Date: Sun, 19 Feb 2023 01:12:12 +0000 From: Underjug Subject: DMing Boys - Ch 4 DMing Boys by TheRealCOG & Underjug ********** IF YOU ENJOY THIS STORY, SUPPORT NIFTY! HELP THE SITE TO REACH THEIR GOAL THIS MONTH! Support Nifty in any way you can so we don't lose this wonderful, free archive. Visit: http://donate.nifty.org/ Thanks to all who email with nice things to say. We also post our stories at the AlltheFallen and 3DBoys sites. ********** Chapter 4 Grayson let out a low, appreciative moan as the adorable blond between his legs went down further on his engorged prick. The sexy boy he'd debauched the previous weekend looked up for approval, to which the horny 16-year-old geek responded to with a genuine smile of ecstasy. With that assurance, young Cal took even more of the erection into his mouth. "You're getting so good," Grayson praised. And it was true. The youth who'd once thought doing gay stuff was not for him had turned into an avid cocksucker. "I love seeing you like this." Doing the little brother of his best friend's girlfriend was perhaps not his smartest move, but Grayson found the 11-year-old blowing him simply irresistible. From the moment the raven- haired highschooler had first seen Cal, fresh from the pool and dressed only in a tiny Speedo, it had been lust at first sight. "Can I fuck your face, my handsome stud boy?" Grayson was met with a tiny moan of compliance. He grabbed a fistful of the sex-mussed blond hair and gently thrusted back and forth. Fiddling with his own cocklet, the tween slurped and drooled as his mouth was used like a fleshlight. "Gonna shoot, you sexy thing, get ready." Grayson, groaning in bliss and shuddering from head to toe, soared through his orgasm. The fellating kid got a dreamy look in his eyes when fed a healthy load of teen spunk. Once his softening hard-on had slid from Cal's mouth, the teen leaned down and kissed those come- smeared lips. This was the day the other hawklings would at last meet their new friend in person. Earlier Cal had expressed nervousness, so to calm him down Grayson had generously offered to let the boy suck him off. Cal had been dubious about how that would make him relax. But it worked. The preteen was too content now to be stressed. "Feel better? I know I do," Grayson said. As Cal nodded in answer, there was a thunder of feet on the floor above. Before either of them had a chance to even move, Simon, Otto and Ronnie came racing down the stairs to the teenager's basement lair. Not one of the trio of hawklings seemed shocked to find the pair already naked. Simon exclaimed, "We're not late! How come you started without us?" "We didn't," Grayson said in response. "I was just helping Cal get in the mood for the game today. Got a scenario I think you'll all like. No, Cal, don't get dressed. You'll be naked for the duration. In fact, everyone is going to be naked. So strip off, hawklings." The recent arrivals let out whoops of joy and shed their clothes in a whirlwind of flailing limbs and wriggling bodies. The three 11-year-olds stood there, smirking at each other and at the newest hawkling. They'd chatted with Cal online, of course, but never in person. And they definitely hadn't seen him naked. Grayson could tell the members of his group were all a bit stunned by the blond boy's sexiness. Ronnie marveled, "Wow, you're, like, way hotter in person." Otto told his friend, "Dude, don't make it weird." Simon whispered, eyes downcast, "He's right, though." "Booyakasha," Cal replied meekly with a blush to his cheek. Skinny dipping in the family pool was one of his favorite pastimes, but he was always alone when naked - except, of course, that time Grayson had joined him for a private pool party. Here were three other boys around his age stripping off their clothes and diving onto the sheets like the bed itself was a pool. Super intimidating it was for Cal, being around the bare-assed hawklings. Everyone's bits were not only exposed but were also sticking out like mini-bo staffs. "Oh yeah, we heard you're a big Ninja Turtles fan!" exclaimed the boy with long bangs. "T.M.N.T. is bodacious!" nodded the skinnier and smaller boy. "Donatello's your favorite, right?" asked the boy with glasses. Instantly Cal was put at ease, a big smile forming on his face. "He totally is, even though Michelangelo's a close second!" Grayson put a hand on the shoulder of the blond 11-year-old and gestured to each youth. First was the one with long bangs. "Cal, I'd like you to meet Ronnie." "Hey, Cal, I was actually chatting with Grayson at your sister's sweet 16 party where he first saw you!" Second was the skinnier and smaller boy. "This is Otto," Grayson said. "Online you also know me as Otto-load." Finally, the boy in glasses. "And last but not least, Simon." "Grayson calls me Si. I was the first hawkling, before we actually became the hawklings." The awkwardness seemed to pass quickly, which was a relief to Grayson. The teen geek had been very lucky to meet four boys who liked the things he did, and was even luckier everyone got along so well. They were all misfits, including Grayson, but they all fit together perfectly. The five chilled for a bit, talking and relaxing so that the last of the strangeness would pass. With his own peers Grayson was ill at ease, always the weird dude in the corner with the closed-off stance. Here with his hawklings, he was completely in his element, a natural leader to boys who practically worshipped him. Ronnie asked, "You really never played D&D?" Cal shook his head. "Nah. Um, never really had anyone ask me to play it. Um. It seems fire, though." "Our gaming sessions are the best!" Simon enthused. "We don't obsess over the rules, so don't worry about that." The blond tween visibly relaxed. "Oh, good. I know there's, like, a dozen books or something." "All we use are dice and stuff to keep things fair," Otto explained. "And Grayson makes the rest of it fun." Grayson nodded. Surrounded by four gorgeous, naked boys, the temptation was to skip the game and get right to the orgy. Having Cal blow him had been a good idea. It'd taken the edge off enough so that he could keep from disappointing his hawklings. Because while they loved sexy time, they also loved their D&D campaign. And so did he. As the Dungeon Master - or DM - Grayson officiated the gameplay. "Ok, so the scenario is you are all prisoners. That's why you're naked. Ronnie, they know you're a thief and they know the paladin and the wizard are your associates, so they arrested you together because one of the royal jewels has been stolen." Ronnie said, "Hee, I would love to get my hands on some royal jewels," which made all the boys snicker. Grayson turned to the newbie of the group. "Cal, your barbarian, Olaf, was arrested after you got into a barfight. The point of this scenario is to get your character to join the party. Don't worry, the boys know what to do. Just follow their lead." The blond nodded, looking both excited and nervous. "Tell me if I mess up." Simon declared, "We will, but you won't. Trust me, you'll do great!" "So," Grayson said, "what's your plan to get out of your cell?" The three original hawklings conferred for a moment. Then Otto said, "So I'm gonna try and get the guard to come into the cell with an offer of a blowjob." The Dungeon Master nodded. "Roll a charisma check..." Otto took out a D20 and tossed it onto the board. "16!" "All right, the guard steps into the cell," Grayson narrated. The teen got up and stood with arms folded. In a rougher voice, he asked, "What the blazes do you want, thief?" Otto stood up, smiling in a sweet and sultry way. "Well, um, I was cold. I thought I might, um, trade you for another blanket." Grayson smirked. "Yeah, we'll see. If you suck me good enough, I might be able to help you out." Otto got down on his knees and took the highschooler's engorged erection into his mouth, humming happily as he sucked. Ronnie disclosed, "I'm gonna try and steal the keys while our paladin has the guard distracted!" "Mmmm..." Grayson moaned, trying to concentrate on his duties as DM. "Roll your pickpocket check, with a +2 bonus because the guard is VERY distracted..." Cal was totally lost with the die rolls (least he knew the word was "die" - unlike his big sister Nadine who called it "dice" even though Cal had corrected her more times than he did the correct title of "Teenage Mutant Ninja Turtles"), but he was learning the game a lot faster knowing it'd been modded with sex stuff! It wasn't as much of a shock seeing nakedness in a game, ever since Grayson had shared a cheat code that stripped the main character of all his clothes in his survival horror game MYSTERY OF HANGING HILL. A naked character on a screen was one thing, though; a naked boy going down on a naked teen was quite another! The fact it was all done as part of the game made it... hellacious! Cal noticed each hawkling doing more than stealing keys; they were also stealing glances of the newest member of the group. It made the tween blush even more fiercely, being the center of attention. This Otto dude may have been smaller than Cal, but he sure was able to take in more of Grayson's cock! The blond boy couldn't figure out how so much shaft fit into such a tight entrance. Maybe the explanation was sci-fi - like a warping in the space-time continuum. This Si dude kept pretending he was focused on the D&D adventure, but he was the one who looked over the most. And his blush seemed to be even brighter than Cal's. This Ronnie dude had kind of a too-cool-for-school way about him that made the hawkling even sexier, but when he looked over at Cal he seemed to turn a bit shy. Grayson thoroughly enjoyed the hummer, even though he'd just had one. Otto held nothing back, perhaps even wanting to show their new friend that this sort of thing was totally cool in their little group. Certainly, Cal was transfixed by the sight. The teenager gave the blond hottie a little wink as the sucking went on. Ronnie said, "I got a 14, so 16 with the bonus." Reluctantly withdrawing from the sexy kid's throat, Grayson went to roll a perception check for the guard. "All right, you successfully pickpocket the key just as Sir William swallows a load of jizz." Otto smirked. "That's me. My character. Sir William," he said for Cal's benefit. The game master asked, "So, you have the key, what do you do?" "We'll wait until night time, so everyone's asleep," Ronnie told him. "All right. Good plan. But these guards are horny. Late in the evening, they come and take Reginald away for 'questioning.'" "Oh good!" Simon said, grinning. "I mean, oh no!" He glanced over at Cal. "Reginald is me. I play a mage." Cal nodded. "Bodacious." "They took Reginald!" Ronnie exclaimed. "Now what do we do?" "We'll have to fight the guards to get him back," Otto said with all seriousness. "There's too many to fight," the dark-haired boy lamented. "Especially with Reginald's mouth now too full of guard dick to cast spells!" The boys all cackled, and even Cal joined in. This playful atmosphere was as important to Grayson as the sexual vibe that permeated these sessions. He loved that his hawklings genuinely had fun here in his bedroom. "Maybe we could get some help," Otto suggested, still grinning. "Do we see the barbarian?" "Yes, he's asleep in a cell nearby," Grayson noted. "Hey!" Ronnie said in a stage whisper. "Hey, you! Big guy! Yeah, I'm talking to you." Cal gulped and looked to the DM for guidance. "Um...?" "You were sleeping off your hangover and you now wake up and realize you are in a cell," the teenager explained. "Someone is trying to talk to you. All you have to do is respond what you think makes sense." Cal was shell shocked - like that time with TMNT IDW COLLECTION NO. 5 when he'd come upon the part where Donatello got attacked by a sledgehammer and actually died. But the hawklings were all staring expectantly. It was obvious if Cal didn't say anything, the magic of the gameplay would fizzle. Ronnie tried to help him along. "Wake up, big guy! If you want to get out of here, help us out." Blushing, Cal said the first thing that popped into his head. "Ohhhhhhhh, so help ME, if you keep on making this barbarian's hangover worse, it's clobberin' time!" His line was met with thunderous laughter from Grayson and the gang! Cal practically fell off the bed from the racket. Ok, so maybe he stole the last part from Marvel's Thing. It was hellacious, though, to get that kind of response. A smile crept into his own face. Otto whispered, "Um, sir, don't you want to escape these jail cells?" Cal continued his exchanges with the other prisoners, learning of the escape plan and the skills required from him to make it happen. All the while the 11-year-old stole glances of Simon getting facefucked by Grayson in their re- enactment of Reginald being taken away by the horny guards. And he noticed both Ronnie and Otto looking at him the same way Grayson did the day of his sister's birthday party when Cal had been sucked off and fucked for the first time. It was intimidating and flattering, and Cal kind of understood what girls must feel like when having to pass groups of horny boys in the school hallways. Or maybe Ronnie and Otto were just being nice. But then Simon flashed him a look while getting his face mashed by the teen's raging boner, and Grayson did the same even though he was supposed to be a cackling guard in the next room getting his rocks off with the prisoner. "Oh no!" Simon vamped as Grayson put him up against a wall. "You vile cretins! How dare you?" As good of a roleplayer as Simon was, his little pencil made his protests ring false, since it was stiff and twitching as the horny teenager began to ravage him. Grayson barked, "Quiet, wizard. You steal from the Prince, you get what's coming to you." He thrusted vigorously and slapped the boy's pale white ass. "Mmmmmmmmm," Simon hummed, his eyelids aflutter. There'd been a time, not too far back, when Grayson had lamented he might never get to fuck a cute gradeschooler the way he wanted, and yet here he was doing it while more little hotties watched. "Ok, I unlock our cage," Ronnie said. "And then I let Olaf out of his." "That's you," Otto whispered helpfully. Cal smiled. "Yeah..." He bit his lower lip. "If we're gonna fight, do we need weapons?" "You got a big hammer between your legs," Otto joked and Ronnie giggled. Cal chuckled. "Can I, uh, beat the guards with it?" "What's Olaf's attack bonus with his schlong?" Otto asked and everyone lost it. Grayson still had his dick up Simon's hole. "All right, guys, you make it to the guard room. There's three guards. Two of them are worn out from nailing Reginald. The third is pounding his ass. What do you do?" The rescuers sorted out their attack plan and then rolled for initiative. It was a testament to Grayson's dedication to his craft that he could manage the attack sequence while still giving Simon's rear a hard fucking. The foursome defeated the guards with minimal damage to the party. Which meant Grayson had to pull out of the prisoner. "Who's our new friend?" Simon asked. "Reginald, this is Olaf," Otto said. "Um, hello," Cal mumbled with a shy smile. Grayson the DM explained, "The way out is blocked." "I look for secret doors!" Ronnie replied and rolled a die. The teen narrated further, "You find some stones that can be moved and that leads you into an old ruin underneath the prison..." "Yay, a dungeon crawl!" Simon enthused. Cal moved off the bed with the gang in their escape from the prison. Together the naked boys traversed the bedroom. A blush burned Cal's cheek at the sight of Grayson's encouraging wink. Good thing the barbarian was brought along. No sooner had they entered the first "room" of the dungeon than a horde of creatures attacked. Cal swung the club sticking out from between his legs, decimating them with one huge clobber. And this only came about because Simon had charged the club with a spell - coating the shaft with a layer of spit. "The group is grateful to Olaf for his physical skill," Grayson said as the DM, "and they reward him with kisses to the cheek." Cal was sure he must've charred the lips of every hawkling, because his cheeks were even redder as lips smooched him one at a time. Again, it was flattering that each member of his party jostled to be the first to show their appreciation to the blond barbarian. Simon stated, "We're pleased you've decided to be one of us." "We need you if we're going to survive," Otto agreed. "Welcome to our party," Ronnie announced. "It hasn't been the same without you." Cal thought it polite to respond to the hospitality. "Thank you for saving me from my fate in the prison, my friends. You have proven you have my back, and now I have yours." "Speaking of back," Grayson began. The party turned to the DM for the next prompt in their dungeon crawl. And soon the 16-year- old had Ronnie bent over. "Before you can warn him, the thief picks up a curious ring," Grayson said. "And a mysterious blue creature appears. The creature is male, which you can tell from his hard penis. He starts shoving it into Baldwin the rogue." Ronnie moaned as his tight hole was filled. "Ooooo!" "Baldwin!" scolded Simon. "You're always messing with cursed objects!" Ronnie replied, "But they're - ahhh! - so much fun!" "What do we do?" Cal wanted to know. Otto asked, "What is the creature, Reginald?" Simon rolled a die and got the answer from their DM. "It's a reverse djinn! Instead of granting wishes, he gets to have three wishes granted to HIM." Grayson rumbled, "My first wish is to sample this sweet bit of ass! My second is to watch you two share the barbarian's prick!" Otto mourned, "We have no magical weapons to fight him with!" "I try to banish him," insisted Simon. Unfortunately, he rolled badly. Still fucking the rogue, Grayson announced, "Your spell fails." "Curses!" Simon muttered. "Well, once his three wishes are granted, he goes away. So the best thing is probably just to go along with it." "Agreed," Otto said, smiling slyly at Cal. "And I don't mind at all!" Soon the redheaded and the brown-haired boys were on their knees licking and sucking at Cal's member while Ronnie took a hard pounding from the horny "creature." "Hhhhhhppphhhhhh..." was all Cal could utter and suddenly he was reminded of the very first suckjob he'd ever received, when Grayson had snuck under his covers during the birthday party. Here in the teen's bedroom it was double the fun, with Simon and Otto on their knees lapping away, covering every square inch of his tween stalk, knob and sack. Both hawklings took turns bobbing up and down on his naked pencil. The boy steadied himself with hands on the bare shoulders of each fellator. Cal looked over gratefully at Grayson. Word was that D&D was nerdy and boring - this adventure was anything but! Despite the teen being occupied giving Ronnie the D, he still smiled at the newest recruit. "I... I'm gonna... u-um..." Cal hissed. The tongues went harder on his dick. Making the sensations even more intense. It was incredible to think these boys were both so dedicated to giving Cal the best blowjob. "Cum for us, barbarian," Simon pleaded. "It's the only way to break the spell," Otto advised. "Ohhhhhh, ok, if I-I must," Cal managed to communicate. This was gonna be one of those cums that was so incredible it might hurt afterward - but it was worth the post-nut ache! "AaaaaaaAAAAAAaaaaAAAAAHHHH!" Simon and Otto lapped together as Cal was sent into the stratosphere with his dry climax! After the djinn was through with Baldwin, and the two members of the party had sated the barbarian, Grayson announced the final wish was to have the thief, the paladin and the wizard suck each other in a daisy chain while the barbarian got his own fucking. "Well, if it is the only way," Cal said, unable to hide his grin. "I will do this for my new friends." Otto, Ronnie and Simon all got on the floor and went to work, sucking each other's hairless dinks. Grayson put Cal on all fours on the bed and gave him a good, hard ride. It wasn't long before all the adventurers and the djinn were groaning out their orgasms. The four hawklings sat together on the bed, grinning happily. Grayson asked, "How'd you like your first game, Cal?" "Cow-a-bung-a..." Cal sighed, unable to believe he'd just had sex with cute boys and one hot teen. Simon giggled, "Well, you got the BUNG right." Off Cal's confused look, Ronnie explained, "It means 'butthole.'" "I didn't know that," Cal confessed. "And I also didn't know boys could do all this naked stuff together, and before I met Grayson I didn't know I'd do naked stuff with boys." Grayson stroked the tween's blond hair. "So, you think you might be interested in more D&D adventures?" Cal saw the other three boys lean in expectantly, like there was a cliffhanger in a story they were eager to get the answer to. It was a bit intimidating, but the number of hawklings reminded the skinny dipper of the four turtles in a certain show he loved. "What the shell," Cal said with a chuckle.