Date: Mon, 30 Jan 2023 22:32:58 +0000 (UTC) From: Jonathan Subject: The Winner - Chapter Five James is facing a personal dilemma, as he is not only conflicted about his own new sexual awakening but also Glen being less involved in James life as Glen faces issues at home while Brad is now more of a factor in James life. 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. James is facing a personal dilemma, as he is not only conflicted about his own new sexual awakening but also Glen being less involved in James life as Glen faces issues at home while Brad is now more of a factor in James life. 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 as well as some helpful suggestions and advice 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 Five After being awake half of the night, I finally gave up trying to sleep and got up just before sunrise. I went to the kitchen, still naked, and got my coffee and stood at the living room picture window looking out over the city. Thousands of people lived in the buildings in my view. Most of them undoubtedly had sex on a regular basis. But how many variations? Some would be banal, same old, same old. Some would be adventurous trying new things they heard about or read about. Some would be into really kinky behavior, enjoying behind closed doors what they would never even discuss in polite company outside the walls of their abode. There would be affairs with married people cheating on their spouses. Of course there was also a limited amount of illegal sex happening. Underage children, prostitutes, brothers and sisters, parents and their children; again these activities deeply closeted and never spoken of. So how and where do I fit in with these people? Am I just another one of them, doing whatever I want to do in my own apartment? What I do behind closed doors is my business and no one else's? Right? If it feels good, then why not do it. That's what I do at work. If it feels good to take over a company and then pick it's bones clean, making a bundle of money in the process, I do it. But somehow that is different. That's business, out in the open and a matter of public record. The sun is just starting to shine over the rooftops as it climbs its way above the horizon. This is my favorite time of the day. A new day, a fresh beginning, new opportunities, a chance to right the wrongs of yesterday and move forward. But wait, I'm a winner. I don't make mistakes that need correcting. I did yesterday, however. I corrected a mistake I made several years ago that cost a family dearly. I corrected it but not before Glen almost lost his life. And what of sucking Glen's cock? Was that a mistake that would cost me dearly or would that be a new beginning of a more varied sex life? I had only acknowledged one erogenous zone on my body - my cock. When my cock got stiff and horny, it needed a hand, someone's mouth or someone's hole to make me cum. It didn't matter if I knew them, liked them or were even attracted to them. Just get me off and get going. Last night Glen opened my eyes to exploring new areas of arousal. My mouth instead of his could bring us both pleasures. My nipples were as sensitive as a woman's are. And my hole was more than just a place for shit to exit my body. What would I discover next? Was I ready for more discoveries? The sun continued its climb as a hand touched my shoulder. I jumped and spilled some of my coffee. "Sorry, I didn't mean to startle you," Glen apologized. "I didn't hear you coming." "You did last night for sure," he snickered. "Your mind somewhere else, deep in thought?" he asked. I smiled looking out the window, as the sun was now fully visible above the buildings. "Yes, I was out there, riding the sun as it heads high into the sky, ushering a new day," I fantasized. "Then you better put on some fireproof underwear. You'll burn your ass if you ride it naked," Glen laughed and went to get a cup of coffee. I looked down and realized I hadn't put on a robe or anything. This high up in the city, no one looking out from another building would see much anyway. But for some reason I was suddenly self-conscious about being naked in the main part of the apartment in front of Glen. Its not like I haven't been naked walking around before, almost as much as Glen has. I was not comfortable in my own skin, as the saying goes, this morning. The only skin I was concerned with yesterday was the smooth skin on my stiff cock. This morning there was so much more of my body to be aware of. Were my nipples erect? How does my ass look from the back in the light of day? Am I developing a 'dad' belly at my age? "So, you said you wanted to sleep on it before you answered me if you were okay with what we did last night? Are you?" Glen asked as he came back from the kitchen with his coffee to join me in front of the window. I had been alone with my thoughts for an hour and still couldn't give him an answer. I couldn't give myself an answer. All I had done in the last hour was come up with a lot more questions, none of which I could answer either. "We'll talk when I get home tonight," I said still gazing at the sun. I turned and went to take my shower and leave for the work earlier than usual. I knew it would be a long day, my mind wandering and not as productive as it should be. Mid morning I got a call that broke what little concentration I had. It was Glen. "James, I just got a call from the police! My mother has been injured in a hit and run accident!" he screamed in to the phone. "Oh my god, is she okay?" I asked on instinct. "I don't know. They said she was conscious but in a lot of pain when the ambulance took her away. I'm headed to the hospital right now. I called the car service, if that's alright?" "Of course it is. Do you want me to meet you there?" I offered. "No, that's okay. The police called my father too and he is on his way so I'll meet him there," "Call me as soon as you know anything. If you need anything at all or if you feel she is not getting the best care, ask to speak to Mr. Olson personally. He's the hospital administrator. Tell him I told you to call." I had helped him on a bond offering for an expansion of the hospital some years back so he owed me, favor wise, not financially. As a matter of fact, I'll call and give him a heads up myself. "Glen, what is your mother's first name?" "Mildred, Mildred Langstrom, same last name as mine," he felt he had to clarify in his state of confusion. "I call later." And he hung up. I called Peter Olson at the hospital and told him Glen's mother was coming in to the emergency room from a hit and run accident. "I don't know how badly she's hurt but her son is a good friend and is beside himself. The family has been going through some rough times the last couple years and just got their life back on track," I explained. "I call the ER and see if she is here yet. If she is, I'll go down myself and make sure she is getting the best care we can offer he," he assured me. "Mr. Langstrom just started a new job so I don't know the status of their insurance. If there are any issues, I will personally cover any bills they incur, discreetly of course." We chatted briefly and then hung up. I got another call from Glen two hours later, filling me in on his mother's condition. "Hi James. Sorry about being so abrupt last time but I was freaking out." "Who wouldn't be. How is your mother?" I inquired. "She has a broken leg and some bumps and bruises but nothing life threatening," he reported. "I'm glad to hear that. A broken leg will heal, a broken body, not so much. Is there anything you need?" I offered. "No, my dad and I are all set. The weirdest thing happened, though. We were in the ER waiting for her to go and get her leg set when the head of the hospital came around and looked in on her. He said he was just making his daily walk through but after he left, the nurse told us he never comes down to the ER unless there is major problem. He also told the nurse that he wanted to save the few available rooms upstairs for the flu patients so admit her to one of the suites on the top floor. Another thing that had the nurses baffled. I can only assume that was your friend, Mr. Olson" "Do the police have any information on the driver of the car that hit her?" I asked him changing the subject before he asked more about Mr. Olson. "No, they were interviewing witnesses and going to be checking videos cameras around the block. Please let the police handle it and don't call Bulldog," he pleaded. He must have been reading my mind. That was going to be my next call. But I agreed to his request and didn't make the call. "I'm going to be staying at home for a while to take care of my mom. My dad doesn't want to take time out of work at his new job so I have to be here. I'll keep in touch but won't be around for a few weeks, if that's okay with you," he requested. "Of course it is. I wouldn't expect you to do anything less. Your family is back together now so that is your main priority. We'll talk soon," and I ended the call. I was feeling relief that his mother will be okay. I was also feeling relief that I'll have a few weeks to sort out my thoughts about myself. But already a feeling of loneliness has crept up on me knowing that Glen won't be at the apartment every night when I get home. As the week dragged on, Glen would give me a brief call everyday when he left the hospital to update me on his mother's progress. He and his father were working on repairing their relationship after two years of bitterness between them. I was eating out most evenings, getting out of the apartment to stave off my loneliness. I was tempted to go back to the gay bar and see if I could pick up a desperate guy looking for a quick fuck. But who would be the desperate one for sex, him or me? Thursday came and with everything on my mind, I completely forgot about Brad coming to deliver food. I got a call at two o'clock from Brad's father at the store telling me Brad couldn't get into the apartment to make the delivery but he would come back at 6:00 if I would be home from work by then. Glen called shortly after that. "Hey James, I got a call from Brad that he couldn't deliver your order. I told him why I wasn't at the apartment and he said he was going to reschedule the delivery to 6:00. I hope you'll be home to meet him," Glenn informed me. "Yes, his father just called me and told me about the delivery. I'll make a point to be home and meet him." "He was expecting some action from me when he came today. He already said he thinks you're hot so be careful he doesn't jump your bones," Glen joked. "You haven't been here all week so it's a toss up who will be attacking whom," I said then chuckled. "My mom is going to be coming home tomorrow already so I won't be around for a while. If you and he need to release some tension, go for it. Just be gentle with him. He doesn't have much experience in the bedroom," he cautioned me. "Don't worry, we'll keep it strictly business," I assured him. But I wasn't sure that would be the case. My mind was so busy thinking about what might or might not happen when Brad showed up tonight that I wasn't being very productive at work. At 4:00 I finally gave up and left to go home. I showered and got dressed, stopping before I did to contemplate if I should greet him naked like Glen had. I decided to be more discreet and put on a sweat suit. Casual and easy to shed off if the occasion called for it. I was pacing around the apartment trying to relax. I poured a drink of Scotch to calm my nerves bit only one so I didn't get drunk and lower my inhibitions. Been that, done that before. Promptly at 6:00 there was a knock on my door. Should I let him deliver the groceries and then leave? Should I invite him to stay and talk? He underage so I don't want to offer him a drink. As forward as Glen said he was when they first met, I don't think Brad would need a drink to lower his inhibitions. He didn't seem to have any. I'm the winner here, I lead the way. I have to take control of this and decide the direction this will go. Shit! I'm over thinking this whole thing. Answer the damn door before he leaves, Peterson! I walked to the door and opened it. "Hi Mr. Peterson, I'm sorry I couldn't make this delivery earlier," Brad started. "It's good to meet you in person. We've talked on the phone and I have seen you at the store but never had the opportunity for some face to face time." "Come in Brad. I appreciate you coming this late. I hope your father is paying you overtime," I said, nervous and trying to keep this business like. "I'm off the clock, this is on my own time," he informed me. "I thank you but you could have come tomorrow during your regular hours." "I talked with Glen and he was concerned you didn't get your delivery. I told him I'd make sure you got it before I went home for the night," he said. "Besides, I wanted to get to know you a little better. I know all of the other people I deliver to" We both put away the groceries, bumping into one another occasionally when we both went for the same cupboard at the same time. I was beginning to suspect that Brad was doing it on purpose because he would blush every time he brushed up against me. When we were done putting things away, Brad sat at the kitchen table and started asking about me. "I hope you don't feel I'm getting too personal. I just want to know the real James Peterson," he apologized. "No, not at all. I'm not that interesting so you will probably get bored very quickly." After chatting for a half-hour I was starting to feel uncomfortable. He was looking at me very intently, almost looking through me to see if he could see what was on the inside. If he could, he would see that his youthful body and cute smile were getting to me. Glen was right, I hadn't had any action in a while and my mind was trying to develop a mental image of Brad naked, sitting across from me at the kitchen table like Glen had done so many times. "You seem on edge, Mr. Peterson. Are my questions annoying you?" he asked. "No, just a frustrating day at work. That and being concerned about Glen and his mother. A lot of tension, that's all," I replied trying to deflect the real reason for my attitude. Brad got up from his chair and came around the table and stood behind me. "If you don't mind," he said as he put his hands on my shoulders and started to massage them. "This always make my father feel better after a long day in the store." As he moved across my shoulders, he massaged my neck and then back onto my shoulders. He had magic hands. I've had professional massages that didn't feel this good. Or maybe it was just the person laying his hands on me. I began to moan quietly and move my head from side to side. "Oh my god, this feels wonderful. You certainly have a way with your hands," I said and immediately regretted it. "I've been told that. Even Glen would agree with you," he smiled as he thought back to he and Glen stroking each other's cocks. The sexual banter had begun. It was not my intention to start this, but it was too late. "Would you like me to give you a full body massage?" Brad offered. Against my better judgement, his hands were just too good to pass up. I just nodded my head without giving him a verbal response. At that point, he knew he had me under his spell. "Let's go somewhere you can lie down and I'll make all your troubles melt away, like an ice cube melting into a puddle of water." Or a puddle of cum if this goes the way I think its going. I led the way to the bedroom. I lay on my stomach on the bed with my arms by my side. "Do you want me to massage your clothes or you?" he asked with a giggle. I had let him take me this far, so why not go all the way. I stood back up and took my sweat suit off. I hadn't put on any underwear so I was completely naked as I climbed back on the bed, again on my stomach thankfully so he couldn't see my cock starting to chub up. "That's better," as he knelt up on the bed next to me. He started to work on my shoulders again and then down my back. "Do you have any lube?" Without thinking, I told him it was in the nightstand draw. When he said lube, there was only one kind I thought of. He opened the draw and took out a tube of K-Y lube and laughed. "Not exactly what I had in mind . . . at least not yet," he smirked. "I meant like some kind of oil. I'll be right back," as he ran off towards the kitchen. He returned with a bottle of cooking oil. "This will work just fine. Next time I'll bring some of my massage oils for you." Next time? I'm thinking this might not have been such a good idea. Just then he poured some oil on my back and his magic fingers went to work on me. Oh hell, as good as this feels, how could it not be a good idea. He started at my neck and worked his way down my body. His fingers glided over me like a concert pianist's fingers glided over the keyboard of a grand piano, making beautiful music as he did. The music Brad created were the moans and 'Oh yeah' words of encouragement emanating from my mouth. As he reached my ass, he took each globe of flesh into his hands and worked them individually. Then he ran his fingers up and down my ass crack, wiggling every time he passed over my hole. My muscles reacted to his touch, tightening and relaxing each time. "See, you're starting to loosen up and relax," Brad commented as he moved down my thighs. I was disappointed but also relieved that his fingers had not done more than tease my ass. He spread my legs so he could reach the very top of my legs, brushing against my balls and the tip of my cock on each up stroke, then moving back down. The touching seemed incidental but I knew better. It was another tease to see how I would react. How the hell did he think I'd react? I began to chub up even more than I had been. As I got stiffer, I had to move to get my boner in a more comfortable position. When Brad had finished my legs, he instructed me to turn over. "Now let's get the front done," as me moved to the edge of the bed to give me more room to move. I don't know when he undressed, presumably when he went to get the oil from the kitchen, but he was completely naked. The sight of his smooth, hairless body did nothing to ease my hardon condition. He had even shaved his pubic hairs, making his cock and balls seem that much bigger. His wavy brown hair was the only hair on his body, combed to perfection when he arrived but now tussled and casual. He was a little slimmer than Glen, not quite as muscular, but of nice proportions. I was nervous but his grin was infectious. He moved back to my side, his legs touching up against me. The initial flesh on flesh contact made my cock twitch. "Your backside seemed to be loosening up but I see your front side is pretty stiff," he said with a smirk as he looked down at my manhood. "But no worries, I can take care of that too." He leaned forward to start working on my neck and shoulders again. Then he lifted each arm to work my muscles. "Nice muscles for a desk jockey," he commented. At his compliment, I subconsciously flexed the muscles in my arm as he was rubbing them. "Oh yeah, I like it better when it's hard," the innuendo not lost on me. When he had finished with my left arm, he dropped it so it landed right in his crotch. Of course his cock was standing just as tall and proud as mine. He moved one leg further out so I had unobstructed access to him. Instinct took over and I took a hold of his cock and squeezed it. He pressed his leg that was up against me tighter. He let out a quite moan and continued to work on me. I began to stroke him slowly, my eyes closed and enjoying the feeling of his hands on my body and my hands on his cock. After several minutes of this, Brad swung his leg over me and straddled my body. My cock was nestled in his ass crack as his fingers danced on my chest. His arms were in the way of me getting to his cock so I just lay there and waited to see what was going to happen next. When his fingers got to my nipples, he pinched one and then the other, then swirled his finger around them making them as hard and erect as my cock. His wiggled his ass on my cock as he did, causing me to move my hips up and down. He moved himself back to my cock forcing it up against his ass crack. Then he moved back further so his balls were pushing up against the base of my cock and his cock resting next to mine. He brought one hand down and took a hold of both of our cocks and started to stroke them up and down together. The feeling of intense pleasure told me I wasn't going to last too long. The touch of his hand on my cock and his rubbing his cock up against mine as he stroked up both was just too much. He had already pushed my arousal near its peak and this was the final push. My cock erupted sending volleys of cum up on my chest, covering me, Brad's hands and everything else that was in range. My cock was getting sensitive so Brad let go of mine and continued to stroke his. I opened my eyes and lifted my head just in time to see Brad shooting his cum on me, making an even bigger puddle of white salty juice on my body. Brad moved back a little further and rubbed my balls and my softening cock with his cum covered hand. "I knew I could relieve your stiffness. All your tension has melted into a puddle like the ice cube I mentioned. But it must have been a cum cube" he laughed, showing his perfect white teeth. "I'm going to go get a towel before this makes a mess of your bed." It was a nice gesture, but several minutes too late. The copious amount of cum we had shot was already running down my sides and onto the bed. He returned with a wet towel and another towel to dry me off. I was still lying there as he stood back and reached for his clothes to get dressed. "Glen asked me if I'd take good care of you in his absence. I hope I did," as he finished dressing. "See you next Thursday," as he gave me a little wave and walked out. I had an idea sex would be in the menu tonight but not like this. He was even more aggressive and controlling than Glen had ever been. It was his game all the way and I was just a willing passenger on his trip to orgasmic euphoria. But what about Glen? Brad indicated that Glen was not only okay with this but had actually asked Brad to seduce me. Or at the very least, encouraged him to engage with me. I had a twinge of guilt not being faithful to Glen but why the hell should I? Remember, Peterson, Glen was just a cum dump, nothing more. Could I really believe this if I kept telling myself that? And why did I let Brad take control so quickly? I'm the winner, I'm in control, I take what I want from whom I want. Feeling the stickiness on my chest and the puddle of cum that had formed on the bed underneath me, I couldn't argue that I wasn't the winner this evening. I just had the hottest twink I've ever hooked up with give me an incredible orgasm. Oh yeah, what's with this underage 'twink' thing going on with me lately? I usually fuck grown men, masculine men, sometimes feminine men, but always men my age or older. Enough thinking! I needed a shower and a good night's sleep. I went to work Friday morning still trying to get straight in my mind what had happened last night and why. I tried to bury myself in my work every time my thoughts strayed. Which was about every fifteen minutes. I held as many meetings and conferences with my employees as I could so I would be engrossed in conversions instead of being alone with my thoughts. By mid afternoon, I even went out and sat on the corner of my secretary's desk and just made idle chit chat with her. "Are you okay, Mr. Peterson? You don't seem like yourself today. Is something bothering you?" she asked with concern. I thought for a minute and answered her quite frankly. "Yes, a lot is bothering me. Work is bothering me, life in general is bothering me. Hell, I'm bothering me," I said as the look on her face showed her concern. I think I scared her. "It's just been a long and trying week, that's all. It's almost 3:00. Send out an urgent email immediately that everyone is to take the rest of the afternoon off. They will get paid for their time but go home and enjoy an early start on their weekend." My secretary looked at me blank faced, waiting for the punch line to what she thought had to be a joke. But it was no joke. "Hurry up and send out that email. Everyone is to stop what they are doing and finish it up on Monday. Put the call center on weekend mode and go home to your family. See you on Monday," as I got up off her desk and headed back into my office. I have never let anyone leave work early. Quite the contrary, I always insisted they stay late to complete their work, even if they felt it could wait until the next day. Losers put things off until later. Winners get things done NOW! And if I was to be a winner, everyone had to do more than they could, not just status quo. I sat back down at my deck, bent over and put my head in my hands. What was happening to me? I was going soft, not in my crotch but in my head. I need a vacation to get away from everything going on with Glen and Brad. I desperately need a break. Just then my cell phone buzzed with a text message. 'James, my father will be with my mother tomorrow. I need to see you mid morning. It's important' My heart rate almost doubled seeing the text from Glen. A giddy smile took over my face and a warmth spread over my body. Then terror took a hold. The words 'It's important' panicked me. Did this have something to do with Brad? If not, then what? Was it something to do with Ramone, or rather some of his crew that might still be looking for money or revenge? My phone buzzed and shook me out of my daze. It was Glen again. This time there was no feeling of pleasure taking over. "???" was all it said, looking for confirmation to meet tomorrow. At a loss for anything better, I simply replied, "Okay, 10:00." I closed up my office door and checked to make sure everyone else had gone home. I locked up and left the building. I was going to eat out tonight. It was Friday and I was headed to my favorite seafood restaurant. I wasn't religious in any way but my mother was. Growing up Friday was always meatless meals, following the now disregarded tradition of the church. The habit of seafood on Friday is still with me. I called ahead to 'The Port', the finest seafood establishment in the city. I told Pierre, the maitre d, to have my table ready. I was preparing for an extended feast. I enjoyed their 'All you could eat Friday' deal and got my money's worth and then some. Contemplating what was so important that Glen had to discuss, this may be a Last Meal event. After picking at my food for an hour, Pierre came over an asked the food was up to my usual standards? "You're not eating like you normally do. I hope there is no problem with the food this evening?" Pierre inquired. "No, it's fine. I'm just not as hungry as I thought I was. Too much on my mind this evening." I paid the bill with my usual generous tip and went back to my apartment. I was so deep in thought that I didn't realize the car had stopped in front of my building until the driver cleared his throat rather loudly and conspicuously. Saturday morning I woke up after a fitful night of restless sleep. I showered and had my coffee but was too nervous to eat. This is so unlike me. I'm always in control of my life and all that goes on around me. I paced the apartment, gazed out the window at the city and wondered what was bothering everyone else on this bright sunny morning. At 10:15 my door opened and Glen walked in. He still had the code and didn't need me to let him in. He ran to where I was standing in the living room and threw himself at me, embracing me in a tight hug. As good as it felt to have him in my arms, I had to ask, "What was so damned important?" I demanded to know. "You are! Damn, I missed you!" he proclaimed. "I'm so horny! I missed your stiff cock in my mouth and in my ass. I was so desperate I was thinking about asking my dad to fuck me," he laughed. "That wouldn't have gone over too well." He began pawing at my body, trying to pull the clothes off me right in the living room. "Whoa, slow down," I commanded him, but not really wanting him to stop. I wanted to get back in control of things. "Get your ass in the bedroom and get naked. I'll be right in." Glen ran to my bedroom, trying to strip as he ran. I stood where I was for a minute, relieved that his 'important matter' was just him being horny. There, now I was back in control. I sauntered to the bedroom, restraining myself from running just as fast as Glen had. I stopped at the door and looked at his gorgeous naked body and stiff cock. He had shaved his pubic hair and was just as smooth as Brad. He started towards me but I stopped him. "Let me enjoy the view," as my cock showed it's appreciation of the sight before me and grew hard in my pants. "Okay, let's see if you've forgotten what to do," as I slowly started to undress. He couldn't wait and grabbed at my clothes to get them off faster. He dropped to his knees and began to lick my stiff cock, getting it completely covered in saliva. Once wet, he swallowed it to the root in one gulp, only gagging slightly as the last of the full length disappeared in this mouth. I threw my head back and swooned at the warm wet sensations I was feeling. He wasted no time in sucking fast and furious, evidently missing this as much as I was. I grabbed his head to slow him down. "What's your hurry? Slow down and make it last," I told him. He pulled off my cock and looked up a t me. "I only have this morning and I want as much of your cum in me as I can get. It will have to hold me over for another week," as he plunged my cock back in his mouth. I couldn't argue with that logic so I kept my hands on his head but didn't try to restrict his movements. I had missed his mouth and his ass. Or had I missed him as a person and not just a cumdump? I'm not sure which but if I start over thinking this like I've been prone to do lately, it will have an adverse effect on the business at hand. Or should I say 'at mouth'. His quick pace was bringing me closer with every bob of his head. He could feel my body tense up and knew what was coming. Me! He grabbed my ass cheeks and pulled me to him hard so my cock was fully embedded in his throat. I pumped my cum into him, not pulling back until I was emptied. He kept his hands on my ass but released his pressure to allow me to slide out of his mouth. "Man, I have missed you so much," he cooed. "I've been busy during the day with my mom but at night I lay in bed and stroke myself off thinking about the next time I'm with you." Sounds like he is the one getting emotionally connected. "This is just sex, remember, nothing more," I told him, sounding rather unconvincing. I'm the one who needed to be constantly reminded of that. "Oh, I know. It's just so much better doing you than jerking off alone in my bed," he confessed. "Speaking of bed, let's go lie down." I got on the bed and Glen climbed on and lay next to me. His cock was rock hard and sticking straight up from his smooth hairless crotch. The lack of hair made his cock seem even bigger. I moved my hand over to feel his cock and balls. "I see you started shaving. Nice and smooth," I complimented him. "Brad told me how good it felt with no hair when he stroked the two of you off on Thursday." Shit! Brad is a 'kiss and tell' kind of guy? "Brad talked to you about being here?' I asked. "Sure he did. I told him you might need to release some tension and he said he'd be happy to help. He called me when he got home the other night and said you both had a good time. I'm glad it worked out. I was jerking off as we talked and I exploded big time." Glen said Brad hadn't had much experience but you could have fooled me by the way he took command that night. So who was pimping whom? Was I a play toy for Brad or was he Glen's fill-in to keep me happy? We talked for a while, Glen telling me what was happening at home. With his dad working, he was his old self again. And his mother, despite the injury, was happy they were all together and getting along. It made me wonder if Glen and I were going to be just a weekend thing and how long ever that would last. So, I just made up my mind to enjoy it while it lasts. I had been unconsciously stroking his cock as we talked. He reached down and pulled my hand off him. "You're going to make me cum if you keep that up. I want you inside me when I loose my load," he told me as he got the lube and applied it to his ass and my cock. He got on his back and put his legs up in the air. "Let's see if you've forgotten what to do." It hadn't been that long since I came in his throat but I had recovered just fine. I positioned myself between his legs and rubbed my cock against his ass. "That feels good, but I know how it can feel so much better," he smiled at me. I took aim and slowly guided my cock into his waiting hole. His mouth felt great but this is where my cock really belongs. He inhaled quickly a few times as I pushed in, but still smiling. "I've needed stretching. It's been too long," as he moaned once or twice. I began pumping into him at a good clip. This was my second go round of the morning so I knew it would take a while. As I fucked him, I took his smooth cock in my hand. I knew he would be quick so I just held it without stroking at all, alternating between squeezing and relaxing my grip. He warned me he was about to cum. In the heat of the moment, I stroked his cock and aimed it up at me. His first shot landed on my face. I opened my mouth and stuck my tongue out trying to catch the next spurt. Most of it landed right on target, with the subsequent volleys landing on my chest. The sight of his cock shooting so powerfully and the taste of his cum on my tongue got me to cum, filling his ass with my juices. I pulled out and settled next to him. He rubbed my chest, spreading his cum all over me. He tweaked my nipples and then moved over them to lick his cum while sucking my hardening nipples. I looked down and even after cumming twice in the past hour, my cock was responding to his attention to my nipples. Naturally, this young horn dog was still rock hard. "I think it's time for a shower, don't you?" Glen asked with a glint in his eyes. "Definitely!" We went to the shower and got in once the water was hot. We soaped each other up and made sure the important parts were very clean. As Glen was washing my ass he pushed a finger up inside me. I grunted at the intrusion but bent over and leaned against the shower wall. He worked his finger around in circle, trying to open me up more. He added a second finger and the pleasure turned to pain quickly. "Go easy back there," I growled. "Sorry, I'll take my time." The pain subsided and the pleasant sensations returned. He was working me skillfully and my ass was responding. He pulled his fingers out so I thought he was done. Then I felt his cock up against my ass, rubbing it up and down my ass crack. I was horrified at what he might try next but I wasn't going to say anything, . . . yet. He stopped at my pucker and rested it there. I didn't stop him so he applied some pressure. It was feeling uncomfortable so I asked him to stop. "That's okay if you're not ready yet. Maybe next time," he obeyed my request. "I'm not sure there will be a next time," I commented. I didn't think I was ready to be on the receiving end, a bottom as it were. "There certainly will be. Your mind may be telling you 'no' but your ass is for sure telling me 'yes'," he laughed. If I hadn't already cum twice, I might have been inclined to keep going and see how it felt but I just wasn't that horny any more. We stopped our playtime there, rinsed off and got out to dry off. We went into the kitchen to get something to eat. As we walked through the apartment, Glen noted it wasn't as clean as usual. "I fired my house cleaner, remember?" I reminded him. "You didn't hire her back?" "No, she was pissed that I gave the work to a teenager. Too fucking bad, bitch!" my voice rising as I recalled her obnoxious attitude. "I better get back here and take care of it. I can't have you living in squalor," Glen giggled. "I don't know when you'd have time," I commented. "I'll make time. I'll hit the worst spots before I leave this morning and then come back next Saturday and really give the place a top to bottom cleaning," he offered. "Of course, I'll give you the top to bottom treatment as well." "We'll see," was my only comment. My ass tightened and my cock twitched at his comment so we will definitely see where it goes. Watching his naked body moving around the apartment as he cleaned seemed like old times. He had missed me because he wasn't having any sex. I just missed him, period.