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The Boy With The Giant Finger

"Bobby has a great time at the Prom"

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Bobby Thompson sat at his usual spot in the chemistry lab, his broad shoulders hunched over a beaker, his right hand tucked carefully beneath the table. At 5 foot 10 with a medium build, he wasn’t the kind of guy who stood out in a crowd. His sandy brown hair fell messily over his forehead, and his hazel eyes often darted nervously when anyone got too close. He’d been a solid athlete, decent at basketball, even better at trackbut when it came to girls, Bobby was a fish out of water. His classmates at Westview College bragged endlessly about their hook-ups and wild nights, their stories spilling out in the locker room or over beers at frat parties. Bobby listened, nodded, and laughed along, but inside, envy gnawed at him. He had nothing to add, no conquests to share. The reason? His right hand.

Bobby was born with macrodactyly, a congenital anomaly that left the middle finger on his right hand grotesquely oversized, nearly seven inches long and over an inch and a quarter thick. Macrodactyly can be caused by a genetic mutation, resulting in the overgrowth of tissues. The finger was perfectly functional, with normal sensation and dexterity, but its abnormal size made it look like something out of a sci-fi movie. His other fingers were completely normal, which only made the giant digit stand out even more.

His parents, practical and no-nonsense, had dismissed corrective surgery when he was younger. “It works fine, doesn’t it?” his dad would say. “No need to mess with what God gave you.” But Bobby wasn’t so sure. That finger was like a neon sign screaming 'different', and it made him feel like he’d never fit in. He always tried to keep his hand out of sight, angling it awkwardly to hide the anomaly. Of course, girls noticed, and most of them—shallow, quick to judge—giggled or grimaced, their interest in him fading before it ever began.

But Judy Carter was different. His chemistry lab partner for the past semester, Judy was a breath of fresh air. She was a cheerleader, one of the stars of the Westview squad, with a bright smile, sparkling green eyes, and a cascade of chestnut hair she usually tied back in a loose ponytail during lab. Slim and graceful, she moved with the confidence of someone who knew she was pretty but didn’t need to flaunt it. Judy had dated plenty of guys—most recently Carl, the loudmouth quarterback who’d cheated on her one too many times—but she never seemed to care about the superficial stuff. From the first day they’d been paired up, she’d treated Bobby like a person, not a curiosity. She barely seemed to notice his oversized finger, and when she did, it was only to tease him gently, like when he fumbled with equipment and she’d grinned, saying, “Bobby, that finger’s got more strength than my whole hand—use it!”

Over the weeks, their lab sessions became the highlight of Bobby’s day. Judy was smart, quick-witted, and patient, guiding him through titration experiments with a laugh when he over-poured. They’d fallen into an easy rhythm, bantering about everything from classwork to campus gossip. Bobby found himself loosening up around her, his usual self-consciousness fading. He still kept his right hand tucked away most of the time, but Judy’s warmth made him forget, at least for a little while, how much he hated it.

It was late April, with the end-of-term Prom looming, a glittering event that had the whole campus buzzing. Bobby had no intention of going. Prom meant dancing, dressing up, and girls—three things that made his stomach churn. But he was in for a surprise. He was in the lab early one Thursday, setting up their station for an experiment, when Judy breezed in, her cheerleading practice bag slung over her shoulder.

“Hey, Bobby!” she called, dropping her bag on the floor and sliding onto the stool next to him. “You’re early. Trying to impress me with your dedication?”

Bobby chuckled, keeping his eyes on the graduated cylinder he was filling. “Nah, just didn’t want you yelling at me for being late again.”

“Me? Yell?” Judy gasped, pressing a hand to her chest in mock offence. “I’m a perfect angel, thank you very much.”

“Sure you are,” Bobby said, risking a glance at her. She was wearing a fitted T-shirt and leggings, her hair still damp from practice, and he felt that familiar flutter in his chest. He quickly looked back at the gas cylinder he was setting up. “You’re an angel who threatens to pour acid on me when I mess up the measurements.”

Judy laughed, a bright, infectious sound. “Okay, fair. But you’ve got way better. I might even trust you with the Bunsen burner soon.”

“Don’t get your hopes up,” Bobby muttered, but he was smiling. He adjusted his grip on the cylinder, careful to keep his right hand low. Judy leaned over to check his work, her shoulder brushing his. He froze for a second, hyper-aware of the contact, but she didn’t seem to notice.

“So,” she said, her tone shifting to something more casual as she started setting up their notebook, “you going to Prom?”

Bobby’s stomach dropped. He should’ve seen this coming. Prom was all anyone talked about lately. “Uh, nah,” he said, focusing intently on pouring distilled water. “Not really my thing.”

“What?” Judy’s head snapped up, her green eyes wide. “Bobby Thompson, are you telling me you’re skipping the biggest party of the year?”

“Yup.” He kept his voice light, but his shoulders tensed. “Dancing’s not for me. Plus, I don’t have a date, so…” He trailed off, hoping she’d drop it.

Judy didn’t. She propped her elbow on the table, resting her chin in her hand, studying him like he was one of their lab samples. “Okay, but why not? You’re, like, a total catch. You’re funny, you’re smart, you’re not bad at basketball. Don’t think I haven’t noticed you at the rec centre.”

Bobby’s face heated up. He fumbled with the cylinder. “I’m… not really the Prom type, Judy. You know that.”

“What’s that supposed to mean?” she pressed, her tone playful but insistent. “Come on, give me one good reason.”

He sighed, setting the cylinder down. His right hand twitched, and he shoved it into his lap. “I just don’t do well with… crowds. Or girls. Or, you know, anything like that.”

Judy tilted her head, her ponytail swinging. “Girls? Bobby, you talk to me just fine, and I’m a girl, last I checked.”

“That’s different,” he mumbled, his cheeks burning now. “You’re… you’re Judy.”

She grinned, clearly enjoying his discomfort. “Wow, that’s some logic. Care to explain?”

He didn’t want to explain. How could he? Judy was the only girl who didn’t stare at his hand like it was a freak show exhibit. The only one who didn’t make him feel like he had to hide. But saying that out loud? No way. “It’s just… complicated,” he said finally, hoping she’d let it go.

She didn’t. Instead, she leaned closer, her voice softening. “Bobby, come on. You can tell me. What’s holding you back? Is it the dancing? Because I can teach you. I’m, like, a pro at the two-step.”

He snorted, despite himself. “You? A pro? I’ve seen you trip over your pom-poms.”

“Hey!” She swatted his arm, laughing. “That was one time, and I was distracted. Don’t change the subject. What’s the real reason?”

Bobby hesitated, his eyes flicking to his right hand, hidden under the table. He could feel the weight of that oversized finger, the way it always seemed to define him. “It’s… I don’t know. I just don’t think anyone would want to go with me, okay?”

Judy’s smile faded, replaced by a look of genuine concern. “Why would you say that? Bobby, you’re awesome. Any girl would be lucky to go with you.”

He shook his head, his throat tight. “You don’t get it. People… they notice stuff. Stuff about me. And it’s not exactly a selling point.”

Her gaze softened, and she glanced at his lap, where his hand was hidden. She didn’t say anything for a moment, and Bobby braced himself for the pity he was sure was coming. But instead, she reached out, her fingers brushing his arm. “Bobby, if you’re talking about your hand, you need to wise up. I mean it. You think I care about that? You think anyone worth knowing cares about that?”

He looked at her, startled. “You… you don’t?”

“Nope.” She shrugged, her smile returning. “It’s just a finger. A big one, sure, but it’s you. And you’re pretty great, if you haven’t noticed.”

Bobby blinked, his heart pounding. He didn’t know what to say. Judy was looking at him with such sincerity, her eyes bright and unwavering, that he felt like the air had been sucked out of the room. “I… uh… thanks,” he managed, his voice barely above a whisper.

“So,” she said, her tone turning mischievous again, “since you’re clearly not getting out of this, how about you go to Prom with me?”

Bobby froze. “What?”

“You heard me.” Judy leaned back, crossing her arms with a smirk. “I don’t have a date either, you know. Carl’s out of the picture, thank God, and I was planning to just go with the girls, but… I’d rather go with you. What do you say?”

Bobby’s mouth went dry. His brain scrambled for an excuse, but all he could think about was Judy’s smile, the way she didn’t flinch when she looked at him, the way she made him feel like maybe, just maybe, he wasn’t defined by his stupid finger. “You’re serious?” he asked, his voice cracking.

“Dead serious,” she said, her eyes sparkling. “Come on, Bobby. Let’s have some fun. You, me, bad dance moves, and a spiked punch bowl. What could possibly go wrong?”

He swallowed hard, his heart racing. For the first time in forever, he felt a spark of hope. Judy wanted to go with him. Not some jock, not some perfect guy—him. “Okay,” he said finally, a shy smile breaking across his face. “I’m in. But don't say I didn't warn you.”

Judy clapped her hands, grinning like she’d just won a prize. “Yes! You’re not gonna regret this, Bobby Thompson. We’re gonna have the best time.”

As they turned back to their experiment, Bobby’s mind was spinning. Prom. With Judy. He didn’t know what the night would bring, but for the first time, he wasn’t afraid to find out.

The night of the Prom arrived, and Bobby was a bundle of nerves as he pulled up to Judy’s house in his dad’s old but highly polished sedan. His palms were sweaty on the steering wheel, and his right hand, with its oversized finger, felt heavier than ever. He’d spent an hour in front of the mirror, fussing over his rented tuxedo—black, crisp, and surprisingly sharp on his athletic frame. His sandy hair was tamed for once, and he’d even splashed on some cologne, though he worried it was too much. He glanced at his reflection in the rear-view mirror, muttering, “Don’t screw this up, Bobby.”

He stepped out, smoothing his jacket, and walked to the front door, his heart hammering. When Judy’s dad opened it, a stern man with a military haircut, Bobby nearly lost his nerve. “Uh, hi, Mr. Carter. I’m here for Judy,” he said, his voice cracking slightly.

Mr. Carter eyed him up and down, his gaze lingering on Bobby’s right hand, which he immediately tried to hide behind his back. “You treat my daughter right, son,” he said gruffly. “She’s ready. Judy! Your date’s here!”

The sound of heels clicking on the stairs made Bobby’s breath catch. Then Judy appeared, and his world stopped. Her dress was pure white, a shimmering, form-fitting gown that hugged her slim figure like a second skin. The low-cut neckline clung to her curves, revealing the smooth, upper swells of her small, pert breasts, the amount of flesh spilling out of her dress was nothing short of scandalous. Her chestnut hair was swept up, a few tendrils framing her face, and her green eyes sparkled with mischief as she smiled at him. Bobby’s mouth went dry. She was breathtaking!

“Wow,” he managed, his voice barely a whisper. “Judy, you… you look amazing.”

She twirled, the dress flaring slightly, and grinned. “Thanks, Bobby! You clean up pretty nice yourself. That tux is doing you favours.”

He blushed, shifting awkwardly. “Uh, thanks. I mean, it’s just a rental, but…”

“Stop it,” she teased, stepping closer and adjusting his bowtie with a playful tug. Her fingers brushed his chest, sending a jolt through him. “You look hot. Own it.”

Mr. Carter cleared his throat loudly, his eyes narrowing at the dress. “Judy, I still think that dress is too much. Or too little, rather.”

Judy rolled her eyes, looping her arm through Bobby’s. “Dad, it’s fine. It’s Prom, not church. Right, Bobby?”

“Uh, yeah,” Bobby stammered, his face burning as he tried not to stare at the tantalizing view of her cleavage. “You look… perfect.”

“Let’s go before he changes his mind,” Judy whispered, pulling Bobby toward the door. “Bye, Dad!”

The drive to the Prom was a blur. Judy chatted easily, filling the car with her laughter and stories about cheer practice, while Bobby clutched the wheel, hyper-aware of her sitting so close, her perfume—a soft, floral scent—filling the air. Every time she shifted, the dress caught the streetlights, drawing his eyes to the way it clung to her hips or dipped low over her chest. He forced himself to focus on the road, praying she didn’t notice how tense he was.

At the venue, a glittering ballroom decked out with fairy lights and a pulsing dance floor, Bobby’s nerves returned full force. The room was packed with his classmates, all dressed to the nines, laughing and swaying to the music. He felt every pair of eyes on him—or worse, on his hand. His oversized finger felt like a beacon. Judy, though, seemed oblivious to his discomfort. She grabbed his left hand, her fingers warm and sure, and tugged him toward the crowd.

“Come on, Bobby, let’s dance!” she said, her eyes sparkling under the lights.

He hesitated, his stomach twisting. “Judy, I don’t know… I’m not great at this.”

“Rubbish,” she said, pulling him closer to the dance floor. “You’ve got rhythm. I saw you at the rec centre, remember? Just follow my lead.”

The music was upbeat, a pop song with a heavy bassline, and Judy started moving, her hips swaying with easy confidence. Bobby tried to mimic her, feeling stiff and awkward at first, but her grin was infectious. “There you go!” she cheered, spinning under his arm. “See? You’re a natural!”

To his surprise, he was! Years of sports had given him a sense of rhythm, and once he stopped overthinking, his body found the beat. Judy laughed, her hands on his shoulders as they moved together, and Bobby felt a thrill he hadn’t expected. The other students noticed, too—whispers rippled through the crowd, heads turning as geeky Bobby Thompson danced with Judy Carter, the sexy cheerleader every guy wanted. “Is that Bobby?” he heard someone mutter, and for once, it didn’t sound like an insult.

“You’re killing it,” Judy said, leaning in so her breath tickled his ear. “Told you you’d be fine.”

“Thanks to you,” he said, his voice low, a shy smile breaking through. Her hands slid down his arms, and he felt a shiver at her touch, his confidence growing with every step.

As the night went on, the music slowed, and the lights dimmed. A ballad started, and Judy stepped closer, her arms looping around his neck. “Slow dance time,” she murmured, her voice softer now, almost husky. “You good with this?”

Bobby swallowed, his heart pounding as her body pressed against his. Her dress was so thin he could feel the warmth of her skin, the gentle curve of her waist under his hands. “Yeah,” he said, his voice rough. “I’m good.”

She smiled, her eyes locking onto his, and they swayed together, her body moulding to his. Her breasts pressed against his chest, the low neckline offering him a tantalizing view. Bobby tried not to look, but his eyes betrayed him, dipping to the seductive swell and that alluring gap between her breasts, just inches from his face. His heart thumped, and a rush of heat surged through him, pooling low in his body. He felt himself hardening, the bulge in his pants becoming unmistakable, and panic shot through him. Please don’t notice, he thought, angling his hips slightly to avoid contact.

But Judy did notice. Her lips curved into a sly smile as she pressed closer, her thighs brushing his, her hips subtly grazing the evidence of his arousal. She was delighted that he was so obviously attracted to her. “Relax, Bobby,” she whispered, her voice a warm purr against his ear. “You’re doing great.”

His face burned, but her tone wasn’t mocking—it was inviting, almost teasing. She tightened her arms around his neck, her fingers playing with the hair at his nape, sending shivers down his spine. “Judy, I—” he started, but his words caught as she shifted, her body deliberately pressing against his erection. The sensation was electric, and he stifled a groan.

“Shh,” she said, her lips brushing his jaw, so close he could feel her breath. “Just dance with me.”

Bobby’s head spun. Her scent, her warmth, the soft feel of her breasts—it was overwhelming. He slid his hands to her lower back, careful to keep his right hand angled so only his normal fingers touched her. But Judy didn’t pull away. If anything, she melted closer, her hips swaying in a way that felt deliberate, and provocative. The room faded—the other students, the music, the lights—until it was just them, locked in a slow, heated rhythm.

“You’re full of surprises, Bobby Thompson,” she murmured, her lips grazing his cheek. “I like that.”

He swallowed hard, his voice barely steady. “You’re… you’re making it hard to focus.”

Her laugh was soft, sultry. “Good. That’s the point.”

As they moved, her body pressed so tightly against his, Bobby felt the world tilt. Judy wasn’t just dancing with him—she was flirting, teasing, drawing him out in a way no one ever had. And for the first time, he didn’t care about his hand, or the whispers, or the fear of being different. All he cared about was the girl in his arms, and the electric pull between them that was only growing stronger.

Eventually, after several glasses of punch that they were sure was spiked with alcohol, The Prom started to wind down, the dance floor thinning as couples slipped out into the warm June night. Bobby, still buzzing from the electric heat of dancing with Judy, felt like he was floating as he walked her to his dad’s sedan parked outside the ballroom. His tuxedo felt less stiff now, his confidence buoyed by Judy’s infectious energy. She looked radiant in her white dress, the low neckline still drawing his eyes despite his best efforts to be a gentleman. Her arm was looped through his, her hip brushing his as they walked, and Bobby’s heart raced with a mix of exhilaration and nerves.

“You were amazing in there,” Judy said, her green eyes sparkling under the streetlights as they reached the car. “I’m pretty sure half the room was jealous of us.”

Bobby laughed, rubbing the back of his neck with his left hand, keeping his right hand tucked against his side. “Yeah, right. They were probably just shocked I didn’t trip over my own feet.”

“Stop selling yourself short,” she teased, nudging his shoulder as he opened the car door for her. “You’ve got moves, Bobby Thompson. I knew you were hiding something.”

He blushed, circling to the driver’s side and sliding in. “I was just following your lead,” he said, starting the engine. “So, uh, straight home?”

Judy tilted her head, her lips curving into a mischievous smile. “Actually… how about we take a little detour? There’s this spot just outside town—Miller's View. Ever been?”

Bobby’s stomach flipped. Miller's View was infamous, a secluded hill overlooking Westview where couples went to… well, not just admire the view. His mouth went dry, but he tried to play it cool. “Uh, no, never. But… sure, sounds nice.”

“Nice?” Judy laughed, her voice low and teasing as she buckled her seatbelt. “Oh, Bobby, live a little!”

The drive to Miller's View was short but felt like an eternity to Bobby. Judy hummed along to the radio, her fingers tapping her thigh, the white dress riding up just enough to show a sliver of smooth skin. Bobby gripped the wheel, his mind racing. Was this really happening? Judy Carter, the cheerleader every guy dreamed about, wanted to go to a make-out spot with him.

They reached the lookout, a quiet clearing with a panoramic view of Westview’s twinkling lights below, the occasional red and green traffic signals flashing in the distance. Bobby parked, the engine ticking as it cooled, and stared out at the view, trying to steady his pounding heart. “Wow,” he said, genuinely impressed. “It’s… pretty cool up here.”

“Isn’t it?” Judy said, but her tone was distracted, her eyes not on the view but on him. She unbuckled her seatbelt and slid closer, her perfume—a soft, floral tease—filling the car. Before Bobby could process it, her hand landed on his thigh, high and bold, her fingers dangerously close to his crotch.

He froze, his breath catching. “J-Judy?” he stammered, his voice cracking as he turned to her.

She didn’t answer with words. Instead, she leaned in, her lips brushing his in a soft, warm kiss. Bobby’s brain reeled. It was his first kiss, and it was with Judy. Her mouth was velvet, sweet with a hint of punch from the Prom, and her scent enveloped him. He hesitated, unsure, but kissed her back, his lips clumsy but eager.

Judy pulled back slightly, her eyes half-lidded, a smile playing on her lips. “Relax, Bobby,” she murmured, her voice a sultry whisper. “You’re doing fine. Just… follow me, okay? Soft and slow.”

She kissed him again, guiding him with gentle pressure, her lips moving tenderly against his. Bobby’s heart thundered, but he mimicked her, letting her lead. Her hand stayed on his thigh, creeping higher, her fingers brushing the bulge of his rapidly growing erection. He tensed, praying she didn’t notice, but the way her lips curved against his told him she absolutely did.

“You’re a quick learner,” she whispered between kisses, her breath warm against his mouth. “Just like on the dance floor.”

“I… I’m trying,” he managed, his voice rough with nerves and excitement. Her lips parted slightly, coaxing his mouth open, and the kiss deepened, slow and sensual, her tongue brushing his in a way that sent sparks down his spine. He groaned softly, unable to help it, his hands hovering awkwardly before settling on her waist, the thin fabric of her dress warm under his fingers.

Judy’s hand slid higher, her fingers tracing the bulge in his pants, and Bobby’s heart missed a beat. Before he could process what was happening, she deftly unzipped his fly, her movements confident and unhesitating. His eyes widened, his body going tense as her small, warm hand slipped inside, expertly freeing his cock with a single gentle tug. Bobby was well-endowed, and Judy’s soft gasp of appreciation sent a thrill through him.

“Well, hello there,” she purred, her fingers wrapping gently around his shaft, her touch light but deliberate as she began to move up and down. “You’ve been holding out on me, Bobby!”

He was shell-shocked, his mind a whirlwind of disbelief and raw excitement. Countless nights he’d lain awake, his hand tugging his cock, fantasising about moments like this, but the reality was beyond anything he’d imagined. Judy’s touch was electric, her fingers sliding with a slow, teasing rhythm that made his hips twitch involuntarily. A pang of jealousy surged – how many guys had she done this to before? “J-Judy,” he gasped, his voice thick, “you… you don’t have to—”

“Shh,” she said, leaning in to kiss him again, her lips brushing his as her hand kept its steady pace. “I want to. You have a lovely cock, Bobby. You’re doing great, just… enjoy it.”

His head fell back against the seat, his breath ragged as pleasure surged through him. Judy’s hand was magic, her touch both gentle and confident, and the sight of her—beautiful, bold, her dress clinging to her curves—sent his senses into overdrive. Her fingers tightened slightly, gripping just beneath the head, stroking him with a rhythm that made his toes curl, and he gripped the edge of the seat, for the first time that night not thinking of his finger.

“You’re so cute when you’re nervous,” Judy whispered, her lips grazing his ear, her voice dripping with flirtatious warmth. “But you don’t need to be. I’m having fun, Bobby. Are you?”

“God, yes,” he groaned, his voice barely recognizable. His body was on fire, every nerve singing as Judy’s hand worked him, her breath hot against his neck. He was in heaven, caught in a dream he never wanted to wake from, with the most beautiful girl he’d ever known.   

Judy lifted her hand to her mouth, and wet her fingers liberally with spit. She returned her hand to Bobby's cock, coating it from the head to the base with her slippery saliva, and then wrapped her fingers around him, driving him crazy with the lubricated touch. Her fingers glided up and down his thick shaft, coaxing soft groans from his lips. His head was spinning, every nerve alight with the delicious pleasure of her touch. Judy’s green eyes gleamed with a mix of mischief and desire, her white dress clinging to her curves as she leaned closer, her breath hot against his neck.

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Then, with a bold move that made Bobby’s heart lurch, Judy reached for his left hand, guiding it to her chest. She pressed his palm firmly against her left breast, the thin fabric of her dress doing little to mask the soft, warm mound beneath. “Touch me, Bobby,” she murmured, her voice a sultry invitation, “touch me here.”

Bobby’s breathing faltered, his fingers trembling as he caressed her, feeling the swelling curve of her soft breast under his hand. Judy’s eyes fluttered, a soft moan escaping her lips, and then she did something that nearly stopped his heart. With a quick, confident tug, she pulled the low neckline of her dress down, the fabric slipping far down her chest. Her breasts sprang free, no bra to confine them, and Bobby gasped. They were perfect—small but beautiful, a “nice handful” as the guys in the locker room would say. But what stole his breath away were her nipples. Judy’s areolae were swollen, puffy, and exquisitely prominent, crowned with long, erect nipples that stood proud, begging for attention. Bobby had seen pictures of such breasts in magazines, and had long fantasized about “puffy nipples” in the privacy of his room, but seeing them now, inches from his face, was almost too much. They were gorgeous, and they were offered free for him to touch.

“Oh my God,” he whispered, his voice thick with awe. “Judy, they're… you’re… incredible.”

She smiled, her lips parting as she arched slightly, pressing his hand on her breast. “Go ahead,” she purred. “Don’t be shy.”

Bobby didn’t need to be told twice. His fingers traced the swollen curve of her areola, marvelling at the soft, velvety texture, then gently pinched her nipple, eliciting a sharp gasp from Judy. Emboldened, he leaned forward, his lips brushing the delicate skin of her breast. He kissed the upper curve, then took a nipple into his mouth, sucking gently, feeling the wonderful little teat on his tongue. Judy moaned, her hand tightening briefly on his cock, her hips shifting in the seat.

“Oh, Bobby,” she breathed, her voice low and needy. “That feels so good. Keep going.”

He alternated between her breasts, kissing and sucking, his tongue teasing and wetting her puffy nipples until they glistened in the dim light. Judy’s moans grew louder, her fingers stroking him faster, her thumb brushing the sensitive tip of his cock, wet with oozing precum. Bobby’s head was a haze of pleasure, his body trembling with the intensity of it all.

Then Judy pulled back, her eyes wild with desire. “Let’s get in the back,” she said, her voice husky and urgent. Before Bobby could respond, she opened the car door and slipped out, her dress riding up as she climbed into the back seat. Bobby scrambled to follow, his trousers tangled around his knees, his erect cock bouncing comically. Judy giggled, the sound both playful and seductive as she settled into the spacious back seat.

“You’re adorable,” she teased, her eyes flicking to his bobbing erection. “But those pants have got to go.”

Bobby’s face burned, but he kicked off his shoes and trousers, leaving him in his boxers and tuxedo shirt, his cock rampantly hard and straining. "These too!" Judy said, pulling his boxers down and off. Bobby froze, watching in disbelief as Judy then reached under her dress, her movements swift and shameless. With a quick wiggle, she slid off her tiny white panties, tossing them aside. The sight of the delicate lace garment sent a fresh wave of heat through Bobby, his cock twitching in response.

Judy leaned back, spreading her legs slightly, her dress hiked up to reveal the smooth, pale skin of her thighs. Bobby could almost see between her legs, but before he could shift position to get a better view, Judy grabbed his cock again, her fingers wrapping around his thick shaft, stroking with a slow, determined rhythm. “Give me your hand,” she whispered, her voice sultry and low.

Bobby’s heart pounded, his inexperience battling with his desire. He hesitated, unsure, but Judy took charge, grabbing his left hand that was over her breasts, and pulled it down between her legs. His fingers encountered the soft, warm folds of her pussy, and he gasped at the touch of moist, velvety heat. She was very wet, her arousal evident, and the realization sent a jolt of excitement through him. Judy moaned softly, guiding his hand, showing him how to touch her. “Like this,” she murmured, her voice breathy. “Slow at first… right there.”

His fingertip slipped between her folds, tracing the tight entrance of her pussy, and Judy’s hips bucked slightly, her hand clenching on his cock. “Yes,” she gasped, her eyes fluttering shut. “Just like that, Bobby. You’re doing so good.”

Bobby’s mind was a whirlwind, his fingers exploring her with tentative strokes, guided by her soft moans and gentle instructions. He found her clit, small and swollen, and rubbed it lightly, earning a sharper moan from Judy. Her hand moved faster on his cock, stroking him in time with his touches. “A little harder,” she whispered, her voice trembling with pleasure. “Right there… oh, God, Bobby.”

He followed her lead, his fingers sliding deeper, slipping two of them into the warm succulent mouth of her pussy. Judy’s hips rocked against his hand, her moans filling the car, and Bobby felt like he was drowning in sensation and visual stimulation — her touch on his cock, the feel of her pussy muscles clenching around his fingers, the sight of her puffy nipples still glistening from his kisses and heaving on her chest as her breathing grew more rapid. He was hard as steel, his cock throbbing in her hand, every stroke pushing him perilously closer to the edge.

“You’re a natural,” Judy purred, her lips brushing his as she leaned in, her breath hot and ragged. “Keep going, Bobby. You’re making me feel soooo good.”

Bobby’s chest swelled with pride and desire, his fingers moving with more confidence as he explored her body, her reactions guiding him. Judy’s hand worked his cock with expert precision, her thumb circling the engorged head, and he groaned, his hips jerking. He’d jacked off countless times, but this—this was heaven, the real thing! Bobby was amazed that he had not ejaculated – how was he keeping control despite such delicious torture?

Judy lay back against the seat, her white dress bunched around her hips, her bare breasts with their puffy, erect nipples glistening in the dim light of Miller's View. Her moans were music to Bobby, low and needy, her hips rocking gently against his hand as he found a rhythm, guided by her breathless instructions. Her legs had parted wider and he could now see her pussy, all of it, the soft patch of hair tufting on the mound, and below, her pussy lips, slightly fleshy, clinging to his fingers as he thrust in and out of her. It was a glorious sight!

Judy’s hand, wrapped around his shaft, moved in fits and starts. She’d stroke him with slow, teasing pulls, her fingers slick with his precum and her spit, only to pause, her grip tightening as she lost herself in the pleasure of his touch. “Oh, Bobby,” she gasped, her voice trembling as his finger slipped deeper, his thumb accidentally grazing her clit. "Oh yes, like that!" she gasped and guided his thumb back to her clit, rolling it to and fro over the swollen little bud. Her head tipped back, her lips parted, and for a moment, her hand stilled on his cock, her focus entirely on the sensations building between her legs. Then, as if remembering, she’d resume, her strokes quickening before slowing again, caught in the haze of her arousal.

Bobby’s heart pounded, his body a live wire of excitement and nerves. Touching Judy like this—his first time feeling a girl’s pussy, so warm and responsive—was beyond anything he’d imagined in his countless late-night fantasies. But his position was awkward, sitting to her right, his left arm stretched across her body to reach between her legs. His right hand, with its troublesome finger, rested uselessly at his side, carefully angled to stay out of sight. He longed to touch her breasts again, to feel those swollen, puffy nipples under his fingers, but his left hand was occupied, and his right… well, he didn’t dare.

Judy, though, had other ideas. Her eyes fluttered open, her gaze locking onto his with a wicked spark that made his breath catch. She shifted, her thighs parting wider, and her hand tightened briefly on his cock, drawing a soft groan from him. “Bobby,” she moaned, her voice urgent and excited. She reached across him, her fingers finding his right arm, and before he could react, she grasped his wrist, pulling his right hand toward her.

“Use this hand as well,” she whispered, her voice husky, her eyes gleaming with a daring excitement.

Bobby’s mind reeled, his body freezing as her fingers closed around his middle finger—the seven-inch-long, inch-and-a-quarter-thick digit he’d spent his life hiding. Only doctors had held it before, even his parents seemed reluctant to touch it. His heart thudded, panic and confusion swirling in his chest. “J-Judy, what?” he stammered, his voice cracking. “I… I can’t—”

“Yes, you can,” she said, her tone both gentle and insistent, her eyes never leaving his. She guided his hand between her legs, her touch bold and unhesitating. “Bobby, use this hand.”

He stared at her, his breath shallow, his mind struggling to catch up. Judy’s expression was a mix of desire and mischief, her lips parted, her cheeks flushed. She wasn’t joking—she was serious, and the realization hit him like a wave. She wanted his finger, the one he’d always tried to hide, to touch her. Dear God, maybe even to be inside her! His cock twitched in her hand, his arousal spiking at the thought, even as his nerves screamed at him to pull back.

Judy didn’t give him time to think. She guided his hand lower, her thighs spreading wider, and pressed the tip of his oversized finger firmly against her slick pussy lips. “Yes, Bobby,” she breathed, her voice trembling with anticipation. “Use it. Put it in me - I want you to.”

Bobby’s head spun, his pulse racing as the tip of his finger brushed her entrance, her wetness coating the tip. The sensation was overwhelming, her pussy warm and inviting, the soft folds parting easily under gentle pressure. Judy’s moans were louder now, her hips tilting to meet him, and her hand resumed its slow, teasing strokes on his cock, urging him on. “Oh, God, Bobby,” she whispered, her eyes half-lidded, her voice dripping with wicked excitement. “Do it. Put it inside me, right inside!”

The words sent a jolt through him, his confusion giving way to a dawning realization: Judy wasn’t just okay with his finger—she was thrilled by it. The thought of his oversized digit, the source of his shame, being something she craved was almost too much to process. But her moans, her eager guidance, and the way her pussy pulsed against his fingertip left no room for doubt. She wanted this. She wanted him. Had she planned this – as some weird deviant act?

Swallowing hard, Bobby let her guide him, his thick finger sliding slowly between her lips, parting her with a gentle stretch. Judy gasped, her hand tightening on his cock, her hips rocking to take him deeper. “Yes,” she moaned, her voice raw with pleasure. “Just like that, Bobby. Oh, yes, it feels so good!”

Bobby’s breath came in ragged bursts, his cock throbbing in her hand as he watched his finger disappear into her, she felt so tight, her pussy gripped the thick digit with a strength that made his head spin. Judy’s moans grew louder, her body arching, her puffy nipples standing proud as she writhed against his hand. He was lost in the moment, his shyness forgotten, replaced by a surge of confidence and desire. Judy wanted him—all of him—and as his finger moved deeper inside her, encouraged by her breathless moans, Bobby felt like he was in heaven.

Judy's thighs were now splayed wide, her slick pussy glistening in the dim light as Bobby’s right middle finger sank into her with slow, deliberate care. The sensation was unlike anything Judy had ever felt, and it sent her spiralling into a haze of pleasure that felt both wicked and exquisitely taboo. She had lost her virginity years ago, and had enjoyed an embarrassingly large variety of cocks, big and small, but this was so different.

Bobby’s heart pounded, his arousal a pulsing undercurrent as he watched his finger, the source of his lifelong shame, disappearing gradually into Judy’s tight, wet flesh. Her inner muscles clamped in spasms around the thick digit, her pussy gripping him with a desperate, fluttering intensity that made his breath catch. Bit by bit, he worked his finger deeper, marvelling at how her body yielded to him, her slick walls stretching to accommodate the size. Bobby’s finger was longer than the largest cock she’d ever had, and thicker than most, but it wasn’t just the size that set her ablaze. It was the way it moved. Unlike a rigid cock, his finger was flexible, bending and curling inside her, exploring her depths with a dexterity that no cock could match. It twisted, probed, and stroked her inner walls in ways that felt deliciously unnatural, like a forbidden secret only they would share.

“Oh, Bobby,” Judy moaned, her voice a trembling, lust-drenched plea as she writhed against the seat, her thighs spreading even wider, inviting him deeper. Her pussy was a furnace, slick and pulsing, her inner muscles clenching around his finger like a velvet vice. Each subtle movement he made—each gentle curl or twist—sent jolts through her, her clit throbbing with need as his thumb found it again. “God, it’s so… so good,” she gasped, her hands clutching the car seat, fingers digging into the upholstery as waves of pleasure crashed over her. The sensation was wicked, almost perverse in its intensity, the sheer size and agility of his finger pushing her to heights she’d never known. It was as if he was sculpting her pleasure, moulding her body to his touch, and the taboo thrill of it—knowing she was being fucked by something so extraordinary—made her head spin.

Bobby was in awe, his own arousal now secondary to the thrill of watching Judy unravel. His finger reached its maximum depth, filling her completely, and Judy became a trembling wreck, her moans escalating into desperate, keening cries. Her pussy clamped down, her inner walls rippling around his digit, and he could feel every pulse, every quiver, as she teetered on the edge of ecstasy. His left hand roamed freely now, cupping her breast, his fingers teasing her swollen, puffy nipples, pinching gently before he bent down again to kiss and suck on the sensitive peaks. Judy’s back arched, a sharp gasp escaping her as his tongue swirled around a nipple, the dual sensations of his mouth and his finger driving her wild.

“Fuck, Bobby,” she whimpered, her voice raw, her body shuddering as his finger curled inside her, pressing on a spot deep within that made her toes curl. “It’s… it’s better than anything. The way you move it… oh, God, it’s perfect.” Her words were a breathless confession, laced with a naughty delight that made Bobby’s cock throb, though Judy’s hands had long since abandoned it. His erection stood bolt upright, twitching spasmodically, leaking precum in glistening trails down his shaft, wetting his thighs and staining the car seat. But Bobby didn’t care. The sight of Judy, lost in pleasure, her pussy gripping on his finger like it was made for her, was the highlight of his life. All his shame, all his embarrassment about his oversized finger, melted away. Judy wasn’t just accepting it—she was revelling in it, her body singing under his touch, proving that his anomaly was a gift, a tool capable of giving unique and exquisite pleasure.

Judy’s hips bucked, her pussy clenching tighter, her moans growing more frantic as Bobby’s finger worked its magic. He twisted it gently, feeling her walls pulse, and when he pressed his thumb lightly against her clit, circling it in time with his strokes, she cried out, her body trembling on the brink. “Bobby, don’t stop,” she pleaded, her voice a sultry, desperate command. “It’s so big, so… fuck, it’s amazing. Keep going, please!” She felt stretched, filled, and utterly owned by his touch, and the knowledge that it was Bobby, sweet, shy Bobby, wielding this power made it all the more intoxicating.

Bobby’s breath was rapid, his cock aching for release, but his focus was entirely on Judy—on the way her pussy gripped him, on the way her breasts heaved under his kisses, on the way her moans filled the car like a symphony. He was giving her this pleasure, and it was more than he’d ever dreamed possible. His finger wasn’t a flaw—it was a magic wand, and Judy’s ecstasy was proof – she was fucking loving it! As she writhed and moaned, her body surrendering to his touch, Bobby felt like he was soaring, his confidence surging with every cry that he drew from her lips.

“Oh, Bobby, fuck, I think I'm…” Judy gasped, her voice a raw, trembling plea, barely coherent as the sensations overwhelmed her. "Don’t stop… oh, God, don’t stop,” she whimpered, her hands gripping the car seat, nails digging into the fabric as her body tensed, teetering on the brink.

Bobby leaned forward, kissing her breast, sucking a nipple into his mouth, his tongue swirling around the peak. Judy’s back arched, a sharp cry escaping her as her pussy clenched tighter around his finger, her inner muscles rippling with need.

"Yes, yes!" she cried, "Bobby, I'm coming!" Judy’s orgasm crashed over her like a tidal wave, a shattering, earth-shaking release that tore a long, keening cry from her throat. Her pussy clamped down on Bobby’s finger, gripping with incredible force, her inner walls clenching so tightly he could barely move. She grabbed his arm with both hands, pulling him deeper, her hips grinding to take every inch of his thick digit. “Bobby!” she screamed, her voice raw as her body convulsed, and then, to Bobby’s shock, liquid spurted from her, splashing against his hand and wrist in a series of quick squirts. Her thighs clamped together, trapping his hand as she shuddered, overwhelmed by the intensity, unable to take any more stimulation.

Bobby’s eyes widened, his breath ragged as he felt the incredible spasms around his finger, her pussy physically sucking, milking him with each pulse. He’d seen women squirt in the grainy porn videos he’d watched in secret, but seeing Judy—beautiful, radiant Judy—do it right in front of him, all over his hand, her body trembling from his touch, was mind-blowing. His arm was soaked, her juices dripping down his wrist, and he couldn’t help but think, How the hell am I gonna clean this seat before Dad sees it? But the thought was fleeting, drowned out by the awe of what he’d just witnessed.

Slowly, Judy’s thighs relaxed, her breaths coming in shaky gasps as she opened her legs, letting him withdraw his finger. She moaned softly as it slipped from her, her pussy still quivering, the sensation of emptiness almost as intense as its presence. “Fuck, Bobby,” she panted, her voice hoarse, her green eyes glassy with post-orgasmic bliss. “You made me…  squirt. Fuck - I’ve never… never done that before.”

Bobby blinked, his heart pounding, his cock throbbing with neglected need. “Really?” he managed, his voice thick with awe. “I… wow. That was… incredible.”

Judy laughed, a weak, sultry sound as she leaned back, catching her breath. “Incredible doesn’t cover it. That finger of yours… it’s fucking magic, Bobby. It’s better than any cock I’ve ever had. The way it moves, the way it fills me…” She shivered, her voice dropping to a wicked purr. “If I tell the other girls about this, you’ll have a line of them chasing you down the street!”

Bobby’s face burned, a shy grin breaking through his shock. “You… you think so?”

“I know so,” she teased, her eyes sparkling. Then her gaze dropped to his lap, where his cock still stood rigid, the swollen head glistening with precum, untouched since her hand had abandoned to soak up her own pleasure. Her lips curved into a playful pout. “Oh, you poor thing,” she said, reaching for him, her fingers wrapping around his shaft with a gentle, teasing stroke. “I left you hanging, didn’t I?”

Bobby groaned, his hips twitching at her touch, the sensation almost overwhelming after being ignored for so long. “It’s… it’s okay,” he stammered, though his body screamed Jack me off – let me come! “I’m just… happy you’re happy.” He realised how lame that sounded as soon as he said it.

Judy’s eyes softened, but the mischief returned as she looked at his cock. The head was an angry red, pulsing with his heartbeat. She teased the swollen glans with her fingertips, her thumb sliding over the pouting slit, smearing his copious pre-cum all over. “Look at you, it looks ready to burst! Bobby, you gave me the best orgasm of my life. I want to repay you.” She giggled at his confused expression as he tried to process her words, and pushed him back against the seat. “Just lie back and relax,” she murmured, her voice firm and commanding.

Bobby’s eyes nearly popped out of his head as Judy bent forward over his lap, her chestnut hair spilling over his thighs. He felt her breath warm against his cock, and then—oh, God—her tongue flicked over the tip and her soft, wet lips wrapped around the head, engulfing him in a heat so intense he gasped. “Judy!” he choked, his hands gripping the seat as her tongue swirled over his glans, teasing the sensitive ridge. She squeezed the shaft tightly with her hand near the base, making the head swell even more – Bobby made anguished whimpering sounds – he could not believe what was happening. Judy pressed her hand calmly against his chest, pushing him back, a silent order to let her take control.

Judy didn’t usually do this so soon—blowjobs were reserved for later dates, a reward for boyfriends who had earned it. But Bobby’s magic finger had given her an orgasm on a new scale altogether, and she felt a surge of gratitude and desire to give him something equally mind-blowing. She knew it would be his first blowjob, and she was determined to make it something he would never forget.

Her lips slid lower, enveloping more of him, her tongue lathering his shaft as she bobbed her head, her hair tickling his thighs. Bobby groaned, his head falling back, the sensation transcending anything he’d ever imagined. Her mouth was a velvet furnace, sucking and swirling, her lips stretching around his thickness as she worked him with slow, deliberate care.

“Fuck, Judy,” he gasped, his voice raw, his legs trembling as pleasure surged through him. He watched her head moving, her lips glistening, her cheeks hollowing with each suck, and the sight alone nearly pushed him over the edge. He’d jacked off countless times imagining being sucked off, but this—this was paradise, her mouth a perfect, wet dream come to life.

Then Judy upped the ante – she held the head in her mouth and suckled on it, fast, staccato little sucks, like a baby on its mother's milky teat. The noise it made was squelchy and obscene and wonderful. Bobby watched her cheeks hollowing as she suckled, and he could last no longer. He felt the pressure building, his balls tightening, and sudden panic flickered through him. “Judy, I… I’m…” he stuttered, trying to warn her, his voice shaking. Her hand pressed firmly on his chest again, and Bobby’s mind reeled. Is she going to…? No way, she’s not gonna… But darling Judy didn’t pull away. Oh no, her lips tightened, her tongue swirling faster, and she moaned eagerly. She knew exactly what was coming, and she didn’t stop.

Bobby’s legs shook, his he could not breathe as the inevitable hit. He cried out, a guttural, desperate sound, and his orgasm erupted, the most intense release he’d ever experienced. Spurt after spurt of hot cum flooded Judy’s mouth, thick and forceful, each pulse a wave of ecstasy that made his vision blur. Judy moaned again, the vibration sending shockwaves through him, her lips never faltering as she sucked, miraculously timing each pull with his spurts, he felt like she was sucking his soul out of him. Bobby’s mind was delirious, his hips jerking as he unloaded, over and over, more than he’d ever thought possible. He’d seen porn, and knew he came a lot, but this—erupting into Judy’s mouth, her lips wrapped tight around him—was pure, unadulterated ecstasy.

It could not last forever, and Bobby watched, dazed, as Judy slowly slid her lips from his cock, a glistening thread connecting her mouth to his softening shaft. She sat up, her eyes locking onto his with a mischievous glint, and then, with a deliberate, wicked smile, she swallowed, her throat bobbing as she gulped it down. She swallowed again, and then once more, and wiped her mouth with the back of her hand. Bobby’s jaw dropped, his mind blank with awe.

“Fuck, Bobby,” she said, her voice husky, a grin spreading across her face. “That was incredible. You come so much!”

Bobby was speechless, his chest heaving, his body still tingling from the aftershocks. “I… Judy, that was…” He shook his head, lost for words. “Incredible.”

She laughed, leaning back, her eyes sparkling. “How’d it feel, huh? Did my mouth feel good?”

“Like… heaven,” he admitted, his voice rough, a shy smile breaking through. “I didn’t think anything could feel that good.”

“And your finger in me?” she asked, her tone teasing but curious, as she adjusted her dress, pulling it back over her breasts. “How did that feel?”

Bobby’s grin widened, his confidence surging. “Wonderful. Feeling you… the way you… you know, reacted… it was amazing.”

They sorted their clothes, Bobby pulling up his trousers, Judy slipping her panties back on, and got back into the front seats. It was only then that Bobby realised there were now several cars parked up on Miller's View. Judy glanced at him, her smile playful. "Looks like we have company. I hope they didn't hear me!" Judy certainly had been vocal, and Bobby's groans and cries were not exactly quiet. Bobby looked to see if the cars belonged to any of the other Seniors, but did not spot any familiar ones. He was a little disappointed – having 'scored' with one of the hottest girls in school was quite an achievement.

They drove the short distance back to Judy's house and parked. Judy kissed him tenderly. They walked slowly to the front door. "Thank you for a truly wonderful evening Bobby, " she said, "are you glad I dragged you to the Prom?”

Bobby laughed, "Hell yes!" he replied.

Her dad opened the door, and glanced pointedly at his watch. "11:30, not too bad, I suppose. I hope you treated my baby girl well, young man!" he grunted.

Judy held Bobby's hand, his right hand – her fingers softly clinging to his middle finger. She squeezed it and winked at Bobby.

"I assure you Dad, Bobby was wonderful, the perfect gentleman!"

Published 
Written by WotFloatsMyBoat
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