Young Stuff - Chapter 1 - The Approach As he hurried back toward the hotel, he looked for Debbie along the sidewalk in front of him. As he waited for a light to change, he finally spotted her standing on the opposite corner. At least he thought it was her - he wasn't expecting Debbie to be quite so 'dressed up', so he wasn't really sure it was her at first. He stared across the street at the girl. The brunette he'd spotted was wearing a blue dress with puffy short sleeves. Although the dress had a fairly modest neckline, the hem was very short, barely reaching to the middle of her thighs. She wore white stockings, black high-heels, and didn't look like she was just 16. He quickly concluded that it was Debbie and he yelled across the noisy traffic at her. "Debbie! Want a ride to the office?" he asked, waving to her. She looked up, smiled and shouted something back, but he couldn't hear what she'd said. He watched her check the traffic light and stride deliberately across the street toward him. She didn't look just 16 up close either. "Hi!" he said, as she joined him on the sidewalk. "I'm going to check-out of the hotel and get my car. Do you want a ride to the office?" He explained that her mother would meet her there later. He suspected that she was trying hard to act disinterested in being seen anywhere with someone almost her mother's age, but Debbie soon smiled and agreed to accompany him back to the hotel. They filled their two-block walk with small talk on nothing in particular, although he did manage to tell her how nice she looked. She looked damn good and he tried not to look at her too obviously, but found his eyes dropping fairly frequently to steal a glance at her legs. They were very shapely and looked terrific in white stockings. He had to remind himself repeatedly that she was only a high school junior; definitely young stuff. As they waited for the elevator in order to get to the second-floor lobby, he remembered that the last time he'd seen Debbie, he'd concluded that in an effort to look grown-up, she wore too much eye make-up. As a result, she'd looked even young- er and a little on the slutty side. He was glad she'd either changed her make-up style or had forgotten to put it on today. Her shoulder-length hair was naturally wavy and her skin was clear and smooth, adding to the illusion of her age. They en- tered the elevator and he noticed she stood closer to him than was really necessary, since there was no one else in the car. He also noticed that she smelled good. Neither said anything until the doors opened on the second floor. "Listen, I'm going to go check out and then run upstairs to pack my stuff up," he explained. "If you want, you can just wait here in the lobby and I'll meet you when I'm done." He gestured toward a small reception area in the lobby, filled with several low couches and tables. He turned and went to the front desk to settle his bill, leaving Debbie by one of the couches. When he turned from the front desk to head back to the elevator, he saw Debbie had sat down on one of the couches. The seat was so low that her knees were almost higher than her shoulders. By walking across the lobby at just the right angle, he got a decent look up her legs beneath her short dress. When he got close to her and started to walk past her, Debbie stood up and started to follow him. Somewhat startled, he stopped and looked at her quizzically. "I don't want to sit here all by myself," she said. "Can't I come upstairs with you?" "Why, sure, sure you can," he answered. "I just thought....you know, it would be boring..." "It would be boring to just watch you pack!" Debbie said. "That's why I'll help you pack." Thoroughly startled now, he stammered something incoherently and headed for the elevator with Debbie close behind. Once in the elevator, she stood even closer to him than before, until the doors opened and he led the way down the hallway to his room. As soon as he'd unlocked the door, she slipped past him and walked into his room in front of him. His eyes watched her hips sway back and forth as she moved into his room. Before he could say anything, she had walked to the dresser, pulled open a drawer, and reached into it. Fishing out a handful of clothes, she turned toward him. "Is this drawer all your dirty stuff?" she asked, holding up her hand. "Where do you want it?" "Yes, that's what it is, all right. I'll get that stuff, Deb," he replied, stepping towards her. "That's OK, I want to help," she said. She reached into the drawer again and fished out another article of clothes. "Say, these are cute..." Debbie held up a pair of 'used' jockey shorts and smiled at him. She dropped the other dirty clothes on the top of the dresser. "Really, I think they're cute! I thought older guys wore boxer shorts instead of these! I mean, I didn't mean that you were that old, but...well, you know..." "I guess I am that old..." he muttered. "No, really....I don't think you're old," she said. This time, she was the one who was slightly embarrassed. She looked at the shorts again. "Say, these have sort of a...a pouch on the front of them, don't they? I've never seen one like that before...." "Seen a lot of men's underwear, have you?" he teased, going on the offensive for no particular reason. He began stuffing his toothbrush and cologne into a travel bag. "Well," Debbie blushed, "I have seen a few pairs... "Well, they have a pouch that only well hung men need to wear..." he teased, a wide grin on his face. "You know, keeps everything neatly arranged....kind of like a bra..." Debbie eyed him for a moment before examining the jockey shorts again. She put one hand inside the underpants and filled the pouch with her fist. Holding them up closer, she tried to sniff without him noticing, but he had already noticed and was fascinated by what she was doing. "These are really cute," she said. Apparently pleased by whatever her nose had detected, she smiled at him. "You know, if you've got time...." Her voice trailed off in mid-sentence. "What's that?" he asked, tossing a pair of sandals into his suitcase. "Oh, nothing really," she said, blushing again. "I was just wondering....if you don't have to get out right away...." "Oh, come on," he groaned. He faced her with his hands on hips. "What is it?" "Well...I was sort of curious...you know, to...um," Debbie stammered nervously. "To see...how the pouch...um...works...what...um...you think is...uh...well hung..." she stammered nervously. He stared at her in disbelief. It was one thing to lust in his mind after a 16 year-old, and quite another to have the same little cream-puff asking straight-out for him to take off his pants! "It's OK!" Debbie blurted out. "I'm....uh...I'm not exact- ly...um...a virgin...and...I've seen them before, but I'd kind of like to see...what you think is 'well hung'?" He continued to stare in silence at Debbie. She was holding his underwear with both hands in front of her chest, and he noticed her sniffing at them again. "Hey, I know!" she said. "Would you like to see my bra? I'll show you my bra and then you can show me your, uh, you know, pouch. Kind of underwear for underwear! That sound fair?" His mind raced at the prospect but he called himself back to reality by recalling her age. Pretty or not, she was definitely under-age. She must have read his mind. "Look, I know I'm only 16, but I'm not a little kid! Who would believe me claiming you tried to get it on with me? How about it? Look, I'll make it easier - I'll show you my bra and then you decide, OK?" Without waiting for a response, Debbie reached behind her shoulders and popped open a few buttons on the collar of her dress. With a few small shrugs, she quickly slipped her puffy sleeves off her shoulders. Pulling one arm completely out of her dress, she easily pushed the bodice of her dress down, uncovering her bra-clad chest. The bra was cut low and made of light, silky material, leaving little to his imagination. Gazing at her, he was amazed to see how developed her tits actually were. The bra pushed her breasts together and up, creating cleavage not often seen on a girl of 16. Even so, it was obvious that Debbie was very well endowed, and the sight was not just the creation of the bra. It was a very pretty sight. "So? What do you think?" she asked, quietly. "Do you think I'm...um...pretty?" "Debbie, you're very pretty, but I don't think...." he started to protest weakly. "Oh, come on!" she frowned. "I wanted to show you my bra! Would you like to see more?" He realized with an inaudible (he hoped) choke that she was serious. Debbie reached behind her back again and quickly slipped open the back-strap of her bra. With one fluid motion, she shrugged the bra-straps off her shoulders and brought her fingers around the bottom edge of her bra beneath her armpits. With two tugs, she pulled the bra cups down, baring her developing breasts for him. He stared at the small, rosy-colored nipples which tipped each of her firm, pointed breasts. She was no longer close to gorgeous - she was gorgeous. Her breasts rose and fell as she breathed and her nipples looked as though they were actu- ally beginning to harden under his gaze. "How's this?" she murmured. "I've never really just...you know, practically torn off my clothes like this before! I've been told I have a nice figure...and some guys I know like to squeeze my breasts...when I let them! What do you think?" "I think," he began, his voice very low and tight. "I think that you are a very beautiful girl. I think you have a beautiful figure. And, I think you are too young to be undressing in my room." "Really? You think I'm beautiful?" Debbie slid her hands over her breasts, covering her nipples. "I told you, I'm not exactly...a virgin. I've seen 'them' before, but I would really like to see yours..." "What does 'not exactly a virgin' mean?" he asked. She blushed and looked down at the floor for a moment, her hands motionless over her naked boobs. "Well...I...I've never actually...um...y'know, been laid..." she murmured, her voice barely audible and her hands still cover- ing her nipples. "But I don't have my...uh...'cherry' anymore." "Try that again?" He was fascinated by the girl's uninhib- ited behavior around him and her revelations about her sex life. "I've never actually been laid, but I got my 'cherry' popped..." she replied, her voice very low. "How's that?" He was in no mood to stop this conversation. "I'm not exactly sure...." Debbie began, running one hand through her hair. He stared at her uncovered nipple. "I lost it either when a boy, um, y'know, used too many fingers....or when I...I tried out...my girlfriend's...y'know...her vibrator!" "Her what?!" he blurted out in amazement. "Oh...you mean a dildo?" "Yeah. You know, a plastic thing..." "You don't know if a boy did it or your girlfriend's dildo?" Young Stuff - Chapter 2 - The Contact Debbie had pulled the top of her dress down to her waist. After displaying her bra for a few moments, she decided to show him her breasts by pulling her bra open and down. Debbie told him she wasn't 'exactly' a virgin in an attempt to convince him that she was a widely experienced female, not an immature 16 year old. When she told him she'd never been laid, he'd asked her how she was 'not exactly not a virgin.' Debbie had replied that she had lost her virginity from either an over-eager date's fingers or a girlfriend's vibrator. She didn't know which. "Why don't you know if a boy or your girlfriend's dildo did it?!" he blurted out in amazement. "Well....I don't know why..." Debbie replied, almost looking like she might pout over his amazement. "I've never let a boy...y'know...put his...his 'thing' in me...but sometimes....y'know...fingers can get pretty rough...and Brenda's vibrator was a real big one....I don't know which it was that did it....I know it sounds dumb, but that's the truth!" "It's not dumb, Debbie, it's just surprising, that's all," he said, trying to reassure her. She watched him stare at her uncovered breast for a moment, before lowering her hand to uncover her other tit. She clasped her hands behind her back and watched him eye her bare breasts. He was sure both her little nipples were hard and erect, as was his cock. "So...? Will you show me what you call well-hung?" she murmured. "Please...?" He looked at her silently for a long moment. "C'mon," Debbie urged. "Who's gonna know? Please?" He shook his head. He gazed at her bare chest for another moment, and shook his head again. She smiled at him, her lips mouthing her request again, and he suddenly found himself unzipping his pants. "Oh, great!" Debbie exhaled, as if she'd been holding her breath. "I just know this is gonna be super! I really appreciate this!" His fly open, he quickly unbuckled his belt and popped open the waist-button. As he pulled open his pants, they began to slide off his hips. "I hope to hell I don't regret this...." he muttered, as his pants slipped down his legs into a heap at his feet. "Oh, you won't!" Debbie replied gleefully. 'I'll make sure you won't!' A broad smile on her face, she stared at his bulging underpants as he stepped clear of his pants. She looked up and down several times from his feet to the obvious large lump in his jockey shorts. He tried to focus on her nipples as her breasts jiggled with excitement. "Far out! I really like those underpants!" she muttered. "I like them a lot! But...I want to really see how you're hung...." "You mean you want me to take these off too?" he asked, slipping his thumbs under the waistband of his shorts. "You know it! Do it for me, please!" With as little thought as possible, he sighed, shoved his thumbs down, and pushed his jockey shorts off his hips. His hard and hairy cock sprang free and Debbie's mouth immediately dropped open in surprise. His penis wasn't especially long, but it was fairly thick. Debbie eagerly drank in the sight as he wiggled his legs to shake his underpants down to his knees, and his bare cock bounced up and down. Except for his underpants clinging around his knees and his shoes and socks, he was naked below his waist. He stood in front of the young girl and watched her bare breasts shake as her slender body vibrated with excitement and his erect cock pointed straight across the room at her. "So....? What do you think?" he asked. "This is great!" Debbie replied, excitedly. 'I mean, it looks huge! I guess you are really well-hung!' "No, I don't think so..." he smiled, awkwardly. He nudged his slightly throbbing penis to the side with one hand so she could see his swollen balls better. "Oh, gosh, but your.....um, balls look big, too! They're so hairy! This is so great! I really appreciate your showing me!" she gushed, babbling on. "Is your...uh...'thing'...um...is it shaking, or something?" "I've got a hard-on, Debbie! During an erection, a penis will...throb like this..." he replied, smiling at her question. She craned her neck to see, as if examining someone's science project. He lifted his shaft up away from his testicles with his thumb and forefinger. "Oh, please, can I touch you? I really would like to!" she blurted out, stepping toward him. "You don't have to do anything! Oh, please?" "Oh, jeez, Debbie, I don't know...." he stammered nervously, remembering her age. His penis was as hard as a rock and he had no idea how long he would be able to control himself. "Debbie, I'm not sure that I...." "Oh, say yes!" she urged, standing right in front of him, her eyes alternating from his face to his rigid penis. "I....I don't know...." he repeated, hesitantly. Without another word, Debbie reached out and slipped her fingers around the head of his shaft. His cock surged in eager response and she moved her cool fingers down the length of his stiff organ. "I've felt a hard one before, but never one this thick!" she observed as her hand reached his pubic hair. "Why don't you ever use the right word?" he murmured weakly. "Huh? What do you mean?" she asked, holding her fingers motionless around the base of his cock. Debbie pointed her forefinger down beneath his penis and touched his balls. "You never say 'penis' or 'cock'...." his breath gasping involuntarily as she squeezed him. "You've said 'thing'....a few times..." "I don't know why I said it like that. Say, are you OK?" Debbie asked, looking truly concerned about his suddenly labored breathing. "Yes!" he groaned. He felt her briefly tighten her grip on his rod. "You really do have a thick, um, penis," Debbie said, staring intently down at his prick in her hand. "It's hard as a rock!" she murmured, squeezing him again. He gazed through half-closed eyes at her bare breasts with their stiff little nipples, only inches away from him. He tried to decide whether he should cover them with his hands or his mouth. "Debbie....be careful...." he groaned. "What's wrong? Are you OK?" she asked, glancing worried at his face. "Did I hurt something?" "No, no...I'm fine!" he grunted. "You just can't do this without....I don't know how long...." His response was disjointed and rambling, and she didn't understand any of it. "What's wrong?" she asked, squeezing his cock repeatedly. "You're gonna bring me off....I can't take much more...." he gasped. "Bring you off? What....? Oh! Are you gonna cum? Are you gonna cum?" With a wide smile on her face, Debbie finally caught his meaning. "Y...yes!" "In my hand? Are you gonna cum in my hand?" she asked eagerly. She vigorously squeezed and pulled on his penis again. "Are you gonna cum in my hand? Now?" With a loud groan, his cock exploded and the first spurts of cum flew from its swollen tip. She squealed in surprise as his cream jetted over her wrist and landed in the middle of her bare stomach. His bursting penis sprayed more juice onto her, and the hot semen began to drip down her hard, flat stomach. "Oh, man! Are you ever cumming!" Debbie exclaimed, excitedly. "Oh, man, is this something! I've never watched it before! You're getting it all over me! This is just great!" She moved closer to him, still holding onto his spurting cock with one hand. As she moved nearer, he groaned loudly and his penis angled higher, squirting his pungent jism across the bottom of her naked breasts. Startled by his semen hitting her tits, Debbie almost backed away, but she gurgled with delight and stayed close to him. "Ohhhh!" he moaned, as she pulled on his cock. "Does it feel good?" she asked, breathily. "Do you like it?" "Yes!" he grunted. "Debbie...!" "What? Does it feel good?" she asked, squeezing him hard. "Oh, Debbie......suck it..." he moaned in response, as his ejaculation began to slow. "Please suck me now!" He clenched his legs together as his cum dribbled onto her hand. "What? Put it in my mouth?" the girl asked, her eyes wide with uncertainty. "You want me to put it in my mouth?" "Just lick me....oh, do it now! Suck me!" he moaned. Debbie slowly sank to her knees in front of him and looked nervously at his slowly shrinking cock, only inches in front of her eyes. She loosened her sticky fingers, which were still tightly wrapped around his shaft. Nervously sticking out her tongue, she closed her eyes and slowly leaned her head forward. His body shuddered violently as he felt her tongue tentatively touch him just beneath the tip of his penis. His ejaculation ended with a final spurt of cum dripping onto her arm, as she slowly ran the tip of her tongue along the length of his cock. "Is that the right way?" Debbie murmured. "Am I doing it right?" "Y..Y..Yes!" he grunted. Debbie's tongue slid up and down the length of his shaft several times as though she was licking a lollipop, and he shivered involuntarily with each pass of her tongue. He reached down to put his hands on her bare shoulders, running one hand behind her neck, which he squeezed gently. "Oh, Debbie...." he moaned, bending slightly and reaching his other hand down onto her chest. He stroked his hand awkwardly back and forth across her bare skin above her breasts. "Yes?" she whispered, breathily. "What?" "Mmmmm.......suck it!" he moaned, as she flicked her tongue across his cock-head. "Suck me hard!" Debbie hesitated for a moment, her lips just resting against his cock-head. He bent over a little further, reached lower and grasped her closest nipple between his thumb and forefinger, pulling on her tender flesh. She gasped softly and he felt her lips part against his prick. "Come....on...suck....it!" he grunted, pulling again on her nipple. Debbie cried out again and he felt her lips slowly encircle the head of his penis, as she took his cock in her mouth. With his hand holding the back of her neck, he thrust his hips forward, driving his entire cock into the startled girl's mouth. "Hold my balls," he directed, as he felt the girl's tongue moving awkwardly beneath his organ. "Squeeze them..." Debbie reached up between his legs with one hand and brought her fingers up beneath his testicles. As she felt his balls, he began to rhythmically thrust his hips back and forth, sliding his cock in and out of her mouth. She held her head motionless and he grunted as she pushed her fingers against his balls. His cock began to slowly swell again. "Oh, Debbie, suck me!" he grunted, sliding his penis in and out, faster and faster. "Oh...eat it, Debbie! That's the way, girl, suck it!" Young Stuff - Chapter 3 - Gettin It On After Debbie had masturbated him to climax and he had cum all over her bared chest, he practically ordered her to give him a blow job. But Debbie only hesitated a moment at his desire and he wondered if she hadn't already had some boy's cock between her virginal-looking lips. She dropped to her knees in front of his naked hips and took his rod in her mouth. "Oh, Debbie...." he moaned, stretching his other hand down onto her chest. He stroked his hand back and forth across her bare skin above her breasts. "Yes?" she whispered, breathily. "What?" "Mmmmm.......suck it!" he moaned, as she flicked her tongue across his cock-head. "Suck me hard!" Debbie hesitated for a moment, pressing her pursed lips to his cock-head. He reached lower and grasped her closest nipple between his thumb and forefinger, pulling on her tender flesh. She squealed softly and he felt her lips part against his prick. "Come....on...suck....it!" he grunted, pulling again on her nipple. Debbie cried out again and he felt her lips slowly encircle the head of his penis, as she took his organ in her mouth and her tongue flickered against its tip. With his hand holding the back of her neck, he thrust his hips forward, driving his entire cock into the startled girl's mouth. "Hold my balls," he groaned, as the girl's tongue moved awkwardly around his organ. "Squeeze them..." Debbie reached up between his legs with one hand and brought her fingers up beneath his testicles. As she felt his balls, he began to rhythmically thrust his hips back and forth, sliding his cock in an out of her mouth. She held her head motionless and he grunted as she pushed her fingers against his balls. His penis began to rapidly swell again. "Oh, Debbie," he grunted, sliding his penis in and out. "Oh, honey...bite it...that's the way...suck it!" He could only hear Debbie's muffled gurgle in response, since her mouth was stuffed full with his penis. He felt her hands moving erratically between his naked thighs all over his hairy balls. He was so excited that this sweet-looking young thing was sucking him that his cock was again good and hard, and he rammed it fully into her mouth, trying to hold it motionless as he felt himself incredibly approaching another climax. Feeling his thickened penis pulsating in her mouth, Debbie gasped and tightened her lips around his thick shaft. He looked down at the half-naked girl kneeling between his feet as his pre-cum began to ooze slowly from the tip of his organ. Debbie's eyes opened wide as the first pungent drops hit her tongue. "Oh, Debbie! I'm gonna cum!" he cried out. "Is it okay if....I want to cum in your mouth!" The girl didn't say anything in response. He bent forward and reached down, cupping both his hands over Debbie's naked breasts and spread the forefinger and index finger of each hand like scissors, trapping both her little nipples between them. He groaned loudly and jerked his naked hips forward, ramming his rigid prick deep into the girl's mouth to its root, his pubic hair pressed tightly to her pursed lips. He felt his cock-head pressing against the back of her mouth. "Debbie, I'm cumming now!" He began to ejaculate into Debbie's mouth. He heard her muffled choking as the full spray of his second ejaculation hit the back of her throat. Debbie's mouth was pressed tightly around the base of his penis and she coughed into his groin. She didn't try to pull away, but was clearly startled by his sudden explosion. Hearing her choking surprise, he thought wildly about pulling his cock from her mouth, but he was too far gone to do it. He held his organ deep between her lips and continued to empty his load in the back of her mouth. Grasping his balls tightly in her fist, Debbie squeezed them roughly and accepted his stream of semen on her tongue. As he pulled on her nipples, he glanced down and was surprised to see that while she was blowing him, Debbie had snaked her free hand under her skirt and up between her thighs. The cloth of her dress was billowing across her lap as her hand moved. She continued to masturbate as his climax peaked and his penis began to shrink and slide from her lips. As soon as his cock popped from her mouth, and before Debbie could say anything, he dropped to his knees in front of her and wrapped his arms around the girl's naked torso. She still had one had between his legs squeezing his testicles. He held her bare chest against him and squeezed her warmly as he felt her fingers move from his nuts to his prick. He heard her sigh slowly and he held her tight. "Oh, Debbie, what can I say?" he sighed in her ear. "What can I say?" he repeated. "Hmmm...." she breathed in response. "I don't know what you can say.....but I know what you can do...." He pulled his head back to look at her face. "What? What do you want?" he asked. "Can you do that to me?" she purred, nudging her knees against his. "You want me to eat you?" he grinned. "Can you do that? Can you put your mouth on....on my..." she stammered. "On your pussy?" he finished her question for her. "Get up..." he replied, standing up and holding out his hand to help her to her feet. He moved Debbie backwards to the bed and she sat down on the edge, her young breasts flushed from the excitement. With a light touch on her bare shoulder, he moved onto her back on the bed with her legs hanging off the side. Slipping his hands beneath her dress, he lifted her skirt up to her waist. "Lift your bottom up, sweetie," he directed. Debbie pressed her feet to the floor to raise her buttocks from the mattress. Quickly, he lowered both hands to her hips and slipped a finger into the waist of her panty. She held her buttocks up, and he smoothly pulled her panty down her thighs. His blood pounding in his ears, he paused for a moment and stared at her naked cunt. He could see the split of her lips beneath her pubic hair at the bottom of her groin, and he wanted to get her legs apart fast. After flinging her panty down to her ankles, he reached down with one hand and tossed them aside. He slipped his other hand under Debbie's right thigh. Lifting her leg, he also pushed it to the side. When he'd disposed of her panty, he quickly raised her other thigh and pushed them apart. Her breasts naked, Debbie lay on the bed with her dress shoved up to her waist and her panty stripped off, her slim thighs spread wide apart, and her heels clinging to the edge of the bed. He paused again and gazed down at her wide open crotch and stared at her pink lips and glistening pussy. She looked up at him with glazed eyes, her face warm and flushed and covered with a eager smile. The process of him preparing her had deeply aroused her. "Are you gonna put your mouth on my....my pussy now?" she asked, her voice small and husky. "Is that what you want, honey?" he asked. She nodded and he knelt between her legs, his hands on the bed. "You want me to eat you, right?" She nodded again. "What? I couldn't hear you?" he teased. "Yes! Yes, I want you to eat me!" she cried.