Date: Fri, 13 Jan 2023 03:26:24 +0000 (UTC) From: Jonathan Subject: The Winner - Chapter Two 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 Two As I walked out of the bathroom, I held my head with both hands. I didn't know what made my head feel worse, the headache from the hangover or the thought that I had gone down on Glen last night. I passed him on my way to the kitchen for my orange juice and coffee as he was headed to the bathroom. . "Can I fix you something to eat?" he said with a shit eating grin on his face and kept walking. What the hell did he mean by that? That was the second comment this morning alluding to something that happened last night. I sat and drank my coffee and waited for Glen to come back in the kitchen. "Okay, so what's with you? You look like the cat that ate the canary. Just what the hell did I do last night?" I demanded he tell me. "And I want the truth!" Glen thought for a minute and decided discretion was the better play right now. "I got up to go to the bathroom and you were talking in your sleep. From what I could make out from your mumbling and slurring your words, it sounded like you was giving someone advice on how to give a blowjob. I thought you were talking to me but when I asked you a question, you just kept on mumbling. That's when I figured out you were talking in your sleep." "And that's it? Just me rambling on in my sleep?" I asked hoping that was all. "Yup. When I came back by your door after taking a piss, you had rolled over and were sound asleep. I hope the dream was as good as the mumbling," Glen laughed. "If I find out you're lying, I'll beat you silly!" I threatened him. "Why would I lie? That's what's happened." I went off to work and was uneasy all day. I knew there had to more to it than what he was telling me. But I had no way of proving it. I was determined to just try and put it behind me. I got finished up and left work a little early. I was tired from getting a lousy night sleep the night before. I walked into my apartment and it was spotless. I had a cleaning lady that came in once a week but she wasn't scheduled until the end of the week. As I looked around I discovered that everything was cleaner than ever before. "Did the cleaning service come today?" I asked Glen. "No. I got bored hanging around with nothing to do so I tidied up a bit," he told me. "Tidied up a bit? This place has never looked so good. Much better than the service I'm paying," I said as I continued to inspect his work. "How much are you paying them?" Glen asked me. "One hundred dollars a week." "Save your money, I can keep the place looking like this all the time," he offered. "Okay, but if you're going to clean then I'm paying you the hundred a week. It's only fair." "That's not part of our deal. I'm paying off you, remember?" "I remember alright. But that's for sex. Cleaning was never part of the deal so I'm renegotiating," as I took a hundred dollar bill out of my pocket and handed it to him. "I sure good use the money. My father isn't getting a hold of this, that's for sure." "Speaking of your parents, have you called them and told them where you are? They must be worried sick about you," showing an unusual concern for someone else. "I called my mother and told her I was staying with a friend until this whole thing blew over. I begged not to tell my father. Let the asshole sweat Ramone coming to look for him. I told her that Ramone wouldn't bother her or come by the house." "So now I'm your friend?" I looked at him with a stern face. "You're pretty quick to stretch the truth again, aren't you?" "Again?" Glen looked confused. "Yes, again. I still don't know if I believe you about last night." "That's you choice, I suppose." Glen put the money in his pocket and headed to the kitchen. "I made some chicken for supper. I hope you like it." He cleans, he cooks and he has a tight ass. He might be worth keeping around. Now if he could only learn how to give a decent blowjob. The smell of the chicken he cooked overwhelmed my desire for sex, at least for now. I didn't realize how hungry I was. Glen set out the food on the dining room table and we sat down to eat, him sitting naked on the opposite side of the table. As my stomach filled up, my view from where I sat also made my cock fill up, with blood that is. I made a point not to over eat so I would have enough energy for sex. He came to my side of the table to clear the dishes so I grabbed his ass and gave it a tight squeeze. "Time for some dessert," I snickered. "You go in the bedroom and get undressed. I'll be in as soon as I've cleaned up here," he instructed me. I went and took a quick shower then walked to my bedroom still naked. Sprawling across my bed, I stroked my semi hard cock to get it hard and ready for action. Glen came in and crawled up between my legs. "No, bring your ass around here, I don't want another lousy blowjob." "Let me try one more time. If you're not happy, then I'll climb up on you and ride your cock cowboy style," he asked me. "Okay, deal." The first thing he did was grab the shaft and stroke it a few times, making sure it was nice and stiff. Then he licked the tip to get a taste of my precum. After he savored the taste, he licked the shaft to get it good and ready to slide into his mouth without dragging the skin. I was hard as a rock but he treated my manhood very gently, being extra careful to keep his teeth covered. He lowered his mouth all the way down and held it there briefly before sliding back up, swirling his tongue as he did, and my cock twitching as he worked it. I grabbed the back of his head and held him against me, rubbing my fingers through his hair. Instead of my usual face fucking, I just lay there enjoying this new sensation Glen was giving me. Face fucking is just a means to an end, an orgasm. But this was so much more sensuous. He seemed to be getting as much pleasure out of sucking my cock as I was. I started to buck my hips up gently to meet his mouth. I could feel the sensation I get just prior to cumming. I moaned loudly and stiffened my body as I shot stream after stream of salty cum down Glen's throat. He swallowed every drop and then just held his mouth still with my cock still embedded in him. Knowing I would be tender, he didn't move and let my cock slowly deflate until it started to slip from his lips. I lay there panting and trying to catch my breath. "Holy fuck! That was the best blowjob ever. How did you manage to improve so much since the last time when you brutally savaged my cock?" "I had a good teacher," he replied with a grin. Damn, I did suck his cock the other night! "Wait, are you saying I actually went down on your boner the other night?" I asked him in horror. "No, of course not. I just listened to what you were mumbling and used that to step up my game." "You're not bullshitting me are you?" I asked, still unsure if he was lying or not. "Why, do you want to suck my cock for me?" he asked with a smirk. "You damn well know the answer to that. You're the only cock sucker here!" I growled at him. I tried to think back to that night again but I still couldn't say for sure if I just talked him through it or actually did suck his cock. If I did, why don't I remember being grossed out by it? Maybe I wasn't? Did I enjoy it or was it just perfunctory, going through the motions? I was jarred from my thoughts when Glen asked me if I was ready for him to mount me. "Not yet, I still need some recovery time from your excellent performance." "Okay, I'm going to wash the dishes so just yell when you're ready." I watched his bubble butt as he sauntered towards the kitchen. We wanted to climb up and ride me cowboy style but I was going to have him bend over in front of me so I could play with his smooth tender globes of ass flesh as I pounded his hole. A quick nap and I'll be ready for round two. My quick nap turned into a night of restful sleep. I awoke the next morning on my back with Glen nuzzled up next to me. I opened my eyes and snapped awake when I realized I wasn't alone in my bed. No one had ever slept with me before, not even Derrick. As much as it felt nice to have him next to me, it also made me nervous as hell. He is just my sex toy, to be used for my pleasure and then cast out of my bed. I had to stop now. But part of me didn't want to. Think, Peterson, a loser lets his emotions control his life. A winner is in total control of his emotions! "Glen! What the hell are you doing in my bed?" I yelled at him, pushing him off the side of the bed and onto the floor. "I came in to see if you were ready for me. You mumbled you needed a few more minutes and I fell asleep waiting for you to wake up. I'm sorry," he apologized profusely. "Your place is on my cock or on the couch and don't you ever forget that!" I bellowed at him, trying to suppress the warm feeling I had waking up with him. "It won't happen again," crawling towards the door on his hands and knees. "WAIT!" I jumped out of bed and ran over to him. "Stay just the way you are," as I moved in behind him. I got down on my knees and moved my cock up to his ass. I spit in my hand and rubbed it on my cock, spitting again and lubing his hole. I grabbed his hips and pulled him tight to me as I plunged in his ass, forcibly entering him in one swift motion. He yelled out in pain but didn't pull away. I proceeded to pump his hard and fast, my only goal was to get off as soon as possible, proving to myself that he was just my cumdump and nothing more. In no time at all, I made one last hard thrust and dumped my morning load deep inside him. There, I said to myself, I'm the winner and he's the loser. As I pulled out, some of my cum leaked out, making two puddles on the rug. He had cum while I was fucking him. He wasn't the loser after all but a winner as well as me, just not as big a winner. Shit! That makes no sense at all. We can't both be winners. "I'll get a towel and clean up the mess," Glen said as he crawled away, still on his hands and knees. I sat back on my legs, looking at his red, stretched hole. Starting to feel bad for him, I had to stop and control my emotions again. He signed on for this so I have nothing to feel bad about. If he doesn't like it, he is free to leave anytime I tried to convince myself. I knew he wouldn't though. He made a deal with me and he was going to honor it, no matter what. Not something you'd expect from a loser. I got up and headed for the shower. I came into the kitchen when I had finished showering and dressing to find Glen sitting at the kitchen table, still naked, drinking a cup of coffee with one set out for me. "A splash of cream and two sugars, right?" he asked. "Yes, thank you." I took a few sips of the coffee and headed for the door. "I have a late afternoon meeting so I won't be home until 7:00." And out I went. Glen was getting bored staying in the apartment all day. He didn't dare leave without knowing the code to the electronic lock on the door so he busied himself with more cleaning. He was scrubbing the tiles in the bathroom around 2:00 when he heard a noise in the kitchen. He assumed I had come home early for some reason and walked in to greet me. He stopped short at the doorway to the kitchen as he saw a young man putting groceries away in the cupboards. "Who the hell are you and what are you doing?" Glen yelled at him. He startled the young man who dropped a bag of sugar on the floor, breaking open and making a mess. "I'm Bradley Taylor. Who are you and what are you doing here?" as the young man looked up and down the naked boy who just yelled at him. "I'm a friend of Mr. Peterson's. I live here. Why are you going through our food?" Glen asked very sternly. Brad continued to stare at Glen's naked body, mostly at the cock hanging between his legs. Glen realized he was naked and Brad was staring. "Take a picture, it lasts longer," Glen snidely remarked. "Oh, I don't think so. This is definitely a sight I won't unsee," he smirked. Not realizing why, Glen felt his cock start to chub up. He questioned Brad again. "You still didn't say why you're rummaging through our cupboards." "I'm sorry, you caught me off guard," now looking Glen in the eyes. "I deliver food every week for Mr. Peterson. My father owns the grocery store that he places his order through. My father likes me to get to know the customers so I make most of the deliveries for our better customers." "He didn't tell me anything about you coming here. How did you get past the door lock?" Glen queried Brad as his gaze once again fell down to Glen's growing cock. "He puts in a temporary code for me. It changes every week." Suddenly aware of this stiff cock and the bulge growing in Brad's pants, Glen blushed and excused himself to go get some clothes on. "I'm fine with the view the way you are," Brad said as he rubbed his bulge. "I'll be right back." After Glen got some clothes on and Brad had finished putting away the groceries, they sat and talked for about 20 minutes. Glen found Brad easy to talk to. Of course anyone would be a welcome change from spending the whole day by himself. Brad had a slim build, but muscular arms from carrying deliveries all day. He was a few inches taller than Glen and had wavy brown hair coming just below his ears which made him look even taller. A cute face completed the picture. Glen found him oddly alluring, considering Glen was not gay. At least he didn't think he as. He was just pimping himself out to James to repay him the money he owed him for paying off the drug dealer. He wasn't ready to admit to himself that he was starting to enjoy the sex they were having. But Brad was stirring something in Glen, more than just his stiffening cock. Brad noticed the time and had to be going before his father wondered what was taking so long. They both walked to the door and just before he reached for the doorknob, Brad suddenly stopped and turned to give the receipt for the delivery to Glen. Almost walking right into Brad, Glen and he stood face to face just inches apart. Both boys' faces turned red at the unexpected closeness. Glen felt an urge to lean over and kiss Brad but didn't dare. He had only met him and despite the hardons they both experienced, Glen wasn't sure it meat anything. He wasn't sure where the urge came from and wasn't about to act on it. "Um, ah, be sure and give Mr. Peterson the receipt, will you?" Brad stammered as he moved back away from Glen. "Oh, of course," not knowing what else to say. " Come back again, anytime." As soon as Glen said that he wished he could go and jump down the elevator shaft. What a stupid fucking thing to say. "I'll be back next week, same time." "Okay, I'll see you then." "I hope I see you again, same as today," Brad said with a smile looking Glen up and down and went out the door. Holy shit! Glen was so conflicted. Was he actually attracted to Brad? Deep down, was he gay? Brad was cute and had a nice build and a nice bulge. But what would I say if something happened between them? Glen felt for sure he'd be thrown out on the street and I would just go find another cumdump. He knew I had absolutely no feeling towards him other than just sex. Which I didn't. I don't. I shouldn't. Do I? After Brad left, Glen opened the cupboards and checked out the food that I had ordered, revealing my love of Italian food. That gave Glen an idea. He looked at the receipt and called the number at the top. "Hello, I'm calling from the Peterson residence. You delivery boy just made a delivery and some of the items were not delivered." "This is Mr. Taylor. What seems to be the problem?" he asked with concern. "I made a separate list for a lasagna planned for this evening's meal I think Mr. Peterson forgot to add it to his order or lost the list I gave him. Is there any way possible to get the additional items delivered before 5:00 today?" hoping Brad would be coming back. "My son is due back any minute. I'll have him pick the order and run it right over. He won't have the code for the door, however. It's only works once and then a new code is needed," he told me. "No problem, I'll be here for the rest of the afternoon." "Fine. I'll get it taken care of. Tell Mr. Peterson we appreciate his continued business." "I will. He is very pleased with the personalized service you give him," I added. Glen had always enjoyed cooking with his mother in the kitchen at home. It kept him away from his father and the arguments that ensued whenever he and his father were in the same room. He became a good cook and remembered many of his mother's recipes. The lasagna dish was one of his favorites and he was hoping it would be one of mine as well. An hour had passed and Glen heard a knock on the door. Not wanting to be caught off guard again if it was someone other than Brad, Glen had gotten dressed. He looked at the security camera and saw Brad standing at the door with a bag and a smile. Glen contemplated ditching his clothes before opening the door, but decided to play it cool. "Hey Brad, glad you could bring these things over so quickly. I should have checked the list before you left but I guess we got sidetracked." "No problem. It was slow at the store and this gave me a chance to get out. And to see you again. Although I'm not seeing as much of you as I did last time," he laughed and looked me up and down. "You're seeing as much of me as I'm seeing of you," Glen responded and then thought maybe that was over the line. "Next week I'll deliver here just before my lunch break and we can spend more time together," as he handed Glen the bag. "I'd like that," Glen replied. Thinking about what they might do with a whole hour to themselves made Glen's cock immediately stiffen. ""I can tell you'd like that," Brad smirked as he pointed to the tent in Glen shorts. "Same," Glen said as he pointed to the bulge in Brad's jeans. They both laughed, their faces slightly red. Brad extended his hand of r a handshake. Glen briefly considered grabbing it and pulling him in for a kiss but decided it was too much too soon. He had no idea where this would go and he wanted it to play out slowly. He shook Brad's hand, thanked him again and opened the door for Brad to leave. "Until next week," Brad said over his shoulder. Glen walked back in the kitchen and put the bag on the counter. He immediately stripped his clothes and began to jerk off with a vengeance. His mind was racing with thoughts of Brad as well as the blowjob I had given him in my drunken stupor. Glen wasn't sure what excited him the most but with mental images of both of us feeding his frenzy, it wasn't long before he shot a huge puddle of cum on the kitchen floor. Leaning back against the counter, he looked at the puddle and said out loud, "Okay, which one of you is going to come lick that up. Brad? James?" Then laughing at his question, he shook his head to get back to reality and wiped up his mess. I arrived home promptly at 7:00. I opened the door and was greeted by the delicious aroma of something cooking. It smelled Italian, my favorite food group. I walked past the dining room and saw the table set, a dish of fresh baked lasagna waiting to be served and a glass of red wine poured for me. Glen was standing in the doorway to the kitchen, naked and smiling. "What the hell is this?" I said in amazement. "You got a grocery delivery today and I noticed you favored Italian food. This is my mother's recipe so I thought I made it for you as a surprise." "It smells and looks awesome! I take it you met Brad. Did you guys hook up while he was here?" I asked out of curiosity. "He was hot, but that wouldn't seem right, with what you and I have going." Glen answered honestly. "Let's get this straight, you're just here for my sexual satisfaction and pay off your debt. Period! I don't care who you screw around with on your own time just as long as you're here and ready when I get horny. Make sure you don't bring any STD's home with you. I don't want my apartment becoming a whore house, but if you want to screw around with Brad, more power to you." "Have you screwed around with him?" Glen asked me. "Not my type, too young." "He's older than me," Glen pointed out. "You're different. I didn't go looking for you, fate just dropped you in my lap. But it seems to be working for now anyway. At least until your debt is paid." Glen looked at me with a frown on his face but didn't say anything. He should know this is just sex, no emotions involved. I filled my plate and began to savor the flavor of his mother's recipe. I picked up my wineglass and held it in front of me. "You're not trying to fill me up on food and get me drunk again so I'll do things you won't tell me about, are you?" I looked at Glen with a serious face. "I would never do that," as reached for my plate and my wine. "I'll put this away and we can go have sex." "The hell you will. This lasagna is better than sex," I laughed and took a sip of wine. "I'll just enjoy all this in moderation." But I didn't. The food was just too damn good. I over ate but at least didn't drink too much. None the less, my gluttony put me in a food coma as I sauntered to my bed and fell asleep. I woke several hours later, still bloated from all the pasta I had consumed, to feel Glen in bed with me, his hand on my cock. He was slowly massaging it and stroking it up and down. "What are you doing?" I asked. "I told you there would be sex for dessert. I always keep my promises." "I don't know if I can handle it right now," I complained. "Lie back and let me do the work. You just enjoy," as he felt my cock chub up to his attention. Remembering how great his last blowjob was, I was quite content to let him work my developing boner with his mouth instead of the physical exertion it would take for me to fuck him proper. Glen kept stroking me as I grew harder and stiffer. He squeezed my cock at the base and pulled his hand up, essentially milking me to get a large drop of precum oozing out of my piss slit. He moved his mouth over and extended his tongue to lick my salty nectar. "A good start but I want enough to wash down my supper," Glen purred. "They will be plenty if you get to it!" I said as I bucked my hips getting impatient for the real action to begin. He just laughed and licked my shaft down one side and up the other, making sure I was good and wet before he lowered his mouth and took swallowed me in one slow, teasing movement. He held still as his throat got used to the fullness then pulled back and let my cock slip out. "Is that enough or do you want more?" Glen asked in a seductive voice. "A hell of a lot more! Suck my cock now, you fucking tease!" I yelled at him. He opened his mouth and took me in again, this time with tongue action. He'd suck hard when he withdrew to the tip and then more tongue as he dove back down. After a few of those movements, he moved to get between my legs. As he was working my cock, he reached both hands behind me, sliding them between my ass and the bed. Squeezing and kneading my ass cheeks, he was pulling me as deep as he possibly could into his throat. I was amazed that his gag reflex hadn't kicked in yet. I was totally in the moment and didn't notice one of his hands had left my ass cheek and was sliding a finger up and down my ass crack. It took my by surprise, a pleasant surprise I have to admit. I had never had anyone play with my ass like this before. His mouth was leaking saliva out the edges and dripping down my balls. A small amount had made it way beyond my sac and was promptly wiped up with Glen's finger. Another surprise as that finger now massaged my hole. I wasn't so sure I wanted this but his mouth was working it's magic on my cock. So as long as my cock was happy, so was I. I felt a little pressure on my hole and before I could tell him to stop, his finger has penetrated me. The feeling of his finger probing my ass felt awesome. He pushed harder and deeper into me as he drove his mouth down taking me as deep as he could. The sensation of his face buried in my pubic hair, my cock massaging his tonsils and his finger swirling around in my ass brought me to an orgasm like none I had ever experienced. My ass muscle tightened around his finger as I shot my load of cum right down his throat, so deep that he had no choice but to swallow. I lay there tingling all over. I didn't know which sensation felt better, his finger in me, my cock in him or the utter satisfaction of a bed shaking orgasm. Glen slowly let my softening cock slip from his mouth as his finger withdrew from me. "I take it you liked having your ass played with?" Glen asked with a snicker. I was still too short of breath to answer him. "I'll take that as a 'yes'," he said. Finally getting my breathing under control, "It was different, that's for sure," I gasped. "Judging from your reaction, I'd say you did enjoy it, if you're being honest with yourself," he reasoned. Did I enjoy it? I guess I'd have to say I did. Is this what Glen feels when I fuck him? My cock is much bigger than his finger but maybe that just means it feels even better than a finger? It might but I'm never going to find out. No one is going to put a cock up my ass. Ever! "The meal was superb and the dessert was awesome. Now I'm going to sleep," and with that I rolled over and closed my eyes. Glen got out of my bed and was whistling as he strolled out of the room and headed for his couch. I had kept the room that Derrick slept in closed and locked. Maybe it was time to let Glen sleep in there instead of on the couch. After all, he was going to be here for a few more weeks. I awoke the next morning is the same position I went to sleep in, not having moved or woken up once during the night. I had a morning hardon and had to piss like a racehorse. As I got near the bathroom, I heard the shower running. I stepped up to the toilet and saw Glen's paraphernalia for cleaning out his ass on the counter, still wet. My horniness got the better of me and instead of pissing I went over to the shower and got in with him. "Good morning. Figured I get clean on the outside as well as the inside," he noted. "Good thing," as I soaped up my cock and then his hole. He bent forward and braced himself as I stuck a finger in his ass. "Returning the favor," I laughed, "but I plan on returning the favor big time," as I removed my finger and replaced it with my rock hard cock. It felt so good sliding into him but I was in agony with my bladder screaming for relief. In a moment of total perversion, I opened the floodgates and let my piss flow into his bowels. I was not quite half way done when he couldn't hold anymore and it began to flow back out around my shaft. "Oh damn, that's hot!" he moaned, shaking his ass from side to side. I continued to piss until I was empty. It felt so different inside him after douching him with my urine. The whole thing, my relief at emptying my bladder and Glen's reaction set me off quickly. Now I filled him with cum, almost as much as I had shot out last night. Glen moved slightly and his hole was so slippery from all the liquid I had put in him, I fell right out of him. "Feel better?" Glen turned and asked me. "Much better. Go get breakfast ready while I finish my shower." Glen rinsed off and got out, leaving me with my cock still chubbed up. I washed my body, avoiding my cock until last. I knew any attention to it would make it swell up again. As we ate breakfast, Glen asked me if he could have the code to the door lock. "I've cleaned every inch of this place and it gets boring sitting around all day. I'd like to go outside for a while but be able to get back in so I can be here when you get home." "Okay, sure. If you were going to steal anything you would have done it by now," I reasoned and gave him the door code. I called for my car service to get a ride to work and went downstairs to wait for it to arrive. I was preoccupied with my newfound interest in everything ass related. A guy's ass was just a warm hole to get me off. Last night I had the most intense orgasm from Glen fingering my hole and then this morning using him for my personal urinal. What the hell was going on with me? I was so deep in thought that I didn't notice the beat up car sitting down the street that Ramone's flunkies sat in. Evidently Ramone was not in our past after all.