Date: Mon, 10 Oct 2022 21:42:13 +0000 From: EntirelyAwesome Subject: Seducing Simon Disclaimer: The following is a work of fiction; this story may depict sexual acts between young boys and teens. If reading such a story is illegal where you reside, please do not read any farther. This work of fiction belongs to the author and should not be re-posted or reproduced without his permission. Generous donations from readers like you support this amazing platform, please consider contributing to Nifty: http://donate.nifty.org/ *** Seducing Simon *** "Ah...oh my god...fuck me harder..." Twelve-year-old Oliver spoke quietly to himself while showering alone, not wanting to be overheard by his mother. The young boy knew he wouldn't be able to hold out much longer, he felt himself just about to cum as he pounded his four-inch rigid cock with one hand while he inserted a third finger into his tight, little hole. Oh fuck...oh fuck...! Watery cum shot from his nearly-hairless dick, spraying the side of the shower wall, leaving the tween breathless and panting. A warm shiver raced through his smooth frame as the endorphins from the orgasm rushed to his adolescent brain, causing him to pause for a moment to enjoy the comforting afterglow of his first jizz session of the evening. *** Oliver dried himself with a bath towel following his shower; he then took a moment to observe the cute boy staring back at him from the other side of the full-length mirror. Bright hazel eyes blinked at him from his babyface, he noticed his blond hair would have to be cut again soon because his liked to keep it short so it would not get into his eyes. His smooth body was beginning to develop and he prayed he would soon begin sprouting more than the nearly-invisible, wispy pubes currently at the base of his semi-erect shaft. Once dry, Oliver wrapped the towel around his slender waist then exited the bathroom to visit his mother in her bedroom to say goodnight. "So, um...g'night, I'm going to bed now." "It's a bit early for you isn't it, Ollie?" his mom asked with a warm smile, looking up from her book. "Yeah, a little...but I want to get up early so I can meet the new family moving in tomorrow." The house directly across the street from their house had recently been sold; Oliver's mother was the real estate agent for the previous owners, and she had found out the new family had a son close to Oliver's age; they would be moving into the home this weekend. "Ollie, I know you're excited to meet the new neighbor boy...but just remember, they'll be busy unpacking. So, don't get underfoot, okay?" "Don't worry Mom, I'm not gonna get in their way. I just want to meet him to see if we get alone...that's okay, isn't it?" Oliver had conveniently neglected to mention a major detail to his mother; a couple of years ago, he had discovered he was into other guys and now that he had entered puberty, he was totally boy crazy. He had known he was different than most of the other boys he knew but he wanted, more than anything, to have real sex with another guy; any chance he had to meet a new boy his age, he reasoned, increased his odds of reaching his goal. "Alright, I understand...just not to get in their way, okay honey?" "I won't, thanks Mom...good night, I love you." *** Oliver returned to his bedroom just as his dick was fully hard again. He had locked his door for privacy then removed the bath towel from around his middle before laying it flat on the carpeted floor. Now completely naked, the boy retrieved a cardboard shoebox from beneath his bed; inside, he found his newest, favorite toy--an anatomically correct, six-inch, rigid cock. It even had sizable, realistic balls attached. The impressive dildo and a tube of lubricant had been an exciting recent discovery during an exploration of his older sister's bedroom closet. Because she was currently away at college, he had sensibly determined there was no rational reason he could think of for not making good use of the plaything while she was away--he was just being practical after all. The very first time Oliver had managed to get the firm cock up his tender virgin ass, he quickly experienced the most earth-shattering orgasm in his young life--since then he had been hooked. "Oof...!" the boy exclaimed as he knelt over the dick and balls, slowly lowering himself onto the cock as it entered his puckered little hole. His own rock-hard dick was already leaking; the tween's entire body was on fire with lust--he needed some cock, and he needed it now! "Oh my god...umf...umf...!" The horny boy began humping the lubricated shaft while on his knees on the floor atop the bath town as a light sheen of sweat formed on his smooth, boyish face; he quickly began to increase the pace of his self-fucking. Oliver never even had to touch his own stiff dick as he rode the toy, his penis was flaring and extremely sensitive; he closed his eyes tightly while continuing to enjoy the assault on his preteen prostate. "Fuck...!" the boy said quietly, beneath his breath. Jizz shot from his rigid dick for the second time that evening, landing on the strategically placed bath towel. His entire body shuttered as the orgasm raced through his young body; cum continuing to pump from his stiffy in impressing spurts--eventually, ending with a slow dribble as he slowly began coming down from his incredible fuck session. Once somewhat recovered, the satiated boy reluctantly unseated the lovely tool from his ass before cleaning it then storing it away until his next regularly-scheduled railing. Oliver also cleaned himself before crawling into bed naked and physically exhausted, pulling the warm covers over his smooth body; he was asleep in a matter of minutes. *** The moving truck had already arrived the following morning at the house across the street by the time Oliver had stirred awake. The naked tween boy stumbled from his bed to the window with his morning wood pointing the way. He saw the new family had yet to arrive, but the moving company team had already began unloading furniture and taking it inside the house. Oliver ignored his morning boner as he pulled on boxers then dressed himself in a t-shirt and a pair of snug shorts. He washed his face in the bathroom then ran a comb through his hair before heading downstairs for a quick bowl of breakfast cereal. Walking outside with his skateboard in hand, Oliver began patrolling the sidewalk in front of his home in anticipation of the new neighbors' arrival. Nearly an hour later, an expensive-looking SUV finally pulled into the driveway across the street. Oliver had paused on his board while he observed the new family as they got out of the car. He saw the mom and the dad first then his jaw literally hung open when the most attractive boy he'd ever seen in his young life exited the backseat of the car. The boy was about his size with neatly-trimmed, dark hair and stunning blue eyes. He was wearing a red polo shirt with khaki shorts and Oliver was instantly in love with the sexy, new kid. The boy spotted Oliver staring from across the street then gave him a little wave. Oliver was so taken aback by the beautiful boy, he had nearly forgot to return the greeting before snapping back to reality then he skated over to say, `hello.' *** "Hey, um...welcome to the neighborhood, I'm Oliver...but my friends call me Ollie." "Hi Ollie, I'm Simon...this is my mom and dad." Oliver exchanged pleasant greetings with the parents then struck up a conversation with Simon after the grownups had walked into the house. He learned Simon was 13 years old and was just a bit older than he was, the sexy teen was also slightly taller. Oliver found himself frequently getting lost in the boy's pretty eyes while they chatted and got to know each other. *** "Hey, maybe your folks will let you have a sleepover at my house tonight," Oliver offered after spending several hours with the attractive boy, he had assisted with the unpacking of boxes in Simon's new bedroom. "Um, maybe...I can ask, but I don't want to impose on you and your mom. I mean, we just met and all. Oliver smiled, "No worries, my mom is super nice and actually sold this house to your parents...come on, let's go ask." Later that evening, the new friends prepared for the sleepover. Oliver had offered to let Simon take his shower first as he waited in his bedroom alone until the boy finished. He had entertained the thought of offering to shower together but he knew it would be too weird because they didn't know each other that well. However, he was somewhat preoccupied with wanting to know just what Simon was packing between his legs. So curious, in fact, he noticed the sexy boy had left his phone behind and unlocked when he went to go shower, so Oliver quickly flipped through the boy's photos to see if he had taken any naughty pictures of himself. As with most boys Simon's age, the phone had a few pictures of naked girls; Oliver was a little disappointed the sexy teen was into tits and pussy, but he was not surprised. Oliver's heart nearly skipped a beat when he finally came across the naked selfies of Simon. He could see the teen's cock was thick and it pointed upwards toward his cute innie tummy button. Oliver's boy hole twitched with pleasure just at the thought of having that hard cock up his ass. He recognized he had little-to-no experience with seducing another guy, but deep down, he knew he had to come up with a way to ride that tasty-looking dick. *** "You can fuck me, if you want," is what Oliver had wanted to say to Simon just before they got into bed together after showering, but instead, he wanted to test the `gay waters' and simply said, "I hope you don't mind, sometimes I get snuggly when I have sleepovers." "No, I don't mind...I'm the same way actually; my friends and I are always all over each other when we sleep together," Simon replied with an adorable, dimpled grin. "Yes!" Oliver thought to himself as they climbed beneath the cozy cover, both dressed only in boxer briefs. The new friends chatted together about everything and nothing in the darkened room. The entire time, Oliver internally debated about how to make his first move on the slender boy sharing his bed. "Do you watch porn?" Oliver asked, trying to sound casual. "Um, sure...I mean, who doesn't?" Simon responded, truthfully. "I sure do," Oliver silently deliberated about how best to steer the conversation toward sex, "...I jerk off a few times every day watching porn." "Same, I get off at least three times a day," Simon said with a slight giggle. "Are you hard right now?" Oliver paused, realizing his question was taking a big risk with a boy he hardly knew. "Sure am...all this talk about porn has really got me going. What about you?" "Yeah, I'm sporting a major woody right now. I usually rub one out before I go to sleep." "Me too, um, do you ever...y'know, do it with your friends?" Simon asked, sounding a bit uncertain for the first time that evening. "No, not really...but I'll do it with you, I mean, if you want," Oliver replied with a satisfying smile, silently pleased with himself about making Simon think masturbating together was his idea. Oliver turned on his reading lamp, not wanting to miss seeing Simon's thick cock in action. Both boys pulled back the covers before hooking thumbs into the waistband of their underpants then sliding them down to their knees, revealing twin boners in all of their adolescent glory. He saw the teen's boy part was at least five inches long, looking like a fat sausage. Oliver's gaze never left the rigid staff as Simon's fist pounded away at the impressive tool. "Your dick is pretty big for your age, Ollie," Simon complemented the younger boy, bringing him back into the real world as they both continued their mutual stroke session. "Thanks...yours is really nice too," Oliver immediately regretted his comment as soon as the words left his mouth, realizing just how queer it sounded. He didn't want to scare off Simon after finally getting the teen to go this far with him "I know, right?" Simon responded with a smile, putting Oliver's fears to rest." Once the boys were fully heated up, Oliver felt his hairless balls beginning to tighten, he knew it would not be long before he came. He decided it was now or never, if he wanted Simon to fuck him before they both shot their boy goo. "Listen, I'm getting really close to cumming...so, I was wondering...maybe, if you wanted to try something," Oliver prayed he wasn't making a huge mistake by suggesting sex with the adorable boy." "I, um...was just thinking the same thing, Ollie...I can fuck you, if you want." Oliver was so utterly surprised by the offer, his hand momentarily stopped tugging on his leaking dick, "Really...? I mean, you want to...?" "Sure, why not? I've never had real sex before and I really want to try it...but only if you do too," Simon seemed a bit unsure of himself but was sincere about his nearly-insatiable desire to fuck the younger boy. "Okay, let's do it..." *** Simon was on his knees with Oliver lying on this back with a pillow tucked beneath his pert rear end. The teen parted Oliver's legs then placed them on his slender shoulders so he could get easy access to the boy's puckered, pink, little hole. He placed his leaking, aching cock at the entrance of the tween's back door then slowly began pushing himself inside the tight hole." "Oh my god...this feels so good," Simon remarked, clearly amazed he was actually having sex for the first time ever, "...let me know if it hurts, okay?" "It doesn't hurt...it feels amazing...keep going," Oliver breathed deeply with pleasure as the thick cock penetrated him. Oliver enjoyed every minute of his first real fucking, still somewhat amazed his plan to get the sexy boy to rail him had even worked. "Oof...fuck...I'm trying not to jizz too soon, but I don't think I'm gonna last very long," Simon was already nearing his limit when he finally got all the way inside the tween's love tunnel. "It's okay. You can always fuck me again later if you cum really quick...I'm also about to shoot." Simon steadied himself as he began taking slow strokes into Oliver's tight ass, both naked boys moaning with pleasure as their inexperienced, adolescent bodies let nature take its course. "Oh man...this is so cool...goddammit! I can't hold it...can I cum inside you?" "Yes, please...keep fucking me...I'm so close right now, Oliver was nearly delirious with the sensations he was feeling as the sexy teen continued servicing him. "Fuck me, I'm cumming...!" Simon cried out just as his balls began unloading its contents into the younger boy's tight ass, wishing it hadn't ended so soon as the cozy feeling of electricity washed over his lean body. "Oh fuck...oh fuck...oh fuck..." Oliver panted between spasms while he jerked his sensitive dick, shooting a spray of warm cum onto his chest, neck, and face. The young boys rested and recovered together before both decided they wanted more then began a second fuck session. After the boys had both experienced orgasms twice more each, the young pair finally decided they should get some sleep; they shared a late-night shower together to erase any evidence of their sexy playtime. *** Fresh and clean, the satiated pair cuddled together under the warm covers, both ready for a much-needed nap. "I have a confession to make," Oliver admitted, just as he began to doze, "...I looked through your phone while you were in the shower earlier and I saw your nudes; after that, I decided to try to talk you into having sex with me." Simon placed a tender kiss on Oliver's cheek then said, "That's okay...I snooped around your room while you were showering. I found the dildo and lube hidden under your bed and decided to try to talk you into letting me fuck you." The young boys shared a genuine laugh as they hugged each other warmly before both tumbled together into a well-earned slumber. *** Your feedback is greatly appreciated --> entirelyawesome@protonmail.com Other stories by this Nifty author can be found here: https://www.nifty.org/nifty/authors.html#entirelyawesome