Rich White Jailbait for a Black Felon: Kennedy's Thug Obsession - Cover

Rich White Jailbait for a Black Felon: Kennedy's Thug Obsession

Copyright© 2025 by Depraved_Angel

Chapter 1

Erotica Sex Story: Chapter 1 - Gorgeous, rich, sixteen-year-old Kennedy Vanderholt lives a life of luxury, wealth, and privilege. But what she really craves is a violent black convict by the name of Trayvon Jackson...

Caution: This Erotica Sex Story contains strong sexual content, including Ma/ft   Consensual   Heterosexual   Crime   School   Rough   Group Sex   Orgy   Interracial   Black Male   White Female   Oral Sex   Tit-Fucking  

Sixteen-year-old Kennedy Vanderholt strutted through the upscale shopping mall, her long, glossy brunette hair swaying with each confident step, catching the overhead lights in a cascade of silken waves. Her tight, low-cut red top clung to her curvaceous figure, the deep V-neck plunging to reveal the swell of her full breasts, barely contained by the thin fabric. A black leather miniskirt hugged her hips, so short it barely covered the tops of her thighs, showcasing her long, tanned legs that seemed to stretch endlessly in her strappy stilettos. Her piercing green eyes scanned the crowd, lips curved in a knowing smirk, fully aware of the power her body wielded. Flanking her were her three best friends—Madison, Chloe, and Lian—each a vision of youthful allure, but none outshining Kennedy, the undisputed Queen Bee.

Madison’s golden blonde hair bounced in tousled waves, her athletic frame accentuated by a white crop top that bared her toned midriff, the hem grazing the underside of her perky breasts. Her ripped denim shorts rode low on her hips, exposing the curve of her pelvis and the taut muscles of her legs, glistening with a fresh tan. Chunky gold hoop earrings glinted as she tossed her head, her bright blue eyes sparkling with mischief. Chloe, petite and delicate, moved with a sultry grace, her red hair spilling in waves over her shoulders. Her emerald-green bodycon dress molded to her subtle curves, the fabric so tight it traced every dip and swell of her frame, her hazel eyes flashing with a coy, inviting pout. Lian, statuesque and enigmatic, glided beside them, her jet-black hair a sleek curtain down her back. Her metallic silver dress, slit high on one thigh, shimmered with every step, emphasizing her slim, elegant figure, her almond-shaped eyes cool and untouchable.

The quartet drew eyes like moths to a flame. A middle-aged man in a tailored suit paused mid-stride near a designer store, his coffee cup frozen at his lips as he stared at Kennedy’s swaying hips, her skirt riding up just enough to tease. His gaze lingered on her cleavage, a flush creeping up his neck as she caught his eye and winked, her smirk widening at his obvious discomfort. A group of college guys lounging by a fountain nudged each other, their conversation dying as they ogled Madison’s toned legs and Chloe’s clinging dress. One whispered something crude, his eyes locked on Kennedy’s curves as she tossed her hair, reveling in their hunger. An older man, silver-haired and leaning on a cane near a jewelry display, adjusted his glasses, his stare fixed on Lian’s sleek figure, then drifting to Kennedy’s provocative strut. She felt his eyes like a caress, her skin tingling with the thrill of being desired, her confidence soaring as she led her posse through the mall.

Kennedy basked in the attention, her body practically humming with the power of their gazes. She loved how men’s eyes widened, their composure crumbling under the weight of her beauty. Madison giggled, tossing her hair to draw more looks, while Chloe pouted her lips, angling her body for maximum effect. Lian, ever reserved, let a subtle smile play on her lips, her poise amplifying her allure. But it was Kennedy who commanded the spotlight, her every move calculated to provoke, her laughter ringing out as she caught another man—a store clerk this time—staring slack-jawed as she bent slightly to adjust her heel, her skirt hiking up to reveal a glimpse of lace.

They stopped in the mall’s central atrium, a gleaming marble space with a glass ceiling and a bubbling fountain. Kennedy pulled out her phone, her manicured nails flashing as she opened Instagram. “Time for some content, girls,” she purred, her voice dripping with confidence. The four posed, hips cocked, lips parted, their bodies arranged to maximize their assets. Kennedy stood center, one hand on her hip, the other holding the phone aloft, her top straining against her chest as she arched her back. Madison leaned in, her crop top riding up to show more skin, while Chloe tilted her head, her dress catching the light to highlight her curves. Lian stood slightly apart, her high-slit dress revealing a long expanse of thigh, her expression cool but seductive.

Kennedy snapped the first photo, capturing their collective allure against the sparkling fountain. She posted it with the caption: “Slaying the mall with my queens!!! #SquadGoals #HotGirlSummer #LuxuryLife.” The image showed her in the foreground, her green eyes smoldering, her curves stealing the frame, while her friends’ beauty amplified the shot’s impact. Likes and comments flooded in almost instantly, men and women alike fawning over their looks, though Kennedy’s gaze lingered on the thirsty DMs from older guys, her lips curling in satisfaction.

For the second shot, Kennedy turned to face the fountain, bending slightly forward to emphasize her cleavage, her skirt riding up just enough to tease. Madison and Chloe flanked her, mirroring her pose, their bodies angled to showcase their assets, while Lian leaned against a marble pillar, one leg crossed over the other, her dress shimmering. The photo was pure provocation, their expressions sultry, their bodies a symphony of curves and confidence. Kennedy posted it with the caption: “Catch us dripping in heat!!! #BadBitchesOnly #MallVibes #TooHotToHandle.” She scrolled through the instant reactions, her heart racing at the flood of fire emojis and crude compliments, each one feeding her craving for validation. She tossed her hair, leading her friends onward, their laughter echoing as more heads turned, their reign over the mall unchallenged.

Kennedy led her trio of stunning friends into the mall’s trendiest boutique, “Vixen Vogue,” a haven of stylish, provocative clothing designed to scream sex appeal. Her long hair swayed with each step, her strappy stilettos clicking on the polished floor as Madison, Chloe, and Lian followed her inside. The girls’ beauty turned heads, male shoppers pausing mid-stride, their eyes tracing Kennedy’s cleavage and Madison’s legs, while women whispered in awe.

The boutique’s racks brimmed with daring outfits—sheer tops, microskirts, lace bodysuits—perfect for their Instagram clout. Kennedy smirked, her green eyes scanning the store. “Let’s try some shit on, girls. We need fire pics for the ‘gram,” she purred, her voice dripping with confidence. The quartet dove in, giggling as they grabbed armfuls of clothes, their manicured nails flashing. They commandeered the dressing rooms, strutting out to model for each other, phones ready to capture every sultry pose, their laughter echoing over the store’s pulsing pop music.

Kennedy emerged first, wearing a sheer black halter dress, the fabric so transparent it revealed her lacy black bra and thong beneath, her full breasts and curvaceous hips outlined perfectly. Her sixteen-year-old body was a vision, her tanned skin glowing under the store lights. She struck a pose, one hand on her hip, her back arched to push out her chest, her lips parted in a seductive pout as Madison snapped the photo. Kennedy posted it to Instagram with the caption: “Dripping in danger, who can handle this? #VixenVibes #TooHot #QueenBee.” Reactions flooded in: a woman commented, “You’re absolutely slaying, girl! Iconic!” Another wrote, “Gorgeous and fierce, love this look!” But the men were cruder: “Fuck, that body’s begging for it,” one wrote, while another added, “Wanna peel that dress off you, damn.” Kennedy giggled, reading the thirsty comments aloud, her green eyes sparkling with narcissistic delight.

Madison strutted out next, rocking a red leather bralette that barely contained her perky breasts, paired with a matching microskirt that exposed the curve of her ass, her athletic build accentuated. Her golden tan gleamed, her blonde hair tossed back. She posed with one leg propped on a display, her hands behind her head, her toned stomach taut, her blue eyes smoldering for Chloe’s camera. Her Instagram caption read: “Burning up the scene, catch me shining! #RedHot #BadBitch #MallDays.” Women gushed, “You’re a total bombshell, Madison!” and “That outfit is fire, queen!” Men leered: “Ass like that needs a spanking,” and “Bet you’re wild in that skirt, girl.” Madison laughed, tossing her hair, her cheeks flushed with the thrill of their hunger.

Chloe followed, her petite frame draped in a white lace bodysuit, the sheer fabric hugging her subtle curves, her nipples faintly visible through the intricate patterns. The high-cut bottom bared her hips, her red hair a fiery contrast. She posed leaning against a mirror, one hand trailing down her thigh, her hazel eyes half-lidded, her pout sultry as Lian snapped the shot. Her caption: “Soft but savage, who’s ready for me? #LaceQueen #FlirtVibes #ChloeGlow.” Female followers raved, “You’re stunning, Chloe, that suit is everything!” and “Such a dreamy vibe, love it!” Men’s comments were raw: “Fuck, I’d rip that lace off,” and “That body’s made for sin, baby.” Chloe giggled, her pout deepening, relishing the crude desire.

Lian closed the show, her statuesque figure in a metallic gold crop top that bared her midriff, paired with a black vinyl skirt slit to her hip, revealing her long, sleek leg. Her jet-black hair cascaded down her back, her almond-shaped eyes cool and commanding. She posed with one hand on the wall, her body angled to highlight her slim curves, her expression enigmatic for Kennedy’s camera. Her caption: “Untouchable but tempting, bow down. #GoldGoddess #EliteVibes #LianRules.” Women commented, “You’re a total queen, Lian, that look is unreal!” and “Elegance and edge, obsessed!” Men were blunt: “Wanna fuck that tight body all night,” and “Skirt like that’s asking for trouble.” Lian’s lips curved slightly, her cool facade masking her thrill as the girls cackled over the comments.

The quartet swapped phones, squealing over the likes and reactions, their voices a chorus of arrogance. “God, these guys are so desperate,” Kennedy said, tossing her hair, her green eyes gleaming. “And the girls wish they were us,” Madison added, giggling. Chloe pouted, “We’re basically famous,” while Lian nodded, her voice low, “They’ll never be on our level.” Their laughter rang out, carefree and bitchy, as they reveled in their power.

With their photos posted and egos fed, the girls stripped off the outfits, leaving them in a careless heap on the dressing room floor—sheer dresses, leather bralettes, lace bodysuits, and vinyl skirts tangled together. They didn’t buy a thing, the clothes mere props for their internet clout. The salesgirl, a frazzled twenty-something with a messy bun, stared in dismay at the mess, her voice trembling as she called after them, “Hey, you can’t just leave these like this!”

Kennedy turned, her smirk cruel. “Clean it up, sweetie. That’s your job, right?” Madison snickered, “Yeah, don’t cry about it.” Chloe waved dismissively, “God, relax, it’s just clothes.” Lian’s cool glance silenced the girl, her jet-black hair swaying as she strode out. The girls laughed, their heels clicking as they sauntered back into the mall, their rich, bitchy confidence unshaken, leaving the salesgirl to gather the discarded outfits, their carefree reign unchallenged.


Half an hour later, Kennedy led her trio of gorgeous friends into a dimly lit record store, the air thick with the scent of vinyl and the faint hum of music. Her red top clung to her voluptuous curves, the deep neckline teasing the tops of her full breasts, while her black leather miniskirt barely skimmed her thighs, her stilettos clicking on the hardwood floor. Madison’s crop top rode up as she swayed, her toned stomach gleaming, her denim shorts cut so low they hinted at the curve of her hips. Chloe’s emerald dress hugged her petite frame, the fabric stretching over her subtle curves, her red hair catching the light as she tossed it playfully. Lian’s metallic silver dress shimmered, the high slit revealing her long, sleek leg, her jet-black hair a glossy curtain as she moved with cool grace. The girls’ laughter echoed, their beauty a magnet for every eye in the store.

As they perused the racks of vinyl and posters, the male sales staff and customers couldn’t look away. A lanky clerk in his twenties, his glasses fogging slightly, fumbled with a stack of records, his eyes darting to Kennedy’s cleavage as she leaned over to flip through a bin. A bearded customer, mid-thirties, lingered near the rock section, his gaze tracing Madison’s legs, his fingers tightening on a vinyl sleeve. Kennedy caught the clerk’s stare and smirked, deliberately arching her back to push her chest out, her top straining as she held his gaze, relishing his flush. Madison teased the bearded guy, bending low to inspect a lower shelf, her shorts riding up to flash a glimpse of her thong, giggling as he coughed and turned away. Chloe, ever the flirt, brushed past a college-aged customer, her arm grazing his, her sultry pout and a whispered “Oops” leaving him red-faced. Lian, more subtle, let her fingers trail along a poster, her body angled to accentuate her statuesque figure, her cool glance making a nearby staffer drop his pen.

While her friends toyed with their admirers, Kennedy drifted to the hip-hop section, her curiosity piqued by the bold album covers. She slipped on a pair of store headphones, her glossy hair falling over one shoulder as she selected a track from a hardcore gangsta-rap album. The beat hit hard, all bass and menace, and the lyrics—raw, misogynistic, laced with violence—poured into her ears. “Bitches on their knees, takin’ it rough,” the rapper growled, his voice dripping with dominance. Kennedy’s breath hitched, her underage body responding with a rush of heat. Her full lips parted, and she bit the lower one, her teeth sinking into the plump flesh as the crude words painted vivid images. Her teenage sexuality, ripe and unrestrained, pulsed through her, her skin prickling as the rapper spat about “breakin’ hoes” and “runnin’ the streets.” She shifted her weight, her thighs pressing together, a delicious ache building low in her belly.

Kennedy’s green eyes glazed slightly, her body swaying to the rhythm, her hips rolling in a slow, sensual dance. Her breasts strained against her top, the fabric outlining her hardened nipples as the lyrics fueled her arousal. “Smack that ass, make her scream,” the track snarled, and her cheeks flushed, a sheen of sweat glistening on her cleavage. Her fingers tightened on the headphone cord, her nails digging into her palm as she imagined herself at the mercy of the rapper’s raw power.

She moved to a rack of posters, her gaze locking on images of muscular black thug rappers. One, shirtless, his chiseled abs and tattooed arms gleaming, stared out with an arrogant, menacing smirk. Another, in a wifebeater, his thick neck and broad shoulders exuding dominance, his eyes cold and predatory. Kennedy’s pulse raced, her sixteen-year-old body trembling with forbidden desire. She pictured those strong hands pinning her down, their sneers promising rough, unyielding conquest. Her breath came faster, her thighs slick with heat, her skirt feeling impossibly tight as her arousal soaked through her lace panties.

She flipped through more posters, each rapper’s sculpted physique and cruel expression stoking her fantasies. Her lips parted further, a soft moan escaping as she imagined their bodies pressing against hers, their voices echoing the lyrics that throbbed in her ears. “Take it, slut,” the track growled, and Kennedy’s knees weakened, her body aching for release. Her fingers brushed her collarbone, trailing down to the edge of her top, her skin hypersensitive, every nerve alight with her barely-contained lust. Her friends’ giggles faded into the background, their teasing games trivial compared to the dark, intoxicating pull of the music and images consuming her. Kennedy stood there, lost in her private reverie, her teenage body a live wire, every sway and shiver betraying her craving for the dangerous, degrading world the rap promised.

Kennedy’s hips swayed to the relentless beat pulsing through the headphones, her body caught in a slow, sensual grind that made her leather miniskirt ride up her thighs, the tight fabric hugging her curves. Her low-cut red top strained against her full breasts, the neckline dipping to expose the glistening swell of her cleavage, now lightly sheened with sweat. The hardcore gangsta-rap track pounded in her ears, its misogynistic lyrics—”Bitches get tamed, fucked raw in the game”—stoking the fire in her underage body. Her green eyes fluttered half-closed, lost in reveries of big, violent black thugs, their tattooed muscles and cruel sneers dominating her thoughts. Her fingers grazed her collarbone, trailing down to stroke the soft skin above her chest, her touch lingering as she imagined the brutal hands of felons gripping her, pinning her down with raw, unyielding force.

Her teenage sexuality surged, her breath hitching as she danced, her body a fluid wave of desire. Her nipples hardened, pressing against the thin fabric of her top, visible to anyone who dared look. Her thighs clenched, the ache between them intensifying as the rapper’s voice growled about “breakin’ sluts” and “ownin’ the streets.” Kennedy’s lips parted, a soft gasp escaping as her fingers brushed her neck, her skin hypersensitive, tingling under her own touch. She pictured those felons—towering, muscular, their eyes cold and predatory—ravishing her, their rough hands claiming every inch of her. Her cheeks flushed pink, her sixteen-year-old body trembling with forbidden lust, her sway growing bolder, hips rolling with a provocative rhythm that drew every eye in the store.

The source of this story is Storiesonline

To read the complete story you need to be logged in:
Log In or
Register for a Free account (Why register?)

Get No-Registration Temporary Access*

* Allows you 3 stories to read in 24 hours.

 

WARNING! ADULT CONTENT...

Storiesonline is for adult entertainment only. By accessing this site you declare that you are of legal age and that you agree with our Terms of Service and Privacy Policy.


Log In