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The Investment Banking Intern · Story 1 of 4

femaleledrelationships presents

The Investment Banking Intern: Part 1

4.8 (10)

Age Gap
BDSM
Bossy

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Brendan stepped off the elevator into the gleaming waiting area of Apex Global Finance, one of the world's largest investment banking firms.

His heart pounded in his chest as he smoothed down his ill-fitting black suit, the fabric clinging awkwardly to his average 5-foot-5 frame.

At 21, he felt like a kid playing dress-up among giants. The room buzzed with energy—dozens of other interviewees sprawled across sleek leather chairs, all tall, polished, and radiating confidence. Men in tailored suits towered over 6 feet, their broad shoulders filling the space, while women in sharp pencil skirts and heels exuded poise, their laughter echoing like they owned the place.

Brendan gulped, sinking into a chair at the edge, his palms sweaty. These people were extroverts through and through—loud, animated, swapping stories about Ivy League deals and high-stakes mergers. He was the opposite: shy, quiet, boring, average. No one glanced his way; he blended into the wallpaper.

Then the door to the executive office swung open. Lorna strode out, and Brendan's breath caught. She was a vision of raw power at 6 feet tall in her stunning black heels that clicked authoritatively against the marble floor.

Her business pants hugged her thick ass like a second skin, the fabric stretching taut over each firm cheek as she moved. Her white shirt strained against massive breasts, the buttons pulling tight, hinting at deep cleavage that begged to spill free. The blazer draped over her shoulders amplified her bossy aura, making her look utterly in charge, untouchable.

She shook hands with the previous candidate—a tall, handsome guy who grinned like he'd already won—her long fingers gripping firmly. 'Next,' she barked, her voice smooth and commanding.

Brendan's cock twitched in his pants, swelling to a semi-hard bulge that pressed uncomfortably against his zipper. Heat flooded his cheeks, a deep blush burning as he ogled her ass sway when she turned back toward her office. Fuck, she's huge... those tits could smother me, he thought, shifting to hide his growing erection.

Every 20 minutes, the cycle repeated. Lorna emerged again, her heels stabbing the floor, pants outlining her powerful thighs and that plump ass. Her breasts heaved slightly with each stride, the shirt fabric whispering threats of popping open.

She welcomed the next interviewee—a stunning blonde even taller than most, all legs and confidence—with a firm handshake and a nod. Brendan stared, mesmerized, his cock now fully throbbing, pre-cum dampening his boxers.

His face stayed flushed crimson, pulse racing as he imagined her heels pinning him down, her massive tits smothering his face while she rode his pathetic dick.

The others filed in and out effortlessly, all extroverted clones of Lorna: tall, beautiful, loud. A guy with chiseled jaw and 6'4" height laughed boisterously as he entered.

A brunette bombshell with endless legs high-fived her outgoing friend post-interview. Brendan shrank smaller in his seat, his shy demeanor screaming misfit. No way I stand a chance, he thought, arousal warring with dread.

His small cock strained harder each time Lorna appeared, her bossy presence dominating his every filthy fantasy, even as doubt gnawed at him.

Brendan's nerves twisted into knots, his stomach churning as the clock ticked past another cycle. This is pointless, he thought, sweat beading on his forehead. The confident giants around him owned the room, and he was just a shy speck. He gripped his briefcase, ready to bolt for the elevator and slink home to lick his wounds.

The office door swung open again. Lorna emerged, her black heels stabbing the floor with precision. She shook the hand of the latest candidate—a 6'2" guy with a smug grin—her fingers lingering just long enough to assert dominance. Then she turned, scanning the room, her massive breasts shifting heavily under the taut white shirt. Her eyes locked on Brendan.

"Brendan?" Her voice cut through the hum like a whip, smooth and commanding.

He froze, heart slamming against his ribs. A massive gulp forced its way down his throat, his face igniting in a furious blush. "Y-y-yes?" The word tumbled out in a high-pitched stutter, barely audible.

Laughter erupted from the other candidates. A tall brunette snickered, whispering to her friend. The chiseled guy from earlier barked a mocking chuckle. "Look at the little mouse squeak," someone muttered loud enough for all to hear. Brendan's cheeks burned hotter, humiliation flooding him as he shrank even smaller.

Lorna's lips curved into a knowing smile, unfazed. "Follow me." She pivoted on her heel, her thick ass flexing under the tight pants, cheeks rolling with each step.

Brendan stumbled to his feet, legs wobbling like jelly. He trailed after her, eyes glued to that hypnotic sway—left cheek clenching, right cheek bouncing, the fabric outlining every curve of her powerful glutes. His cock surged harder in his pants, thickening to a full, aching erection that tented the front obscenely. Pre-cum leaked steadily, soaking his boxers as filthy images flashed: her ass smothering his face, grinding down while she laughed at his pathetic hardness.

He clutched his briefcase in front of his crotch like a shield, barely concealing the bulge as he shuffled into her office. The door clicked shut behind him, sealing the world out. Lorna slid into her massive desk chair with grace, crossing her long legs. Brendan dropped into the seat across from her, his 5'5" height putting his eyes dead level with her massive breasts—two enormous globes straining the shirt buttons, deep cleavage spilling forward like an invitation to drown.

"So, Brendan," she started, leaning forward slightly, her tits heaving with the motion, nipples faintly visible through the thin fabric. "Tell me about yourself."

He blushed crimson, stammering through his resume. "I-I... uh, graduated with a d-degree in f-finance... from State... i-interned at a s-small firm..." Words tripped over his tongue, answers fumbling into awkward silences. He shifted, erection throbbing painfully against the briefcase edge, his mind blanking under her piercing gaze.

Disaster, he thought, sweat trickling down his back. She's gonna kick me out any second.

But she didn't. Minutes dragged on. She fired questions—markets, deals, hypotheticals—and he stuttered through, blushing furiously each time her breasts jiggled with a nod or her ass shifted in the chair, visible under the desk glass.

Then she leaned in closer, tits nearly brushing the desk edge. "Now, Brendan... are you comfortable working for a female boss? Taking direction from a woman like me? Doing exactly what I say, when I say it?"

His cock twitched violently, spurting more pre-cum. He nodded frantically, face a furnace. "Y-yes, m-ma'am... a-absolutely... I-I'd do anything you s-said..."

"Good boy," she purred, her smile sharpening. "Obedience is key here. No questions, just compliance. Can you handle that?"

"Y-yes!" he squeaked, nodding like a bobblehead, blush spreading to his ears. His erection strained harder, balls aching as he imagined her commanding him to drop to his knees right there, sucking her pussy under the desk.

The clock on the wall showed 45 minutes. Others got 15-20 tops. Lorna's eyes flicked to it, then back to him, her thick thighs parting slightly under the desk. She wasn't done—not by a long shot.

Lorna leaned back in her chair, her massive breasts settling heavily against her chest, the shirt fabric pulling taut across the swollen curves. She crossed her arms under them, pushing the deep cleavage higher, her nipples hardening into visible points that poked insistently at the material. Her eyes sparkled with that bossy gleam, quick and piercing, as she fixed him in place.

"Tell me, Brendan," she said, her voice a sultry command laced with flirtation, lips curving into a smirk. "What do you look for in a boss? Be honest—paint me the picture."

He swallowed hard, his erection pulsing painfully against the briefcase still clutched in his lap like a lifeline. Pre-cum oozed steadily, turning his boxers into a sticky mess, the scent of his arousal faint but unmistakable in the enclosed space. Blush scorched his face from neck to forehead as he stammered out the truth, words tumbling in a rush of submissive honesty.

"I-I like a boss who's d-direct... someone who t-tells me exactly what to do. I'm g-good at following orders, ma'am. Doing what I'm t-told, no questions. I f-follow someone's lead, try to m-make their life easier... handle the details so they don't have to worry..."

Her face lit up, a genuine flash of delight crossing her features. She uncrossed her legs slowly, deliberately, her thick thighs rubbing together with a soft whisper of fabric, the motion drawing his eyes downward to the powerful V between them.

"Mmm, perfect," she purred, voice dropping an octave, almost a growl of approval. "That's exactly the kind of eager little helper I need around here. Obedient. Reliable. Ready to jump at my every word."

She glanced at the clock—bang on the hour mark now. Others flew out in half the time, but she'd savored dragging this one out, watching him squirm, his tiny frame dwarfed by her presence, cock straining like it begged for her command.

Lorna rose fluidly from her chair, towering over him at 6 feet even without the heels—those added inches made her a goddess. She extended her hand, palm down in a gesture that demanded he kiss it if he dared, but settled for a firm grip. Her fingers engulfed his, squeezing with controlled power, her breasts swaying pendulously inches from his face as he stood shakily.

"Excellent interview, Brendan," she said, her tone bossy triumph, eyes locking onto his with flirtatious heat. "You've got what it takes. I'll be in touch—very soon."

He nodded frantically, blush exploding anew as her scent—musky perfume mixed with feminine heat—filled his lungs. His cock throbbed one last desperate time, threatening to erupt just from her touch. Clutching the briefcase tighter over the bulge, he stumbled backward toward the door, her thick ass flexing as she watched him go, that knowing smile promising he'd crawl back begging.

The door clicked shut behind him, leaving him in the waiting room haze, other candidates shooting curious glances. But all he could feel was the ache in his balls, the wet spot spreading, and the filthy certainty she'd own him soon.

Later that evening, after the office lights dimmed and the last echoes of heels faded down the halls, Lorna lingered in her domain. She sauntered to the towering bookshelf lining one wall, her hips swaying with grace, thick ass cheeks clenching under the pencil skirt that hugged every curve. Fingers trailed over leather spines before gripping a thick volume—'The Art of Submission'—and yanked it hard.

A low hydraulic hiss filled the air as the shelf swung inward on silent hinges, revealing a windowless chamber bathed in pulsing red lights from the ceiling. Crimson glows danced across black leather walls, racks of whips, chains, and spreader bars gleaming like promises of things to come.

Padded benches with restraint points squatted in corners, a St. Andrew's cross dominated one side, and a gleaming exam table with stirrups waited under spotlights. The air hung heavy with leather polish and faint ozone from electro-play toys.

Lorna stepped inside, the door sealing shut behind her with a definitive click. Her smirk deepened, lips parting in a hungry grin as she kicked off her black heels, bare feet padding over cold stone floors. She shrugged out of her blazer, letting it drop, skirt riding up her thighs to bare the swollen lips of her pussy, slick juices already dripping down her inner thighs from the day's teasing, soaking wet and aching under the red haze.

Eyes locked on a wall display of gleaming steel and silicone, she reached up, muscles flexing in her arms and back, and unhooked the prize: a flat steel chastity cage, barely one inch long when locked, its inner surface lined with dull spikes designed to bite tender cock flesh with every throb.

Attached below hung a snug ring that wrapped the balls tight, embedded vibrators for relentless massage humming at her touch, and twin electrodes ready to zap agony via the slim remote clipped to the side. Her pussy clenched, fresh wetness seeping out as she hefted it, the metal cool and unyielding, imagining it clamping Brendan's pathetic little dick flat, spikes pricking as pre-cum welled uselessly.

'Little Brendan,' she murmured to the empty room, voice a throaty rasp thick with lust, fingers tracing the spikes. 'You're exactly the intern I've been looking for.' She pressed the cage to her thigh, the ball attachment dangling like a threat, and sank onto a nearby throne-like chair.

Legs spread wide, she dragged the remote's button—test buzz—vibrators whirring to life against her skin. A shiver ran through her as she pictured him: that shy stutter, the bulge straining his slacks, blush flooding his cheeks while she locked him away.

Her pussy throbbed, juices pooling on the seat beneath her, as she envisioned dragging him here tomorrow—stripping him, forcing his wrists into cuffs overhead, knees buckling as she shoved his shriveled cock into the cage. Click. Locked. Then the shocks: his balls dancing, him begging, tears streaming while she rode his face to gushing orgasm.

She growled low, hips shifting restlessly, the cage clutched like a talisman, spikes glinting red—perfect for breaking a boy like him. He'd crawl, obey, serve her every filthy whim, balls aching blue under constant tease and zap.

Panting, she rose, wiping the remote on her skirt, and returned the device to the wall—for now. Tomorrow, she'd call. And little Brendan would kneel.


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The Investment Banking Intern

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