Date: Tue, 5 Mar 2019 08:02:11 +0000 (UTC) From: Brayden Martin Subject: Babysitting Malachi and Oliver Chapter 6 Babysitting Malachi and Oliver by Brayden This story is completely fictional as it is a fantasy that I came up with in my head. I am not the person in this story as this is just an alias. Please enjoy my story if you have any comments, questions or criticism, feel free to message me at braydenmartin03@yahoo.com Please remember to donate to Nifty to keep reading amazing stories! (End of Chapter 5) "Love you too." I walk out of the room and start going down the hall. I slowly open the door to Oliver's room. I heard moaning and was intrigued. I open the door a little more to see that all three of them are naked and playing with each other's tiny hardons. Even though I just came the biggest load of my life, I could feel my dick growing again in Malachi's tight undies. ~Chapter 6~ I try to savor the moment as long as I can without being caught by them. Although I'm super horny again, I don't want to intrude on the 3 best friends exploring each other's bodies. I reach down into the tight undies I'm wearing and start to stroke my dick as I watch Lachlan stroke Oliver's super hard spike. While Lachlan strokes Ollie, he treats Alex to a nice handjob while he goes to town on Lachlan's tiny pecker. In no time I feel like I'm about to cum so I slowly close the door and head into Malachi's room to finish my business. I reach into the hamper and grab an old pair of Kai's briefs. I take one out then lay on his soft bed. I take a whiff of his undies and intake his beautiful boy scent. I love the mix of muskiness and the smell of his body wash. I feel like I'm about to cum and wrap the undies around my throbbing dick and shoot another load into the spot where his hot pecker was nestled not too long ago. I stay on his bed completely naked for a couple minutes until I recover from my hot climax. I start to realize I'm getting pretty hungry, so I let the boys finish their fun while I go and ask Malachi if he's worked up an appetite after we had the best orgasms of our life earlier. I walk back into the master bedroom to find him sound asleep. I guess hot sex really tired him out. He looks so cute when he sleeps. I was almost to busy looking at my boyfriend to remember that I should either wake him up or put a pull up on him really quick so he doesn't wet his parents' bed. I decided that we both probably could use some rest so I walk back down the hall and into his room. I grab a Goodnite pull-up from his dresser and the bottle of baby powder and on my way back to his parents' bedroom, I stick my ear right next to Ollie's bedroom door. By the sounds of it, they're on round two or still going. I laugh to myself and walk back down the hall. I get back into the room and crawl up onto the bed. I take off Kai's cute briefs and reveal his semi-hard pecker. He's obviously dreaming about something hot. I grab the powder and spread it around his groin before sliding up the diaper. I toss his undies on the floor then cuddle up next to him and quickly fall fast asleep. We're both awakened an hour later by 3 hungry preteen boys jumping on the bed eagerly wanting to eat. We slowly managed to get up. Malachi is more groggy than I am so I tell them to get some shorts or a shirt or both on and head downstairs and we'll be there shortly. I turn to Malachi as they exit the room. "Hey, thanks for doing that after I fell asleep." He says as he lifts up the front part to his pull-up to see how much he peed while he was out. "No problem, I was getting hungry and I wanted to see if you wanted to eat but figured we both could use some rest after the hot sex we had earlier." We both laugh. "Did you wet much?" I ask. "Only a little, I don't really want to waste it so I'll just wear it until I go to bed." "Okay, buddy sounds good. Wanna get some jammies on and we can go get some pizza with the kiddos?" "Pizza sounds hella good right now." He exclaims. We both walk to his room and he throws on a sweatshirt and some long PJ pants and I do the same but with my own clothes that I brought. We both head downstairs together holding hands and meet the boys in the kitchen. We heat up some leftover pizza and eat on the couch while we put on some TV. Everyone seems pretty tired so we decide to sleep not too long from now. Apparently, it had been decided that Lex and Lachlan were going to be sleeping over, which I don't mind at all. After we finish eating, we decide to start up a Smash Bros tournament before hitting the hay. Malachi ends up winning because I went easy on the first round against Lex. I would've felt bad if I pulled out my main on a 9-year-old. Lachlan is also a bedwetter and Lex has recently had 3 dry months with a few accidents every few weeks so I'm sure Ollie will be comfortable changing into his Goodnite with them, after all, they've all been best friends since they were toddlers. Also, they kinda just jerked off together so I'm sure he won't be too embarrassed. All 5 of us start heading upstairs to get ready for bed. Malachi goes into the bathroom to start brushing his teeth while I help out with the little ones. "Hey, Lachy and Ollie do you want me to change you two?" I ask. "You already know my answer, Lachlan, do you want Brayden to change you into your diaper. He makes it feel awesome!" Oliver replies. "Sure," Lachlan replies with a smile. He walks over to his bag and grabs one of his night time diapers which is thicker than Ollie and Malachi's pull-ups. I start with Ollie and the usual routine with powdering him up. He is once again hard as a rock and it's super hot. I slip on a Spiderman pull-up and then slip off Lachlan's undies. He hands me one of his adorable tapes on diapers with star patterns all over. I give him the same treatment and stroke his dick as I rub the powder in. His tiny boy cock feels so nice in my hand. I pull the front to his belly button and put on the tapes. Those diapers look so cute on him. Maybe I can convince Malachi to get some of those for his night time diapers. "Okay, boys don't stay up too long. I love you all" I say as I go around kissing them all on the forehead. They all say goodnight as I walk out and head into Malachi's room. "Hey, pal. How much did you wet during our tournament?" I tease. "Not too much actually, but too much to not put on a new one for the night without risking leaking." "Alrighty, you know the drill," I say as he gets on his back. "Did you see what kind of diapers Lachlan has?" I said as I powder up his almost hairless crotch. "No, what are they?" He asks. "They're these super cute overnights that are white with these star patterns all over. They're a lot thicker than your pull-ups and I thought you might want to try one your size if I asked him where he got them." "Oh, that actually sounds good because these leak way too easily, but they're good for daytime or if I'm with people that don't know my secret overnight." "Yeah definitely, but I think it would be good to have these for when you're chilling at home, and I could possibly wear them too." I grin and laugh. I finish up diapering him and we lay down in bed. I cuddle up next to him and give him some playful kisses. "Alright, Kai, I'm exhausted and I assume you are too." "Yeah sadly. We can have some fun again tonight like tonight though right?" "I'm totally looking forward to it. Love you buddy." "Love you too, good night." --- I wake up the next morning is to what I can only assume is a piss filled bed. It's not too warm anymore so it's pretty uncomfortable. Malachi is still sleeping so I try to wake him up softly. He wakes up slowly and realizes what happened. "Brayden I'm so sorry oh my god please don't be mad. I'm so so so sorry." He gets all red and flustered, "I'm so sorry." "Hey hey buddy calms down, don't worry. It happens, it's fine. Let's get you changed out of that soggy Goodnite and into the shower together after we throw your sheets and blankets into the washing machine, okay?" I assure him. "I'm not mad at you at all okay. I love you so much." He seems very disappointed in himself and is still as red as a tomato. "I'm sorry this is the first time I've had a bad leak in about a year or so. It makes me seem like such a baby." "You aren't a baby, you're my baby. Okay?" This seems to cheer him up a bit. "Maybe we can find those thicker diapers for you, I'm sure they'd be more fun to masturbate in as well." We both laugh. I rip off the sides of his full diaper and throw it in the trash bin next to his desk. We take off the sheets and blankets and head downstairs naked to the washing machine. We throw them in and then go back up to take a shower. We try not to take too long so we don't get to have much fun, but both of our morning woods are clearly hard as hell as we passionately wash each other's bodies in the warm water. We get dressed semi-decently, for our standards, and head downstairs to get breakfast ready for when the littles wake up. I'm busy making pancakes with Malachi as my phone buzzes. "Hold on let me see who this is," I tell him. I look at my text messages to see an unknown number. The text reads 'Hi Brayden, this is Lachlan's father, William, you can call me Will. I asked Troy for your number. Just wanted to check in to see how you are all doing.' I respond with; 'Good morning Will! The boys were great, very helpful and great listeners. Malachi and I are getting breakfast ready for them whenever they wake up and come downstairs.' I send it and put my phone back down for a few more minutes. I hear another buzz around 5 minutes later and it reads out; 'Oh that's great to hear! If you want some weight taken off you, I can take the boys for tonight if that's okay with all of them, I'll talk to Troy if they want to. Thanks' I think this could be a good idea for me and Kai to have some alone time. So I respond with, 'Sounds good, will ask them when they get down here, thanks again!' "Morning Brayden, morning Malachi!" shouts Oliver from the balcony. "Good morning kiddos!" I shout back, "you guys ready for some pancakes?" I say as they rush downstairs. We get some plates full of plain and chocolate chip pancakes and sit down at the table. We all scarf down our food pretty quickly, then I decide to bring up my conversation with Lachlan's dad. "Hey boys, Lachlan, your dad texted me before you guys got down here and asked if you guys would want to sleep at your house tonight. Would you guys want to do that?" I ask the three. "Sounds good to me, what about you guys?" Lex says. Then they all nod in approval. "Alright I'll text him to see what time he'll pick you guys up and for now, I'll help you get changed and we can play some more Smash Bros while we wait?" "Yeah sounds like fun, can't wait to beat you, big brother," Oliver says. "Not gonna happen, but you can keep dreaming buddy," Malachi replies. "Alright no fighting yet, haven't even turned on the Switch yet." I laugh. We all head upstairs, I tell Malachi to check on the laundry that we put in a while ago. I start by changing Ollie out of his wet diaper. I undo the tapes on his soggy Goodnite and reveal his rock hard piss covered spike. I grab a wipe and start to clean him up. He moans as I start to jerk his hot little dicklet. I only give him a few teaser strokes because I assume the boys want to have some fun in the shower after I take off Lachlan's diaper. I stop jerking Ollie and undo the tapes on Lachlan's diaper. Before taking it off to show off his penis, I rub the front of his soggy diapered crotch. He looks so adorable in his cute little diaper. I take it off and give him the same treatment as Oliver. "Hey boys, wanna go take a shower really quick?" I ask as Lex joins them in getting completely naked and the prance off into the bathroom. All of these diaper changes has made me intrigued about Troy's bedwetting habits as well. I walk into the master bedroom in search of their father's nighttime undergarments. I start in their dresser and am unable to find anything, so I go into their bathroom and search the cabinets. No luck there either. I walk into their walk-in-closet and look in one of the cabinets that are barely open. I open the door and reveal his 'stash'. I see two packs of men's medium Tena Slips and a pack of boys Boys Large Race Car Diapers. I start to fantasize about Troy masturbating in one of his soggy diapers. After 5 minutes I decide to go back downstairs and join Malachi. I have a good plan for what we can do once the rascals are out of our hair. We start up the game as we wait for the kids to get out of the shower and get some practice matches in. They eventually come down and join us and we play for the next 2 hours. I hear a knock on the door and open it to greet Will. "Hi Brayden so nice to see you," he says to me. "Nice to see you as well." I respond, "we're just finishing up our smash tournament then I'll tell the boys to grab their stuff and get ready to go. Would you like the come in?" "Sure," he replies. The final match between Lex and Lachlan is currently going on and Lex barely won as we walked back into the room. "Hey boys, go upstairs and grab your stuff for Lachlan's house tonight," I tell them as they rush up there. After they leave the room, I say to Mr. Harris, "Hey Lachlan showed me his cool night time diapers last night, and I was curious to where you guys got them from." "Ah yes, we bought them previously from a medical store not too far from downtown but we also get them online since he's quite embarrassed about picking out his own when we get to the store." "Thank you, I was thinking about getting Malachi some thicker night time ones." "That would be very nice of you, I'm sure he would appreciate some nicer nighttime underwear." He says as the boys come back downstairs with their bags packed. "Alright, you guys have fun tonight okay? Don't be too wild and behave yourselves." I say as I mess with Ollie's blond hair. "You remembered to pack a pair or two of pull-ups right Tiger?" "Yeah I brought 2 but Lachlan said I can try his cool diapers tonight!" He exclaims in a very excited tone. "Okay well have fun tonight. I love you all." I say as we wave goodbye to the boys. I'm sure I'll be seeing them later because of how much fun we had yesterday. I turn to Malachi on the couch and cuddle up next to him. "Hey pal, do you wanna go to the store that Mr. Harris was talking about, maybe I can get some diapers too." I wink at him. We go back upstairs and get some clothes on. We haven't actually worn a full outfit in a few days. I walk across the street to grab my bike and Malachi gets his own, we lock up, and then set off. It's only about a 15-minute bike ride from his house. We arrive at the store and it looks like any other store once you first walk in. We're greeted by an employee at the front and then just tell her we're looking around to see if they had something we were interested in, not wanting to tell her the exact reason why we were there. I didn't want Kai Kai to be too embarrassed. So, we walked around for a while and found a diaper section. It was like a diaper lover's paradise. There were so many options. The whole isle was just for diapers. The isle over was for other types of bedwetting accessories. Before looking for a pack that he wants, we look around some more. We find an aisle that's pretty much all sex toys. This seems to interest both of us as I can see Malachi tenting in his shorts. I whisper over to him, "Hey do you wanna pick something out from here too? I have the money your parents gave me in my wallet." He gives me an evil grin and looks through the different toys. I grab a bottle of lube for ourselves and pick out a toy for myself. It's a vibrating dildo, looks very very fun. I look over at Malachi and he's grabbed a vibrator and a 7-inch dildo. "Your mom already has one of those, so I don't think we'll be needing it," I say as I point to the vibrator. "What, how do you know?" He asks. "I saw it looking through your parents' stuff trying to find some of your dad's diaper stuff and lube." "Oh, makes sense, but that looks like a lot of fun!" He says pointing to the toy I picked out. "Sure, we can share all of it if you'd like." I give him a wink. "I'd love to. You wanna head back to the diapers and pick one out for yourself as well?" "Sure thing," I say as we head back to the other isle. I look through all of the many options, I'm pretty sure I'm the same size as Kai, an adult medium or small. So I look for those sizes. There are quite a few really cute little kid patterns. I really want to grab a pack of some of the Space Themed diapers that caught my eye. I look over at Malachi and he's eyeing the red and white with racecars on them. He picks them up and walks over to me. "Ooh, those look cute." He tells me. "Yeah, I think these are the ones I'm going to get, the ones you picked are super cute too." I tell him, "We can share and stuff, yeah?" "Of course, I love you Brayden." "I love you too Malachi," I say as we walk over to the checkout area. The cashier was the same as the lady that we ran into as we first walked in. She kind of chuckles to herself as she looks at what we want to purchase. She checks us out and puts our stuff in a nice bag that is able to hide the stuff pretty well. We get back onto our bikes and start riding home. Once we get back, I can tell he eagerly wants to try out his new toys, but I tell him to take it slow. "Alright pal, let's put on one of these super comfy diapers and relax for a while before we fuck each other super hard like yesterday. And I also have a surprise, so just hold on." He gives me a funny look but I walk out of the room and down the hall to the master bedroom. I go back into their closet and open the cabinet with Troy's special stuff. I grab 2 butt plugs and some rash ointment and walk back into Malachi's room. I grabbed the 2 smallest ones since we're both new to this. "Here," I say as I toss him a butt plug. "What's this?" He asks. "This is a butt plug, we can wear them in our diapers to practice stretching our holes a little bit so it's a bit smoother the next time we try anal." "Sounds good, do you think it'll hurt?" "I dunno, maybe at first like with the fingering. But I don't think so." I say as I start to undress us both. I open the diaper bags and pull out a racecar diaper for Kai and a space diaper for me. Once he's completely naked I put on some rash cream in between his thighs and on his butt cheeks. I lube up the butt plug and slowly slip it into his tight boy pussy. He moans as I slip it in and stroke his hard dick at the same time. It goes in quite easily after a while. I powder him up and pull the straps on. He looks so cute and like 5 years younger. He does the same to me and I nearly came when he slipped the butt plug into my ass. We go back downstairs and turn on the TV. We're both wearing nothing but our diapers and I've been having to pee since we got back. I get comfortable as we both cuddle up under the blanket watching Netflix, and I let my stream of piss fill my diaper. It feels so warm against my skin. I love the feeling. My hand had been placed on his crotch and I could feel it filling up with his warm pee as well. I wanted us to both be soggy before we did anything too sexual again. I start to playfully kiss his neck. "Stop that tickles," Kai says as I continue just to 'torture' him. I decide to go a little harder on the tickling and start tickling under his armpits and his feet. "Stop, stop Brayden! I'm gonna pee!" he shouts. "That's the goal" I tease. I keep tickling him as I can see the racecar patterns slowly fade little by little as he wets his big boy diaper. I can't believe I get this cutie all to myself until Lucas gets back home. I finally end my menacing torture on Malachi and hug him. "I love you so much." "That wasn't very nice of you," he says as he makes an attempt to try and get me back. He goes for my armpits but I overpower him and pin him on the couch. We're both breathing heavily and our faces are inches apart. I bend down into a kiss. After around 30 seconds, he breaks the link between our lips and says, "Brayden?" "Yeah what's up baby?" I ask "Will you marry me?" "Are you serious?" I asked laughing, "I'd totally be down to when we're both older, but right now there's no way that's happening since we're both still in school, silly goose." "Well, yeah. I just love you so freaking much and I'd really appreciate if we had super hot sex right now." "Okay," I say as I flip him over and start to lift him up on my back. We walk back upstairs and grab the lube and baby wipes. "Where you wanna do this?" I ask Malachi. "How about in Ollie's room?" "Okay sounds good to me sport," I say as we head down to his little brother's bedroom. I lay him down and undo the tapes on his diapers revealing his rock hard piss covered dick. He does the same to me and we wipe down most of the pee off our crotches. He does the honor of taking the butt plugs out of both of our asses. I squirt some lube onto my hand and start stroking my cock. "After you make me nut in you I want you to make love to me, you can experiencing topping for the first time." I smile at him. All he does in response is smiles and lays on his back and spreads his legs in anticipation for my member to enter his hole. I slowly start by sticking my circumcised tip into his him, I see that his nipples are hard and he starts to play with them. This turns me on so hard and I start to go deeper. We both moan nearly in perfect sync as my 6 inches completely penetrates his boy hole. I let him get used to it for a while and slowly push in and out. I don't let him touch his dick because I want him to savor his sweet boy juice for my asshole. This boy turns me on so hard, it won't take me too long to cum. I begin to speed up, as I thrust my pulsing cock in and out of his tight 13-year-old hole. I continue to up my pace and I can feel my load needing to explode out of my cock. "Baby, I'm gonna cum soon!" I manage to get out. "Oh yeah, cum in me! I want your semen in me Brayden!" He shouts. This makes me even more motivated and I don't think I'll last more than 10 more thrusts. We both continue to moan and I'm seconds away from shooting my load. I finally cum after a couple more seconds of pounding my boyfriend's ass. I lost count of how many shots I made but that was probably the biggest load I've ever shot. "God that was amazing!" Malachi says. "You're the hottest human being ever holy shit!" I exclaim, "That was definitely a new record on being the hottest orgasm ever." I say nearly running out of breath. "Okay flip spread your legs, Bray Bray," Malachi says with an evil smirk. I can't wait for him to be the first one to take my virgin hole. He follows what I did and lubes up his dick. His dick isn't as girthy as mine, so it doesn't take him long to stick his cock head into my hole. He slowly starts to shove the whole thing in there. We both moan in pleasure. "Oh my god Brayden this feels amazing!" "Just wait 'til you start going faster goofball." I tease him. As I say that, he picks up the pace. I can feel myself building up another load after he continually hits my g-spot with his circumcised dick. I can tell he won't last too much longer. "Go faster, Kai Kai!" I shout as I can feel myself coming closer to having another orgasm. I know it's his first time, I would've asked for him to try and jerk me off while he dicks me down, but I just want him to do basic stuff for now. "I'm gonna burst soon!" Malachi shouts as I feel myself coming close to another orgasm as well. "Cum in me! I want to feel your hot load inside my ass, Malachi!" I say. Seconds later, I can feel myself not being able to last too much longer. We both start to moan and I can feel his warm semen inside me as I start to shoot another load across my chest. We both lay on the bed next to each other panting, trying to catch our breaths. "Holy crap," he says. "Who knew you were having this much fun on top." We both laugh. "You're pretty damn good at it too. You made me cum around the same time you did, for the second time." I say. "We should clean up and get you back into a diaper." "I think you're missing someone, you big baby." He tells me. I give him a playful punch on the arm as we start cleaning up all the semen. We both get diapered back up and go into Malachi's room to rest on his bed. We're both cuddling for a while and then I hear him with the same breathing pattern, he's fallen asleep. I set an alarm for about 2 hours later so we don't wake up in the middle of the night, and join him, drifting off to sleep. ~End of Chapter 6~ Feel free to message me at braydenmartin03@yahoo.com Sorry for the wait, hope it was worth it!