("`-''-/").___..--''"`-._ `6_ 6 ) `-. ( ).`-.__.`) (_Y_.)' ._ ) `._ `. ``-..-' _..`--'_..-_/ /--'_.' ,' (((' (((-((('' (((( K R I S T E N' S C O L L E C T I O N _________________________________________ WARNING! This text file contains sexually explicit material. If you do not wish to read this type of literature, or you are under age, PLEASE DELETE THIS FILE NOW!!!! _________________________________________ Scroll down to view text -------------------------------------------------------- This work is copyrighted to the author © 2005. Please don't remove the author information or make any changes to this story. You may post freely to non-commercial "free" sites, or in the "free" area of commercial sites. Thank you for your consideration. -------------------------------------------------------- Little Bobby's Problem by Hansel (dougcolman@btconnect.com) *** An 18 year old boy who's not been allowed to grow up (except in one obvious way) is repeatedly 'treated' - first by his stepmom, then by a variety of 'medical' methods. (FFM, nc, mast) *** CHAPTER ONE: THE RISE AND RISE OF BOBBY NUPPENDAUN This story really began when 18 year old Bobby Nuppendaun was in his stepmother's bedroom, in the middle of one of the countless masturbation sessions he enjoyed each time she went out. Except on this occasion Ellen Highwater chose this exact time to come back to the house, to collect her forgotten pocketbook. As she climbed the stairs, she suddenly heard Bobby's voice – coming from her bedroom, it seemed – as the boy talking to himself, quite obviously in a state of high excitement. In actual fact he was nearing ejaculation, his stepmom's bed squeaking in time with his pumping hands, as he panted and jabbered away, oblivious to her approach. "Oh – those – big – boobies - how - I – love – them!" 'I don't believe the size of that' she said to herself as she stole closer to her room, fascinated. The boy was clearly in another world as she peeped round the door and saw for the first time the huge cock that Bobby's endless masturbating had built. I should explain something at this point. Bobby was – shall we say - a little naοve. Oh heck, he was very naοve. This was not altogether an accident: since moving in with his stepmother eight years before, he'd had little or no dealings with the world outside. His stepmom had never been able to have children, and decided early on that Bobby would be her special 'baby'. She even took it on herself to teach him at home, so the lad would never need to be exposed to the big, nasty world. Until she had him ready, of course. Bobby had long fantasised over his stepmother's enormous, torpedo-shaped breasts. Although he had never seen them uncovered, never even seen into the bottomless canyon of her cleavage, his waking (and dreaming) hours were more and more crammed with images of the two monster mammaries that her tightly buttoned tops must contain. Ellen Highwater was a majestic 6'3" tall with a perfectly proportionate build and wide shoulders. They had to be wide or she could not support the massive breasts she did indeed restrain in a tight fitting FF cup bra. Since the demise of her late husband some ten years earlier, Ellen always kept her giant breasts tightly confined and totally covered. There were good reasons: Being so big, they would otherwise wobble and bounce so much that they would interfere with her balance. And, if they were allowed to move freely, the friction of her clothing against her big nipples would cause Ms Highwater to be constantly aroused and horny. Keeping them tightly bound just felt so right. There was another reason. Due to a biological imbalance, Ellen Highwater had been in a constant state of lactation for the last twenty years. Rich, heavy, lactation. So huge, tight brassieres were essential, except when she was faced with the task of emptying the tankers harnessed within. One of her huge brassieres was currently wrapped round the stiffened monster in Bobby's hands, being used as a sheath with which the boy was so rapidly pumping his penis. Bobby knew from experience that orgasm was approaching, and speeded up his hands, his speech slurring in passion. "Oh Mummy. Uurgh, ahh, ahh, mommy, aaarhhg, yourenormousboobies'rejustoomuch, I'm cumming...!" The matronly figure at the door stood rigid, as thick gouts of semen began erupting from her stepson's monster penis – and just kept on and on, spurting out, arcing down onto the sheet of polythene that the boy had thoughtfully placed under his naked body. Ellen just managed to keep from shouting out at the erotic spectacle before her. Her massive bust was heaving, her breathing was getting ragged, her fingers white as they gripped the doorframe. And still the boy came, his obscenely big penis spewing seemingly endless strings of cum. Finally the titanic flow subsided, and the boy lay back on the sticky polythene, gasping for breath. "Don't worry, mummy," he murmured, "I'll pump out some more with your big bra as soon as I get my breath back," and after a very few seconds he started to jack his already re-stiffening cock once more! The forty-year old, huge-busted matron caught her breath: she had to find somewhere to calm down, a place where she could take some deep breaths before she fainted clean away with emotion - she needed time to think. She crept downstairs and out of the house, an idea already formulating in her warped, lascivious mind. So, her sperm-filled stepson really liked her big tits, did he? Over the next two and a half hours, in a bar a few blocks away, the super-sexed woman drew up her plans. Little Bobby stayed at home during the day as Ellen preferred to school him herself, so what she had in mind was going to be easy... She arrived back home at 3pm, as she'd earlier told Bobby she would, and of course, all evidence of his (two hour!) wankathon had been cleared up. The boy jumped to attention when she walked into the lounge. She wore a tight red cardigan over a peep-hole brassiere that she had bought especially, which was bulgingly, alarmingly full of her heavy tits - even Bobby had never seen them thrust out like that before. They jiggled heavily just from her walking and her areolae were so hard that he could see the little bumps standing out on them, even through the wool of the cardigan. "Hello Bobby," she began, nipples hardening still more as she thought of what she'd planned for the boy. "What have you been up to since I left? You've not been too naughty, I trust." She purposely unfastened a couple of buttons on her cardigan, and watched as the boy's gaze was drawn up, until it rested on the canyon of her cleavage, fully aware that he'd never seen even an inch of her naked bosom before. "Bobby!" she glared at him. "Pay attention, I'm talking to you!" The boy tried to focus on her words. "Sorry? Oh, erm, yes, I mean no, I haven't been naughty, mummy." "I hope not. Indeed I hope not." His eyes had not left her cleavage, and Ellen noted with rising passion the growing bulge in the boy's shorts. She moved closer to Bobby, deliberately deepening her breathing, until she stood right in front of him, her vast bosom heaving up and down, the boy's nose mere inches from the perfumed valley between her breasts. "You know, I think this daydreaming habit of yours is becoming a real problem," Ellen began stroking the boy's hair disarmingly, easing his head even closer to her. Despite his mammary obsession the boy was startled, and tried to move back. Ellen Highwater was having none of that. "Keep still, Bobby. You're always fidgeting. Fidgeting and daydreaming." The boy stiffened (in more ways than one) as his stepmother drew his face actually into her cleavage. Ellen Highwater was into the plot now, elaborating and adding details as she went. "When you're naughty, it – it upsets me so." She pressed the back of Bobby's head between the slick inner surfaces of her huge hooters. "When I get upset, my body starts doing strange things," she went on. When he heard what his stepmom said, Bobby drew back, somewhat dazed from his close proximity to the objects of his obsession. "What strange things, mommy?" He said. Ellen mentally rubbed her hands together. "Well, most noticeably, when she's upset, mommy's nipples start to grow bigger." Bobby couldn't believe his ears. "Really? Your n-n-n..." "Nipples, Bobby, say the word, nipples, nipples, nipples." "Your n-nipples get bigger, errr, how much bigger?" The boy was staring openly at her pointy nipples now, elongated as they were both by her state of mind and the peep-hole brassiere. "That depends on how upset I am," said his stepmom, "but if they get really big, I have to take steps." "Wh-wh-what kind of steps?" enquired Bobby, almost afraid to ask. "Well, you know if you feel faint I open a window for some fresh air?" The boy nodded, on familiar ground for the first time. "Same thing applies with my nipples - the first thing I do is get some fresh air on them." "Are they really big at the moment, mommy?" The boy could see just how huge the twin teats were, as they tried to force their way through the woollen stitches of the red cardigan. "Well, just look at them, have a good close look." Bobby stared, his eyes out on stalks, but that wasn't exactly what his stepmother wanted. "Good boys do as they're told," she scolded, forcing his face deep between her massive mammaries once more, "and if they start being naughty, they go to Doctor Lessmilker's clinic!" Bobby couldn't know that Ruth Lessmilker had been thrown out of the USMA, or why... but he would. Oh my, how he'd know. Ellen Highwater waited to see if her words had registered. After what seemed like an eternity, the boy mumbled from deep inside her cleavage. "Dnctrh Whmm?" "You see, now you're not listening to me. If these problems persist, I can see you being booked for a very long series of therapy sessions with the good Doctor!" Bobby couldn't hear properly, of course, because of his mammary earmuffs, and once again it was a while before her voice registered on the stunned child. "Mmmwlppphh." He mewled, ands she felt his hot breath forced around her gigantic jugs. She allowed him to wallow a few moments, then, albeit reluctantly, she eased his flushed face from within her bosom. "Bobby, Bobby, Bobby," she shook her head. "Daydreaming, fidgeting, and now – you ignore me!" The helpless boy opened his mouth to speak, but Ellen silenced him with a finger to her full lips. "Don't add interrupting to the list." Bobby was again focussed on his stepmother's cleavage, a sight further enhanced by the accidental popping of more buttons by his chin as she gently drew his head backwards. "I'm sorry, Bobby, but you leave me no choice." Bobby may have heard, but the acres of bulging bra-cup on display seemed FAR more important. Ellen was ecstatic – the boy just went on digging himself in deeper. "Yes, I fear your only hope is daily appointments with Doctor Lessmilker." Bobby stood quietly, obediently, in awe of his stepmom as his massive cock throbbed beneath his shorts. All he could think of was wanking that monster over and over and over in her honour, as soon as she left the house again. "Have you nothing to say to me?" The boy was already mesmerised by her mighty breasts, and her words and actions of the previous five minutes had only served to push him deeper into his obsession, just as she had planned. His young mind was primed for more concentrated programming, his body was pumped full of testosterone, and his enormous cock was full of semen.... Bobby was confused. He knew he must not disobey his stepmother – eight years living with her had taught him that – but here he was, on the one hand being hushed, on the other being asked to speak! The poor boy's anguish was evident, but Ellen was certainly not letting him off the hook. "Well?" she stared at the lad, hands on hips, as he tried vainly to divert enough of his mind away from her straining, pointed bust, to formulate a reply. "Erm, I-I, well, that is..." "Day dreaming again!" said Ellen, sighing dramatically, causing her huge breasts to bounce alarmingly. "No, I mean, sorry, mommy." He finally said, lamely. "Now you're contradicting me!" Ellen really enjoyed Bobby's discomfort. She reached for the telephone, dialling the number even as she spoke. "No time to waste, Bobby. The sooner Doctor Lessmilker and her staff get their hands on you, the sooner we can look forward to them producing more positive results...Hello, is that the Lessmilker Clinic? Oh, good afternoon. I'd like to book a series of appointments for my step-son – yes, daily, please, he needs to be refocused, I think, he's losing sight of what's really important in his life, and I want my little boy to be put firmly on the straight and narrow – yes, that's it, all that nasty stuff needs to be drained out of him – yes, as many times as it takes – starting tomorrow, if that's possible – super, we'll see you at 9am. Goodbye." Bobby had actually begun to drift back to the real world as she spoke on the telephone and briefly found himself wondering just what this clinic was all about...and then his stepmother replaced the receiver, reached beneath her shelf-like breasts, and briefly jiggled them. "Just look at my cardigan, gaping like that," she murmured, her actions instantly achieving the desired result of causing yet more swelling of the poor boy's penis. "It's a wonder I haven't poked your eye out." The 18 year old felt more blood rush into his already erect member, as his stepmother lifted his face to look into hers. "You'll feel better as soon as the treatments start." The boy felt her warm breath on his upturned face and sensed her massive bosoms looming closer once more as she slid an arm around his shoulders. "Poor thing, all these nasty problems that need attention!" Ellen suddenly pulled Bobby closer to her. "Oh! Sorry Mommy!" Bobby croaked yet again, pulling back after her sudden movement had caused him to sink right back in between her massive mammaries. His hardon just kept getting bigger and bigger. "I think I'd better get my poor, aching nipples out, and give them lots of fresh air," said his stepmom, and without disturbing the boy she popped the last couple of buttons and shed her cardigan. The sight of her obscenely distended, thick, two-inch nipples thrusting through the holes in their respective bra-cups either side of his face, was just too much for poor Bobby. He felt his pulsating cock lurch, and then the wonderful sensation of orgasm washed over his as the throbbing hose in his pants began squirting ropes of cum all over his stomach. Ellen watched Bobby bucking helplessly, panting and groaning. "Good heavens – is your penis squirting, baby?" Ellen couldn't believe the sheer length and girth of the monster within Bobby's clothes, as it bucked visibly. And he'd cum without even touching it! This just kept getting better and better! "Did mommy's big nipples make baby Bobby's penis do that?" She reached down and pressed the area of his pants around the truncheon-shaped bulge, immediately rewarded with a loud squishing noise. She could feel the cum jetting against the other side of the material. "Why, it's still squirting! Pumping out more and more nasty, thick, white, squidgy, dollops of semen? I think it's just as well you're going to be taken in hand by Doctor Lessmilker, Bobby – after all, we don't want you squirting all that nasty stuff just any old time, do we?" Bobby's huge penis finally stopped spurting, and the boy fell back into a nearby armchair, shaking. Ellen wasn't even properly started with the boy yet, and he'd already cum like a fire hose! *** Chapter 2 to follow shortly - if anyone wants to see it - please let me know... ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ This story was written as an adult fantasy. The author does not condone the described behavior in real life. ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ ~ Kristen's collection - Directory 35