Jim and I felt bad as we drove back to his house after the meeting. We knew Charlie couldn't have come with us, but it had turned out to be such an exciting time and we hated that he hadn't been a part of it. I knew we'd make it up to him, though, and it wouldn't take long. As we arrived back at Jim's house a short while later, we found it dark as usual, but quieter than I would've expected. We made our way down the hall to the bedroom where we found Charlie passed out asleep on the bed with a fresh load of cum sprayed from his stomach to his chest. It would seem difficult, but as he lay there, peacefully sleeping, he seemed even younger than when he was awake. As we paused there and watched him, I glanced to Jim's face and saw the look fixed upon it. I doubted he was gay, per se, but it was possible that he was bi, and at the very least he was a major pervert and a pedophile for sure. He whispered to me as we watched his small chest rise and fall, "It looks like someone enjoyed himself while we were gone." I grinned back, "Well, not as much fun as we had I'm sure." He laughed gently, "That would be hard to beat." We gently climbed onto to the bed and woke him up and told him the stories of all that we'd done. The disappointment was plain to see, but he enjoyed looking at my pussy and ass and seeing Billy's cum still inside of it. We knew it would be a week at least before our video would be distributed and any further developments made, so in the meantime it would be just the three of us hanging out. Despite our initial jokes about Jim being our "dad", as each day passed he really did seem to become more of a father figure for Charlie and I than our real one. He cooked breakfast for us each morning and took us out for dinners and movies regularly. Despite the extreme sexual nature of our relationship, it was clear that in a lot of ways he really did consider us to be the kids he never had. On our sexual side, what little boundaries that existed before continued to crumble away. Neither of them had an issue with sliding into one of my holes that had the other's cum fresh in it, and one night that week Jim took it a step further. As I was riding Charlie, letting him grope my breasts as they hung above his face, I felt Jim move behind me. I thought he was going to fuck my ass, but instead I felt him press the head of his cock against my pussy. I stopped riding Charlie for a moment to make it easier. Neither of them were particularly large, but I hadn't taken many that were big. I felt him begin to press forward, "Do you think there's room," he asked with a slight laugh. I looked over my shoulder and grinned, "Mmmmm, I can take it...or I'll try at least." Charlie smiled up at me, obviously excited by the idea of double-penetrating me with Jim, "You can do it, Cass!" I moaned as I felt Jim push his way in, stretching me wider, "Ohhhh fuck! I think you're inside, daddy!" His hands slid over my ass and gave it a light slap, "Mmmm, I'm all in baby; now fuck me and your brother together!" I began to ride them, feeling their hard cocks slip out as I slid forward, then impaling myself on them once again. Our moans filled the bedroom as the three of us experienced the depraved sexual act for the first time together. It wasn't long before Charlie's cock exploded, pumping his cum inside me and giving additional lubrication as I continued to ride them. Before his cock had even softened, Jim too came, pumping his load inside with Charlie's. Knowing I had both of them inside me at the same time sent me over the edge with a phenomenal orgasm before we all three collapsed alongside each other. As I caught my breath, I looked down at their softening erections on either side of me, coated with a mix of each other's cum. "Mmmmm, my two favorite cocks inside me at the same time...that was a wonderful idea daddy!" I said with a grin. He laughed a little, leaning up to look at the two of us. "Sorry about that, Charlie...I didn't mean to crowd your space," he said almost hesitantly. Charlie obviously didn't mind though, as he laughed too. "No way, it was awesome! I liked all three of us being together like that...in the same hole." "Well," Jim said with a grin, "we'll have to do it a lot more often then!" "Definitely!" Charlie & I replied. ........ As the days passed by, when we weren't fucking or going out, we tended to do normal things, although with the nude twist that we'd all come to love. The summer heat was too much to pass up and we'd spend hours playing in our backyard since the privacy fence shielded us from view. Most of the time we looked like a nudist magazine photo-shoot and between a woman in her mid-20's, an undersized-teen and a man in his late 50's, we were all pretty evenly matched for physical activities. It'd been nearly a week since our visit with Billy & Jaime at the motel and we'd just finished an afternoon of activities. Jim and Charlie had been wrestling and as they got up, laughing, I couldn't help but notice that Jim was semi-erect. We put on underwear and crossed back to his house where he went to the kitchen to start preparing dinner while Charlie & I went down the hall to the bedroom. We crashed on the bed, relaxing as we waited for dinner to be ready. After a moment I propped myself up on an elbow and faced Charlie. "This is pretty awesome, isn't it?" I said with a grin. He propped himself up in a similar position, "Totally! I wish mom & dad would stay gone for another month or two; Jim's way cooler!" I laughed, "You never know with them, they just might. It really is nice of him to do all of this for us, though." Charlie nodded and looked down, obviously thinking about something. "Yeah, at least you can thank him though." I glanced at him, perplexed, "What do you mean?" He shrugged, "Well, I mean, you can suck him off and let him fuck you." I laughed a little, "Well, you have a mouth and ass too little brother." He looked up defensively, "I'm not gay!" "Nooo, but you are a pervert," I said with a smile. "Do you want to kiss him?" He shook his head quickly, "No! Gross!" "Then you're obviously not gay, but..." I glanced to the door to make sure we were alone, "giving a blowjob or getting fucked by someone doesn't mean you love them, or like them...it can just be a way of saying `thanks' or doing them a favor. Or, it just means you're a complete perv." I said with a smile. "I've gone down on women, but I don't consider myself a lesbian...I just enjoy sex." He was clearly thinking it over in his head, and to be honest I wasn't surprised by the development. We'd all grown intimate, and I'd seen the way Jim looked at Charlie's body...he didn't "love" him either, but there was a lust there. Charlie finally rationalized it to himself, but then looked up again, "But what about him? He probably doesn't even want that from me." I nearly laughed, "Charlie...Jim's a pedophile. He would love nothing more than for a teenager that looks 12 to take his cock." He seemed skeptical, but a little hopeful, "You think so?" I nodded with a grin, "Of course. Tell you what, I'll talk to him. If he's not into that, then I won't say that you were even thinking about it." "Promise?" He asked "I promise," I replied, "But...are you sure you want to do this, I mean, anal? Jim's pretty rough and he probably won't stop if he starts." It was Charlie's turn to shrug, "Well, it looks pretty hot when you do it." I smiled, "Well, I think you'll enjoy it as much as I do. Wait here," I said as I started to get up, before turning back, "and just so you know...I think this is really nice of you." He grinned, "Thanks, Cassie." I left him in the bedroom and went to find Jim in the kitchen. I told him about how Charlie wanted to do his part in thanking him for everything, and the look in Jim's eyes told me just how right I'd been. "Jeez, Cass...first you, now your brother? I really lucked out with your family!" I grinned, "I thought you'd feel that way...will he be the youngest you've ever had?" Jim nodded, "By far...I can only imagine how tight his ass is." "Mmmm, ready to find out?" I asked. He put dinner on hold and went to have a seat in the living room as I went back to the bedroom. A few moments later, I led Charlie to where Jim was waiting. As we entered, Jim's legs were already slightly parted and his hand was stroking his hard cock. He gave him a smile as he walked in, "Are you sure you want to do this Charlie?" He asked, "You don't have to." I could see Charlie's eyes were fixed on Jim's cock like never before...seeing it for the first time as something he'd be sucking in just a few moments. "Y-yeah," He replied, "I mean, you've been really cool with us Mr. Donaldson...more like a dad than our own, so, I want the first cock I suck to be yours." Jim smiled and I could tell it was heartfelt, "Ok, then get on your knees...son." Charlie obeyed, getting down between Jim's legs and moving forward. He paused for just a moment, staring at the hard shaft standing erect, before opening his mouth and sliding it over his new father's cock. Jim's moans were all the indication any of us needed as to how good he was. After getting his own sucked continuously and watching me give plenty, Charlie had learned well. His head slid up and down in Jim's lap as he moaned from the pleasure. If it weren't for the fact that he'd already cum twice in the last few hours Jim probably would've cum in the first minute, but as it was, minute after minute passed by. Five turned into ten, then fifteen and past twenty, I became more and more impressed at Charlie's perseverance. Jim's moans told him he was enjoying it, and he was aware of how recently he'd cum, but he was determined to bring him to orgasm and Jim was enjoying it too much to stroke himself off. Finally, after easily half an hour, Jim's moans began to increase. "Aghhhhh yessssss....oh fuck Charlie, I'm almost there son. Are you ready to eat your daddy's cum?" He groaned. Charlie's reply was a muffled `yes, daddy.' I was sitting next to him on the couch, watching every detail. "Your brother's about to get his first load," Jim groaned. "Mmmm, give him a mouthful daddy!" I moaned, watching with lust in my eyes. "Cum in my brother's mouth!" With just a few more moments of sucking, I saw Jim's body tense and his cock start to pulse. Charlie froze as I saw his throat begin to swallow and realized he was eating Jim's cum! "YESSSSS!" Jim groaned, "Eat it all son! Eat dad's sperm!" There couldn't have been much to begin with, but Charlie continued to suck and swallow, making sure to get every last drop out of his cock before giving it a few more sucks then taking his mouth off and swallowing once more. I grinned down at him, "How was daddy's cum?" He took a deep breath, "It tasted...strange. It was weird, but I liked it! Now I finally know how you feel!" "Its pretty awesome, isn't it?" I said with a laugh. Jim smiled down, "Jeez son, you know how to make a dad cum hard!" "Thanks " he said with a grin before pausing a moment, "So when are you going to use my ass?" Jim shook his head, "That better wait. If I fucked you now, I'd probably have to ride you for an hour." I smiled, "Let's eat dinner first, then you can have `desert,' daddy." He laughed, "I've got the best kids ever." ...................................................... Throughout dinner, it was obvious that everyone was excited at what was to come. To Charlie's credit, he wasn't nearly as nervous as I'd imagined he'd be, and if anything seemed eager to finish dinner so they could start. I could tell Jim was hesitant, after all, it would be the fourth time he'd cum that day, and we both knew it would take a lot, but, Charlie was persistent and when everyone finally eaten enough, Jim told us to head to the bedroom and get ready. While he cleaned up, I led Charlie to the bed and had him bend over. I was crazy about going down on guy's butts, but it was the least I could do to give him some extra lubrication. As Jim walked he, he found Charlie on all fours on the bed, with me behind him, my face buried in his ass and licking his tight, virgin hole. He was instantly hard as he walked over to the bed. His favorite position, and the one that would be easiest, was to have someone bent over the bed while he fucked them, and Charlie naturally assumed that position. Jim reached down, rubbing a hand over his small, cute butt while I laid back infront of Charlie, spreading my legs as I began to rub myself; staring into my little brother's eyes. "Mmmm, you look so hot like that, Charlie." I said. He grinned, "Thanks sis...I've watched you so many times I thought this is what he'd like." Jim laughed a little, "See, Cass, you've trained your brother without even knowing it." He gave Charlie's ass a light slap before sliding his hard shaft between his cheeks, "Now, ready son?" Charlie took a deep breath and nodded, "I'm ready, dad." Jim spit into his hand and rubbed it over his cock, getting it evenly wet before pushing his hips forward and pressing the head to his small opening. He looked up at me, glancing from my face down to my wet pussy, knowing I'd been in this position before and took it, and knowing that he would too. I saw his face contort slightly as Jim began to push; he bit his lip and started to groan as his hands squeezed the sheets. He finally gasped out as Jim's head slipped into his ass, "AGHHHHH!!" Just as he'd done with me, Jim kept pressing, pushing deeper and deeper; stretching Charlie's tight ass with his cock, "Fuck you've got a tight ass, son! I'm almost in, just a few more inches!" Charlie had started to groan, obviously in discomfort, but committed to taking the cock. The sight, to me, was one of the hottest things I'd ever seen and he could tell the affect it was having on me. My pussy was always wet, but as I rubbed it to my little brother, it was absolutely soaked. Jim finally groaned and Charlie could feel his hips pressed against his ass, knowing he'd taken the full length. "That's it," Jim said, "you've got it all, Charlie!" Charlie's face was still contorted, but he let out a deep breath, then groaned again, "I-I love it, daddy! Now fuck my tight ass!" The look of lust was evident on Jim's face, and he couldn't hold back any longer. He pulled out until just the head was in, then, with a powerful thrust, buried his shaft back in my brother's ass, causing him to groan out again. Over and over Jim performed the act, steadily building into a rhythm as I watched my brother's whole body be pulled back then shoved forward. "YESSSS! Take that cock, Charlie! Take your daddy's cock deep!" Jim groaned. As the pace increased, the unmistakable sound of Jim's hips hitting Charlie's ass filled the room with the loud *clap, clap, clap*, adding to the sexual cacophony as the three of us moaned and groaned and the smells of sex filled our noses. As his body adjusted to the penetration and the pain and discomfort began to dissipate, I saw a look of lust and pleasure emerge over Charlie's face. "Ohhh fuck daddy! Fuck me! Fuck my tight ass hard, daddy!" He moaned, getting louder as his fucking continued. Despite how often he'd came that day, I could tell from the look on Jim's face that he was getting close. He continued pounding away at my little brother's ass, fucking it harder than he'd even fucked me my first time and I knew it had to be hurting Charlie, but he was begging for more. Finally Jim couldn't hold back any longer; with a loud groan, he slammed all the way forward into Charlie's ass and held himself there, "AGHHHHH! I-I-I'M CUMMINGGGGG!" He screamed as his cock began to pump his load into my brother's butt. By the look on Charlie's face, he could feel the hot spurts of cum spraying deep inside himself; knowing he was taking Jim's load. As Jim's body shuttered and he thrust a few more times, it was evident that he was done. He pulled out with a loud, wet, *plop* as his softening cock hung limp b/w his legs, coated with his cum. He stumbled onto the bed and fell back, sliding to the middle. Charlie remained in the position, feeling Jim's cum running out of his ass as I brought myself to an orgasm watching him lay there. When we finally had all recovered, we climbed up the bed and laid next to Jim, one on each side. By the way Charlie was moving it was clear he was sore, but he was taking it extremely well. Jim reached an arm around each of us, pulling us close to him. "I've got the best two kids in the world!" He exclaimed. "Both of you take cock better than anyone I've ever been with." I grinned across his chest at my little brother; both of us reveling in the praise. "Well, I don't know about Charlie, but I plan on taking so many more!" "You and me both, sis!" He exclaimed happily. Jim shook his head and laughed, "You guys are going to give me some ideas if you don't watch it." We both grinned before I glanced up at Jim, "I said there were no limits, and I think we all know we mean it now." Jim shook his head, "Oh, we definitely know that now."It Started With My Little Brother - Chapter 8 - mF, MF, mM, bi, anal, blowjob, swallow, first time, inc, bro, sis