4 comments/ 67624 views/ 74 favorites Hard On the Trail By: ketup - All characters in this story are above 18. - I've been trying out a new hiking path lately. I find I get most of my thinking done when I'm in the middle of a run or hike. Just the freedom on the trail, my music in my ears, the ground pounding beneath my feet. No traffic, no people asking me questions I don't have answers to. I had used another trail for some time but lately some of the regulars had started pulling their ear-buds out as they were jogging by and would jog in place. This is the universal jogger sign for, "hi, let's chat for a second." I didn't want to be rude, but I didn't go on the trail to chat, I went there to get away from chatting. On this new trail there were no familiar faces. It ran pretty close to home so I didn't have to venture much further than with the old one. It was perfect, or so I thought. I noticed this man, probably in his 50's, graying a bit, quite fit, smiling at me as we passed a few times. I thought I recognized him but couldn't be sure. But as long as he didn't stop me during my run I paid him no mind. ------- As the summer months dragged on I found my running pants were just too warm and I switched to my shorts. They had always been a little short on me but I'd toned up a fair amount and now they were riding up my thicker thighs. I'd have to buy some new ones but no time to do that for a few days. For now they'd have to do. I threw on a muscle shirt that clung to my chest and off I went. Wouldn't you know it, that old man was there today too. I probably wouldn't even have noticed except he nearly tripped on the trail in front of me. I don't know what he was looking at so hard that he lost his footing. I moved to catch him and when he caught his balance he looked up at me with a grin and these eyes... his eyes, the expression. I had seen that expression before, I couldn't place it. But it made me uncomfortable so I did a stuttering, "hi" and continued on my way. He was there the next day as well, he didn't trip this time but he still stared at me, was he staring at my shorts? Maybe they were too inappropriate for public running after all. The following day he was there and he seemed to slow down. "oh here we go!" I thought, "he's going to pull out his ear plugs and want to talk." But he didn't. As I passed him he nodded. I kept going but felt I was being watched. I looked over my shoulder to see him jogging behind me. He'd turned and was following me. My heart raced, what did he want? I shook my head at myself and told myself he had probably just reached the end of his run and that I was being paranoid. I ran like that for another 5 minutes, all the while him right behind me. I decided I'd try to shake him. I knew of an off-road path that lead into the woods. It was more of a hiking trail, less of a jogging trail. No way the old man had gone that way. I shot ahead and turned onto the tighter, winding path. "there!" I thought, "Now I can be free. Don't know why I didn't think of this before." I jogged through the path until it became too rocky and tight to safely jog any more. As I slowed down I leaned forward to catch my breath. Putting my hands on my hips I leaned down to stretch my spine. That was when I felt it. This prodding on my ass. I whipped around to see the strange old man right behind me, hand on my ass! Yanking my ear buds out of my ears, "What the fuck, dude!" I yelled, "Get your fucking hands off my ass!" "Oh you like it a little angry do you?" "What the fuck are you talking about?" "oh don't pretend like you don't know," the old man panted, "I know you, you've been following me! I wasn't sure at first until you changed to those sexy shorts you've got there." He reached forward and pulled at my waistband to give them a snap. I backed up into some bushes. They jabbed at my back but it was better than his jabbing. "What the fuck are you talking about old man?!" "You, you following me. I switched trails because I just couldn't handle your hot bod. Imagine my surprise when a few days later I bump into your sweet ass on my new trail." That's how I recognized him. He had been on the old trail. He'd never stopped to talk to me so I hadn't bothered remembering his face. Big mistake! "At first I thought it must be a coincidence, but then you show up in those shorts. Who in their right mind wears shorts that short unless they want attention!" "I've been meaning to get new ones, this isn't what you think!" "Oh isn't it?" "no, it isn't. I -" "And then, when I started to follow you, you take me off to a quiet location where no one can find us? Oh you are a dirty little boy!" "Listen old man I -" "Call me 'Daddy' " I shivered, "Listen, I was trying to give you the shake." "Daddy!" he repeated as he stepped forward. I could feel his breath on my face. "This has all been a misunderstanding. I just wanted a run." "Oh, no need to run any more. Just present your ass again, I'll give you what you need." I moved to get past him but the old man grabbed my wrist with strength I hadn't expected from him. "Let go of me old m--" "DADDY! Call me Daddy! Or I will do things to you that are unimaginable!" I swallowed hard, "Daddy," I gagged a little in my throat as I said it, "Daddy, please just let me go. I don't mean you any trouble." "Oh you won't be any trouble at all. As long as you do exactly what I want you to we'll be sure to have lots of fun!" "Please, don't, I just want to go." "Listen son, you've followed me, you've flirted with me and now you've lead me off into the woods. I don't run that long for just anyone. I'm going to have my way with you whether you give it to me like you want it or whether I have to take it from you like a little bitch! Now play nice and we'll all have a good time." I felt tears welling up in my eyes, how did I get myself into this? I hunched forward in defeat. "Yes, ... *gulp* Daddy." "That's right, son. Now first let's get these clothes off you. Why don't we step out of these bushes and into the woods. More trees there, unless you want to be seen." The idea of being seen by a passing hiker made me blush. So I started walking towards the woods. When we were deep enough into the woods and he had found adequate shelter behind a large boulder he began to take off his shorts. I stared at me until I did the same. He reached forward and pulled off my muscle shirt that was still damp with sweat. I stood there in my jockies shivering from the cold. "Awww, my poor boy, want me to warm you up?" He ran his thick fingers down my chest. "Get down on your knees, let me take a look at you." I did as he said and grit my teeth as I felt him taking my jockies off. Now I was completely naked and exposed to this creepy old man. His finger trailed down my crack, grazing my ass hole and continued down until it tickled my balls. He cupped the shriveled and cold sacks in his hand. Warming them with his touch, rolling them back and forth like marbles. Gently. A shiver went up my spine. I shook it off. "Mmmmm," he moaned, "You like that?" I was silent. "Say, 'yes daddy' son, it's better that you be a good boy. Unless you want to be here all day." The idea hadn't crossed my mind. Of course that was my way out of this. The sooner he got off the sooner I was free of him. Then I'd never have to see him again! I mustered all the strength I had and ignored the nausea welling in my gut, "mmmm, yes, Daddy. I like when you play with my balls!" I moaned. "oh yeah, you like that don't you!" he got a little more excited as I moaned to him. This was going to be easier than I thought. I knew what men liked, I'm sure even a gay man likes his noises. I just imagined myself listening to my ex-girlfriend. What would I want to hear her say? My thought was snapped and broken when I heard him spit. Spit?! What was he spitting on. I looked over my shoulder and saw he'd pulled his dick out of his shorts. Please tell me he planned to just stroke off and cum on me. Please don't tell me he wanted to ---- that was it. If I got him fixated on the idea of jerking off onto my body, he would be so obsessed with that visual he might leave my virgin ass alone! "mmmmm Daddy, stroke your dick Daddy!" "You wanna see me stroke my dick for you?" "Mmmm yeah Daddy, I wanna see you stroke your dick! Rub it, Daddy!" "Oh yeah, you are a hot bitch!" He slapped my ass as he began to rub his dick. It was working. "mmm Daddy, what a big dick you have. Let me see it cum, Daddy. I wanna see your cum!" "yeah, you wanna see my cum?" Another smack to my ass. "Yeah, I want your cum dripping all over me! Please Daddy!" I couldn't help it, I was feeling so sick I had to close my eyes to shut out the image. That was when I felt something warm and wet poking at my ass. My eyes shot open. "NO!" I screamed. I couldn't help it. SHIT... "What do you mean no?!" Oh now he was angry, "You think you have any choice in the matter?" He had only wet his finger and was going to play with my ass. Me and my dumb mouth. I might have given away my plan. "You think you can stop me from playing with your ass if I want to?" And with that his thick finger shoved its way into my virgin ass. It wasn't as painful as I was expecting. A little sharp, could have used more lube but mostly it just felt like a prodding feeling. "I can stick whatever I want up your ass, you get me?!" "Yes." "Yes what?!" "Yes Daddy!" "that's right!" He spit on my ass hole. "If I want to stick a rod in your ass then I damn well will!" I nodded "huh?" "Yes Daddy!" His finger was pulled out and I sighed, But I sighed too soon. It was replaced by two additional fingers. There were now 3 fingers in my ass. Poking and prodding and ohhhhhh ohhhhh they found ohhhhh what was that amazing sensation. I squirmed a little. Whatever his fingers were touching was sending warm tingling electric charges up and down my spine. I close my eyes as the sensation made my mouth fall open with excitement. "Ahhh did I find your spot?" I couldn't respond, I was too torn. I was enjoying myself and sickened at the same time. "mmmmm" he moaned "now we can have some fun." His fingers disappeared and I sighed with relief and disappointment. I didn't want to do this, but it also felt so amazing. I'd never been touched like that before. His hand went to the back of my neck and pushed my head down to the ground. That's when I felt his dick pushing against the opening to my ass. Pushing and pushing it tried to get past the opening. "Relax, son, or this will hurt." Relax? How could I relax when this man had me pinned down in the dirt behind a rock and was about to AHHHHHHH with one quick thrust his head was in! The pain, the ripping. I felt this burning tear in my ass hole as he grunted and moaned behind me. I felt his weight slowly shifting onto me as his cock slowly sank into my ass. He kept sinking right until his balls were pushed against mine. Then quicker than his entrance he withdrew, not all the way but enough to leave a deep empty vacuum feeling in my stomach. I groaned in pain and pleasure. What was this doing to my body. I wasn't gay, so why did this feel so damn amazing. It was so foreign, so new. I didn't want to admit it but I was curious if he could find that button again with his thick rod. Just as slowly as before, I felt him sink back into my gut with his massive cock. It was like he was remembering every inch of me as he entered. I didn't realize it but I had started to cry. When his balls were touching mine again I could feel his breath on the back of my neck. He reached forward and bit my shoulder. Not hard, softly, he moaned, "tell Daddy what you're thinking." That's when I remembered the plan, get him off quickly and get the hell out of here! To hell with the plan. I wanted this pervert to feel like shit! I wasn't gay, I couldn't like this. I forced myself to ignore all the pleasure and try to make him feel bad. Surely he would lose his wood and walk away if I sickened him. "Tell Daddy how I feel? You wanna know how I feel? I feel like you're raping my ass, Daddy!" "Yeah? Good" he moaned "good? It hurts, Daddy. It hurts. I don't want it." I squeaked as his cock rubbed against something inside me. Another tremble up my spine. I fought the pleasure. "Yeah? But you're doing it cause you love your daddy." he swooned in my ear. "no! I'm doing it because you want me to and it's the only way you'll leave me alone." I couldn't tell how convincing I sounded as his hand stroked my dick. Wait, how was he stroking my dick. I looked down and realized I was rock hard. How was this feeling so good? this wasn't working, he moaned harder and he started to thrust as I spoke. "Tell me more, son. Tell me more!" "Daddy, please stop! I don't want this!" He moaned again "Daddy, don't you love me?" I pleaded, hoping this was some deeply seeded sick relationship he had with his own son that he was trying to work out through me. "Of course, and this is how I show you I love you!" He said, and with that he was gritting his teeth and pounding into me now. His cock pushing new depths into me I was not aware was even possible. "Fucking take my cock" he growled. "Be good and this will be over faster. Stop being such a bitch!" he growled as he pressed his hand into the back of my neck, pushing me deeper into the mud. Suddenly through the pain I felt that sensation again. Something about how he'd pushed me down had propped my ass up and he was... ohhhh he was hitting that spot again. I moaned. I didn't want him to stop anymore. I couldn't fight the pleasure one more second. But clearly me not wanting it didn't turn him off so I could still fight the idea of being gay. I wasn't gay. This was just sex. This was just a one time thing. I might as well enjoy it! "Say it!" he growled as he pounded even harder now. "Say it now!" "YES DADDY!" I moaned, "FUCK ME DADDY!" "YES!" He growled and with that he was off, holding onto my hips, slapping my ass and pounding into me. Grunting all the while. "Yeah, you like that, you dirty little bitch?!" "Yes, fuck me daddy! Make me your little bitch!" My hips began to respond, and I noticed my cock was hardening more. What was going on with me? Ohhhh that spot, oh it felt so good! I wasn't gay! This wasn't happening. Oh...but it couldn't stop. my head begin to tingle, I knew I was getting close. "You're going to be my little fuck toy! You're going to take my cock!" "Yes Daddy, fill me with your cock! I want your cock! Fuck, Daddy you're so big!" I grabbed onto the rock in front of me tighter as I pushed back with my ass. "Does it hurt?! Does my big cock hurt your little ass." "Yes Daddy but -" "Yeah, fucking hurt your little ass! Cause you love Daddy! You whimper for me boy!" And I did, anything to keep him hitting that spot, if he wanted me to cry I'd cry, as long as he didn't stop what he was doing. Oh how amazing his cock felt deep in my ass! "Oh daddy, it hurts so much. Make me a man! I want to be a man!" I don't know where it came from. But as I said it I realized my hand was stroking my own dick. I was getting closer to climaxing. I closed my eyes and tried to pretend I was somewhere else. Tried to just feel everything that was going on. Ignoring the smell of man surrounding me I just focused on the fullness of my ass, the pounding I was getting. How erotic it all was, way out in the woods, anyone could walk up on us. The idea began to push me over the edge. I screamed out, "Daddy fuck me! Fuck me daddy! I'm your little bitch! Make me cum!" "Yeah, oh you like that, you cum baby! Cum for Daddy! Then Daddy can fill your ass. I'll fill your ass and make you mine!" "Yes Daddy." "Cum for Daddy. I wanna hear you beg for me to fill your ass as you cum!" "OHHHHH DADDY!:" I felt myself about to cum! "FILL ME DADDY! I want to feel your cum! Fill my ass Daddy!" and with that I started to moan as I spurted my load all over the rock. I watched as it dripped down. Before it could reach the bottom I felt Daddy ... oh the old man's dick swelling. Here it came. I braced myself for the blow. But it didn't come. He was holding back. "Oh! Tell Daddy you want it! I'm going to fill your ass! And that will make you mine!" "WHAT?!" I screamed. That was not part of the deal. "SAY IT!" I saw his hand coming towards my neck. I didn't want the mud again. "Daddy, oh daddy! Fill my ass, make it yours!" "You're going to be my little fuck toy!" I looked over my shoulder and suddenly, I knew it was true. This was not going to be the last time I came across this man! Then again, what harm was there. He'd made me feel good. It was just sex. And I was single, this could pass the time between my next girlfriend. Besides, didn't the sub have all the control? And this had been better than any girlfriend had ever made me cum. I saw his eyes fixated on mine. His teeth grit, hands on my hips and his balls quivering against mine. I smiled, "yes Daddy, I'll be your fuck toy!" He moaned, "Yes!" "Yes Daddy, fuck my tight ass. I want to feel your hot load dripping down my balls." And I did, at least in the moment. His cock burrowed into my bowels one final time as I felt his hot spunk hitting my walls. He grunted long and hard as he emptied his balls into my ass and when his cocks flexes slowed he began to slump down over me. His breath on my back he kissed my neck. "I knew you would be a good little boy!" he moaned. He stayed like that until his cock shriveled and fell out of my ass. A few dribbles of cum trailed down my balls. He was getting dressed and so I knew I was free of him now. My ass was sore and empty without him there. It was like his cock had made this void that without it I felt empty and alone. I shook off the feeling, this was just a one time thing, something to get him away from me so I could get to safety. I pulled my drawers on and felt more of his load spill into them. Leaving a wet spot on my shorts. Shit! I hope no one noticed on my walk of shame home! He was headed up the trail ahead of me, he looked back and winked. "See you soon!" he said with an overly confident smirk. Why was he so confident? What a tool. Whatever, if it's what he needed to think in order to leave me alone then so be it. I pulled my muscle shirt on and started up the trail too. Once my ass felt better I'd start running again. But I'd chose a trail far from home. Maybe one I'd have to drive to before I started running. Sure if I ever got the urge to cum like that again I'd make a run up this trail. If he was there, what was the harm. I had the control in this right? The idea of being the boss over a secret fuck spot made my balls twinge with excitement. But I didn't have to come back, and I was burning these shorts when I got home! I unlocked my door and went inside. I went into the kitchen to pour myself some juice. I bent over to reach the container and felt my stretched ass wince. It was both pain and empty I felt as I stood back up. I felt changed. It wasn't something I'd asked for but in a strange way...I missed it. I shook it off, it was a one time thing. He was a pervert. Making me call him Daddy. What a sick old man! What if I bumped into him again? No, if I bumped into him again it'd be because *I* wanted sex! I knew what trail he used. If I wanted him I'd go for it. I was in charge. The idea of going back on the trail crossed my mind. What if he wasn't there next time? What if my absence made him think I didn't want more? I'd never felt as amazing as I did with his hands on my hips as he pounded my ass. No need to think about it, it wouldn't happen. As empty as my ass felt, I knew it'd feel normal in a few days. In a few days the empty lonely feeling would go away. Hard On the Trail Ch. 02 There he stood, my rapist...could I call him a rapist when I enjoyed it so much? When I had wanted more? Either way, he was the man who had taken my ass in the woods not too long ago. Now here he was, standing in my doorway, asking to be invited in. I stood blinking. I hadn't processed a response to that. As if anticipating my thoughts and fading reluctance Daddd---the old... damn it, Daddy...that's what he wanted me to call him and I didn't know his real name so I might as well just call him Daddy! Daddy leaned in and kissed me. He kissed me right on the mouth. Nothing over sexual or intrusive, but enough to make me want to get him in off my porch before someone saw. I gestured for him to come in and quickly shut and locked the door. I ran to the adjacent room and closed my blinds. Daddy chuckled, "Scared of an audience?" "Listen old-man," I began. Daddy groaned and dropped his head, "Call me daddy or there will be trouble! I am not an old man and I don't want to know your name. So call me daddy and we'll get along just fine!" I sighed but I felt my dick flex in my shorts. I was going to assert my dominance over the situation. I didn't have to give in to him, certainly not in my own home where he was intruding! "Fine, daddy, listen, " I felt myself lose my train of thought as his eyes wandered to my bulge and his smirk started across his face, "This was a one-time thing! I am not gay. We both got our rocks off but that's it. It's over. Do you understand? Now give me my id back!" "Oh yes," he said, "I found that on the trail." he lied. He pulled an idea out of his back pocket. "Listen, son, I didn't come here to be rough with you. I came here because I owe you." "You owe me?" the ground seemed to go up and down as I reached for my id. "Yes. Sure you got off. But you never got to have your way with me. You see I like to keep things fair. So I have come here to offer you up a chance to take my ass." I felt my cock perk up, my flexing increased. My gut began to tremble as I spoke, "But I'm not gay. I don't need your ass." "Oh no," He said, "you do.. you need my ass. You see I am going to take your ass again. And then you'll regret not taking mine while you had the chance." "We're not doing this again. I already told you that." "And I already told you I will take what I want whether you give it to me or I have to make it mine. You know you're my fuck toy. My boys are still floating around inside you. I can still smell myself on you. So..." he reached his hands into the elastic at his waist and began to pull his shorts down. "Who is going first?" he waved his hard cock around and I lunged at him. Half with rage for having been taken advantage of. Half with passion for wanting to fill his ass like he'd filled mine. Our cocks smacked each other as I knocked him to the ground. I tried to pin his hands up behind his head but he rolled me over onto my back and reached forward with his mouth. He stuck his tongue into my mouth. It was warm and oddly sweet. Not at all what I'd expected. I felt his pre-cum dripping onto my ass and bit his tongue. It was my turn. I was going to make him feel taken advantage of. This would be more work seeing as he was offering it up so willingly. I pulled his shirt up over his head rendering him incapable of much movement and yanked his shorts down to his ankles. I could hear Daddy chuckle as he offered little resistance. OH he wasn't going to enjoy this that quickly. I pushed his head down just as he had done with mine. Using my foot to carefully hold him down. I reached up and with all my strength I brought my hand down HARD on that ass. "OHHHH" daddy bellowed. "Fuck kid, be kind to daddy. I just want to be nice to you." "Be nice to me? Yeah?" I brought another hand down hard on his ass. "Yeah, well daddy, I want you to feel pain. Pain like you made me feel." His shirt had fallen back a bit and I could see his face. it was a combination of pain and pleasure at first and then he smirked and with that the show began. He moved like he was trying to squirm away. I could tell he didn't want to get away, I knew he wanted my cock in his ass. But damned if I wasn't going to enjoy the show. "Oh please son," he moaned, "please don't hurt my ass. No one has ever fucked me in the ass before!" he lied through his teeth with a twinkle in his eye. Going with it I slapped his ass again, "yeah. well you've been bad, daddy, and I simply must teach you a lesson. One you'll never forget!" I spread his ass cheeks wide. I could see his old rosebud winking at me. Lube...where could I? I suddenly remembered the lube I had in the endtable. I ran off to get it. I wasn't using spit. Not when my dick was directly involved! In my endtable I found some old neck ties. I grinned ear to ear. I brought my treasures back and with them tied up Daddy's ankles and wrists. Now he couldn't stroke his dick. That was torture enough for me. I pulled out the lube and without warming it up I splashed a healthy dose on daddy's ass. "OHHH" he shivered. I warmed some up in my hands and stroked my hard cock. I pulled my shorts off the rest of the way and shoved them under the sofa. I'd never fucked anyone in the ass before. I had tried to talk my ex-girlfriends into it but they never wanted to. I couldn't help but be excited. With my head pushed up against the entrance to his ass I felt him tremble and heard him moan. I pushed in, the old man must have had many partners because he offered little resistance. The feeling was amazing. It was warm, not too wet, and the tension stayed mostly at the opening. I grabbed his hips and began to pound into him. I didn't close my eyes this time. There was something so erotic about making this man submit to me. With each thrust he moaned. His cock was dripping all over my floor. I laughed, he wasn't going to get his rocks off. This was all about me. He moaned, "cum for me son. Fill my ass with your spunk." I moaned, he was pushing me over the edge. "Take it daddy, take my cock. Who's the bitch now." He growled. Sounded like I'd hit a sore spot. His ego was bruised at the idea of being my bitch. Turned me on even more. I started slapping his ass as I pounded into him. But as I got closer I couldn't go for the theatrics. I just wanted to fill his gut with my cum. I grabbed onto his hips tight and I slammed into him so hard my room filled with the sounds of flesh smacking together, moaning and groaning of two men. And then release. I moaned out so loud I swear I could have set off car alarms. I slumped forward onto him sweaty and spent. I didn't notice he'd freed his hands because he hadn't moved them to relieve himself. But I noticed now as I was flipped over and the necktie was wrapped around my wrists. I struggled. I was still basking in my orgasm though and was no match for daddy's brute strength. "I told you son, you were first but then it's me." With my ass up in the air and my hands tied together I offered little resistance. With the amount of pre-cum daddy had dripping he probably didn't need any lube. But I was grateful when he used some anyway. He was nicer than me, I felt a twinge of guilt as he warmed the lube up before dumping it on my sore ass. "Awww my boys ass is so sore. I should kiss it better." My eyes went wide and before I could object I felt his tongue poking the lube into my ass hole. He moaned into my ass and I thrust it upwards into his face. "Now boy. This is not the first time and it won't be the last time I take this ass. This is my ass now." and with that I felt him standing behind me and pushing the head of his dick up against my ass. It was still sore so even with all the lube his entrance was painful. But I had this feeling in my gut this time. Maybe it was because I'd just cum or maybe...maybe I was starting to have feelings for Daddy. But as he slid into my ass I felt so emotional and happy. Like I hadn't seen my lover in a long time and he'd just returned to me. Daddy leaned forward and kissed my neck. I felt this desire to make him so happy and have him fill me over and over again. I wasn't gay, this was just great sex. That's all. We were both men, so of course we knew how to please each other. How did daddy want it now? I looked over my shoulder and with a gleam in my eye I said, "How do you want it Daddy?" He stopped fucking me for a minute to look at me inquisitively. I smirked, "Do I like it Daddy or do you want me to fight back?" He chuckled, gripped onto my hips harder and thrust hard into me. "Well. I liked when you were whining earlier. Don't fight it, do it for Daddy, but you don't have to be a porn star pretending it's amazing." Should I tell him it was amazing? Nah, he liked the idea that it hurt but I was doing it for him. He liked a loving submissive. So with that I moaned out, "oh daddy. No...my ass, it's sore..." "Careful boy, or I might have to give you one of your spanks like you gave me!" "I'm sorry Daddy. I'll be a good boy. I love you daddy, it just hurts so much." "Yeah? Daddy hurting your little ass?" "Yeah, Daddy. *moan* oh Daddy it hurts. OHhhhhhhh" It was growing harder to feign pain as he found that button again. "Talk to me daddy. Tell me how I'm you're little bitch." I let him continue the facade so I could stop pretending to hate it and just love it. I bit into my neck tie and thrust back into him. OH I didn't want this to end. It was amazing, his head rubbed against my insides with fury as he cussed me out and made sure I knew he was boss. Some of the things he said were getting me hotter for him and I began to pound back into him so hard I nearly knocked him on his ass. "Yeah, you like daddy's dick! Ride Daddy's dick son! I'm going to fill your ass again. You ready?!" "No Daddy. It hurts. Please." I lied "Yeah, why are you taking my dick." "Cause I want to be a man, daddy. Take my ass." "Yeah. I'll make you a man. I'll fuck some sense into you. You want mess around on Daddy. Fucking take my dick you fucking shit. Next time I tell you to clean your room you'll fucking clean your room." Oh, he was really getting into his role playing now, "Yes daddy!" "Yeah. I could shove a lot more than my dick up your ass." "Yes Daddy" thoughts of other objects being shoved up my ass had me getting anxious for next time. Maybe I should pick up some toys. "Daddy's gonna cum. Beg for it! BEG FOR IT!" "FILL ME DADDY" I hollered "Fill me daddy, make me your bitch. I'm your little fuck toy. Fill my ass. I want to feel you for days!" Daddy groaned and after a few last thrusts he collapsed off of me. I shivered and Daddy pulled me into his arms. We were spooning on my living room floor, surrounded by sweat and cum. Daddy leaned in, kissed my neck and said, "Be a good boy and you can fuck daddy again soon." I trembled at the idea. We would take turns being the bitch. This was perfect. No pressure. Good thing too, because I felt my cock at half-mast. I couldn't cum again today, but maybe tomorrow. Would he show up tomorrow? Hard On the Trail Ch. 03 The old man and I had fallen into a routine. He'd show up at my place and take me whenever he wanted and I had become good at calling him Daddy and pretending I didn't want him to fuck my ass. Daddy liked to feel like he was corrupting me, like he was taking my cherry every time. Sometimes he would let me punish him for hurting me but mostly I just got flopped down whenever Daddy was in the mood. Lately I had been thinking of getting him a key to my apartment. The idea of him sneaking into my bedroom late at night and having his way with me kept me up jacking off most nights. I thought maybe I'd suggest it to him after his next fuck. I hoped he would like the idea as much as me. Weeks had passed since the last time he plowed me. I was beginning to think he'd never come by again. Then one day just after supper I was getting my running shoes on and there was a knock on the door. I felt my balls tense with excitement. I tried to prepare to act surprised when I answered the door. I know he liked to get me by surprise. He liked to have me as his mostly willing submissive who whined and sometimes cried about being forced into this ass plowing. At first it had been so hard to hide my excitement and pretend I was being forced into submission. But Daddy got so much fucking harder when I played the role right and my orgasm was that much better. I cleared my throat, stood up straight and hiked my running shorts up a little to hug the curve of my plump ass cheeks. I opened the door, there stood Daddy. I stared at him, playing confused until he reached out with his hands and shoved me into the house, "Move it, boy. Daddy needs a drink!" He came in past me and went to my kitchen. My cheeks flushed with color. I locked the door and followed him to the kitchen. I didn't have to draw the blinds. They were always drawn now, always hoping he'd show up. Daddy poured himself a glass of juice and stared at my shorts. "nice shorts! They look familiar." They were the same ones I had wore the first time we fucked. I had planned to go for a run down his running trail tonight in hopes to bump into him. "Oh? These old things? You have probably seen me running with them on the trail." I couldn't hide the grin when I saw his dick flex in his shorts. I had him right where I wanted him. Now to maintain my innocence so Daddy could corrupt me for the millionth time. Daddy finished his orange juice, put the glass in the sink and turned to me. He had a stern look on his face. "Boy, I haven't seen you out running much on the trail lately." It was true, I'd been staying home hoping he'd stop by. I didn't want to be out on the trails when he showed up. "No, I've been busy, Daddy." Daddy scowled, he walked past me into the living room. I followed him in. "that's very disappointing," he mumbled, "a young boy like you needs to be keeping fit. I bet you've been wasting your time on these dumb video games!" he flung a video game case off my coffee table, flopped down on my sofa and put his feet where the case had been. "Sorry, Daddy, I just haven't been in the mood. You know how it is." "I know how it is?! I know how it is?!" Oh boy I'd gotten him real fired up tonight, this was going to be the best fuck we'd ever had! "Boy, get over here." I walked towards him. "stand in front of me, let me take a look at ya!" I moved between him and my coffee table. My knees knocked against it and so he kicked the table forward to make room. He turned me around a few times. "you're getting flabby boy. damn shame. Do you even care?!" Oh, this was a tough one. How mad did I want to get him? I chose carefully, instead of outright defiance I chose to shrug my shoulders. That worked, a smile crossed his face briefly before he quickly put his acting face back on. And the game was about to begin. He hollered, "Why you good for nothing piece of shit!" and with that he had me whipped around and bent over the coffee table. My cock was already hard and I squirmed to adjust it under the ridge of my coffee table. Of course he took this to be part of my act. "Don't even try to squirm away from me you little shit. I'm going to teach you a lesson about applying yourself." He yanked down my shorts so fast I thought he'd rip them. I hadn't been wearing underwear, as I had been hoping to meet him on the trail and exciting him with a little ass crack. "DADDY! What are you doing?! I flailed my arm over my back towards my ass, feigning an attempt to cover myself. He grabbed my arm and held it firm against my lower back. "No boy! I want to see you moving your ass out there! I need to see you with a little motivation. And if this is what's going to get a fire under your ass," he rammed 3 lubed fingers up my ass to emphasize the word ass, "then this is what I'm going to have to do." He started pumping my ass with those three fingers. It'd been a while since he'd been near my ass, so it wasn't too hard to feign pain, even with the lube there was a burning around the opening to my broken in ass. I moaned and writhed, "Daddy, stop! Daddy, please don't. I'll be good, I'll go running. Please...oh god please!" Daddy grunted and pounded his fingers in harder. "Oh I'm not going to stop, you have to learn. I can shove more than just my fingers up this ass of yours! You got that, boy!" "Yes, Daddy." I groaned. I hoped he would. I looked over my shoulder to see if he had made a move to start, sure enough he was eyeballing the lube on the end table. "Now, I'm going to release your hand. But if you try to get away, I'm going to pound you harder than ever, you understand?!" Oh, what a promise that was, so he wanted me to fight back did he? "Yes, Daddy, I understand!" I moaned. He released my hand, I had to do this right, I was going to earn that powerful fucking. But if I moved too soon then he'd not be lubed up enough. I was a bit of a sadist but not enough to want a dry fuck. I looked at him over my shoulder. He was lubing up his dick and not watching me. Hmmm, maybe he didn't expect me to fight back. But I wanted that hard fuck and this was my submissive way to let him know I wanted to be pounded.I slowly and carefully stepped out of my shorts so they wouldn't trip me up. Watching him I waited until I saw that his cock was glistening and he had put the cover back on the lube. Just as he was about to reach for my ass I dove away from the coffee table and made a run for the door. I heard a grunt and growl from behind me and heavy footsteps. I hadn't quite thought the next step out, how far was I going to run? Where was I going to run? My bedroom! Maybe that was the best place to plant the idea of a key in his mind. I dodged his hand and with as much speed as I could muster I dove at the stairs. He got my leg for a moment but mostly got sock. I wriggled free, "No, Daddy. No...please... I'm running, see...you've got my attention. I'll never disappoint you again." I whimpered as I ran up the stairs to my bedroom. I heard the thumping behind me. I slammed my door shut like a defiant teen and hid under my blankets like a scared child. I heard the doorknob turn and in came Daddy growling, "So you think you can hide from me do ya? Well, I guess we have more to learn than just how to run on the trails! I'll give you to the count of 5 to get your ass over here boy before I have to come over there and get it! I warn you, Daddy doesn't have a lot of patience!" I shivered under the blanket, the anticipation was killing me. I reached down with my hand and started stroking my cock. This was going to hurt but be so good. Maybe the best I've ever had! "1!" Daddy roared, "2!" I murmured and whimpered under the covers. "3!" "no, daddy, please! I learned my lesson!" "4!" "Daddy please don't! Please..." "5!" and with that I felt a weight on my back and knew he'd jumped on me. The blankets became tucked in around me and lifted to above my waist. Discovering I was on my back he growled and flipped me over, only to re-tuck anything that came loose and prop my ass up high. I squirmed like I was going to get away and a loud smack sounded in my room as his hand made contact. "OW! Daddy, don't!" I cried. "Please...please daddy! Please" and with that I felt his cock head pressed against my opening. I increased my begging, knowing the more I begged the more he enjoyed it, "Please, please daddy, don't please... I'll do anything!" the head of his cock slowly started to poke through, "OW Daddy, stop, you're too big. please stop. This is wrong. Please." "SHUT UP BOY! Relax your ass or this is going to rip you in half. I'm going to teach you to respect your elders and apply yourself." And with one big thrust his cock was deep in my bowels. I screamed out in pain but inwardly pleasure as Daddy began to thrust deeply into me. "next time you think of sitting on your ass instead of going for a run, it'll hurt so much you won't be able to!" "Ow, oh daddy, yes I'll never play a video game again. Please..." "Yeah, you like that you little bitch?!" "No, please stop! Please, Oww you're hurting me Daddy." "Yeah, fucking take it. I'm going to pound your ass so hard." "OH daddy! Ow!" I stroked my cock, I didn't want to cum too fast, I wanted to enjoy this. "Please daddy. I don't want to." "Do you love Daddy?" "Yes, yes I love Daddy." "Then be a good boy and take Daddy's cock in your ass. You be good and get Daddy off and it'll be over in no time." That was his sign, he wanted me to be a little more into it. He was getting close. He never could finish unless the person was willing and sometimes begged for it. He never wanted to rape you. "Yes, yes Daddy. I'll be good. I love you." "Yeah, you make Daddy feel good now." *grunt* "Yeah, you take me Daddy. I want you to cum." "Oh I'm going to cum. I'm going to fill your ass you dirty little bitch! I'm going to fill you so deep you'll smell me on you for days!" "Oh...daddy, it hurts. Oh..." "Yeah, yeah, you fucking take that dick. Good boy! You like it? Huh? You want me to cum in your ass? Want me to make you my little bitch?" "Yes, Daddy, make me your little bitch." "Oh...it hurts does it?" "Yes daddy, it fucking hurts so much. You're going to tear me in half. Daddy please cum. I can't take it anymore." I could feel my balls start to tense. I really couldn't take much more. He was the best fuck I'd ever had. Even when it hurt it felt good. I could feel his cock sliding over my button and filling me so deep. With each thrust I felt my opening rip a little more. The pain, the submission, I'd do anything for this man. "Yeah, oh I'm going to make you a man. Oh yeah, you're my little fuck toy! OHHH" his words turned into savage grunts as his hands tightened around my ass cheeks. I was going to be bruised in the morning. This was it. "Yes Daddy, yes, cum daddy" I stroked my cock harder and as I came I screamed out, "oh daddy, fill me daddy, I want your cum!" he smacked my ass, he wanted it to hurt. "Oh, daddy fuck, it hurts so bad daddy, please cum. please" he pounded harder, faster. It actually did start to hurt, savagely. Maybe I had cum too soon. "Fuck, stop Daddy. Oww, no for real, fucking stop." I squirmed to get away but he grabbed my hair and pulled me back. "I don't think so bitch. keep your ass in place! I told you I was going to teach you as lesson and you're going to fucking learn!" He had my ass cheeks spread and it felt like he was going deeper than ever before. It was like being fucked by a miniature horse. his big cock slide past my button and started to hit uncharted territory. "FUCK Daddy, you're going to kill me. Fucking cum you ass hole!" I hollered at him. "Yeah, you fucking like that you dirty little cum slut! I've been saving up a big load for you. You're going to take every fucking drop of it!" "Just fucking do it already!" I squirmed some more, tears in my eyes, my cum cold on my shaft and dripping on my bed sheets. "OH yeah, here it comes bitch. Prop that ass up, I am going to fill you like a fucking cup! AHHHHHH" he slammed a few more times, I obediently propped my ass up so high I was positioned like my ass was a cup. He stood as I propped my ass up high for him. I wasn't going to spill a drop of this. weeks of his load was going to pool into me. I was in so much pain but so glad to be fucked by him again. "OH FUCK YEAH! FUCKING LITTLE BITCH!" he screamed out and with that I felt his cock flex and the first few spurts of his load hit me. "OH YEAH!" he continued, holy shit, this was a big one. He continued to ride my ass in slow rocking wave motions. "Oh milk me bitch, fucking drain me with your ass." I could feel his cum pooling down into my gut, it was a weird feeling at first as it poured in, slowly moving into my bowels. I don't know if it was my imagination but as he continued to cum it felt like my belly became a little inflated. "Oh, daddy, you're fucking filling me" I moaned under his weight. "oh, yeah...I've been holding this in...oh yeah." and with that he was done, his cock fell out of me and hung deflated. He flopped down on my bed. I wasn't sure what to do, if I moved most of this cum would drip out. So I waited until I felt it had poured deep enough in my bowels to settle with my laying down. I carefully, so as not to make a big mess, crawled up beside him. I traced my fingers over his silver chest hair. His eyes were closed and he moaned with pleasure. "Daddy?" I began "mmmmm?" he moaned. "I was thinking..." I hesitated, was it too soon for me to propose this post-orgasm? "What if I gave you a key to my apartment?" His eyes shot open, he turned his head to look at me. What was that expression? I couldn't read it. "Well, you see, then you could just come in any time, you could even surprise me in my sleep. I just thought it'd add an element of control for you. I'm not saying you move in. I just want to give you more power over me." Daddy grunted and rolled off the bed. Without a word he pulled on his shorts and left. I couldn't help it, I felt a tear creep down my cheek. Was he going to come back? The day wore on. I eventually got out of bed. I must have pooled the cum sufficiently because it stayed in me. My belly was a little bloated and it made me feel like he had impregnated me. In a weird way that kind of turned me on. I obviously could never be pregnant, that's stupid. But I rubbed my cum belly with lust at the idea of being filled with him. That lust would turn into sadness, I'd moved too fast and scared him away. As I was getting ready for bed that night I heard my doorbell. I didn't jump with excitement this time, Daddy always knocked. I dragged my feet as I went to the door. I looked out my peephole and no one was there...punk kids. I opened the door to look around. Still couldn't see anyone. I stepped out and felt a crinkle under my foot. I looked down and saw a parcel on my stoop with a note pinned to it. I bent down, feeling my freshly torn ass tremble in pain, and picked up the parcel to bring inside. I went to sit down on the sofa and grimaced. Daddy was right, I couldn't sit ... shit that ass hurt! I chose to instead lay on my stomach. I opened the letter first, Son, Leave a spare key under the mat tonight. Wear one of these each night. Don't wait up. I only cum when I want to! Daddy My cock began to rise, he wanted a key. His clever use of cum sent shivers up my spine. My fantasy was going to come to life. Of course I wouldn't know when. But what was in the parcel? What was I supposed to wear every night in anticipation? I moved aside the tissue paper to find 3 pj's. Spiderman, batman and superman. One was footie pj's with a doorflap on the ass. The other two were two piece pj's but one was shorts and the other was pants. Oh he wanted to complete this role playing with a costume did he? I couldn't fucking wait. I ran upstairs and put on the footie pj's. I looked at myself in the mirror. I looked so young. Like a 20 year old in denial about getting older. I ruffled my hair to make myself look even younger. I looked around my room. Hmmm maybe I should get a few action figures to lay around. Really add to the mood. Not like I had visitors anymore. I kept my agenda wide open for Daddy. Excitedly I hopped into bed and under the covers. I began to think, "What outfit would I be wearing when he showed up?" I kind of hoped it'd be the footie ones. The idea of him not even having to take my pants down was enticing. Plus they were super comfy, no elastic and no need for socks. Oh it was going to be a long wait for Daddy to show up at my door...or wait, at my bed. I didn't have to listen for a knock at the door anymore. Daddy was just going to come in. (to be continued) Hard On the Trail Ch. 04 I had been waiting days for Daddy to show up again. I had waited long enough I had started to wonder about his life outside of my ass. We had agreed in the beginning that I was to not know his name nor anything about his life. But I started to wonder if he lead a double life. A wife? Kids? Maybe that is why he was obsessed with the idea of me calling him daddy? Maybe he never had kids? Or maybe it went into a dark place. Had he been abused? Had he been the abuser? I didn't want to think about that. It made it dirty and what we had was too amazing for me to think about how wrong it was. Didn't matter if he had a wife, some day I'd have a girlfriend again and this would have to end. Would he allow it? He would have no choice. I'd been wearing the pj's to bed every night. I had gotten a few action figures and spilled them out around my bedroom floor. I figured it'd give Daddy something to step on when he showed up. Get him all fired up and mad before I even woke. Something to motivate him to teach me a lesson. What a naughty boy I'd been, leaving my room a mess! Finally, one night, I woke to hear a growl, "DAMN IT!" it worked, he was here, he'd stepped on one of my toys! I didn't move, how would he wake me? He stumbled around my bed and stood over me for a while. Through my eyes only open a crack I could see him standing there. He looked like he was stroking his cock. He'd already taken off his clothes. All but a pair of boxers. The moon outlined him well and his cock was definitely hard. Mine flexed and I wanted to stroke it, but I'd give myself away. He crawled into bed behind me, tucking himself in and putting his arms around me. This was oddly gentle, not at all what I expected. Maybe my acting was too good. I felt his rigid cock pressing against my ass. My dick flexed again, oh how I wanted him inside me. His hand reached around my stomach and slid down to find my fully erect masterpiece. He moaned as he began to rub my dick through my spiderman pjs. I moaned. He leaned forward and whispered, "keep quiet!" as he reached behind me and unbuttoned my butt flap on the pjs. I pushed my ass out towards him. Trying to tempt him with my opened butt flap. He slid his right arm under my side so his hand was on my stomach, his left hand slid into my open butt flap and he began to massage my ass cheeks. I moaned again as his fingers traced around the crack, teasing me. "Boy, you better keep your mouth shut about this or I'll just have to come in with tape and a gag next time. You got it?!" I nodded and with that he used his right arm on my stomach to flip me onto my knees. I heard him spit, wow spit? We hadn't used that in a while. I wondered why he wouldn't go with lube. Maybe he wanted to act like this was a spur of the moment event. Whatever the reason, his spit covered fingers began poking my ass hole as he bent over me and whispered in my ear again. "your mother won't let me fuck her tight ass!" oh...he really was going to play this role tonight...was she supposed to be in the next room? "So I'll just have to fuck yours instead! And if you say one word about this, I'll show you such an ass pounding you won't sit down for weeks! Understand?!" I remembered the last time he had been here and I knew he could deliver such an ass pounding. I would behave...mostly. I moaned again as his fingers slid into my ass and immediately found my button. I started to push back into his fingers. With every pump my pjs would tighten around my thighs, a constant reminder that I was dressed as the young boy being corrupt. Oh how fucking kinky this all was. I moaned, "oh daddy! Touch me!" he moaned and slid his fingers out. I heard a jar opening, so he had brought lube. "What I'm about to do, it might hurt, but it'll be worth it. I brought plenty of lube so if it gets too dry just bite down on the pillow and I'll know to get more. What was he about to do? Why did he need so much lube. I felt the first bits of gob hit my ass. This wasn't the normal runny lube we used, it was more like a paste. Like he was coating me with crisco. Had he raided my kitchen? Before I could think much about it I felt the hardest prodding I'd ever felt. It wasn't his dick, what in the fuck was he shoving in my ass. It was this incredible mixture of pleasure in pain, I looked over my shoulder and saw it was his hand. How many fingers was he using. I felt myself stretching more and more I began to moan out hard. Almost a growl, with his free hand he clumped more goo on and whispered, "almost there...just a little bit more." I still didn't understand, all I understood was pain. Maybe if I cried out to him he'd make it stop. Get in character...get into character. "Daddy, ow, please stop, daddy. It hurts!" "Just a little more. You can take it" his free hand rested on my lower back. Whether it was to comfort me or to hold me in place I wasn't sure. But I knew I couldn't take this. Damn it, why didn't we have a safe word? "Daddy no, please, please stop! I'm too small. I'll wake mommy." That made him flinch. Had I hit a nerve? He said, "Then I'll have to do this fast. It'll hurt, but only for a second and then it'll feel amazing. You'll see, let daddy show you." I was going to ask what but before I could I finally understood what he was doing. With one quick ass ripping thrust he had his entire hand inside my ass. "MOTHERFUCKER!" I screamed out! He grabbed my hair and shoved my face into the pillow. Growling into my ear, "You shut your fucking mouth! You think my foot didn't hurt when I came in here to tuck you in and found your toys all over the fucking floor?! You think that was funny? Fucking dip shit! Well, now we're fucking even!" He started moving his hand around inside me. It felt so large, foreign and odd. Now that he was in to his wrist the burning tearing pain had stopped. It was just an exceptionally full feeling. "Now you keep your mouth shut, you got it?" I moaned that I understood and he released my head. Putting his hand back on my ass cheeks, separating them as if to examine his work. He started to pull back a little, I whined at the pain of his hand starting to exit my ass, but before it would he shoved it back in. I had tears in my eyes as I asked, "Why are you doing this daddy?" "Because, daddy is going to fuck your ass tonight boy, and I need to make sure you have room for daddy's big dick." Ah, so we were pretending this was the first time again were we? He really liked taking cherries. I hadn't thought of that, how many other men did he have one the side? how many cherries was he popping on the trail? Maybe he didn't have a wife, maybe he had many other boys out there calling him daddy and letting him fuck their ass. The idea made me mad and oddly competitive. I wanted to be his only one. "Oh daddy, don't. Not my ass! I'll clean up my room I promise." "Too late now, you're tight little ass has me all worked up. You feel this?" He shoved his dick against the pj's on my inner thigh, "that's what your ass does to daddy. Your mom can't get me that hard. But you can." He started to pump his fist. It hurt...so I let him know. I cried and whined in pain. "Yeah, you'll learn to like it. You're going to be daddy's little bitch. Mmmm stretch that ass out for daddy's big cock!" He started to pull his fist out further each time than the last. It still hurt but the pain slowly subsided enough for me to enjoy it. My flaccid cock begin to stand up to attention again. "Mmmm fuck, I can't wait any longer." "FUCK" I moaned aloud as I felt him yank his fist out of my ass with a loud slurping pop noise. "SHUT UP BOY!" he growled as he raised himself up over me and rammed his dick into me. "I haven't cum for days and I have a big load I need to get out. You're just what I need and you're going to take every drop. You spill any and I'll make you lick it up." "Fuck. okay daddy. I'll be good." "SHUT UP! Not another word. do you understand me?" So that was how this was going to be. Just me moaning into a pillow while he degraded me. I could do that. The stretching he had done made his dick ease into my ass like nothing. I could feel the gape. Guess he'd liked treating me like a cup last time. I was daddy's little cum bucket. I reached underneath my stomach to the flap of my pjs and pulled out my hard dick. I started stroking it with every thrust from Daddy. As he thrust into me he continued to grunt and degrade me, "Yeah, oh yeah you fucking slut! I knew you'd take daddy's dick like a man! Too bad your mom didn't know how to fuck. You're tight little ass feels so good on daddy's dick! OH fuck yeah. You take it you little bitch. Yeah...that hurt, huh? Too bad boy! You keep your mouth shut. Yeah, fucking right." his thrusts began to pick up pace. "You fucking liking that, you dirty little prick? You rubbing your dick? Daddy going to make you cum?" I moaned, "yeah, you like daddy's dick don't you! Deep inside your ass, going to fill your ass! Don't spill a drop, you remember?" All I could do was moan and then, just like last time, he started to pound me harder, deeper. This was still new to me. Made me feel like he really was popping my anal cherry. But the harder he pumped, the dirtier and rougher he got and the closer it made me. I cried out in pain and pleasure as I felt my dick squirt all over my bed sheets and a little on my pjs. "OH YEAH! You fucking cum boy? Yeah." I whimpered and moaned. Just like last time, once I came it started to only hurt. I braced myself for the pain that remained while Daddy finished off. Burying my face into the pillow I whimpered and groaned in pain. "Yeah, you fucking little bitch. You take it. That hurt? Huh? Yeah? right in your ass? Deep in your ass. You little pussy, I'll show you what it takes to be a big man!" His words turned into grunts and I felt him begin to stand up, he was about to finish. Thank god! I couldn't take much more, there were actual tears in my eyes. I needed to learn to last longer, or fake an orgasm just before he came. As long as I was hot the pain was hot. I stood my ass up and felt his feet insanely close to my face. I saw his toes twitching on my bed as he thrust downwards into my ass. "Here it comes boy! Get your ass ready and don't even think of fucking moving. I don't want a mess you get me!" I nodded "Fuck yeah, I'm going to fill you, just like the bitch you are! ARRUUGGGG" and with that I felt the spurts of hot cum start filling my ass. Just like last time I could feel it settle at first, but with every jiggle he caused when he thrust once more it'd go further down into my bowels. He just kept going, it seemed the longer he was away the bigger his load was. I reached up between my legs and grabbed his balls. Squeezing and playing with them as he came. He must have liked it because he moaned louder and made one final thrust deep into my ass. Hurt like anything else but it meant less load being spilled in just my anal cavity. After a few seconds he pulled his dick out of my ruined ass hole. He just stood there holding my ass cheeks for a bit. What was he doing? Then I felt his thumbs on either end of my opening pulling me wide open while his palms circled and massaged my cheeks, as he did this I felt a cold fluid dribbling down into my bowels. He was massaging his cum deep into me. Fucking hot! Once he was content he slapped my ass cheek and flopped down beside me on his back. I slowly eased onto my back, careful not to squish my swollen stomach. I was beginning to like this feeling of having my gut inflated with cum. Even if it meant waiting a long time between his ass poundings. He must have worn himself out because when I looked over he was sleeping. He never had slept in front of me before. My heart jumped. I curled up into him and tried to get some sleep myself. I woke a few hours later with Daddy climbing out of bed and hurriedly putting his clothes on. Shit, if he did have a wife she'd have wondered where he was. Maybe I should ask him. I cleared my throat to get his attention, "Daddy?" "Mmmm?" "What takes you so long?" "What?" "You know...sometimes you're gone for a long time? Do I bore you? Or are there others?" He smirked, "boy, there is no one like you out there." He pulled his socks on. "then why do you take so long?" He stopped, he seemed to think about this for a while. "do you get impatient waiting for daddy?" I nodded, "A little. Some nights I'm up all night with a hard on. But I don't want to jack off in case that's a night you let me punish you. Cause I don't get to fuck your...Daddy's ass as much as you get to fuck mine." He turned his mouth down in a sad thoughtful look. "it's alright, I don't mind...you give me the best orgasms. Don't get me wrong. I just ... I just wondered. I want to keep you around. At least for now. I mean, we both know I'm not gay." He laughed, "yeah....you're not gay" he grinned, "listen...maybe it's time...." he stopped and seemed lost in thought. I sat up a little in bed, "time for what?" He lay down in the bed beside me, propped up on his elbow, he traced his fingers down my chest. Did he mean it was time for me to fuck him again? "Get dressed." he commanded, "It's time we find you a cum slut." My eyes went wide, "A what?!" He laughed as he stood up and reached for his other sock, "A cum slut. Did you think I didn't have a daddy too?" If my eyes hadn't already been as wide as possible that would have done it. So he had a daddy?! That's why he took so long? He had someone else that came and fucked him when they wanted to? He wanted to get me one? I was going to be someone else's daddy? Oh fuck! The idea was getting me so hard. He looked down at my cock and laughed again, "Save it" he said, "We're hitting the trails, I've got just the right one picked out for you. I think you'll get along just fine!" And with that he tossed a t-shirt at me and started down the stairs. (to be cont.) Hard On the Trail Ch. 05 I drove Daddy to the trail that morning. It felt weird having him in my car. The only place I'd ever had him quite so personal was in me and in my bed. In fact that was what made our relationship so awesome. He came when he wanted to cum, he fucked my brains out and then he was gone. There was no sloppy emotional junk getting in the way. I parked the car and we hopped out. Daddy looked pretty proud of himself, I wondered why. He looked anxious and excited. I didn't know if this was normal or some sort of rite of passage. He stretched and said, "I hope your bitch is on the trails today. I've been watching this one for weeks! He's exactly what you need!" How did he know what I needed? How did he know this guy was it? Daddy went ahead of me on the trails, we ran for about 20 minutes before suddenly he nodded at someone running in the opposite direction. I turned to check him out as he passed and saw he looked over his shoulder at us and then nervously back ahead. I almost ran straight into Daddy who was turning on his heel to follow after the man. Was this him? Was this supposed to be my bitch?! And he could tell just from that? How? As if to answer my question Daddy breathlessly explained, "did you notice, he looked back at us? He's curious! He wants your dick, he just doesn't know it yet. It's all in the mind you see. You'll learn!" And with that we were off. The man ahead of us kept looking over his shoulder at us. He'd slow down, we'd slow down, he'd speed up, we'd speed up. Up ahead I saw the trail I'd made my escape on a long time ago. I wondered...he wouldn't...would he? Sure enough, as we approached he made a bit of a turn into the center of the trail and then was off down that secluded pathway into the woods. I slowed to a halt stunned. This was how my fate had been sealed. My stomach was both excited and sickened. This man had just unknowingly given Daddy the sign for fucking his ass. I watched, expecting to see Daddy pursue him. He didn't. He stopped at the opening to the pathway and looked at me. "What are you waiting for? Go get him?" "What? are you out of your mind?" "You're ready, just go up there and make him your bitch!" "Okay, first of all, let's pretend he ACTUALLY wants me to fuck him --" "He does" "Okay, let's pretend we know that for sure, I've never done this before, how the hell am I supposed to go up to a complete stranger and plow their ass." Daddy started laughing, "listen boy, just go up there and if you are lost for ideas, do to him exactly what I did to you. You'll get your own style, I know you will, but for now you better hurry before he thinks you're not interested." "you're fucking crazy, what if he attacks me? What if he runs back this way and calls the cops?" "he won't, but if he does, it was a simple misunderstanding. Everyone knows that's where we guys go to get our rocks off, the cops will be hard pressed to believe he didn't go up there for the same reason and have some sort of anti-gay remorse." Everyone knew that was where guys went to fuck? I hadn't known that. I was willing to bet that this guy didn't know that either. But Daddy was looking impatient and I knew the guy would be WAY up the trail by now so I started up the path into the woods just as I had months before. It took a few moments but I eventually caught up to him. I didn't want to spook him so I kept a slight distance. But even at my distance I could see a trail of sweat lining the crack of his ass on his shorts. My cock started to harden and slap against my thigh. He wasn't that old, probably about my age. I'd never been with anyone besides Daddy this way. Now I was supposed to dominate someone my age? The path began to narrow and become more difficult, I saw the man slow his pace and the anticipation began to rise. This was it, this was the moment. As he stopped and reached up for his headphones to pull them out of his ears, I came to a stop behind him. I could smell his musk and I just wanted to bite into his shoulder while he screamed out in ecstasy! That's when I froze, how do I get from two strangers standing in the woods to two strangers fucking in the woods? I thought to what Daddy said, "If you get lost for ideas, just do what I did." I reached forward with my hand, trembling slightly I took two fingers and traced them down the sweat stained crack of his ass. So firm, so enticing. Just as I expected he jumped around and back away from me and screamed. "What the hell are you doing?! Fucking queer!" I was shaking inside but I tried to remain firm, I had to own this! "Hey now, is that any way to talk to your Daddy?!" "You fucked up shit! Go back the way you came." "Oh I'm not going anywhere! You're the one who had me up to fuck central." "Fuck central?! What the hell are you talking about?!" "Everyone knows this is where guys go to have a good time. Don't pretend to be so innocent. Unless it's what turns you on!" I stepped forward as I spoke and reached to drag my finger down his chest. So hard and warm. My cock flexed, oh it was ready, but was he?! "You're fucking nuts! I ain't ever been up here before!" "Oh, I'm you're first. How fucking sweet! Well...I'll be gentle." I purred "You're not my first, you're not my anything, back the hell off." I was losing him, I had to think fast, what would Daddy do? "HEY! You had me run all the way up here for a piece of ass you little cock tease. Now I'm getting my piece of ass whether you give it to me or I have to take it! Now the question is, do you want to do it out here in the open where someone could walk in on us or would you rather pick a quiet spot where we can be alone?" For some reason that seemed to work. Even though I had no way of holding him physically, he seemed to be mentally in a choke hold. It didn't make sense to me but I guess my tone expressed my commitment to taking his ass. His head dropped and he began to turn towards the deeper woods. But not before I first noticed his cock. Holy shit, he was half-mast! Daddy was right, he was into this! Just like I had been. I hadn't known it at the time and this guy didn't know it yet either. But when I was done with him he'd be begging for more! He lead me off into the woods, we passed by the rock where Daddy had taken me, where I'd christened the ground with my cum. The site of that rock made me so hard I wanted to flop this kid down right there and just take him. Listen to me, this "kid" he was my age, shit it was fun getting into this role! He didn't take me far, stopping near a small huddle of trees he stopped. I looked over my shoulder, perfect, I could see my rock from here, I should position us so that I could look at it while I took him. Help keep me into character, just reliving the moment myself and executing it as planned. "What now, ass hole?" I snapped back into the moment, "Don't talk to your Daddy that way, you call me Daddy or you call me Sir! You got it?!" "Yes sir!" he growled back. "Good, now take off your pants kid...fuck it, take everything off. He stepped behind a tree, how fucking innocent, as if I wasn't going to be violating him in the most intimate of fashions in a few moments. His shorts fell out from behind the tree and commonsense kicked in. His wallet...I needed his id for this to work just as it had with me! I grabbed his shorts fast, pulled out the wallet and shoved his id in my wallet. Discarded the whole package quickly back where it had been. Just in time as he stepped around the tree completely naked except his running shoes. Damn! His cock was so hard! "Mmm nice dick!" "Shut up!" I reached out and touched it. He flinched at first and then moaned a bit as I stroked it. "I'm not gay you ass hole!" I shoved him down and sat on his chest, "What did I tell you to call me?! Do you WANT me to remind you?!" "Sorry! Sir!" I stood back up to adjust myself and he sat up. "Get up, kid." he did as he was told. "Go over to that tree!" He dragged his feet but he was very obedient, holy shit...he was eating out of the palm of my hand. I made a mental note to thank Daddy later. "Good, now put your hands on the tree and bend down really far so your ass sticks out." He rolled his eyes but did as he was asked, that's when I came over sucking on my fingers as I approached. When I reached him I put one hand on his lower back causing him to flinch, the other with my wet fingers reached for his pink virgin hole. As soon as I touched it he jumped up and said, "Nu uh! I can't do this! I'm not gay, sir!" I laughed, "I'm not gay either. This isn't about being gay, this is about knowing what you need. I'm a guy, I know what you need. I can make this feel so good for you if you'll just stay still." "And what if I don't?" "If you don't then this will hurt like nothing you've ever felt before, but either way I'm going to fuck you before this is done and it's just a matter of how much pain you're going to feel. Now put your hands back on that tree, stick your pretty little ass out to me and behave." He did as he was told. I re-lubed my fingers and this time he behaved. I slowly slid one at a time into his ass and once in just let them sit there for a while. Let him get used to the feeling of being slightly full. After a while I spit on his ass which made him groan and let the spit drip onto my fingers as I pulled them out and then shoved them back in. Now, to find that spot. I began slowly pumping my finger as he groaned into the tree bark. I wiggled them as I moved them, reaching for a soft spot that would cause a reaction in him. I was just about to give up when suddenly a soft, "ahhh" escaped his mouth. I grinned ear to ear, that must be it. I flicked my fingers across it a few times and then, like magic, he reached under his belly and began stroking his dick. I don't know that he even realized it yet. I moved a little faster now and he really began to respond, "oh yes, oh yes...mmmmm yes." Alright, he was ready, now to shove my dick in him! Fortunately for him I had come with lube. I wasn't a huge fan of spit, although in a bind it worked, but lube was sooooo much better. I pulled my fingers out and stood to prepare my cock. When my fingers left he moaned that familiar disappointed moan I always gave. He wiggled his ass begging me to put them back, while he stroked his dick. I reached into my pocket, pulled my tube out and then with my other hand I pulled my dick out of the two flaps in my boxers and shorts. My continued absence from his ass caused him to look over his shoulder to see what was up. When he saw my big dick out he started to stand up, "Oh no!" He hollered, "There ain't no way I'm letting you stick your dick in my ass! I'm not some queer!" I pounced on him with all of my body, dropping my lube in the process. "I already told you, this isn't about being gay it's about sex, pleasure. And I warned you, either you give it to me or I'll take it. So what's it going to be?" He squirmed under me, giving me my answer. What was I to do? I had to follow through or I'd lose him and I was so hot now I needed this ass! I looked down at his pucker as he squirmed, it was still dripping with my spit from earlier, that should be enough. It'd hurt him for sure though. "Alright," I said as he continued to squirm under me, "I warned you. I could do this nice and we'd both get off with little to no pain. But you had to be a little bastard and now I am just going to have take what is mine dry!" And with that my dick was pressed up against his ass hole. "NOOO! NOOO!" he squirmed harder. "Oh yes, you little shit. Hold on tight cause it's going in!" And I began to push against his opening. Even with my two fingers having been in there earlier it was as though nothing had ever opened this ass. But I was bound to take what I earned. I shoved as hard as I could until I popped inside. I was shocked by how much it hurt ME. But the sounds coming out of him pushed me forward, literally. The moment my head bust into his virgin ass he screamed out, "Mother fucker! FUCK! Stop it! OW FUCK!" and began to buck me. Holy shit, he might actually knock me off. My dick felt like a hundred tiny razors were pulling back but the intense response I was getting from him pushed me forward. I put both hands firmly on his shoulder blades, pushing him down into the dirt and I started to pound into him. With each thrust I would utter a word as I degraded him just as I had been degraded, "I ... TOLD... YOU...NOT...TO...FIGHT!" the pain...it was slowly subsiding with the addition of precum, but it still burned. I continued a steady thrust, "Now, are you going to stop fighting like a little bitch and take what Daddy brought you or are you going to continue to wrestle me and force me to take you like this?" He stopped squirming and I could tell he was sobbing. "Please, take it out. Don't fuck me. I have money, you can have all my money. But please, don't fuck me!" I slowed my thrusts making them deep and hard, "I don't want your money. I want your ass. I want to make you cum. I want to make this feel good for both of us. But you had to go and be a little bitch about it. Are you going to behave now?" He nodded, "yes sir!" "Alright, this is going to hurt coming out but if you keep still I'll lube it up and it'll feel amazing going back in! Understand?" He nodded. I began to pull my dick out. Holy shit the vacuum of his ass pulling on my dry cock was almost too much pain for me to handle. He screamed out some more as I finished pulling out and he whimpered into the ground. Something about "please god, make this stop." and stupid mumbling about, "just get it over with." What a baby! Once out I reached for my lube and lathered myself and his pucker up. "alright, are you ready." He was still sobbing, "Yes sir" he choked. "Alright, now stay still while Daddy starts up, I'll go slow and I'll find your button again." And with that I slowly reentered his ass. This time it felt slick and tight. Nothing like Daddy's. His ass was not used, it was virginal. He was my little virgin. I lost control for a moment at that idea and began to pump him a little harder. Fortunately the size of my cock being much bigger than my fingers also meant I hit his button a lot sooner. He was under me moaning and rubbing his dick again. "Oh yeah...yeah...fuck yeah...right there." This was it, he was loving it, Daddy was right...he was my little cum slut. I didn't have to worry any more as I saw him biting his lip and stroking his member. I got excited. I grabbed his shoulders and pushed him up against the tree. While doing this I noticed a figure watching us. "Oh shit" I thought, "Was it a cop?" I then noticed the movement the figure was making. They were jerking off...I squinted, it was Daddy. He was watching from the bushes. Watching his cum slut become a man. I had an audience that I wanted to impress and with that, all bets were off. I turned us around the tree so my back was to Daddy. I lowered my shorts off my backside, just enough so that it didn't effect my cock pounding into this sluts ass but enough to let daddy get a good view. I slid the kid down the tree trunk so could bend more as I fucked him and reached behind me to play with my ass while I did it. I heard a moan from the bushes and knew I had him completely warped. My cock flexed bringing me back to the man moaning underneath me. I left my shorts down to temp Daddy but replaced my hand back on my bitch's hips. "Yes, oh god yes, fuck, I'm going to cum." Holy shit, I was going to make him cum...I was going to cum... this was fucking amazing! I began to bring the focus in, "Yeah, you like that, you like my dick in your ass you little cum slut?" "Yes, sir! Fuck my ass, sir!" "Yeah, fuck your tiny little ass. Fucking make you cum and then I'm going to pound your ass until I fill you." "Yes, sir, I want you to fill my ass!" "Yeah, want me to fill your ass, are you my dirty little anal slut? Huh? Want me to FUCK you" and I slammed him harder into the tree. "Oh...ohhhh yes ohhhh right there...fuck... arrroooogggggg" I felt his ass tremble and flex around my cock as his cum sprayed the tree in front of us. It got me so hot I knew it wouldn't be long for me. I shoved him down so his face was right in front of his cum and his ass was prime. I grabbed onto his hips with both hands and began to plow his ass, "Fuck yea, make Daddy cum. You fucking cum slut. I'm going to fill your ass and then you'll be my bitch forever!" His ass tightened and he straightened up, "WHAT?! That wasn't part of the deal!" I'd gotten carried away and triggered the same response Daddy had triggered in me. I was too close to give a shit. He'd enjoyed himself, it was my turn now. I shoved him down further, I wanted him to be my cum bucket, just like I was for Daddy. "I'm going to fucking fill your ass so you leak my cum for weeks! Yeah, fucking fill your ass, you keep your ass up, kid. Daddy's gonna cum." I felt all my primal urges come to the surface and I pounded deeper into him than I had before. He began to moan out in pain, he'd already cum, all that was left for him was pain. Sweet, merciful pain. Harder, faster, deeper I plowed into him. Grunting and growling like a bear until finally I felt my seed spurt out. It pooled into his ass as I groaned and leaned forward. I was almost sitting on him as I finished. Pouring my cum deep into his ass. The sweat beading into my face as I leaned over him. He was still panting and his cum dripped from the trunk towards the ground. I stood up and slowly retrieved my cock. He moved as if he'd stand and I slapped his ass to make him wait. I reached his anus with my fingers, pulled it open and saw my cum sitting there in his anal cavity. I began pulling and pushing my ass together and apart and watched as my cum emptied into his bowels. When I was satisfied at it's depth I slapped his ass and let him go. Hurriedly he got on his shorts and shirt, took a look over his shoulder at me, blushed and then ran off. I touched my ass pocket where my wallet held his address. Would I use it? I didn't really have long to think about it as I felt Daddy's hand on the back of my shorts. He yanked them down, pushed me forward and within seconds I felt the head of his cock pushed up against my ass hole. (cont). Hard On the Trail Ch. 06 Just a reminder from his dom that he is someone's sub. Punishment for having teased him so hard. There I was, bent forward, holding onto the tree I'd just had my first bitch holding onto moments ago. His cum was still dripping down towards the ground. My doms cock pressed firmly against my ass and the sensation of his spit hitting it. I was still excited over having dominated my first cum slut, excited to use his id to find his house and claim him as mine. But I was also nervous, from my experience with Daddy I knew that if I wasn't hot and bothered all I got from his fucking was pain. It wasn't that I didn't want him. If I hadn't wanted him I wouldn't have teased him with my ass exposed while fucking my own bitch against this tree. I could only hope that he had gotten himself pretty close jerking off while watching the action go down. Daddy leaned in, "So you think you're a big man now? You think just cause you have a bitch you can tease Daddy? Huh? Well...I'm gonna teach you a lesson about being a cocktease. I'm gonna fuck your ass so hard you'll be thinking about me every time you sit down." Oh shit, I knew he meant what he said. I grit my teeth and closed my eyes. I focused on how hot Daddy makes me in hopes to get my spent cock back up at attention. Daddy's cock started to push hard against my opening, "AOOOOHHHHHH" I groaned out into the tree as he slowly forced his way in. The pain was excruciating. "Yeah, you like that, huh bitch?" I moaned "yeah, playing with your ass, teasing me like that. I'll show you a true fucking." Having entered my ass he began steady deep thrusts. "yeah, take my cock you fucking slut." I moaned in pain, "oh please...daddy please stop...can't we do this later. Please. This hurts so much, I'm too tired. Please daddy, please stop. ohhhh" I moaned. But it only made him thrust deeper and faster. I begin to tremble with the pain. "If you had wanted it later you shouldn't have fucking teased me you little shit. Now you take daddy's cock like a good bitch. So fucking tight!" I squirmed in pain, I knew there was no point but I was in so much pain my body couldn't help but respond in an effort to try to get away. "OHHH OWW FUCK" I growled. "Yeah, you little bitch, don't you forget I made you who you are! You're my bitch! Go ahead and try to squirm away you little bitch. Wiggle that ass for Daddy. Yeah, fucking dirty slut." "Please daddy, please, if you wait until we get home I can let you plow me so hard and deep I'll be so good to you. Please... this hurts so fucking much. I can't take it." "You can and you will take it. Now shut up and take my cock!" He bent down and growled softly into my ear, "Don't forget, over there *he gestured to the rock* I told you once I filled you, you'd be my bitch forever!" and before he stood back up he bit down hard on my shoulder. I yelped out in pain. This seemed to amuse him as he chuckled and stood up to slap the side of my ass firmly and resume his pounding. I clutch onto the tree panting and whimpering as he sodomizes me. As soon as this is over I'm going to go to my bitches house and have my way with him. I focus on that. Daddy lets out a low growl of pleasure and moans, "oh fuck you're so fucking tight!" He slides his hands off my hips and down to my ass cheeks, he pulls my ass cheeks apart and watches his cock ease in and out of my pink hole. "unnnnnn yeah oh daddy is going to fill you up good, do your job you little cum slut!" His breathing is starting to get more labored I can tell he's soon going to cum. He reaches forward, grabs my shoulders and uses them to pull me even further onto his cock. He pauses there for a bit like he's catching his breath at the top of a mountain. I feel his cock flex and burrow deep in my ass. A feeling of fullness and immense pressure cause me to moan. God how I wish I wasn't already spent. We haven't fucked here since the first time. He growls again, "Grab on tight to that tree son, Daddy is going to fuck your ass raw! I'm going to cum so deep in your ass... fuck." and with that all I could hear was slapping as he pounded me so hard and deep his thighs slapped against mine. I had to hold on tight to the tree to avoid falling down. "Fuck yeah, you feel so good, Daddy's gonna give it to you, take all my dick now son!" His pounding continued but became more choppy like he was losing control of his rhythm. The pain becomes too much, I squirm and scream like an animal trying to escape, I fall to the ground, daddy's foot pins my face down and my ass is forced upward as he continues to take what is his. He tenses and starts shooting his cum deep into me. I feel the heat of it as it explodes into me, still yowling under his foot. I stop wiggling now because I know the worst is over, but the pain remains as he still thrusts a few more times, emptying his balls into me. His foot comes off my face and he collapses over my ass, pushing me forward and up with the mud sliding. He pants as he leans on me, "oh fuck boy, that was good. You're such a good little bitch." He pulls off me and says, "Have fun with your fuck toy, but don't forget, I own you! When I want you, you're mine, any time, any where!" With that he picks up his stuff and walks out of the woods leaving me spent, sore and staring at the puddle of cum that was my bitches, pooled completely on the ground now at my face. Maybe I wouldn't visit tonight...I don't know if I could muster the energy. Daddy had made sure I knew he was still the boss. But I was someone else's boss now. I had someone to take it out on. I adjust my clothes and start out the trail. I must have looked funny cause I knew I was walking like I'd just had my ass tore into...and I had. (cont.) Hard On the Trail Ch. 07 I waited a few days before I approached my bitch. That first night I drove up to his house, using the address on his id. But my ass was sore from Daddy's ravaging that I thought I should wait it out a few days. After all, if I played it the way Daddy did I was supposed to let my bitch fuck me once before I fucked him again. To give him the false sense of a level playing field. To suck him into all forms of pleasure that could be derived from this sub-dom relationship. The next few days I drove by his house, just to see if he had an cop cars in the yard or news crews. Always nothing, quiet, no friends, family, cops ... not a soul. Finally, I got up the guts one night and I pulled up on his street. I parked a little bit down the road. I didn't want him to be able to identify my car if this went sour. But I also didn't want to have to run too far to get to it either. After parking just past some hedges I got out, grabbed his id and headed to his front door. I stood staring at the doorbell for a while before ringing it. At first I thought maybe no one was home, then I heard the sound of a bolt being removed from his holding and the door opened up. The look on his face, I couldn't tell at first, he looked surprised, but was he mad, was he going to run? Before I could say anything he dove at me. I flinched, prepared to have to fight him, but instead he was kissing me all over. It was my turn to be surprised. He pulled me into his house, still kissing me, and shut the door behind me. His lips pressed to mine and moving down my neck and back up as his hands wrestled with my belt. This was completely unexpected, clearly he'd been thinking about our adventure for some time. Having freed my belt he undid my pants and dropped them down below my knees. It was only then that he stopped kissing me and dropped to his knees. My already hard dick flexed only for a second before I felt the back of his throat against my head. I threw my head back and moaned. The feeling of his wet mouth all over my cock was mind blowing, holy shit I had never, never had head this amazing. I thought back to all my ex-girlfriends, they were sloppy, too dry, too much teeth, but this...this was amazing. Daddy never sucked my dick...I'd never sucked his dick. I almost forgot why I was here as his tongue flicked the base of my cock. It took all my will power to shove him off me. He looked up at me confused. I reached in my jacket pocket and passed him a bottle of lube as I turned around and assumed the position, on the ground, ass up. He stuttered, "Sss sir...really?" I growled back, "You get one shot to ravage your Daddy and show him just how much you took in the woods. Take it now or never get this chance again." I hadn't finished my sentence before he was already lubed up and at my ass. His breathing was labored, "Sssirr, I've never...I've never done this before." I looked over my shoulder, "you don't have to, but understand whether you fuck me or not I'm sticking my cock deep in your ass in 6 minutes." He nodded nervously and with one quick shove he rammed into my used ass. "Uhhh" he grunted as he slid in. "oh yeah...fuck, you feel so good. Uhhh" he began thrusting into my ass. It was nothing like Daddy's dick, my ass was still stretched from Daddy's last fucking. But I moaned out, "mmmm yeah... fucking take my ass" a few times to make him feel like a man. The sooner I got him off the sooner I'd get to tear up his tight little bud the same way Daddy tore mine up! "ohh,, yeah" he moaned, "you like that? Yeah... fucking ass hole. Think you can fucking jump me in the woods. I'll show you a fucking. Yeah" he started to pound harder. I could tell by his breathing he was going to be a quickie. He'd thought about this way too much over the past few days and gotten himself all worked up. "Yeah, uhhhh fuck...fucking fill your ass ... uhhh yeah... I'm cumming, I'm cummmiiinnnggg ohhhuhhhhhhhh" and with that I felt him spurt his seed throughout my ass. I grinned to myself, now this shit was going to hurt him...there was nothing left for him but sweet submission at it's most painful. Now I completely understood why Daddy did it this way.To show how bad it could get. I didn't waste any time, as soon as he stopped flexing in my ass I stood up which shoved him off of me. He fell back to the ground exhausted. I stood over him, my raging hard on flexing. His eyes looked scared and excited, "Sir, can we do this another time, I can't go again...I'm too tired." I grinned ear to ear, "This isn't about you now, this is about my pleasure. Now get on your stomach before I put you on your stomach!" He shook a little as he rolled over, I reached for a throw pillow on his sofa and propped his stomach up a bit so his ass was in prime view. While doing that I freed myself from my pants, took out my belt and tossed it at him. "Here," I laughed, "Shove this in your mouth, you're going to need it." As he shook beneath me I lubed up my cock. I was tempted to shove it in his mouth and let him swallow my cum. But I could save that for another day. He needed to know who was boss. And in one quick thrust I punctured his still virginal ass. "OHAARRRR" he screamed out in pain, "oh please, daddy...please don't. Let me suck your dick instead!" That was the first time he'd called me daddy and it got me so fired up, "I don't think so, son, you're going to take Daddy's cock in your little ass. I'm going to fill you with my cum uhhhhh" I thrust deeper into him. "Oh god, please ohhuuuhhhhhh" he squirmed beneath me. I began to slow my thrusts with my hands pulling his ass cheeks apart so I could watch as my cock took his ass inch by inch. "ohhhhh fuck it fucking hurts...ohhhhh I hate this." "Yeah, you want more." "No, please stop! I can't do it." "Oh yeah, you want me to fuck you harder?" I started to pick up my pace, grabbing his hips with my hands in a tight grip I pounded into him. "yeah, you take daddy's cock! Just remember, you're my bitch now, when I want this ass you bend over and give me this ass!" "Yes, sir. aarrrrrrruuuuhh" he cried. "yeah... ohhhh yeah you fucking take it in your tight ass uhhhhh yeah right there, you ready...daddy's gonna cum.. uhhhh" I pulled out until just my head was inside him and with one hard thrust I pounded deeper into his ass then I'd ever been. He screamed out in pain which pushed me over the edge and I felt my cum spilling into his ass. "Arrraaggg ohh god...ahhhh fuck." he moaned under me. As I pulled out most of my cum stayed inside. Good thing, would give him something to think about later when he walked around and it dribbled into his shorts. I pulled my pants up and he looked over his shoulder, "When do I see you again?" he asked with this lustful look in his eyes. I grinned, "I come when I want to cum. Be home!" and with that I left his house feeling I'd accomplished something as I felt his cum dripping out of my ass. | (cont.) Hard On the Trail Ch. 08 "yeah...you like that huh? Hurt? Huh?!" Daddy pounded hard into my ass as my face was shoved into my pillows. My batman pjs around my ankles and my cum soaked on my sheets. The pain was unreal, but the pleasure had been worth it, "Ohhh yea, take it you little shit. Next time I show up to fuck you in the ass, you'll be home." "Yes Daddy!" "Uhhh yeah, make me wait around for this little ass!" he slapped my ass. "Uh!" I had been spending a little too much time at my submissive's house. Sex with him was different than sex with Daddy. Although I'd tried to steer it in the same direction it seemed to go completely separate. For one thing he loved to suck my dick, for another he was always kissing me all over. And the last few times we'd actually cuddled. It was just as passionate as with Daddy but a lot less angry. Daddy had come to my bedroom one of those nights that I was at my subs house. I, of course, had no way of knowing he'd be coming over. He came when he wanted to cum. But now I was paying the price for having made him wait to get off. "Ohh uhhhh yeah, stand up, bitch!" I assumed the position and braced for the pain as he drove his dick deep into my ass, "UHHHHHH YEAH OHHHHHHH FUCK YEAH" He must have been waiting a long time cause I could feel my gut bloating with his load. "Uhhhhh" he fell over my back, spent. As he stood up he told me to stay put. He came back a second later and with a quick slap a sharp pain hit me. I moaned out in surprise. "There, that'll show ya!" I looked over my shoulder, "Now you can wear that until you have to shit, feel me slosh around inside you until then!" and he flopped down beside me. The ass hole had plugged my hole. Typical! I lay beside him in my bed, squirmed to pull my pj pants back up. "Hey," he said with a propositioning tone, "you think you and your bitch are up for a little fun?" I stopped what I was doing to look at him, "Fun? What kind of fun?" "Well you've been fucking for a while now right? He's totally game right?" I nodded, "yeah...but what did you have in mind?" Thoughts of Daddy and I tag-teaming my bitch sent a tingle into my balls. "Every now and then a few of us throw a party downtown. It's always amazing and the hottest thing I've ever done. I was thinking of taking your ass there this time and thought you'd want to take your bitch along too." "Sure...do we have to do anything?" Daddy chuckled, "nah, just bring your imagination and spunk. I'll leave the details on your night stand." ------------------------------------ It was the night of the party, I had swung by to pick up my bitch, Daddy was going to meet us there. I didn't know all the details other than we were supposed to show up at this spot at a specific time and we'd be told the rest once there. We stood on the porch of the house, you could hear music inside and the lights were on showing many shapes in the shadows on the drawn dark curtains. A man answered the door dressed like a butler, "this way!" he said and when he turned I saw he had no ass in his pants! I nudged my sub and pointed. He laughed, the butler looked over his shoulder, "can I help you?" I shook my head, "sorry,..... first party!" He turned, "Ahhhh I see. Well, it'll all make sense to you soon." he reached to his right and passed us each a box. "inside is your costume for the night. It is very simple, you go get changed, if your outfit has no ass then you are to be someone's bitch tonight, if your outfit has no front than you shall be someone's Daddy. Also, you will notice everyone has a color attached to them. Daddy's have theirs attached to their clothes before they put them on so they know what color they are. But bitches, you see, are not to know what their color is, so if you are a bitch you must come see me after you are dressed and I shall pin a color to your back. Anyone found revealing a bitches color to them shall be punished by all the people in the room! It is not recommended!" I swallowed hard, "So, it's that simple, you're either bottom or top?" He laughed, "Mostly, but the moment a Daddy spots his bitch he is to bend him over right there on the spot and fuck him mercilessly. It does not matter what either party is doing, these are the rules you see. And if the Daddy so chooses he can invite other subs to join in." It was my sub's turn to swallow hard, "Why would he want to share?" The butler rolled his eyes, "Some get off on watching their sub being taken, others are just mad at their sub for something they have done at the party prior to their being discovered." "And why other subs? Why not doms?" "isn't it obvious? The dom must save all their energy to make a man out of their sub. Now, enough with the questions, you know the rules, and quite possibly your sub or dom have been waiting patiently for you to arrive and you're here wasting time chatting with me when I myself must go be discovered. Changing rooms are down the hall, any room will do. I shall wait here until you return in case you are sub and in need of a pin. " I went into a room to get dressed. I opened my box with great excitement. A cowboy hat was inside, exciting! As I pulled out the vest and chaps I noticed the pants to go under the chaps. I pulled them out .... no back. I was going to be someone's bitch. I made quick work of getting dressed and hurried out to the butler to be pinned with my fate. after I had an unknown color pinned to my back where I couldn't see, I turned to see my sub come out with a military uniform on. I could see his uniform had a front so we were both subs. He looked so nervous and pale. I gave him a confident thumbs up. After we were both pinned we went into the room in the back. It was filled with people, there were people all over the house. It could take a while before we found our Daddy's or they found us. There were people chatting all over the place, some even seemed to be exchanging information. I looked around wondering which one would be my dom. I spotted another cowboy in the corner. His raging hard on sticking out of a hole in his pants. Could he be my dom? No way, it was too obvious. He was stacked though, his stomach chiseled. I'd love to be ravaged by him. I walked towards him and just as we made eye contact I turned on my heel and walked away so he could see my pin on my back. He never bent me over, damn, guess my color wasn't the right one. Just as I turned I heard a slam followed by a loud, "YEEEHAAAWWWW HERE WE GO!" I spotted my cowboy shoving his dick hard into the ass of a pilot. The pilot had a scarf on like they did in the late 20's. the cowboy snatched it off him and used it to rodeo lasso his arms behind his back. He then thumped his face back against the table, smushing it as he bellowed, "yeeaaaaa take it baby! I'm gonna ride you all the way home! YEAH!" and slapped his ass. I don't know if he had used any lube or at least not enough because the pilot's face was all contorted. It was getting me hard so I excused myself and moved to another room. I almost ran smack into Daddy. Well, my normal daddy, tonight it looked as though he was going to be a sub as well. He was dressed in a cowboy outfit as well. Just like me his had the hole in the ass. I'd lost my sub somewhere in the crowd and thought I'd chat with my usual daddy to pass time until I was discovered. "How you liking it so far?" "Not bad, haven't been discovered yet." "Ah that's nothing, could be all night. Quite a crowd, they had to branch outside of just colors!" I looked around, he was right, some of the doms had images pinned to their front and corresponding images were pinned to subs back. I saw one pair chatting pretty close to each other off to the side. They were back to back and so the dom hadn't identified him as his sub yet. I wondered how long that'd take. "What's your color?" my daddy said as he bent me forward to look. "ahhh very nice! I know who your dom is! You're going to have fun tonight!" My heart raced, I was jealous that he already knew who my dom was. I wanted to know! The suspense was too much. Just then we heard a whack, I looked up, the two who had been chatting nearby must have turned. The dom had bent the sub over and started to ride him, but that wasn't the craziest part. There was my sub, he must have been standing near the now bent over sub when he got knocked forward. The sub being taken had bumped my sub who then dumped his wine into the dom in front of him. As he backed away apologizing my daddy started laughing, "oh he's going to be in a heap of shit." cause not only did he knock his wine into a dom...it was his dom. As my sub turned around to make tracks the dom he'd just doused with wine spotted his color match and knocked him over the dinner table, holding him down with one hand he took his other hand to his mouth. Sticking two fingers in his mouth he let out a loud whistle, "Bitches! I've got someone who needs a little lesson! Bring your sweet asses over here and open your flaps, it's time to ride!" and with that he brought his hand down and slapped my subs ass hard. I saw the panic in my subs face. Poor bastard, it wasn't his fault, but that was the rules of the game. Us subs swarmed in opening our front flaps to expose our tortured cocks. It was then that I realized my fantasy was going to come true, I was going to get to tag-team my sub with my daddy. I looked over at him, he was stroking his cock in anticipation. I reached over and swatted his hand away and began to stroke it. He looked down and smirked. Returning the favor we stood there waiting our turn on my sub while stroking each other's cock. My sub moaned and squirmed on the table beside the sub that had knocked into him. Cat calls came from around the room as some more dom came into the room to watch the sub fight. He had 4 cocks rammed up his ass already and just as the 5th one was scrunching up his face to cum my daddy took his hand off my cock and slapped me in the ass shoving me forward. It was my turn. My sub had tears in his eyes as I came closer. My heart went out to him, over the time we'd spent together I had begun to see him as more than just a hole to fill. We had a very different relationship than Daddy and I. I still dominated him but I cared about him too. I reached forward, put my hand on his chin to lift his eyes to mine. I smiled down at him gently calming him. I then looked at his Daddy for the night, "Permission to lube my cock, sir." The dom stood stroking his dick and laughed, "lube away, bitch." I knew my sub loved sucking my dick and hoped the familiarity of it would bring him some comfort. I looked down at him and he smiled up at me, it had worked. He gratefully took my dick in his mouth. Immediately my balls tensed up, he was so amazing at giving head. Most of the time he and I spent together I enjoyed when he got me off in his mouth more than when I ravaged his ass. My head was thrown back as I moaned. This brought on more cat calls and woos. I had almost forgot we had an audience. I looked over at Daddy and saw him watching ... he looked....jealous? Injured? Was it possible he actually had feelings for me as well? I pulled out of my subs mouth, bent down to whisper in his ear, "These are the rules, honey, but I'll let you get yours tonight at home if I can." He smiled and was much more calm, "just try to enjoy it, think of how hot it is!" I walked around behind him and said for everyone to hear, "Alright, bitch, hope you lubed me up good!" and slammed into him. My thrust threw him forward a bit and knocked the table back. He groaned out passionately. His ass was so lubed up with all the cum dripping down his balls that it reminded me of my pussy fucking days. The idea of fucking a pussy again while surrounded by all these people watching got me even hotter. I wondered why we didn't have women in our group, sure I wasn't the only one who wasn't gay and only did this to get off. I made a mental note to ask Daddy next time and focused on the moment. His sloppy ass was warm and wet. So welcoming as I slammed into him. I looked over at Daddy again as I plowed my sub. His face was turning red, he was getting close just jacking off watching this. I thought I'd give him a show. I reached forward, grabbed my subs hair and rode his ass, "uhhh yeah, uhhh here I cum bitch. Going to coat your sloppy ass! UHHHHHH" and I felt my stream join the rest of the goo inside his tight ass. He moaned and I heard a dripping sound. He had cum with me and it was slipping out of his front flap and hitting the floor. I barely had time to enjoy the fact that I'd made him cum as I was shoved aside. I almost yelled at the guy until I realized it was Daddy, "yeah bitch, you liked that huh? Well now I'm going to teach you how a real man fucks." I watched as Daddy shoved his huge cock into my subs ass, I heard whimpering and knew how much it'd hurt the first time Daddy plowed me that deep. I moved around the table so that my sub could see my face, as I bent down to whisper something reassuring to him again I heard, "oh, baby! Bend over and let me take your temperature!" then there was a sudden pain in my ass as my Daddy for the night had found me. I looked over my shoulder to see who was causing me so much discomfort only to see a huge black man dressed as a doctor. I strained to see his member, it was huge, it might as well have had an elbow. I cried out in pain as he thrust ferociously. I turned and saw my daddy still fucking my sub in the ass. He had a huge grin on his face. He was enjoying this. As the pain became too much and I started to cry, "please....fucking get it over with arrrrr fuck I can't arhhrhhrrhh you're ripping me in half." My sub, still being plowed by my usual daddy, laying basically in front of me with his head off to the side said, "hey...hey...look at me....focus on me." I opened my eyes with my teeth tightly gritting through the pain. My sub smiled at me, "It's going to be okay, just think how hot this is." I smiled back and then he did something unexpected. Right there in front of my daddy for the night and my usual daddy he moved his head close to mine and kissed me. "oh we've got a chain here!" yelled the doctor as he slapped my ass, "let's rock these bitches!" I heard my daddy grunt and my sub winced in pain, I knew that meant Daddy was getting close. I put my hand on the back of his head, pulled him in close and stuck my tongue in his mouth. The pain in my ass was incredible and the more I made out with my sub the harder the doctor fucked my ass. "oh you like it you dirty bitch. Uhhhh yeah..." I whispered to my sub, "let's put on a show and finish these ass holes off." He smiled and with that we pawed at each other, moaning and groaning. Tongues visibly in each others mouths at times. "UHHHH FUCK! FILL YOUR ASS" Daddy came first and following him was my subs daddy for the night who rammed his cock in deep. My doctor was still pounding my ass. He was relentless. I was not going to be shitting right for weeks. Tears were pouring down my cheeks as he pounded me towards my sub but I didn't care. If I made it hot he'd finish soon. My subs daddy for the night was pounding into him now, "ohhh yeah....teach you to dump wine on a guy. Little fucker! Yeah, fill your little white ass! Uhhhhhhhh" our moaning and making out was too much for him and as he grunted I felt my doctor pull out so far I thought he was done and then he thrust in deep with an animalistic grunt. Both doms were done at the same time. My doctor trembled a bit on top of me as his cock spent itself inside of me. Once they were done and pulled out they got out of character. My doctor complimented my fine ass and gave me his digits. His name was Dick which I thought quite suiting. He told me if I ever got bored to give him a call. I didn't think I would, wasn't sure I could handle that dick again. I saw my sub finishing off with his dom who was giving him a talk about how it's all just in fun, no hard feelings. He too got some digits and a finger was pointed at me and then my sub. My sub looked back at me and then laughed. They nodded farewells and my sub headed to me, "what was that about?" "Oh, he wanted to know if some time we'd be interested in a threesome." I cackled, "so, back to my place?" Once outside the party house my sub reached over with his hand which he put in mine. I was caught off guard by the gesture but he squeezed my hand and said, "thanks" He held my hand the entire drive to my place and when we climbed into bed he curled up in my chest. It was comfortable having him there. He was wearing one of the childish pj's from daddy and I was wearing another. It was like a little boy's slumber party only... more tender. In no time I heard his breathing relaxed and could tell he was sleeping, I smiled and snuggled him in closer. I was beginning to really like having him around. This was the first time I'd ever brought him to my place. I always showed at his place when I wanted to get off, as was the arrangement of this entire thing. I quickly fell asleep but for how long I'm not sure. When I woke I saw Daddy standing over me, his shape outlined by the moonlight in the window behind him. He was playing with his cock and moaned, "So, you brought your little friend home. I don't remember giving you permission for a sleep over. He better keep his mouth shut and not wake your mother!" (cont.) Hard On the Trail Ch. 09 "ow oh god please...no more, Daddy" I screamed as he plowed into my ass. "Shut your mouth before you wake your mother." he pounded deep and slow. Each thrust he'd pull out almost all the way and slam back into me. And with each thrust he slammed me into my bitch who he had placed below me on his knees. "uhhh oh god...this is too much in one night. I can't take this." My sub cried. "Well, you little bitches thought you'd up the game, huh? Have a little snuggle fest? This isn't about snuggling bitches it's about fucking and getting our rocks off." he pounded into me. It hurt but the combined feeling of him slamming into me while I slammed into my bitch had me getting closer. "ohhhh I'm going to cum...I'm going to cummmmm ahhh goddd fuck yea!" and I filled my bitches hole. Slumped over him I felt Daddy slam into my ass a few more times before he stopped. I was confused. I hadn't felt him cum. Maybe my ass was too numb. I leaned my face up and kissed the soft back of my bitches neck and whispered, "I think it's over." But just as I did Daddy took his hands to my side and shoved me and my flaccid cock aside and in one quick motion he shoved his hard cock to the hilt in my subs ass. "AHHHHH FUCK! NO! ARRRRUHHHH STOP PLEASE STOP OH MY GOD IT HURTS" He screamed. "Yeah, you come here to fuck with my son. You think my son can fuck you like a man? I'll show you a man!" He stood up on my bed, pulled my subs ass up with him and using him like a ragdoll he pulled him on and off his cock forcefully. "Ohhh please stop, please. I won't sleep over here again. I promise, if you please just arrr please stop." "you took my son away from me. My boy, my fuck toy. I came over here to fuck him and he wasn't home. Your fucking ass made me wait! Then tonight I come to take what's mine and I find you in here! I'll make sure your ass never gets in the way again." Daddy started feverishly pounding him. He hung like a limp noodle moaning and groaning in pain. "Hey, ... old man, maybe you should stop...I think he's being serious." I was growing a little concerned that the role playing was going a little too far. This was supposed to be fun. Either my sub was an amazing actor or he was in serious pain. "Old man? OLD MAN!? I'll show you old man." Shit I'd pissed him off more. He shoved my sub down flat on his stomach on the bed, straddling his hips and thrust into him hard and fast. "Sorry, Daddy, daddy just fuck me, I promise I won't have a friend overnight again, fuck me daddy." But he ignored me and continued to pound into my sub whose moans were becoming weaker. I bent forward and wiggled my ass in the air, "come on, you know you want to fill me with your hot cum! Fuck my ass!" I stuck my hands behind me and pulled my ass cheeks apart. He didn't even look at me, I reached over and shoved a finger in and started to moan, trying to entice him. But nothing! He grunted and growled as he pounded into my subs ass. "If you're so worried about your bitch why don't you come give him some release. If you really gave a shit about him you'd make this pounding worth it for him." Daddy growled as he destroyed my subs ass. He was right though, I knew the only way to make the pain less was to up the pleasure. I came over and slid my head under my subs stomach. I began to flick my tongue across his cock. I kept going until he moaned and his cock started to respond. When he was half mast I took his cock in my mouth. Daddy's thrusts caused my sub to thrust into my mouth. "Mmm yeah, you really are a bitch, sucking your subs cock." Daddy grunted with each thrust, "yeah you take his cock! Mmm yeah fuck yeah take it deep in your throat!" My sub started to moan with pleasure, I flicked some more and then I felt his cock hit the back of my throat as he started pounding me. He was getting into it now, we'd reached the balance of pleasure and pain. I glanced towards his face as he pounded my throat and saw he was watching me. There was a primal growl on his lips as he thrust hard into my mouth, "take it you little bitch! Take my fucking cock! Your dads right, you are a little bitch!" He grunted alongside daddy now, his cock flexed in my mouth and then I felt his stomach tense as he burst in my mouth. It wasn't much. He'd cum a lot today. His body shook as he came and I sucked hard and swallowed what little cum was left. Then I slid out from under him. "Oh fuck yeah!" Daddy bellowed, "got me a couple good fucking bitches here, we're gonna have a real good time tonight!" He started pounding harder, "now that you've both finished it's my turn!" And with that he grabbed onto my subs hips once more and started deeply thrusting faster than before, grunting and moaning. I took my subs hand in mine, he'd just finished, he was tired and the worst was about to be over. I looked at him and smiled. My sub looked at me and his eyes rolled up into his head and then he just slumped. We were all so tired from the party that he just passed out. Holy shit, he just passed out, "HEY! HEY! STOP! He's passed out!" I dove at the old man but he held out his hand to stop me. He didn't seem to hear me, he was on the brink of cumming himself. "I'm going to fill his fucking ass and then you can have your little bitch back." Again he raised his ass up and since my sub was completely loose now he just used him as a fuck toy, pounding him up and down on his ass. "See what you make me do? See what you've brought on him? This is where I fuck you. When I come here I expect your ass to be ready for me. UHhhh and if not I will fuck this little piece of shit until he loses it. arrruhhh I will rip his ass wide oooopppeeennn" and with that he took one last thrust deep into my subs ass and held it. His head thrown back, jaw dropped open and a groan escaping his lips. After a few seconds he shoved my sub off his dick and slid off my bed. He patted me on the head and said, "night boy. Thanks for the fun!" and with that he was gone. I shut my bedroom door behind him and rushed to the bed. "hey...hey...you alright?" I tried to wake him. He was still breathing, just exhausted. I went to the washroom for a wet cloth and cleaned him up. As I gently dabbed the opening to his ass so much cum poured out. He had been filled at the party earlier, plus Daddy's loads were always huge. I stuck my finger in just enough to open his ass hole and let more cum exit. I then cleaned him up and as I dabbed again I heard a soft moan. He was coming to. "hey, you okay?" "uhhhh yeah...I think...ahhh my ass hurts so much!" he whimpered. "Yeah...I'm sorry. My dom can get quite aggressive." "He rolled on his back and winced, "Yeah..." he reached up and put his hand on my cheek, "he's nothing like you." I looked down at him and smiled. I carefully slid beside him and we embraced. Before long we were both back to sleep having both had our asses punished by Daddy. (cont.) Hard On the Trail Ch. 10 It had been months since I'd seen my Dom. After the night dad - the old man punished my sub for staying over I had decided enough was enough. I was done being submissive. I changed my locks and after a month I moved my sub in as a roommate. I'm not gay so he's not my boyfriend. We just fuck since it doesn't hurt anyone. Well he doesn't fuck me, he prefers blow jobs. I guess you'd say I'm the pitcher in our relatio--arrangement. Anyway, we share a room for now, it only makes sense. Why sleep in separate rooms? This way when I wake up with wood I just spit on my dick and have my way with him. So much better than when I was dating. Single life fucking my roommate is much better. He makes breakfasts usually and sure we kiss and are affectionate with each other. I like his company and his touch. But we're not gay. Things are perfect, so perfect it's quiet. Really quiet! No more orgy parties since the first one. I even took up running again. It's nice to get out and do something for myself. Tonight when I was getting myself ready for a run I found my old shorts wedged in the back of my drawer. A little stain on them reminded me of when I last wore them. The old man! I wondered what he was up to these days. I hadn't been on that trail in ages. I don't know what possessed me but I decided to go to the old trail and check it out. I jogged up the trail to the end, past the turn off point that had sealed my fate so long ago. After fifteen minutes past it I turned to head home. But as I approached the turn off point I noticed a funny interaction. A man with his back to me was standing on the sidelines talking to someone. He passed that someone some cash and they nodded towards a man on the trail. The man was ahead of me a bit and as he passed the two men talking the man who had passed the money nodded back and hurried behind the one jogging. He did a brief shoulder check as he joined the trail and I knew who it was right away! The man giving money was daddy! And now he was following the jogger the other man had nodded at. Curiosity got the better of me and so I followed at a safe distance. The jogger looked over his shoulder several times and as we approached the trail I couldn't help but wonder, is this what happened with me?! As the jogger reached the trail he veered onto it. Daddy slowed to a stop so I ducked into the bushes. I watched as ️daddy swallowed a pill and rubbed his hands together before taking off down the trail. I waited a few minutes before doing the same. While I waited I pieced together what had transpired. Was he on Viagra? Is that what he bought from the man on the side? I was nearly to the thick woods now so I slowed and listened. I passed my rock before I heard it. Off in the distance I heard loud pained grunts accompanied by, "Get the fuck off me you old perv Uhhh! Fuck!! Uhhh!!" I hurried over to see daddy balls deep in the jogger who was bent over a log, hands bent up behind his back, pinned by ️daddy. My balls twinged with excitement as I watched. With ever powerful and deep thrust the jogger was shoved forward and let out a gruff "uhhh" of pain. Daddy was showing no mercy as usual, "listen you little fuck" Thrust 'Uhh" "You start behaving" Thrust 'UHH' "And this can feel amazing!" Deep thrust 'FUCK AHHHH!!' "Now call me daddy you fuck!" "never!" Slam "AAAAHHHH FUCK!" "say it!" "fuck you!" daddy grabbed shoulders and started pounding him deep, slam, slam, slam "ahhhhhhhhhhhhhh uuuuhhhhhh" the jogger closed his eyes tight as he groaned. "say it you little bitch say it!" daddy continued to pound into him. The jogger burst out, "okay! okay! please daddy, i'll be good. make it feel good!" Daddy slowed down now. He released his grip on his shoulders and hands. The jogger went limp in his arms as he hung over the log. "that's better." he almost purred, "that's my son." he leaned in close, "you want it to feel good now?" The jogger moaned in response. "Alright son, straighten up." And with that Daddy shifted the jogger into position so he could hit the sweet spot with his dick. He started slow and the jogger began to moan. "Yeah, you like that son?" "Yes daddy" "Yeah. Good boy. Uh oh yeah, that's my boy. Uh such a good fuck toy." Daddy began thrusting faster now and the jogger began stroking his dick. I instinctively had my hand in my pants doing the same. Daddy grunted with every thrust, my strokes became more vigorous with every moan from the jogger. Then he turned his head in my direction with his mouth hanging open. Fuck I wanted to fuck that mouth. I let out a soft moan and the jogger opened his eyes. He stopped what he was doing when he saw me. Guess it got him all pissed off again when he realized someone could see him in this state. "Hey! Get the fuck off me you fucking dirty old man!" He began to struggle, Daddy didn't realize I was there. The jogger probably thought we were both a part of it and he was furious. He fought hard and the more he did the harder I got. "Hey we were having a good time son. Don't ruin it with your dirty mouth." "Get off me sicko!" I couldn't help it, I needed release, I stepped out of the bushes, cock in hand, "I will shut him up, Daddy!" Daddy was shocked at first. It had been so long since he saw me. I positioned my cock in front of the joggers mouth, "take it, take my cock you dirty slut. Going to wash your filthy mouth out with my cum. And if you dare bite me we will double stuff your ass so hard you won't be able to shit right for weeks! You hear me?!" The jogger nodded and opened his mouth. Daddy still just stood there staring as I began fucking the joggers throat. He fucked his ass but was too busy staring at me. "Mmm yeah, you like that? Dirty slut. Eat my cock." Daddy had eased up so much that the jogger had resumed stroking his dick. He started to moan and it vibrated down the length of my shaft. "Ooohhhgggg I'm getting close!" Just as I said it the jogger let out a deep moan as he came all over the log. It felt so good I shot my load straight into his mouth. He choked and spat as I poured down his throat. I leaned back as I finished and my cock fell out of his mouth. I looked up. ️Daddy must have finished cause he was standing back a bit from the joggers ass. With neither of us holding him down the jogger got up, dressed and adjusted himself. He nodded to us both and oddly enough he thanked us, then he limped off still swimming from his high. I looked back from him to Daddy and noticed Daddy was still naked from the waist down and had a raging hardon. He hadn't finished, and just as I had processed this thought daddy was on me! He had knocked me down and had me pinned down on my back. His hands held my wrists and his knees spread my thighs. I could feel the moist tip of his cock touching my ass hole. "You left me. You fucking left me." I grunted trying to get out from under him. "Do you know how hard it is to find an ass like yours?!" I couldn't move my wrists and every time I shifted my legs his dick only got closer. "I made you! You think you can just walk away from all this?! I fucking MADE YOU!" And as he said it he plowed unlubed into my re-virginized ass! Hard On the Trail Ch. 11 It had been so long since I had been fucked in the ass it felt like I was being ripped in two! I screamed out in pain. More of a loud primal grunt that echoed back in the woods. I struggled against Daddy who pinned me down harder. I slipped and my face hit the mud. As I fell he fell with me and landed to the hilt in my ass. He didn't move for a moment. I took it all in. I spit out mud and looked around me as I rested pinned to the ground. Here I was, almost the exact place it all started and almost the same predicament. I could feel every inch of Daddy's throbbing cock pulsing inside me. His hands holding me down and then I could feel his hot breath on my neck. He was leaning in real close, but why? It wasn't like him to wait this long to give me a pounding. Maybe he was tired. Maybe the little bit of a fucking he'd given the other guy had taken a lot out of the old man. He wasn't thrusting or even moving much except for the pulse of his cock there wasn't much movement at all. But then his hands loosened and I was more free. You'd think I'd break free at this point but I didn't move, I wasn't sure what he had planned and I didn't want to upset him. I knew what he would do to my ass then and since I'd barely been fucked in the ass lately I knew I couldn't survive a pounding like that. As he loosened his grip I felt him bend over me and what happened next I will never forget. As he bent over me his lips touched my neck in a soft kiss and he whispered, "I missed you." My eyes went wide. He said, "I don't want to hurt you son but I need this so it's up to you how this goes down." And with that he started kissing my neck away from my ear until he was at my spine and then he slowly got back up onto his knees. So tender, so unlike him. I just lay there for a moment but my head was spinning. He missed me? What does that even mean? It's not like we were a couple! I was so perplexed I turned my head and shoulders to look at him and see if he was being sincere. As I did he completed my turn, flopping me over on my back, placing my feet over his shoulders. I just lay there staring at him. I didn't notice him realigning until he was already pushing into me. The ripping pain made me grit my teeth but I didn't scream out. I just watched as Daddy slowly began thrusting. Slow, second by second, deep thrusts. And as he thrusted he tilted his head back and eyes closed he began to purr. "Oh yeah! Uh that's it that's my boy. Oh yeah! Take daddy's cock. Uh! What a good boy." I watched in amazement from this new angle as Daddy fucked my ass. But it was different. It wasn't fucking. It was like he was making love to my ass. "Uh oh yes. Oh fuck yeah. Uh! I missed this ass so much. Yea. You're so tight. Why are you so tight?!" I was fixated on his face, I choked on my words as I said, "I only let you fuck me, Daddy." His eyes opened and looked into mine. He stopped thrusting for a moment and he just held me there in his gaze. Then he came down to my chest with his and his mouth was right next to my ear as he picked up his pace. "Uh oh yeah uh you're daddy's boy aren't you? You like daddy's big cock. Oh god yeah daddy missed you." He was thrusting so hard it was rocking me. My feet slipped off his shoulders and he moved his arms to let them fall on his hips. I was hugging him with my thighs now as he continued. All the while moaning and grunting about how good I felt and what a good boy I was for taking daddy's cock in my tight ass. But I could barely hear him anymore. I was thinking. Lost in my thoughts. How had I gotten here? I hadn't been with Daddy in so long and never like this. I came out of my daze for a moment as Daddy got back up on his knees. He grabbed my hips and started really thrusting into me. "Uh yeah, you want daddy's cum huh? You want me to fill your little ass?" "Yes daddy, make me a big boy! Fill me daddy! Breed me!" I'd never said it like that but he really seemed to like it his eyes sparkled, "You want to have daddy's puppies do ya. Fill your little ass and make you mine?" I wasn't quite sure where the puppies comment came from. Probably some other fetish porn he was into. My breeding comment I guess laced into it but since I wasn't familiar I didn't want to sound like an idiot and I stuck with what I knew best. I groaned and moaned about how I wanted him to fill my ass. I wanted to have it all and I wouldn't spill a drop. But I was barely paying attention again. I was lost in my thoughts. I didn't understand what was happening here. I wasn't gay but if I wasn't gay then why was I enjoying this so much. Did I love daddy? Could it be?! As I came to that question daddy suddenly bit down on my neck and growled as he thrust one last deep thrust and as I felt him release inside me his bite changed and he was kissing my neck. Without thinking I turned my head and for the first time since our first fuck I kissed Daddy! Hard On the Trail Ch. 12 So it wasn't the first time we kissed, but it was the first time I kissed him. The first time it meant something. The only other time we had kissed had been when he showed up at my door in the beginning and forced his tongue into my mouth. Since then we had never kissed, it'd just been fucking. Now, I had his lips pressed against mine, my hand reached up to the back of his head and pressed him into me. My eyes were closed and I just breathed him in. He slowly pulled back, "I love you." I said as I opened my eyes to see his fist as it came down and hit me just under my left eye. My head flipped to the right with the shock. I reached up and grabbed my cheek. I was turning to look at him but before I could his fist came down again and hit me in the temple. I pulled both my hands and arms up to protect my head now as I started to pull myself into the fetal position. Shocked and confused I yelled out, "stop it!" As I curled up I felt him fall out of my ass and the majority of his cum drip out with it. I screamed out, "STOP IT!" as he stood up and kicked my side. "You fucking queer!" He spat at me and backed away putting his hands to his hair in frustration rustling it, "Why'd you have to go and do that you fucking faggot." "What is your fucking problem?!" I said as I pulled myself into a seated position and backed away from him. My face burned where he hit me. I was reeling with confusion. He bent forward and stepped into his pants growling to himself mostly, "Fuck, we had a good thing. Why'd you have to do that you fucking..." he trailed off as he zipped his pants and started walking back towards the trail. He turned once to look at me still sitting there confused and then shook his head and thrust his hands out in frustration as he turned and walked away. I don't know how long I sat there for. Eventually I got up and got dressed. I couldn't comprehend what had just happened. I kept going around in circles in my mind. I had only just accepted that I actually had feelings for this man and just that quickly it had blown up in my face. I started walking away and scuffed my foot over something. I had thought it was just a rock and then I realized it was a wallet. I reached down and opened it. There, in my hands, was the wallet belonging to Marc Evans, Daddy. My heart raced, it felt like having this power suddenly. I had never known his name and now I knew that and his address. My arms trembled, what was I going to do with this new found power? I walked back to the trail with the wallet in my back pocket. It pressed against a fresh stain of cum, oddly appropriate. As I reached the trail I was determined to follow this through and I walked the rest of the way to my car. Once in my car I studied the address. He was a distance away, made sense why I had only ever seen him on the trail, he went there to pick up men. Forty minutes later I was pulling onto his street, I slowed down to study the street numbers until I found his. There it was, on the other side of the road from me. I put the car in park and turned it off. I just sat and stared at this house across the street from me. My heart fell, this house ripped me in half. Why? I guess if you could see the house you wouldn't have to ask that question. You see the house itself wasn't anything to write home about. Just a simple bungalow with a garage attached. But in the front yard were two bikes and a basketball net. Clearly he didn't live alone. So I was the other man, now I had to decide did I tell his boyfriend or husband or did I just walk away. I didn't have to think on it long before I had to duck down in my drivers seat. A vehicle was pulling up. It was an SUV. It turned into his drive way and Daddy stepped out. I knew there was a chance that his boyfriend would hop out of the other side. I didn't expect, however, what happened next. As Daddy turned to shut his door he opened the back door and let out a little girl and little boy. I was so busy staring at the kids confused that I didn't notice as his WIFE got out of the passenger side. I don't think you could have found my heartbeat right that second as I watched he grabbed groceries out of the back, his two children played on the lawn, his wife rounded in front of him and he leaned towards her for a kiss. He was married, he wasn't gay, or he was... what was he? What was I? What were WE?! I sat there until they were all inside, then I got out of the car, crossed the street and put his wallet in his mailbox. He would know it was from me and maybe he'd take it as a peaceful olive branch. Did I care? Maybe I wanted him to get mad and come hate fuck me. ------------------------ I pulled into my own driveway, it was now really late. I locked my front door behind me and dropped my keys into their dish on the hall table. Kicking off my shoes I felt like I was slowly gaining a pound a minute as I sank in defeat. I slouched up the stairs to my bedroom. I stripped on the way and dropped my clothing on the floor at the foot of my bed. There was Stephen in front of me, my former sub turned roommate turned...boyfriend? Was he my boyfriend? What was he? What was I? This was too much to take in. And as horrible as it was he hadn't even crossed my mind all day through it all. I felt choked up at the fact that this man had been there for me now for a while hadn't even crossed my mind once. I curled up into bed behind him and he stirred. "Wow, you're home late!" he mumbled as he rolled over to face me. His arm draped over my side and his hand stroked the soft spot between my ribs and my hip. I felt myself getting aroused all over again but this time I also felt this overpowering urge to just hold him. I grabbed him in my arms and rolled him over onto his back I spat quickly into my hand rubbed it onto my cock and with the urgency of an emergency I pushed into him. "AHHHHH" he moaned in pain and pleasure. He began to stroke his own dick as I slowly and precisely pushed into him. Each thrust found me wanting him closer and closer. Filling him wasn't what I wanted. I stopped, pulled out of him and crawled back two steps, "What are you doooo---oooohhhhhh" he started to ask but I interrupted taking his cock deep in my throat. I let my saliva drip down his shaft and over his balls as I slowly raised and lowered my face, soaking his cock in my mouth. Then I sat up again, "baby what is going on with you tonight?" he was spinning in ecstasy I could tell. He had never really been in my ass, not since we initially started out. And no one had ever been in my ass the way I intended. I climbed above his hips, straddling him. I reached behind myself and grabbed his shaft and as his eyes opened wide I slowly glided myself down onto him. Feeling him fill every inch of me. "OOOHHHH GOOODDDDDDD you feel amazing!" he moaned as his head rolled back and his eyes shut. I started lifting myself up and bringing myself back down, slowly at first and then faster and faster as I felt him getting closer. His moaning and passion was climbing, his hands reached up and he grabbed the pillows by his head and pulled them around in excitement. I was stroking myself as fast as I was bouncing on him, "cum, cum for me, fill my ass. I want to feel you inside me." "Arrhwwaahhh" he cried out and just like that I blew my load all over his chest, his neck and the pillows as I felt him burst inside me. It felt amazing! I collapsed down beside him, his cum pooling out between my legs onto our bed. I looked over at him as he breathed deeply taking it all in. He looked over at me with a tired smile and for the second time that night I said, "I love you." only this time I wasn't punched. This time I was met with a big loving kiss and then another. Then he curled up into my arms and went to sleep. ----------------------------- "What the heck happened to your face?!" I don't know how long we slept for but Stephen evidently got up to clean up at some point, he must have turned on the light to see better and noticed. "Oh" I touched my hand to my cheek. I hadn't even looked to see how I looked after Daddy hit me. I had just drove. "It's nothing, don't worry about it. Come back to bed." "That doesn't look like nothing to me. Who did this?!" I moaned and rolled onto my side, "My old dom. But it's no big deal." The color left his face, "He was here?!" "no, no, he ... it's a long story I really don't want to get into it. Can we just forget about it?" "No! If he did this to you, what's to say he won't do it to me?! Or to you again?! The man is dangerous and clearly off his medication, we need to report this to the police!" "There's nothing to report, it's over. Just drop it." "Where did this happen?" he said as he sat on the bed beside me. It was clear he wasn't going to drop it so I told him the whole story, about how I had gone to the old trail, found daddy and followed him into the woods where Stephen and I had both been long before. Where I'd made Stephen my sub and eventual boyfriend. How I had watched while Daddy took a new sub and then how I had fucked that sub in the mouth. When I said that Stephen gasped and stood up from the bed. I looked down and continued with how after I had finished and the new sub had left Daddy had his way with me and how I pissed him off when I told him I loved him and he had punched me. When I'd finished I looked up to see Stephen upset...crying? Was her seriously crying? It was no big deal, he wasn't going to come after us! Why was he so worried?! "You had sex with two other guys last night?!" "Yeah...what's the big deal?" "You had sex with two other guys and then come home and fuck me?! No, make love to me!" "Whoa whoa it's not like you and I haven't been to orgies before!" " That's different, we are both involved and both aware of it. You didn't tell me you were going off to fuck other guys" "I wasn't!" "BULL SHIT! What else did you expect when you followed him up there?!" I didn't have an answer for that, I don't know what I expected but I guess it couldn't have been anything innocent. "And what's worse...you told him you loved him?! You told HIM! Fuck, you told HIM before you told me?! You are so many layers of fucked up you know that, Ben?!" He threw a shirt at me and stormed out. "STEPHEN!" I yelled out as I fumbled with my clothes. But before I could get to the bedroom door I heard the slam of the front door and the sound of his car starting. And just like that, he was gone, they were gone, it was just me...alone and spinning. Hard On the Trail I took my orange juice into the living room and began to empty my pockets onto my end table. Keys, wallet...wallet... my wallet had fallen open and I gasped. There...where my id should be...it wasn't. My id!! I remembered the wink... "see you soon" HOLY SHIT! He'd taken my id! He knew where I lived! As the thought crossed my mind I heard a knock on the door. I paused...no way. thoughts raced through my mind. Do I answer it? Was it him? My heart raced, was I excited? NO I couldn't be excited. I wasn't gay...I didn't want this! Another knock. Did it sound more assertive? Could a knock be more assertive? My heart fluttered...my ass puckered and flexed. What had he done to me? I really was his bitch. A breeze caught the wet spot on my shorts, cold and wet. Oh it had been so warm. Slowly I eased my way to the door. I felt my cock begin to harden with excitement. Like a kid at Christmas about to see what Santa brought me. A million thoughts ran through my mind. When I opened the door, there he stood. Daddy...the old ma--- fuck it, Daddy stood there. "Hi...are you going to invite me in?" (to be cont...)