Date: Sat, 23 Sep 2023 21:42:51 +0000 From: Underjug Subject: Subbing Subbing by Underjug, story idea by TheRealCOG T/b, oral, anal, brief CD ********** 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. ********** Madden had a reputation as the most popular boy at school - captain of the football team, president of the student union and top of the honor roll. He'd landed the indisputably hottest girl, Kendra, and had even exchanged promise rings. There was just one glaring problem for the seventeen-year-old blond stud... he still hadn't gotten any. "Come on, bae," Madden complained when his hand was removed from his girlfriend's breast. "It'll be slick if we do it." "We've been over this before," Kendra said, straightening her halter top. "You know why I can't." Madden sprang up from the floral duvet. The couple had been making out in the privacy of Kendra's room. But the horny teen boy wanted to take things to the next level. That wasn't going to happen as long as his gal was committed to the oath she'd made at some archaic purity ball. In a voice tinged with bitterness, Madden said, "Just because you danced with your dad and promised to be chaste..." Kendra took his hand, fearful of losing a catch such as Madden. "I'm saving myself for marriage, pookie. So that our first time will be special." "How about a BJ?" the handsome jock wheedled. "That's, like, not even really sex." "I... Can I think about it?" Madden pulled away and slipped into the jacket of his school uniform. "Look, Kendra, I've been patient. But a guy's got needs. It's not natural to be Barbie and Ken dolls. I have a reputation to uphold." "Tomorrow, then!" Kendra exclaimed as she rose from the bed. Madden paused. "Really?" "Come back tomorrow night and... I'll... do it." In the bedroom down the hall, Avery was deep into his computer video game when there was a knock on the door. The ten-year-old, redheaded boy didn't have the opportunity to tell whomever it was to go away before the intruder barged in. Seeing it was his annoying big sister only further provoked Avery into telling her to get lost. But Kendra said with atypical enthusiasm, "How'd you like to earn twenty bucks and have your chores done for a week?" So startled was Avery he didn't even notice the team in his game had lost a battle. "What do you mean?" "I'll pay you two-zero dollars and you won't have to make your bed or take out the garbage or vacuum the living room..." "You forgot empty the dishwasher." "Or empty the dishwasher." "Okay!" A smile overtook Avery's face, followed almost immediately by a frown. "Hold it. What do I gotta do?" The explanation from Kendra didn't go over well. Even when the teen priss insisted that a girl's virginity was important but a guy's wasn't. The very notion of it was shocking and unbelievable - the little brother was not about to suck on a penis, let alone put one in his mouth! He knew from his progressive school that males ejaculate sperm to make babies, something his big sister had failed to mention and was evasive about when he brought it up. No deal was worth the icky task Avery was asked to perform. "Goodness sake, thirty bucks and two weeks of your chores?" Kendra offered with a frustrated sigh. "To suck on your boyfriend and let him have an orgasm in my mouth? Not for any money or any work I gotta do around the house." "Forty bucks and three weeks of your chores." "Uh..." That was actually a lot of cash for a kid. Almost enough to pay for the latest DLC in his video game. And with the extra free time he could play all night if he wanted. "Oh my god, Avery. Fine. Fifty bucks and a month of your chores." "Deal!" The suddenness of the boy's agreement took Kendra by surprise. "Really?" "When do I gotta do it?" Come the next day, Madden - with a twitching bulge in the pants of his school uniform - escorted his girlfriend to her bedroom. At last he was about to get his first hummer from the hottest gal in school! But in the middle of unzipping his fly, Madden was asked to hold up a moment. "What're you talking about," he griped, "I can't wait any longer." "Just two things...." Kendra removed his school tie. "First, you have to be blindfolded." "Huh? Why?" "Because I'll be super embarrassed doing this if you're watching me." Madden was far too horny to care. "Okay...." As Kendra secured the tie, she told him, "Second, you can't touch me until after we're done, so hands behind your head the whole time." "But I won't try to choke you or anything," Madden said reassuringly. Kendra emphasized, "No peeking and no touching or the deal's off." Madden sighed. If this was the price he had to pay, then so be it. "Fine, I promise. Now can we get to it?" "Okay, I'm ready." Avery was waiting outside the bedroom door when he heard his cue. Nervously, the ten-year-old boy snuck in and approached his sister's boyfriend. He'd been having second thoughts about whether sucking on a penis and ingesting sperm was worth free game content and free labor. Kendra must've sensed his misgivings, because her face formed a scowl and her arm gestured bossily in the direction of the jock's crotch. Annoyed, though whipped, Avery padded over to Madden. He heard the teen boy say, "Feast on it, bae." A penis was suddenly whipped out. And the youngster's eyes were bulging even bigger than what was protruding from between the highschooler's legs! It looked like the difference between a parade balloon and his own sad little windsock! The end of the penis was almost like a ping-pong ball with a bunched-up hoodie collar. The tubular hull had a few weird lightning veins visible on the loose skin. How was a kid supposed to put something that huge in such a puny mouth? Even Kendra didn't seem all that thrilled to see her boyfriend's privates. But when Madden asked, "What're you waiting for," she gestured even more adamantly for Avery to get to work. With a disgruntled frown, the gradeschooler dropped to his knees and took the heavy balloon in his small hand. "Oooohhhhhhh, feels slick when you touch it," Madden groaned. This startled Avery and he looked up to see the simple grin on the teenager's face. The youngster wasn't used to such a sight on the usually disaffected cool highschooler. Now Kendra was gesturing like a crazy person for Avery to start sucking on the thing. The little brother flashed her a look that said he would but only if she stepped outside the bedroom like she'd promised. Despite shooting back a threatening expression for him not to screw this up, Kendra did tiptoe outside and close the door. Madden was thirsty his girlfriend was actually going through with this! Every squeeze of her delicate fingers on his dongle gave him a high that was better than any touchdown, top marks or scholarship. He didn't even mind at first that she wasn't taking it in her mouth right away, but just as he was about to ask when they were going to get to the actual blowjob, his knob was pushing past those sweet lips and his sensitive patch of skin was being teased by that silky tongue. "Yeaaaaaaah, cupcake, suck my coccccccccccckkkkkk..." That she did. Her palate descended and her jaw tightened. Scintillating pulses emanated from his fleshy dome as her mouth created a pleasant vacuum. The girl was doing it - she was giving head! Even the little nips on his tool did not detract from the excitement of Madden's very first oral experience. But when those pinpricks grew more razor-like, the jock said, "Watch the teeth, bae." Avery didn't know what to make of any of this. His pulse raced from the terror of his sister's boyfriend potentially removing the makeshift blindfold and furiously beating up the little brother for pulling this nasty trick. The preteen didn't even really know what he was doing. Kendra had let him borrow her laptop sans parental lock so that he could watch some X-rated videos as homework. But the boy was nowhere near as experienced as those porn actresses in his attempt to imitate their expert dickie service. It was a major relief that, on balance, the older boy seemed to be enjoying the experience. So at least that was one worry out of the way. "Nnnnnnhhhhhhh, get more than just the head in, cupcake." And Avery reverted right back to a different worry. How was the youngster going to cram the balloon into his miniature mouth? "MMMMMMmmm, uh-huh, uh-huh, just like thaaaaaaaaat." Shocked to discover his natural abilities at deep throating, Avery sucked on most of the seventeen-year-old's penis, careful to keep his teeth at bay and his tongue pressing firmly. "Bae, hhhhnnnnnnnn, lovin' it, lovin'... IT..." Madden had to restrain himself from dropping his hands from his head and stroking Kendra's hair. But the highschooler wasn't about to do anything to ruin his first BJ. Thankfully he had will and discipline. As for delayed gratification... "Shit, I'm gonna bust a nut! Take it! HHHHhhhhhmmmMMMMUUUUUUHHHHH!" The jock's tonsil tickler went diamond-hard and his balls droned - never had his equipment been this turbocharged! The laced fingers on the top of his head slackened as his brain put all its focus on the most intense climax of his life. Wad after wad fired out like an out-of-control tee shirt cannon at a rock concert. If Avery had been intimidated by Madden before, he was totally petrified now that the teen was growling ferociously and barking orders. The penis inflated in his mouth as if more helium were being pumped into the parade balloon. Then it erupted with sperm, which the boy swallowed as fast as he could. Luckily he was equally skilled at ingesting the inconceivably huge amount of gunk. Just before his sister's boyfriend could recover, Avery was on his feet rushing for the door so that Kendra could take his place. The little brother had the presence of mind to block his messy mouth with the back of his hand so that she couldn't see the evidence of his shameful deed. "OOOOooooohhhhhhhh, Kendra, bae," Madden groaned as he dragged the school tie down from his face. There she was kneeling at his feet, a smile on her face. "You were fucking slick." "I was happy to make my pookie feel good," Kendra replied. Madden stuffed his deflating prick back into his pants. "We have got to make this a thing." Fear gripped Kendra as she rose up from the floor. "But it was supposed to be the once." "That's only 'cause I didn't know how incredible you'd be at it," Madden grinned as he took his girlfriend in his arms. "I can wait for real sex long as I can get this on a regular basis." "Um..." "C'mon, bae, my girl's not a cocktease, is she?" "Well, no..." "Then it's settled. C'mon, I'll take you out for dinner and a movie. You've earned it. We'll go wherever you wanna eat and even catch a chick flick." Meanwhile, Avery took a bath to wash himself of the experience. At least he was getting his DLC for his video game and a month with no chores. But it was at the cost of doing something truly gross. He hadn't anticipated just how enormous a teen boy's penis could get and his stomach literally felt full from all that sperm he was force-fed. But why hadn't he rinsed his mouth out yet as he stepped into the tub? Avery licked his lips, finally allowing himself to taste the sperm that he knew had come from his sister's boyfriend's testicles. It was creamy like a sundae topping and salty like taffy. The fact he liked the flavor had his wind sock rising up similarly to the jock's penis. Maybe Avery... liked giving Madden a blowjob? The next morning at breakfast, the youngster was pulled aside by his big sister for a talk. "Look, I need a big favor from you." "What now?" "Madden, he... he expects me to keep... taking care of his needs." "So, what's wrong with that?" "No, you don't understand. What I mean is... doing... what you did to him." "Huh?!" "Omigawd, Avery, I need you to continue with this, please. I can... dip into my college fund to pay you and of course I'll add an extra month of doing your chores each time you... service him." "Really?" "Yes, so will you?" "Um... I'll think about it." "You have to decide fast, because he's expecting another one tonight." Madden was changing in the locker room following football practice. Coach and everyone on the team had commented on how relaxed and focused their quarterback appeared on the field. Of course the jock had silently attributed it to the slick suckoff from his gal. A burning question lingered in his mind, however, so he took advantage of the opportunity to let it be known he was getting some and to find out if the circumstances surrounding it were unique. To his good buddy Rashaad he said in a low voice, "I've been meaning to ask... When your girl's going south, does she ever make a big deal about you watching her go at it?" "Shit, dawg, of course," Rashaad chuckled. "Yo, first thing I learn, don't mess with a black chick's hair, second is don't be watchin' her fine mouth slobbin' on the knob like corn on the cob." That was good enough for Madden. If being blindfolded and not touching were necessary for a regular hummer, he was prepared to do it without question. Once again he was standing in Kendra's room with his school tie shielding his eyes. After exposing his wood, he promptly placed both hands atop his head. "Yeah, bae, firm me up with your fingies." God, Madden was in heaven as Kendra made contact with his rod. He couldn't believe how small that hand felt on his shaft. But it sure was dedicated to make the horny teen moan. "Mmmmmmmmm, now suck it, cupcake." For the second time now, Avery took the end of the penis in his mouth and treated it to a soothing tongue bath. He'd decided his big sister's offer was too tempting. New titles would be released soon on his game system and he'd have the money to purchase them all. More research of multiple porn clips had yielded better techniques to give blowjobs. Plus, the gradeschooler's vocabulary had improved with the knowledge he was sucking on a cockhead and would be going down on a shaft. "Fuuuuuuuuuck, bae, you know how to please your man. Oooohhhhhhhhhhhhh..." Gradually, Avery started to bob on the cock, taking it deeper and deeper into his throat. "Yeeeeaaaaaaahhhhhh, that's the way, don't disappoint - kkkkkkkkyyyyyeaaahhhh..." Precome dripped onto Avery's tongue and he swallowed this precursor to the real thing that would be firing from the teen's balls. "Shit, I want it to last, but fffffffFFFFFFFFUUUUUUUUUUCCCCKKK!!!" Madden practically buckled at the knees as he shot his wad. His girlfriend was just too good of a cocksucker. He'd rarely climaxed within minutes like this, but what he was experiencing was another slick cum! Avery bolted out of the room the moment he heard his big sister creep in from behind. He darted into the bathroom to clean up. While filling up the tub, though, he was compelled to peer into the mirror. Those pearly globs around his mouth fascinated the boy. He climbed up onto the sink to get a better look. It was like a milk goatee. Truly thick and creamy and... delicious. Instead of wiping the stuff off his face, the preteen cleaned it all off with his tongue. Another thing Avery noticed in his reflection was a recurrence of the hard little twig between his legs. The same excitement as Madden's, except tiny in comparison. This HAD to mean Avery was into giving blowjobs. *** Over the next few days there were no requests for the little brother to take care of his big sister's boyfriend. Which was fine, because the DLC had kept the boy occupied. But every so often while the game was on pause, he actually wondered when Kendra would come into the room to announce he was needed to do the deed. Madden didn't have much time for anything else but two big tests to study for, a tough game against a rival football team and meetings to attend as class president. Come Saturday afternoon he was ready for another slick peenie polish from Kendra. And his gal totally delivered! Knowing the jock's junk was easily triggered, she employed a different technique, with reduced suction and lighter tongue action. "Fuuuuuuuuuuuck, bae, yeah-yeah-yeah, that's just as great. Gonna last a while. You're the fucking best, cupcake, mmmmmmmmmmmmm oooohhhhh ffffffffffffffff... Play with my nads." Delicate fingers cupped his sack and rolled his testicles gently. Kendra was manipulating them like the Baoding balls that Madden would rotate in one hand as an exercise to improve his dexterity. The feathery touch made his whole groin tingle. "Don't stop sucking, though, while you're doing that... nnnnNNNNNGGGGGHHHH... Betterrrrrrr... This is slick... real slick... Love you, bae, love you so so so so muuuuuuuuuch..." Avery blushed at those words. Obviously they were meant for Kendra, but to hear them directed at the boy from a dude who barely even acknowledged his existence - it was embarrassingly nice. The balls on the teen hung fairly snugly from the base of the cock. Experimentally, the youngster tugged them downward for better access, and this elicited a pleasurable groan, so he understood it was something that Madden liked. "You were made to suck me, cupcake. Mmmmmm, your mouth... your lips... uuuunnnngghhh... your tongue... they make me feel awwwwwwwwwwesommmmmmmme..." *** Over the next month or so, Madden aced all his tests, performed even better on the field and had secured his rep as a stud now that his friends knew the abstinence-preaching Kendra was regularly blasting his brass. At some point, however, the jock was no longer satisfied with blind taste tests. He needed a visual of his girlfriend dining on his dick! A little look-see was all it would take so he could download the image into his spank bank for those times when they couldn't get to the beejs. One Saturday afternoon Madden had the blindfold put on like usual and rested both hands atop his head. A few moments later, Kendra's dainty little hand made contact with his rod. "Yeeeaaaaahhhhhhhh, always feels good when my bae grabs hold." Madden imagined the promise ring on Kendra's finger. The glittery purple polish on Kendra's nails. The pink lipsticked mouth opening wide as Kendra took in his dongle. That long flowing brown hair of Kendra's which had to be brushed back so it didn't mess up the blowjob. "Gaaawwwwwd, mmmmmmmm... suck it...su-u-u-u-uuuuuuck iiiiiiiiiiit..." The temptation to take a peek grabbed hold of Madden. Furtively he lowered his hands. The school tie around his eyes was tight, so it took a few tugs for it to even start to loosen. Eventually the pressure slackened and the tie was raised inscrutably. Madden's eyes took in the sweet cocksucker who'd pleasured him to the heights of ecstasy. At first the image in his mind and the person down below didn't mesh. Kendra's hand had no ring... Kendra's fingers had no nail polish... Kendra's mouth had no lipstick. And... And... Avery's hair was short and red. Wait... What did he mean by AVERY? Madden blinked a few times... ...and then the accusations flew. In his bedroom, Avery was trying to play the new game he'd bought with his blowjob money. He couldn't concentrate, however, because of the guilt, in addition to the yelling in the next room. A few minutes ago, Madden's cock had been ripped out of his mouth and the jock's voice had said, "What the fucking hell is fucking going fucking on?!" The little brother was devastated by his big sister's news at dinnertime that she and Madden had broken up. Of course the reason wasn't disclosed to their parents, but Avery understood perfectly well why. With a heavy sigh, the gradeschooler realized he would miss the new video games and the freedom from chores, but mainly the taste of the teenage jock's penis and come. Avery wasn't completely selfish about the whole situation; he tried to make Kendra feel better by using some of the blowjob money to buy her an expensive dress for her birthday and to have a bouquet of flowers sent to her school from an anonymous admirer. "Thank you, Avery, you didn't have to do all that," Kendra said with sparkly tears in her eyes. "Don't worry," the little brother replied, "everything'll be okay." Fortunately, Kendra hadn't gotten rid of the photos of herself with Madden. So when his big sister wasn't home, Avery would sneak into her bedroom to stare at the handsome teenager, running his tiny finger along the crotch where the boy enjoyed spending his time. Madden was humiliated and his ego couldn't stand the bruising, so he started dating the second- cutest girl at school, Aymee. It didn't help that her name sounded similar to Kendra's little pansy brother, but there was no way he'd settle for the third-cutest girl. What made this at least tolerable was Aymee's willingness to give Madden the hummers he was now totally addicted to. Madden tried to go straight to fucking, but annoyingly this other girl had also attended that lame-ass purity ball. It was Aymee, actually, who'd offered to give blowjobs as a consolation prize, so at least this one was into doing oral. And without tricks like blindfolds. Madden excitedly whipped out his cock in his new girlfriend's bedroom, ready for that sweet pleasure and release. The experience wasn't bad, even though Aymee needed coaching to watch the teeth and to stimulate particular areas of his prong. The job may have been sloppy, but she got it done. For Madden the big plus was being able to see his bae mouthing his banana and to reach down to touch her long blond hair. Just the sight of Aymee giving a beej got him nutting in no time! Madden didn't even mind the occasional scraping of teeth and the mediocre balance of sucking and tonguing. These were beginner mistakes, which, with experience, would undoubtedly be corrected. *** After a couple weeks of giving head, however, Aymee hadn't improved her technique one bit, much to Madden's disappointment. The scraping became a constant annoyance and no amount of instruction could get her to suck with any degree of precision. It got to the point where Madden was looking forward to receiving blowjobs less and less. He'd assumed there was a standard approach to oral stimulation, but the painful lesson he was learning first hand was there existed natural skill, intuitiveness and adaptability. Something Aymee just didn't have. Madden had an itch this new girl couldn't scratch. Unfortunately, it reflected poorly on his performance in the classroom, on the field and at meetings. Things went downhill from there when Aymee announced she needed braces. And not the invisible kind, but ones with a metal grill. No way was Madden entrusting something so precious as his cock to a death by a thousand paper cuts. Only his bod should be shredded, not his meat. Avery was just as shocked as his big sister when the highschool jock showed up for a little talk. Unhappily, the boy wasn't invited and had to wait in his room. There was still plenty of DLC to play, so Avery had enough distraction to occupy himself with. But he was much less interested in his video game and more focused on what the ex-boyfriend was doing in Kendra's bedroom. "So, we have a proposal," Kendra said, startling Avery so bad he fell out of his chair. The little brother hadn't heard his sister enter. While being helped up onto his feet, Avery noticed Madden was nowhere to be seen and Kendra had plastered on a nervous smile. "What is it?" "Um. Madden is back to being my boyfriend." "Really? That's slick!" "On one condition. That, um... That you... keep doing what you did... to him." Avery sat down, dumfounded. He ventured, "You mean...?" "Yes." "Oh!" "Of course I'll keep paying you." "No, Kendra." "Oh, c'mon, Avery, PLEASE? I really NEED my pookie back and-" "I mean you don't hafta pay me." Now it was his big sister's turn to be dumfounded. "But... I don't understand..." Avery patted Kendra on the arm. "You've given me so much money already. Mom and Dad'll get suspicious, I know, if you take out any more from your college fund. I got all the stuff I've ever wanted, I don't need anything else. Plus, it was tough seeing you so sad. You're my sister and of course I'll help you out." Naturally, the preteen had omitted the little fact he was looking forward to sucking off the jock and would probably have returned all the cash for the privilege of doing so. "Really?! Avery, you're the best little brother I could ever ask for!" For the first time in years, Avery received a loving hug from Kendra. The warmth and attention were welcome, though truthfully he'd have much preferred them from the highschool hunk and his cock. Madden stood in his girlfriend's bedroom with eyes blindfolded and dongle dangling. This was something he needed, but definitely didn't want. Why the best cocksucker had to be his bae's little brother was a cruel mystery. Without a doubt, however, that mouth knew its way around the equipment between the jock's legs. The main stumbling block was how queer this all looked, but as long as the unwanted image was out of sight it could very well be out of mind. The door was heard opening and closing. Followed by padded footsteps. There was a pause before fingers wrapped around his shaft. Even that touch sent waves of pleasure through the highschooler's groin. "Nnnnnhhhhhh..." The familiar latching onto his cockhead prompted an involuntary groan from Madden. God- fucking-dammit, that felt slick. And it only got better when the mouth traveled up his swelling stalk and got him rock hard. "OOOOoooohhhhnnnnnnnmmmmmm..." Of course, the entire time Madden was picturing Kendra. Long flowing hair, slender fingers with nail polish, pouty mouth with lipstick. Truly the most beautiful gal in the whole school. "HhhhmnnnHHHHHHHHHHHAAAAhhhhhhhhhhhhhhhh..." Avery was so happy being right where he wanted to be. He took this even more seriously than his video game high scores. Every button of Madden's - the boy was making sure to press and in the right order. The little brother was adamant about giving the best blowjob possible so that the jock would have no choice but to return again and again. Nonetheless, it was obvious something was missing. The tender words from Madden had been reduced to guttural noises. That was a bit of a letdown. Avery had enjoyed hearing the praise and affection. Still, knowing his mouth was making the big boy feel good was at least some compensation. "Hhhhhh... Mmmmm... Yeaaaahhhhhh... UuuuUUUUUUUUNNNNNNHHHHHHHH!!!" The preteen couldn't believe it had taken less than a minute to set off the cock and be fed a healthy load of sperm! Swallowing it all was as challenging as his very first blowjob, though with experience he managed it without a mess. By instinct, Avery leapt to his feet and scurried out of the room. The boy savored the flavor in his mouth during bathtime, comforted by the knowledge he'd returned to his regular routine. The weirdness of what Madden had gotten himself into was mitigated by the satisfaction of oral service that left him sated, euphoric and ready for a relaxing date with Kendra. All images of her dweeb little brother had been scrubbed from his memory and here was his hot bae making out with him on her bed. "I love you so much, pookie," Kendra whimpered, holding onto him tight. "Love you too, cupcake," Madden soothed. Life had gotten better almost instantly. The highschool stud was back to acing his tests, his games and his meetings. Not to mention the hottest gal was his bae. Granted, there was the drama of a jilted Aymee to deal with, but the upside was it had only increased his rep among the dudes on his team. Even Rashaad was calling the star quarterback a playah! Madden had missed those gloriously satisfying hummers so much that for the first week he insisted on daily sessions. The near-premature ejaculation he'd been experiencing became less frequent, so that he could stretch out the experience to a good ten minutes of customized stimulation before blowing his wad. *** After a month went by, Madden was starting to get a little too comfortable with the routine. Standing there getting serviced was becoming rote and though the straight jock had a strict no- interaction policy, every impulse was telling him to do more. The teen male had a primal need to fuck. Avery had gotten used to being at the beck and call of Madden. The handsome blond teen would remain fixed like a statue, while the redheaded boy would come in with a mouth eager to do all the polishing. So it was a complete surprise when Avery's ears were clasped by two powerful hands and the raging boner slid back and forth in his mouth! What has going on? "Oooohhhhhh, stay still. Lemme do this. Mmmmmmmnnnnn..." Those were the first words Avery heard ever since he'd returned to giving Madden his blowjobs! The boy was not about to ruin the moment by stupidly asking questions. So he locked his jaw open and let the cock glide back and forth. And Avery did everything he could not to choke or even cough when the knob hit the back of his throat. No, the preteen would remain on his knees and just take it. "W-We're doing this from now onnnnnnnnnnnnnn yeaahhhh ooohhhhhhhhh..." Whatever the teen wanted, Avery was ready to submit. There was the added dash of excitement from the newness of this thrusting. It had gotten Madden to actually speak to the boy! How slick was that?! "Gonna cum, deep throat it..." Avery winced as the penis was shoved completely into his maw. Ropes of jizz blasted directly down his food-pipe! Geez, this was downright amazing! Without warning, the boy's head was shoved back, leaving a gap in the hollow of his mouth where the cock had provided warmth. "'Kay, done." Obediently, Avery scurried out of the bedroom as the big boy stuffed his deflating penis back in his pants and zipped up. Madden was even more satisfied than before. No longer was he fixed in place like some mannequin at the mercy of whatever the mouth chose to do to stimulate his cock. The teen had much more control and had experienced what it must be like to fuck. Granted, his hands were obligated to grip the ears of a short-haired boy, but with a little imagination he was able to pretend it was his bae he was screwing. *** Another month went by with a lot of gyrating and a lot of ear grabbing and a lot of spooge delivered into what Madden conceived of as an absolutely smooth honeypot (at least Kendra had flashed him a couple times so he had an actual image to fantasize about). "Yeaaaahhhhhhhhhhhhhhhh... hnhnhnhnhnnnnn... Mighty slick... oohhhh... Gonna give it to you... Gonna give it to you... You want it... So wet... fffffffffuuuuuuuck... so fucking wet... Gonna cum up your... yeah... tight little... UuuuUUUUUUUUNNNNNNHHHHHHHH!!!" Yup, this was how things were going to be. Madden needed to get to third base. So he would hump away thinking about making it with his girlfriend's fine pussy. Avery was relieved his sister's boyfriend wasn't able to see him wince and scowl and tear up during the assault on his mouth. He tried his best not to cough, but a couple times he choked, which luckily went unnoticed. In recent days, however, the boy had gotten much more used to the invasion of the shaft and the hammering of the cockhead. It was as if Madden had treated the boy's mouth like a baseball glove which needed to be broken in. The constant sessions had allowed Avery to completely master his gag reflex. The fifth grader was now at the stage where he could handle the "fucking," as Madden had called it. "So tight and wet... Mmmmmmmm... You want it... Gonna wreck that sweet vaj... Mmmmmnnnnn... Yeah... Fuck yeah... Gonna shoot... Fuck... Fuck... UuuuUUUUUUUUNNNNNNHHHHHHHH!!!" *** Madden was at his wit's ends. Fucking a mouth wasn't doing it for him anymore - he needed a tight hole. Kendra still wouldn't put out because of that obsession of hers with being pure. She wouldn't even consider doing it in her backdoor (the perfect solution, in his mind, since her pussy would remain virginal and neither of them would have to worry about a pregnancy). What drove Madden over the edge was the incident in the bathroom. The highschooler had walked in to take a leak, thinking the little brother was done with his tub time. But the brat was still in there, naked, toweling off. Just like when Kendra had flashed her beav, Avery had done the same with his bare butt before covering himself up. Call it horniness or desperation - whatever it was, Madden couldn't help notice the similarity between his girlfriend's shaved vaginal lips and her brother's pert little butt. Already the jock was predisposed to try out anal. All he would have to do was imagine plowing teen girl cunt instead of little boy pussy. There was just one major roadblock. Madden had to look at... him. Fate, however, delivered a solution when Rashaad had lost a bet to a fellow linebacker to see who could eat the most eggs and as punishment was forced to wear some bitch's clothes. Obviously, the 180-pound mountain of a dude looked nowhere near fuckable. Yet there was a passable femininity that couldn't be denied. With the right dress, wig and makeup, maybe... just maybe... Madden could imagine he was taking Kendra's cherry! Avery sat at his computer desk, stunned, his video game character left to die over and over again. A proposal had been delivered to the ten-year-old boy that was so gross and disgusting he couldn't believe it'd even been given serious thought. Not that Avery would mind letting the jock put his cock up the boy's behind. During his research, the gradeschooler had seen porn vids with guys sticking it into girls where the sun didn't shine. The sight of those guys doing anal had inspired Avery to play with his own hole; and to his delight he'd discovered penetrating with his fingers was quite pleasant. It wasn't the fucking that Avery objected to - it was the crossdressing. He was a boy, not a girl. A line had to be drawn somewhere, and this was it. Self-righteously Avery ordered Kendra to get out of his room! "Please, little brother, I'll..." "No! There's nothing you can say or do that'll change my mind!" And then the strangest thing happened. Never in his dreams would the boy have imagined it was even possible. He could live a thousand lifetimes and the notion would never have entered his mind. It simply wasn't within the realm of possibility. Madden came in and asked him to! Before he could get his bearings, the boy nodded his assent. Now he was committed. Madden was satisfied with the dress, wig, stockings and panties provided by Kendra. Apparently makeup and nail polish had been flatly refused by the girl substitute, but those didn't matter much, as the main outfit was illusion enough. In fact, when the jock opened the door to the bedroom and saw "Kendra" lying face down on the floral duvet, his cock firmed up in his jeans and his mouth practically salivated. The "girl's" body was noticeably diminutive, but Kendra had always been on the smaller side anyway. Though the face was obscured by the "girl's" long hair, there were plenty of times when Kendra had turned aside and hid her features behind a curtain of strands. Tucked beneath the pink satin pillows were the hands of the "girl" so there would no issue with the absence of nail polish and Kendra's promise ring. Madden was primed to fuck! "Lie still and don't make a sound. It'll be over before it's over." The highschooler fished out his boner while crawling on his knees across the bed. With his imposing frame looming over "Kendra," he reached underneath the dress and found the silk panties. Precome marched out from his piss slit and clung to the bottom of his shaft. Panting, Madden pulled the undergarment down, his fingers brushing against what he fantasized was his girlfriend's labia. The jock was about to mount his bae and take her sweet cherry. Avery lay on the bed with a sour-lemon expression on his face; it took everything in him not to huff with indignation. At least his big sister's boyfriend couldn't see the child's reaction, because it was sure to merit a cuff upside the head. But Avery was NOT happy to be all made up as if he were a girl. Sure, the evidence had been piling up that he was in all likelihood gay. Just because Avery liked cock, though, didn't mean he thought of himself as female. Girls might have been getting less gross for many of the guys in his class, but there was still some lingering ickiness and everyone knew you could get cooties. Wearing a dress was unnatural, the nylon stockings were itchy, it was difficult keeping the wig on straight, and though rubbing his weenie against the silk fabric was giving him a boner it didn't change the fact they weren't tighty-whities but panties. Except it was exciting when the teen boy climbed overtop his smaller body. When that hand tugged down the panties, the friction was doing wonders to the boy's hard cocklet. And when slippery goop was slathered onto his bum hole it nearly made his heart stop knowing those big fingers belonged to another guy. Avery had to bite into the pillow, because the introduction of the solid cockhead against his hole was absolute bliss. He almost forgot about the reality of being in girls' clothes, as all his attention went to the more important matter of his big sister's boyfriend taking his virginity. Eyes half-lidded, Madden groaned as he imagined his cock entering Kendra's wet snatch. Oh my good god, he was doing it. The stud was starting to fuck his bae. "Yeeeeaaaaahhhhh, sooooo tiiiiiiiiight, soooooooooooo fucking tiiiiiiight." Madden was lost in the sensations, the head of his cock gratifyingly buried in that pussy. The grip was beyond slick and everything in the teen wanted more of him inside his cupcake. Breathing heavily, Madden introduced the shaft a little at a time. Small thrusts, creeping invasion, no stopping. The whimpers underneath even sounded like they could've come from Kendra. "Relax y-your pussy, l-lemme in..." Avery scowled at the mention of "pussy." Even at his age the boy knew the word referred to a girl's hoo-hoo. He hated that Madden thought of his bum as something feminine. A debate started up in his head about whether or not to object. But his inner voice was silenced by the thought that any rebellion might result in Madden choosing not to fuck him anymore. So Avery did as he was told, relaxing his hole to allow the hunky teen to introduce more cock up his bum. It still hurt a bit, but the pain was nowhere near as bad as it could have been had the preteen not done a lot of the prep work to get his back end used to having objects shoved up there. "Doinnnnngggggg gooooooood..." That was at least something, and though Avery's lips were still twisted into a pout, he was actually getting harder not only from the pleasant force of being fucked but also the satisfaction that Madden was getting from it. "Fuuuuuuuuuuuuck, giving it to yoooouuuuuuuu..." True to his word, Madden was horned up enough he shot his load in no time! The intensity was so slick he half-passed out overtop "Kendra." His sack had gone ballistic, like some power-up in a video game, emptying every last ounce of sperm. His dick was a nuclear rod that had exploded and caused a meltdown. Even in this exhausted state Madden managed to gather his wits. The teen pulled out and left "Kendra" there so he could go off to take a quick shower. Avery was even less impressed at being abandoned, his jizz-drenched hole on full display. But he was also giddy having lost his virginity to his big sister's stud of a boyfriend! Quickly Avery threw on his robe and scurried to the safety of his bedroom. There the boy tore off the girly outfit and stuffed it into a laundry bag for Kendra to wash. He was about to put on regular clothes to somehow regain his masculinity. But his attention was drawn to the throbbing pain-pleasure in his rear end. Reverently, Avery explored his gaping hole, both smiling and wincing at the wetness and the soreness. The feeling up his chute was like a hungry stomach. Empty and needing to be filled. Avery was now experienced - he'd been penetrated by a cock and seminated by sperm! No one in school would be able to make fun of him for being a virgin. How slick was it that Madden was his first, and that Avery was the handsome jock's first. Perhaps the experience was spoiled by Madden's insistence on turning it into something heterosexual. Avery could have done without the feminine outfit... and being thought of as his big sister... and hearing no words except what would get the top guy off. But all that was forgotten as Avery lay on his bed and jacked himself to a dry cum. In the afterglow he thought about his future. Madden had only one more year of school before going off to college. There was no telling what Kendra might do in the meantime; maybe she'd get tired of missing out on sex. If Kendra buckled, Madden wouldn't need Avery anymore. The well would dry up, meaning the boy's ass would no longer get regular groundwater from rock-hard cock. Instead of stewing in resentment, the youngster realized he should appreciate what any gay bottom would be grateful for. So Avery decided he'd put up with the less-than-ideal circumstances if the benefit was regular fucking with his big sister's boyfriend. Madden finished his shower and got dressed for his date with Kendra. Pure satisfaction - that's how he felt in the moment. His junk had never experienced such pleasure and relief. It did totally suck having a kind of substitute for Kendra. The teen boy wanted the real thing - vaj, titties, kisses. However, he'd also heard how uptight bitches could get. Even Rashaad had complained that his own bae wasn't in the mood or had her period or just wanted to cuddle or was mad about something he did that she wouldn't tell him about or had planned to go out with just the girls or was freaking out she might be pregnant. In sharp contrast, Madden could get it whenever he wanted, really. And there was no bullshit to have to deal with. Goddamn, was that hole ever tight! It would probably retain its elasticity instead of what he'd heard about pussies tending to loosen up. So Madden decided he'd put up with the less-than-ideal circumstances if the benefit was regular fucking with his bae's substitute. *** A month of intercourse went by, with Avery lying facedown on the bottom in a wig, dress, stockings and panties and Madden positioned on top thrusting with hormonal need. Just as with his throat, the boy had discovered his back channel could handle long dicking. The highschooler's groin slapped against the gradeschooler's cheeks with each drubbing force. "Yeaaaahhhhhh... You like that, don't you? Huh? Bitch needs my cock. Fffffffffffffuuuuuck, need my cock up your hot snatch." Avery whimpered sultrily in response. If only Madden knew how right he was. Something had been happening deep inside Avery's guts - what he supposed fairy dust must feel like, a magical pleasant warmth. Only the reaming of Madden's trouser snake seemed to produce the sensation, which made the youngster crave the fucking even more. Often it had led Avery to dry cum without touching his cocklet, and though the teenager might have five or six pulses from his orgasm, the preteen could have multiple pulses spread out throughout their entire rendezvous. "God, yeaaaaahhhhh, your pussy's so wet... Gonna jizz soon... Aaaannnnnnnhhhhh... Hunh hunh hunh... Here it coooooOOOOOOMMMMMMMMMESSSSS..." The ten-year-old thrilled as the cock got steelier and the pulses shot up into his bottom - the force similar to his waterpik, but high powered, and certainly a lot more fun! Then it was followed by the usual crashing disappointment of the shaft's retraction and Madden's disaffected - "'Kay, done." Madden had assumed he'd reached the pinnacle of sex... Regular fucks. It truly was the best his junk had ever felt. The compression on his knob and shaft couldn't be more perfect. This had to be what it was like to be inside a cunt. Except the tunnel walls clamped onto his dongle so firmly that every single nerve ending was stimulated. *** Nonetheless, after a good fifty fucks, it started to feel once again that something was missing. The teen didn't want to think about it too much, because his instincts were telling him what the problem was and he was loathe to cross that threshold. Madden couldn't deny it one afternoon when he was giving it good to "Kendra" and his rod started going limp. No! The quarterback doubled his efforts, all to no avail. The need to go to the next level was too overwhelming. Skin. Avery no longer had to bite into his big sister's pillow while getting fucked. His butt had become used to the invasion of the concrete pillar. And his insides welcomed the rocking motion that produced the pleasant fairy dust warmth. Yet he sensed something was off, because the parade balloon up his behind had deflated. "Lose the stockings and dress." Avery was startled by the direct communication. Usually it was sex talk coming from Madden. For a moment the boy wasn't sure he'd heard correctly. "I'll help you." All at once, the dress was being removed from Avery's slim frame. "You do the rest." Still on his belly, Avery pulled off the stockings. The panties had been removed when the two of them had started fucking. So apart from the wig, the youngster was completely naked. "Much better." The preteen heard the sound of the teenager shedding his own clothes. Magically, this was followed by the feel of naked flesh pressing against his own. Nothing could have prepared the bottom boy for how slick it felt to have the top boy's chest touching his bare back. "Yeeeaaaaahhhhh, goooood... Mmmmmmnnnnnnmmmmmm..." Madden smiled as his cock returned to full hardness. His eyes were kept half-lidded to form an impression of "Kendra" without the intrusive details destroying the illusion that it was a girl he was fucking. "You're soooooooooo soft, bae... And sooooooo warm... Yeah... Yeah... This is happening..." The body the teen was long-dicking might've been smaller than Kendra's, but the horizontal position on the bed made it possible to fool his brain into thinking this was his gal. His cock knew it needed this, naked muscle against naked slimness. Before long the reward for the dominant male came. "HhhhhhhhhnnnnnnnnnuuuUUUUUUUUHHHHHHHH!!!" It was like the night of the cherry plucking, the punishingly hard force of those jets of white hot jizz! Avery was rocked by his dry cum; the experience was just as powerful as the penetrator's, even though his own cocklet pulsed without producing sperm. So slick it was when his sister's boyfriend collapsed on him, the heavy breaths much more distinct without the insultation of clothing, the light sheen of perspiration creating a sticky film, the unfamiliar contact of bare forearm against bare shoulder blade. "That was slick... We'll be doing this from now on... Yeah... Slick... 'Kay, done." In his own room, a naked Avery, without the wig, danced and squeed with excitement. He may have had to endure the familiar dismissive "'Kay, done," but Madden talked to him even more than usual. The teen had praised HIM for being a good fuck. Madden treated Kendra to an expensive dinner, even letting her order the lobster. Naturally she thought it was because his feelings ran deeper for his bae, and to some extent it was actually true, but the celebration had more to do with how satisfied his dongle was. All throughout the meal Madden kept thinking about the naked screw and how he couldn't wait to do it again. Before the bill came, he'd made sure to mention how stressed his life was at the moment and the only cure was daily releases. *** So, after school, at night and even one early morning, Madden snuck in for his naked fuck with "Kendra." Holy shit, it was awesome! Each climax was just as intense as the last. The teen was addicted to these skin-on-skin screws. Only it would've been even better to hold his bae tight instead of fucking what amounted to a cold fish. If he picked up "Kendra," she could ride his dick. But it was vital not to touch the midsection in order to avoid a flat chest and - god forbid - a hairless snail. Was it worth the risk? Avery startled when just before their fuck, Madden lifted his body off the bed. "This is how we're going to do it... With you up here... That's right... No, don't touch me, let me do this... Yeah, now sit on my prick... Mmmmmmmm yeah... Slick... I'm gonna bob you up and down... Gggggaaaahhhhhh... mmmmmnnnnnnnnnnn..." The preteen couldn't believe it. Kendra's buff boyfriend held him tight and openly fucked him on the bed. The only thing that would make it even more amazing was - "Pfft, lose the wig. It's tickling me." Avery was all too happy to yank the wig off and cast it aside. Yes! It was indeed more amazing! "Mmmmnnnnnhhhhhhhh... Sliiiiiick... Good, bae.... Fuuuuuuuck, still so tight... so tight... Omigod, it's even tighter like this... Good, bae, good... Lemme do it... MMMMMMmmmmrrrrrrrhhhh..." Multiple dry orgasms rocked Avery's body! How fortunate he didn't produce sperm lest the straight teen got grossed out and put an end to these fucks. Madden came so hard it took a couple minutes to recover! From now on this is how he wanted to do it. The daily releases involved Madden getting his partner to ride his stiff dongle. In manipulating the body up and down and demonstrating how he liked it, the highschooler felt the kid was ready to do all the work. "Ffffffffffffmmmmm... mmmyeah... yeah... Little slower... Kkkkkkkkhhhhhh... That's right... slick... slick... 'Kay, no, go faster up and down... Perfect... MmmmmMMMMHHHhhhhh... Love it... Looooooooove it... God yeah... yeah... Can't hold back... RrrrrrrRRRRRRRRAAAHHHHH!!!" Avery lay in his bed reminiscing about the latest fuck. The word had been uttered. Love! Madden loved to penetrate the boy. Knowing that fact filled Avery with pure joy. His big sister may have had Madden for a boyfriend, but he had Madden for lovin'. *** This was about as far as the two of them would take it, Avery had assumed, so he was shocked a few weeks later when the horny teen leaned down in the middle of their fucking and kissed right on the lips! "Mmmm... Open your mouth... Hunnnh... Wider... No, let my tongue in... Mmmmm... Yeah, kiss me back... Mmmmmnnnnn... No, open your mouth wider... Mmmmmmnnnnnnnnnnnnn... Next time don't eat candy just before, all I can taste are Life Savers... Open up... Mmmmmmmmmm... Don't fight my tongue, let me stick it in... And kiss back... Mmmmmm..." Madden had been debating whether or not to take the plunge. Kissing "Kendra" was all he could think about while they'd been doing it. Though there was no lipstick and the mouth was smaller, it... felt so slick to smooch. "FfffffffUUUUUUUUUUUUUUUCK!!!" Just when Madden had gotten used to fucking in the nude, here was another thing - kisses - to get him nutting so hard he saw stars! Once again the older teen was back to needing more time to recuperate, his body utterly spent from the explosion of jizz. Avery thought he'd never wash his mouth again, not after that passionate makeout session with Madden, until of course he remembered his sister's boyfriend preferred a fresh breath. This would be all the incentive the boy needed to brush properly, floss every night and never complain about going to the dentist. At bedtime, Avery received a surprise visit from Kendra. She looked distraught for some reason and it didn't take long for the little brother to find out why. "I'm breaking up with Madden." "What? How come?!" The outburst had clearly startled Kendra; and Avery knew he'd lost his cool and had to remain slick. "I mean, he really likes you." Kendra replied with a sullen face, "This arrangement, it's... it's weird. I thought I could handle it, but... And I'm feeling guilty for making you do what you do." "No, don't worry about that, I know you... can't." "Plus... I met someone..." "Who?!" "Avery, please, you're making this harder than it already is." Madden was devastated to be dumped. He understood what a jerk he'd been after going through what it was like to experience heartbreak. It was the worst. His good buddy Rashaad took him out on a bender to nurse his wounds and complain about what bitches girls could be. Of course second-cutest Aymee stepped back in to be his bae. She still wouldn't put out and the blowjobs barely got Madden off, but at least the horny jock didn't have to suffer through a dry spell. Well, that wasn't entirely accurate. It was those tight, naked, kissing fuck sessions Madden was totally obsessed with. Once again his marks at school were dipping, his passes on the field were sometimes incomplete and his opinions during meetings were half baked. *** One night in a fit of horny desperation, Madden found himself at the second-floor window of his ex-girlfriend's little brother's bedroom. "Psst, Avery, let me in." Discombobulated, Avery in his briefs opened his window to permit entrance to the handsome teen hunk. This was the first time the highschooler had been in his room; it was strange but also exciting. "Here's the deal. I need those fucks, so what'll it take to make that happen, within reason?" "Um..." Avery was stupefied on top of being discombobulated. It occurred to him this was the first word he'd ever uttered to the jock about any of this. "C'mon, I haven't got all night." The boy glanced almost eye-level at the crotch and sympathized that the teen was boning up and leaking something fierce. "I need to be, um, facing you the whole time." "Well... Okay, done." "Maybe you can jerk on mine a little bit." "Mmmmm, no. Gross. Too much." "Okay, at least call me nice things that don't make me sound like a girl or anything." "Done." "Um... I guess that's it." "Let's do this." Madden had his clothes off and his cock lubed in no time. For the first month or so it was a challenge to ignore that little crayon poking into his belly and having a dude's face to half-look at, but the tight hole and expert motions that satisfied his cock made it all slick. Maybe every so often the teen used the kid's name or jacked the hairless nub or stuck around for a little pillow talk, but it didn't mean anything, since for Madden it was all pretty much straight.