no crime'. "You owe me the original amount for the recovery and that same amount in cash for the clean up," he told me. "That's more than reasonable. Stop by my office Monday afternoon and pick up your money," I gladly agreed to the added cost. Glen walked into the kitchen as I was putting my phone down. "I'm feeling better now if you want to have sex. Just be gentle," he offered. I took one look and his beaten and battered body and knew I had no desire to fuck him or get sucked off. "Not now, maybe later," I told him as I choked back my emotions. My emotions? I should leave him here and go out looking for a piece of ass to fuck, not stand here feeling bad for him. "No, really. We haven't screwed around for a few days now and I really want to." "That's not our deal. You're here to please me when I get the urge. It has nothing to do with whether or not you want to. Right now I don't want to," I told him rather sternly to give myself cover. "I ordered a pizza for supper. You better make your naked self scarce when the delivery person arrives. Tomorrow I'll get you some new clothes to replace the rags you were wearing." "I have money now so I can go get them myself," he countered without thinking. "Are you going to go to the store naked?" I asked with a smirk. "Oh, yeah, I guess that would be bad. I'm so used to being naked around here that I didn't give it a second thought." "I'll get you something simple, a pair of sweat pants and a sweat shirt then you can go pick out your own clothes if you'd like." The pizza came and we sat at the kitchen table eating. Glen dropped a bit of pepperoni and it landed on his cock. I laughed when he didn't notice it. "What's so funny?" he asked. "You have a piece of pepperoni on your pepperoni," I chuckled. "On my pepperoni? What are we, in fucking high school?" he asked with a giggle. "You want to lick it off?" "No to both those questions." We both laughed out loud. It felt good after so much tension and drama over the past 24 hours. After we finished eating and cleaning up we went to watch some TV. There was a news report that a known drug dealer, Ramone Dias, and four of his associates were found dead in a farmhouse outside of the city. They were shot execution style. The probable motive was a drug turf war over the sale of drugs. Cash and assorted drugs were found scattered around where the bodies were found. "Shit, James! Did you kill those guys?" Glen asked with horror in his voice. "No, you and I left together and they were alive when we left. Something must have happened later," I replied trying to cop ignorance of the murders. "You and I left but most of the guys you hired stayed behind. Did they kill them?" "Again, I left with you so I don't know what happened after we left." "James, I know that Ramone would have most likely killed me when he got the money he wanted and possibly killed you as well. So I'm not upset that he is dead. But I have to know if you were behind it or not. Is that what the $20,000 was for? If I'm going to stay here I have to know the truth. No lies," he demanded. "Normally I don't divulge any information about my business dealings but you were right in the middle of this one. So, yes, I will tell you the truth. We both thought we were done with Ramone when I paid him the original $500 but he was greedy. Greedy and stupid when he came back for more. If I paid him again, he would have kept coming back time and time again for more money. It had to end. I paid Bulldog and his crew to handle the situation as best they knew. You and I were long gone and the money is untraceable so we are insulated from any culpability. Ramone and his guys were losers right from the start. You and I are the winners this time." I laid it all out for him. "So I'm a winner too?" he asked. "Yes you are. How does it feel?" "It's a relief to have it all behind me, I suppose. Now if I could only get you behind me, I'd feel a whole lot better," he slapped his ass. "Let some of the bruising go away for a few days and then we can make up for lost time." "The way I figure it, I'm working off the original debt at $50 a week for ten weeks. To work off the $20,000 I've got about seven and a half years of sex before I'm square," smiling at me. "By then your ass will be so stretched out I'll have to spread my legs so I don't fall in," I quipped and pushed his shoulder, knocking him over on his side on the couch. "Oww!" he yelled and held his side. "I guess I'm not ready for any action yet." We watched TV a little longer, then headed for bed. Glen was behind me and when I got to my bedroom door, he stopped and looked at me as if to ask if he was sleeping on the couch or in my bed. "Come one," I motioned for him, You still need a soft bed." "And a warm body in it with me," he smiled. I smiled back. Just before I fell asleep I felt his warm breath on my shoulder as he had nuzzled his head against me, his arm on my chest and one leg sprawled over mine. I felt so at ease and was about to drift off for a relaxing sleep. Glen moved slightly and spoke quietly. "James, I want to thank you for being honest with me about Ramone," he started. "No problem," I mumbled back to him. "I have to be honest with you as well. I've been afraid to tell you for fear of your reaction, but . . . . " Now he had my attention. "The night you got drunk and I told you that you were talking in your sleep describing the perfect blow job. You didn't talk about it, you did it. You actually sucked me off, for real." I froze. I didn't know what to say. I was glad he told me the truth but I was pissed that he had lied about it to begin with. I was mad at myself for being so drunk that I actually sucked another guy's cock but disappointed that I couldn't remember if I enjoyed it or hated it. Would I try it again when I'm sober? Hell no! I don't suck cock, they suck mine. But I did. Was I so drunk I didn't know what I was doing or did the booze lower my inhibitions to the point where I was willing to put a cock in my mouth? So much for falling asleep quickly. "Are you mad? Should I leave in the morning, or now?" Glen asked tentatively. Again I was at a loss for words. I was quiet for a few minutes before I could answer. "James?" "You're not leaving tonight or in the morning. You've got a long time left to work off your debt," I told him for want of anything better. Glen snuggled back up to me and he slept with a clear conscience, leaving me to try and sort of my feelings. About him and about me. The next morning I awoke to Glen's hand on my morning boner, stroking it slowly up and down. He was lying sideways on the bed to get in a comfortable position next to me. He smiled up at me when he realized I was awake. "Good morning" he said with a cheery voice. "Good morning," I mumbled back to him, still unsure about the revelation he laid on me last night. "My body is still sore and my lip is swollen but my hand works just fine," as he looked back to my cock and worked it with one hand while rubbing his other hand over my thighs and up between my legs to cup my balls. Okay, so he does give a strong hand job so I'll let him keep going before I say anything to him. My precum was leaking out as he pumped my cock. He brought his hand up from my balls and wiped the liquid of my tip with his finger. He went back down between my legs but instead of going for my balls, he reached further back and put his slippery finger against my pucker, gently massaging it with no intention to enter me. At least so I thought. The attention to my ass was raising my state of arousal to the max. I haven't made up my mind about him playing with my ass, whether I should let him or not, but right now he was in charge of that decision. And he decided I liked it. He was sprawled across my right leg so I lifted my left leg to give him better access. He removed his finger, caused me to almost whine in desire for him to keep doing what he was doing but I played it cool. He squeezed my cock and milked some more precum then applied it to his finger and went back to my hole. I moaned in appreciation that he was working both ends of me, my ass and my cock. The moan was his signal to press his finger harder against me until it slipped in. My sphincter immediately tightened at the invasion. Glen wiggled his finger, not pushing any further in. He stroked a little faster to take my mind of his finger. Once I had relaxed, he pushed further in. I was in heaven. I pushed my ass back onto his finger and humped my hips in sync with his jerking me. I was almost at the plateau but not quite over the edge. I just lingered, my whole body quivering until Glen's talented finger found my orgasm button inside me and pushed it. I stiffened up and shot a huge first volley of cum, landing on my face and the edge of my mouth. The remaining spurts landed from my neck down to my navel. It was the biggest load of cum I had released in a long time, maybe ever. My sphincter had tightened around Glen's finger and was resisting him pulling out of me. I was spent and breathing like I had just run a marathon. I don't know what possessed me but the cum on my face was starting to drip down my chin so I stuck out my tongue and licked it. That was the first time I had ever tasted my own cum, or anyone's for that matter. I know a lot of guy's are curious but up until now, I had never wanted to try it. I was content to let other guy's taste it when I shot it in their mouths. "Wow! That was fucking awesome! The biggest load ever," he commented. Catching my breath, "The only way to wake up in the morning," I gasped. "You must really like me playing with your ass. Next time I'll try to aim it right in your mouth and you won't have to chase it with your tongue," he giggled. "FUCK YOU, MOTHER FUCKER!" I yelled as loud as I could. "Get the fuck out of my bed!" I didn't need him to remind me how damn perverted I was becoming. Getting off with a finger in my ass and then licking my own cum. Son of a bitch! What is going on with me? Glen looked dejected as he climbed out of my bed and headed for the kitchen. He got a drink of water and then headed back to the room where I told him he could sleep instead of the couch. He went in and closed the door. I made the coffee and poured myself a cup. Sipping it I reflected on the last hour. Glen was here for me to have sex, to make me get off and feel good. That's exactly what he did. It's not his fault I'm feeling weird about these new feelings. The ass thing, the licking my cum, both seem kind of gay. I'm certainly not gay. Or am I kidding myself about the reason I only fuck guys? Oh shit, I don't know. I have to shower and get to work. As I was coming out of the bathroom, Glen opened his door and stopped when he saw me in the hallway. We looked at each other, not exactly sure what to say. When in doubt, change the subject. "Have you called your mother since we came home?" I asked him. "I was going to ask you if I could use the car service to go visit her today. I'm sure she is worried about me," Glen said, stating the obvious. "I'm sure she is. Just be back by 5:00," then I stupidly added, "if you're coming back." "Can I?" he asked nervously. "You better. You still owe me big time," I said showing no emotion. I almost smiled at him to put him at ease. But I wasn't at ease yet so he shouldn't be either.