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A Second Chance

Summary:

Everyone has had the thought, what if you could go back in time with your knowledge from today? For one sad and lonely man, that wish is about to come true.

Just a fun idea that's been done a thousand times, why not throw my hat in the ring. It'll be porn logic, but like, the classy kind of porn. Like softcore, but if softcore involved kids and full penetration.

So yeah, DEAD DOVE DO NOT EAT! And more than that, this is all fiction, don't have sex with family or kids.

Notes:

(See the end of the work for notes.)

Chapter 1: This Has Got To Be A Dream

Chapter Text

"Start morticians log, Dr. Angela Pearl, September 23, 2046. Deceased is a Scott Sorto, 47, male, Caucasian, dirty blonde hair, green eyes, 6'3" 369lbs. Jeez bud, in another life you're could've been a hall of fame football player. Slight teeth discoloration but nothing noteworthy, no outward signs of any injuries to the head or abdomen, seems to have taken care of his hygiene, just not his physical health. Significant fat buildup around his abdomen suggest a fondness for fast food, moving down Mr Sort-holy shit! Ahem, uh, excuse me. Ahem, moving down, Mr Sorto has, um, exceedingly large genitalia. Initial measurements put Mr Sorto's flaccid length at.... fuck me... ahem, uh, puts Mr Sorto's flaccid length at around 9 inches. Damn dude, maybe you're a hall of fame pornstar instead of a lineman in another life. Will begin full autopsy next." Click.

Darkness, nothingness, not just black but truly nothing. If this was death, it's gonna be a bleak afterlife. "Scott. Scoottt. Wake up. Don't make me go get Mary to help, hehe." The sound of a soft and loving voice called trough the otherwise all consuming nothingness. Scott Sorto was dead, the last thing he remembered was a sharp pain in his chest, his left arm going numb, and the 911 operator telling him to stay on the line and keep talking, then, darkness. So who's calling his name now, and why does he feel so comfortable and warm, almost like he's in bed and tucked under the covers. A hand touches his shoulder, gently shaking him as he feels his eyes twitch and start to open. "Come on, hon, it's time to get up. You can't stay in bed all day long." A warm, motherly, voice was just behind his head, his eyes slowly focusing as they opened up, he could see a wall, and a nightstand, with a lamp on it. Very normal apart from the fact Scott didn't own a nightstand lamp, and the walls in his apartment were white, not blue like they are now. Not even mentioning that voice, it shouldn't be in his apartment, but it also sounded so familiar, like it did belong. Was it a nurse, was he in the hospital, had the paramedics managed to save him!? As Scott's eyes opened more he saw that, no, he was not in a hospital, nor was he in his tiny apartment, it looked like he was somewhere he hadn't been for the past 20+ years, his old childhood room. Which meant that soft, familiar voice could only belong to one person. Scott rolled over onto his back and rubbed the sleep from his eyes, seeing a strawberry blonde beauty staring down at him. "Mom?" He asked softly. "Well good morning, sunshine. Glad of you to finally join us, hehe." Scott could feel his heart start to pound, he hadn't seen his mother in about 2 years, but she definitely didn't look like this last time. She looked almost 40 years younger, she looked like he remembered he looking as a kid, wrapped in that same pink fluffy robe she always wore on weekends. "Now get up, breakfast is ready." Scott's mother, Amanda, said with a kiss to her sons forehead before rising up and walking out of the room, that pink robe pulled tight around her hourglass figure, wide womanly hips swaying before disappearing into the hallway. Scott snapped up the moment she was gone, heart pounding as he looked around his room, exactly as it was when he was a kid, it even had the city roads floor rug and his favorite hot wheels tossed over by his desk. "What the fuck is going on." Scott asked himself as he looked around at his childhood bedroom. "I'm dreaming, I'm-I'm in a coma in the hospital right now, or I'm just fucking dead because what the fuck is going on." Scott felt his knees buckle as a rush of emotions washed over him, he closed his eyes and tried to wake up, pinched his arm, slapped his face anything to snap out of what this was. Nothing worked, and after a minute or so of panicked breathing Scott calmed himself, standing back up and wiping any tears that may have welled in his eyes. "Ok, ok, let's think... this has got to be a dream, but if it is why can't I control anything, I've had lucid dreams before, and they don't feel like this, no dream feels like this.... What if.... No, no, that's dumb.... But.... Fuck it, I'll think more later." Scott shook his head as he walked to the shared bathroom just across the hall. Pushing the door open and leaving it cracked behind him as he walked to the toilet and dropped his pajama pants, and out flopped 9 inches of fully grown cock attached to a young boys body. Even Scott was taken aback, he had been well endowed as a kid, but only about 3 or 4 inches soft, not the womb-kisser he was packing now, though that certainly wasn't a bad thing. He finished his morning business and went to wash his hands, as he was going to put his junk away though he couldn't help but stop and admire himself in the mirror for a moment. He looked like how he remembered, like the pictures in his old yearbooks, same thick golden hair on his head and absent everywhere else, same dimples on his cheeks that had long since been covered up by a beard, same thin torso and smooth skin, though definitely not the same cock. "Fuck me, heh, gym showers are gonna be interesting." As Scott was busy admiring his own reflection and swinging his soft cock around like a helicopter, the door opened and in stepped his older sister, Rachel. Scott froze with his flaccid cock still in his hand, Rachel took a half second before she noticed the elephant in the room, or rather his trunk. Once she did though, Scott saw her cheeks go from their normal pale shade to a deep red. She was just over 4 years his elder and was starting to go through puberty, with budding small B cups under her Lion King sleep shirt, and a toned butt from gymnastics hidden beneath her pajama pants. The world seemed to stop as the two siblings locked eyes, Scott's full of panic and Rachel's full of something else entirely, at least until she broke the silence. "EWWWW WHAT ARE YOU DOING!" She screamed, but didn't turn away, or even close her eyes, not that it really mattered though as Scott scrambled to get his python back in his pants. "Why didn't you knock!?" He shouted back. "The door was open! Oh my God just get out!" Rachel screamed as Scott slid past her and down the hall, he heard the door slam shut behind him before he could hear laughing coming from downstairs.

Scott walked down the stairs to see his mom chatting with her mom, the matriarch of the Sorto family, Vanessa, as she sat next to Amanda's youngest daughter, Mary. Amanda had a rather, outgoing, childhood. She had met who would become the father of her children when they were in middle school, and by the time she was 15 she was giving birth to Rachel. Amanda and the kids father had a strained relationship, very off and on again, and after a drunken night at prom, a few days later Amanda found out she was expecting again. To his credit, the kids father tried to be a good dad, tried to find a job and provide for them, but a few years ago when Amanda found out she was pregnant with Mary, he just left, grabbed his stuff and walked out in the night. Amanda had to move back in with her mother, studying and working nights before she got her associates degree and found an office job. Now it was the 5 of them, Vanessa, Amanda, Rachel, Scott and Mary. "Problems with your sister?" Vanessa asked with a giggle as Scott came down the stairs and into view. "She didn't even knock." He muttered as he took a seat at the table. "Oh we heard both sides of your shouting match." Amanda ruffled her sons hair as she went to grab him a plate. Amanda had very much taken after her mom's figure, but she was still young, relatively. Vanessa had that true MILF, or rather GILF, body. Wide hips, and a Pixar mom ass that could be seen even through her typically baggy clothes, heavy E cups that seemed to disregard gravity and light blond hair with little streaks of hidden grey pulled into a bun. She looked great for... now that he thought about it, Scott didn't know how old she was, he didn't know how old anyone was, he didn't even know what year it was. He'd need to find that out, not just so he knows how old he and everyone else is, but if he really was in the past, which seemed more realistic with each passing moment, then knowing when he should tell his mom to buy Amazon or Tesla stock, or to start mining bitcoin was probably very useful. "Here you go, hon." Amanda kissed Scott's head as she set down a plate of food. "Thanks, mom." He smiled as he began to wolf down his food. "So, are you two doing anything today?" He asked a bit tentatively, hoping they weren't about to question how he forgot they're all going skydiving or something. Amanda shook her head. "Nope, mom?" "Just hanging around all of you." Vanessa smiled and sipped her coffee as Mary hopped out of her chair and started to walk around. "Oh actually I wanted to stop by the 2nd hand store over on Wilson." "Oh I went there last week, I got some new coasters." "I was wondering where you got those, I thought you just pulled them out of the wah wah." "Wah wah wah. Wah wah." Scott began to zone out as his mom and grandma chatted away, cleaning his plate of any remaining pieces of food before taking his and Mary's plate to the sink. As he turned back though, he saw Rachel coming down the stairs. Both siblings began to blush a bit as the two adults seemed to pick up on the change in atmosphere, their lips curling like the grinch's as they exchanged glances. "Good morning, Rachel There's a plate for you on the counter." Amanda started and Vanessa followed up. "You know, you almost made me spill my coffee with your shouting." "S-sorry grandma." Rachel said with her head down, avoiding eye contact as she moved past Scott to grab her food. When she turned around though, her eyes involuntary locked right onto Scott's crotch. Scott noticed right away, but couldn't force himself to move or say something, at least until he felt his cock twitch beneath his pajamas. Rachel softly gasped as she saw her brothers cock press against his pjs for a moment before quickly moving to the table to sit down. "You know, if you don't like sharing a bathroom with Scott, you can always come share mine and grandmas." Amanda suggested but Rachel quickly shot her down. "No, it's fine, he just..." She glanced over to Scott again and felt a lump in her throat. "He just needs to close the door all the way when he's in the bathroom." She said, shooting another glance towards Scott before starting to eat.

The rest of the morning went by without event, and it gave Scott the opportunity to find out what year he was in. September 2006 as it would turn out, which after some quick math, put him at 7 years old, Rachel was 10, Mary was 5, Amanda was 27, and Vanessa was 45. He still had a few years to go for bitcoin, and Amazon and Google, but he could find ways to make some money. After about an hour or so of researching current events on the family computer Scott got up, it was near noon and he had yet to leave the house or even change out of his pjs. He went upstairs and got changed into some jeans and a t-shirt before going outside to see his old neighborhood once more. His bike was right where he always left it near the door, and in a flash he was rolling down the street towards the neighborhood playground just around the corner. The skies were grey and cloudy, and it was only around 85 degrees outside so the playground was empty, but that gave Scott a moment to think in peace. He climbed one of the little towers in the center and looked around at the woodchip covered area, pine trees surrounding perimeter, giving a little bit of privacy from the surrounding houses. Smoke rose above the tree tops from a few houses around the area lighting their fireplaces for the first time in months, all in all it was a very peaceful place for Scott to think. He quickly gave up on trying to figure out why he had apparently been sent back in time, no use pondering things he'd never get an answer to, instead he focused on the possibilities presented by such an opportunity. Scott was the only person in the world, as far as he knew, that had knowledge of the future. Things he didn't understand or even pay attention to when he was kid, he now knew how they would play out, so why not take a few more risks than he did as a kid? He never got caught sneaking out because he never tried to sneak out before, he never go caught smoking or drinking because he never touched either until college, he also never had sex until prom when he got a sloppy seconds pity fuck from his friend's girlfriend Stacy, all of those things would be changing this time around. This time through he'd have the life he always wished for.

Scott played on the playground for a few minutes, it felt nice to actually be a kid once again. The energy, nothing being sore or tight, and even when he did take a tumble he popped right back up without injury. He didn't even notice the other bike pulling up behind him as he swung across the monkey bars, only realizing he wasn't alone when a voice called out. "Yo, Scott!" A high pitched voice called out as Scott turned to see who it was. Walking towards him was a girl his age, tight black jeans and a red hoodie with the sleeves rolled up covered her body, with tan, olive skin and short dark brown hair in a pixie cut. "Hey, what's up, Hailey." He smiled from ear to ear seeing his old friend run up to him. "What are you doing out here by yourself, too good for me now?" She laughed and pushed Scott in the shoulder, who responded with a playful push of his own. "I just figured a pretty girl like you would still be getting her beauty sleep." He smiled back as Hailey laughed and feigned disgust. "Haha, eww, don't call me that." The two friends laughed as they climbed up to the top platform of the jungle gym. Scott hadn't really notice when he was a kid, but Hailey had a nice ass for a 7 year old, especially when she had it in his face as he followed her up. "I wonder..." Scott thought to himself before a loud smack broke the silence of the cold day as Scott delivered a firm spank to Hailey's ass. "HAHH!" The girl let out what sounded like a cross between a yelp and a moan before snapping her head back and staring daggers at the laughing boy over her shoulder. "What the heck was that for!?" She demanded, as Scott struggled to hold back his laughs, it also didn't go unnoticed by him that Hailey hadn't moved to put distance from him after the spank. Her pert little butt squeezed tight into those black jeans was still in his face, in fact it was even closer now that neither of them were moving. "Haha, sorry, but you were just wiggling that thing in my face." Scott laughed to which Hailey frowned angrily. "Nuh uh! I was just climbing, see..." The girl made sure Scott was paying attention as she began to wag her ass back and forth, like a dog that gets really excited and starts wagging with their whole body. She shook her preteen cheeks back and forth as Scott watched with wide eyes. "See, that's wiggling my butt." She said matter-of-factly as Scott pretended to be thinking and studying her movements rather than just leering at her ass, even as he felt his cock pulse in his own jeans. "Well, it looked like you were wiggling it." Scott shrugged, trying to play the whole thing off as nonchalant, to which Hailey scoffed and rolled her eyes. "Just warn me next time." The tan tomboy smiled softly as she turned and continued up the play tower with Scott in tow, as they began to crawl into the yellow plastic tunnel connecting to the other tower. ".... You're wiggling again." "I am not!" "Are too!" "Am not!" Are too!" Am not!" "If you keep doing it I'm gonna smack the other side!" "Ugh! I'm not wiggli-HAHH!" Hailey let out another yelp-moan, though leaning more heavily to the moan side this time. "I told you to stop wiggling." Scott said in a lower tone as he moved a touch forward, putting his face less than a foot from Hailey's ass as he heard hear breathing heavily. "Hailey?" He asked with a hint of concern in his voice. "I told you..." The girl responded in a little more than a whisper, drawing in Scott right up behind her trying to hear the whispered words, so close that his chin bumped into her. "....I wasn't... WIGGLING!" Hailey shouted the last word as she jumped backwards, knocking Scott onto his back before his vision was swallowed up by Hailey's butt sitting on his face. "What about now!? Am I wiggling it now!? Haha!" Hailey laughed as she wiggled her butt back and forth on Scott's face, smothering her friend beneath her cheeks. "Haha, I told you I wasn't.... Hah...Mmm... W-what are you... Hahhh..." Hailey's gloating slowly turned to soft whimpers and little moans escaping her lips as Scott took immediate advantage of his situation. Grabbing onto her thighs with both hands as he ankles acted like earmuffs, Scott pressed his face into Hailey's jeans and began to motorboat her ass from below. "Mmm, o-ok, I get-hahh!" Hailey fell forward as her legs began to shiver hunched over Scott in a 69 as he tried to eat out Hailey through two layers of clothes. His cock now pulsed with desire, held tight by his blue jeans from springing into his friends face. He could feel her fingers gripping his legs as he slowly let off on the pressure with holding her in place. In just a second, Hailey was in full control, able to pull away at any moment she wanted, but judging by the way she stayed in place and even began to wiggle her ass once more, she didn't want to move away. He slid his hands along her legs back to her ass, kneading her cheeks as he felt her crotch rubbing against his nose. Her moans echoing louder in the yellow tube as she rode her friends face with increasing fervor, she didn't even realize what she was doing, her body on autopilot as she felt sexual pleasure for the first time in her life. "Hahh, Scott!... I-Mmm!... EEEE!!" Hailey cried out as she shot forward, off of Scott's face and onto his legs. Her face now down at the boys ankles with her waist just below his as their crotches were now pressed together. Hailey twitched and shivered as Scott rose up into a seated position, looking down at his friend straddling his waist in a reverse cowgirl position, her legs bunched up beneath her as her upper half stretched out onto his legs, accentuating her already cute ass. Scott slide his hands along her sides as he moved to hold her waist, he could feel her shiver at his touch and even let out a tiny almost unheard moan as he grabbed her hips, all he's need to do was rise up to his knees and he be in perfect position to fuck his friend, face down ass up. That would come later though. "Jeez, were you trying to kill me?" He asked with a hint of a chuckle, trying to play the whole thing like it was all just some fun, and that she was just getting him back for the spanking, though that was a little difficult with his cock pulsing against Hailey's crotch as she straddled him. "...Hahh...I'm... sorry..." Hailey whispered as Scott felt her hips start to softly roll against him, no way she was doing it on purpose, especially after she just jumped off his face like he was made of lava, this was definitely her body wanting more, even if her brain was overwhelmed. "Well, I guess I did kind of ask for it. But then again, so did you..." SMACK! "HAHHHH!!" Hailey began to twitch and jerk as Scott smacked her ass again, feeling her press down into his bulge as he began to push up into her. Fuck, how he wished to be naked now with Hailey in his lap, grinding against her as he slowly began to slip out from beneath her. Still holding her waist as he rose up onto his knees, grinding his throbbing bulge against her as he practiced how he was gonna fuck her. "Mmmm, S-Scott, p-please..." She whimpered, perhaps asking for him to stop, but then Scott felt her push back into him, trying to match his movements as she masturbated herself on him. Fingers scratching at the yellow plastic of the tube as she felt that weird feeling building up again, she wasn't fighting it this time, she wanted it to happen, to see what it felt like. Only for Scott to suddenly stop moving, pulling away from Hailey as she somewhat desperately tried to back up into him. "N-no, what are you..." Hailey whined slightly as she looked back over her shoulder at Scott. "Huh? I was just getting out from under you." He said, pretending he didn't know he had just edged her. "Did I accidently step on your hand? I'm sorry." He continued, hiding a smirk behind his lips. "Hmph, no you just... Hmph..." Hailey turned in a huff and began to crawl forward once more and out the tunnel.

Once outside the yellow tube, Scott saw Hailey standing at the railing, pretending not to pay attention to him as her legs slowly rubbed together, guess she was mad about her orgasm denial, even if she couldn't say exactly why she was mad. Though her annoyance and the horny clouding her mind made it all too easy for Scott to "sneak" up behind and grab her. "Dummy, why did he have to sto-AHH!" She yelped in surprise as Scott hugged her from behind, putting his chin on her shoulder as his arms squeezed around her abdomen, and most noticeably, his bulge pressed against her ass. "Ugh, just, let me go." Hailey protested with her words, but made 0 effort to pull away, she even pressed back into him and put hands over his arms as he held her, maybe it was subconscious but either way, she liked where she was. "I'm sorry, I promise I won't slap your butt anymore." Scott apologized before giving Hailey a kiss on the cheek. The girl pulled her head to the side and made a disgusted noise but that was quickly overtaken by her laughter. "Haha, eww, don't put your poop lips on my face, haha.... and I forgive you.... and you don't have to stop." Hailey whispered the last part, so low she was sure Scott hadn't heard her, but he had. "What was that?" "N-nothing, j-just that, I forgive you." "Oh, well, I forgive you too, for trying to smother me with your butt." Scott chuckled as he kissed Hailey again, this time on her neck just behind her jaw. The girl squirmed and laughed acting like Scott's lips were made of acid each time they touched her. "Eww, haha, stop it!" "Stop what, this?" Scott laughed as he kissed her again, lower down her neck, drawing another laugh from Hailey, but no playful squirm. Instead he felt her shiver in his arms as he planted his lips 2more times along her collar before hugging her tight from behind. Scott could hear her heart beating out of her chest as he held her in his arms, time to push things forward just a little and see what happens. Keeping his arms around her waist and his face buried in her neck, Scott began to roll his hips. Not bothering to be subtle or act like he was doing anything other than what someone watching could see, the two 1st graders were humping and grinding like a pair of strangers in the club that have already made the decision that they're going to be fucking later. "What do you feel?" Scott asked in a whisper, he could hear her breath and feel her movements in tune with his, but he wanted her to say it so she could hear herself. "Hah, w-warm." "Do you like it?" "Y-yes." Scott kept moving, dry humping Hailey over the railing of the jungle gym as his hand began to slip under the hem of her hoodie, only to find she wasn't wearing a shirt beneath. She shivered as his cold hand slid across her skin, one hand moving up while the other dipped down. Scott's hand began to brush over her flat chest and pink nipples as the other pressed against her lower abdomen and started to dip lower still. His throbbing cock grinding against her ass, his lips on her collarbone, one hand gently rubbing her stiff nipples as the other began to press her virgin pussy over her jeans, the combination of it all was too much for Hailey to take as her legs gave out beneath her, as she orgasmed for the first time in her short life. Scott holding her against the railing was the only thing keeping her up, feeling her cumming in his arms Scott let her ride out the waves for as long as she liked not wanting to overstimulate her too soon.

A minute or so later, Scott broke the silence. "Are you ok?" He asked and Hailey answered with a silent nod as he felt her start to stand on her own again. "That, was, soo fun!" Hailey said as she spun around in Scott's arms and began to hug him. "I was like all shaky and warm and it felt soo good! Was it good for you too?" Scott smiled and held back a laugh as Hailey talked. "Yeah, it was good for me too. I'd really like to do it again with you." "Ooh yeah, yeah, let's do it again!" "Ok, haha, we can do it again soon, what else did you wanna do though." "Oh I learned this new trick and...." Scott held Hailey close as the two friends talked and eventually played like normal kids, just with a bit more intimate touching than most. After about 2 hours Scott was feeling a little hungry and had a few more ideas he wanted to check on. "Alright, I'm gonna go home." "Yeah, me too." Hailey agreed as the two friends walked to where their bikes were when Scott told her to stop. "Why, what's wrong?" The short haired girl asked as Scott moved close, slipping his hands around her waist as he leaned in and kissed his friend. Only for a moment before Hailey pulled back with a "Eww!" and a furious wipe of her mouth while laughing. "What'd you do that for?" "I just wanted to, didn't it feel good?" Hailey paused for a moment as if thinking it over. "No? But it didn't feel bad." "Wanna try again so you can see?" "Hmm, ok." Hailey agreed as Scott leaned in for another kiss, longer this time as he let Hailey choose when to pull away, as it started to take longer though Scott tested the waters a bit more as he started to open his lips slightly. Hailey seemed to follow his lead and in a few moments Scott was teasing his tongue into Hailey's mouth before she pulled back, not bothering to wipe her mouth as strands of spit still connected them. "O-ok." "Ok what?" "Ok, it, felt good." "Do you wanna kiss me like that again?" "Y-yeah." Scott didn't even bother asking another question before leaning in again. The two children swapped spit next to their bikes for what felt like an eternity but was probably only 2 minutes, before pulling apart. "Club Penguin later?" "Y-yeah, ski lift?" "Yeah, 6 o'clock after dinner." "O-ok, I'll call you if you don't, hehe." Hailey smiled as Scott leaned in to give her a quick kiss before the two put on their helmets. Taking off in the same direction for most of the way home until Hailey pulled off a few houses up and on the other side of the street. Leaving Scott to park his bike right where he always did and bound inside to the smell of grilled cheese and the sound of Rachel watching cartoons in the living room.