Chapter 9: Private Jet Depravity
The low hum of the jet’s engines was a constant, soothing vibration through the leather soles of Kim’s boots. She leaned against the polished mahogany bar, watching the world shrink into a patchwork of lights far below. The cabin was a study in villainous luxury—deep, blood-red carpet, seats of butter-soft black leather that cradled the body, and the faint, expensive scent of aged whiskey and lavender polish that clung to everything.
Shego stood by the panoramic window, her silhouette a cutout against the endless indigo of the night sky. She was still in her black and green catsuit, the material shimmering under the cabin’s muted lights, hugging the pronounced curve of her six-month pregnant belly. She took a slow sip from a crystal tumbler, the ice clinking softly.
“You two look like you could use a change of scenery,” Shego said, her voice a low, smoky purr that cut through the engine’s drone. She turned, her green eyes glinting with mischief. “All that domestic bliss in Middleton is gonna rot your brains. Come to my island. Two weeks. Sun, sand, a private villa with a pool that hangs over a cliff. No paparazzi, no heroes, no fucking committees.”
Ann, settled into a wide armchair with a blanket over her lap, raised an eyebrow. Her red hair was still damp from the shower, curling at the ends. “Your island? I thought your assets were… frozen.”
Shego’s smile was a slash of white. “Please. Like a little international injunction ever stopped me. It’s under a shell corporation. Very discreet. Very private.” She set her glass down and stretched, the catsuit straining over her full, round breasts. “I’ve got the jet fueled and ready. Consider it a baby-moon. For all of us.”
Kim felt a thrill, a spark of the old rebellion. A secret island. With Shego. With her mother. The promise was a siren call, breaking the strange, contented spell of the last few months. She looked at Ann, seeking permission, but found only a contemplative gaze.
“A vacation,” Ann said slowly, as if tasting the word. “We haven’t had one of those since… well, ever.”
“Exactly,” Shego pushed off from the window and walked over, her hips swinging with a confident sway. She stopped in front of Kim, close enough for Kim to smell her perfume—jasmine and ozone. “What do you say, Kimmie? Wanna let your villainous girlfriend spoil you rotten for a while?”
Kim’s heart beat a little faster. She glanced at her mother again. Ann gave a nearly imperceptible nod, a tiny smile playing on her lips. The decision, it seemed, was hers.
“Yeah,” Kim said, a grin spreading across her face. “Yeah, let’s do it.”
Shego’s smile turned victorious. “Good. We leave tonight.” She gestured grandly around the cabin. “This is your ride. Make yourselves at home. There’s a bedroom in the back if the pregnant princess needs a nap.” She winked at Kim.
The takeoff was a smooth, powerful surge into the sky. Once the seatbelt sign dinged off and the plane leveled off at cruising altitude, a different energy crackled in the cabin. The polite veneer of the invitation dissolved, replaced by the heavy, familiar tension of want.
Shego didn’t bother with preamble. Standing in the aisle between the plush seats, she reached for the zip of her catsuit. The sound was loud in the quiet cabin. She peeled the sleek material down from her shoulders, letting it fall in a puddle at her feet. She stood there naked, her green skin sheened in the low light, her pregnant belly proudly round, her breasts heavy and tipped with dark nipples. The black spade of her pubic hair was neatly trimmed above her slit.
“Staring is rude, Mrs. Possible,” Shego said to Ann, though her eyes were hot with challenge. “Unless you’re planning to do something about it.”
Ann stood up, the blanket falling away. She hadn’t bothered with pants after their shower, just a loose silk robe that hung open. Her cock, already half-hard, thickened visibly as she took in the sight of Shego. “You never could just sit still, could you?”
“Boring,” Shego sneered, but her breath hitched as Ann closed the distance. “I’ve been pent up for weeks. That little cunt of yours has been monopolizing the good doctor.” She glanced at Kim, who was watching, rapt, from her seat, her own hand unconsciously resting on her swollen stomach.
“So you want attention?” Ann’s voice was deceptively soft. She traced a finger along the underside of Shego’s breast.
“I want you to fuck me, Mommy” Shego corrected, her voice dropping to a growl. “Properly. Not some gentle, mama’s-girl loving. I want you to remember who you’re fucking.”
Ann’s hand snapped out, gripping Shego’s hip possessively. “And how would you like that?”
Shego’s grin was feral. “Full nelson. Pin me up against the window. Let the whole world see what you do to me.”
A shudder ran through Kim. The raw aggression in Shego’s demand was a dark flame, and it called to the same hidden part of her that loved her mother’s relentless possession.
Ann didn’t hesitate. She moved behind Shego, her strong surgeon’s hands gripping the villainess’s thighs. With a grunt of effort, mindful of the pregnant belly jutting in front if them, she lifted Shego off the floor. Shego gasped, her hands flying back to grip Ann’s neck for support, her body arching as Ann maneuvered her, spreading Shego’s legs wide so she was suspended in the air, her back pressed against Ann’s chest, her glistening green pussy exposed and presented.
“Like this, you demanding bitch?” Ann hissed into her ear.
“Yes,” Shego panted, her head falling back against Ann’s shoulder. “Now fill me up, you fucking shemale. Do it.”
Kim was out of her seat in an instant, her pregnancy forgotten in a surge of lust. She dropped to her knees on the soft carpet between Shego’s wildly spread legs. The view was obscene and beautiful: Shego’s pussy lips, flushed a deeper green, already slick and open, poised just above Ann’s thick, ruddy cockhead. The scent of her arousal, spicy and sharp, filled Kim’s nose.
Ann adjusted her grip, her biceps straining, and then she pushed up. Her cockhead nudged against Shego’s entrance, spreading the slick folds, and then she slid in, a slow, inexorable invasion that made Shego cry out. The fit was brutally tight, Shego’s cunt stretched wide around Ann’s girth.
“Fuck! Finally!” Shego screamed, her nails digging into Ann’s arms.
Ann began to move, short, sharp thrusts that jarred Shego’s suspended body. Each drive buried her cock to the hilt in Shego’s clutching heat. The wet, rhythmic slaps of flesh on flesh echoed in the cabin, syncopated with the jet’s engines.
Kim leaned forward, her tongue outstretched. As Ann pulled back, she licked a hot stripe up Shego’s dripping slit, swirling her tongue around the swollen, protruding bud of Shego’s clit. Shego jolted as if electrocuted.
“Fuck! Yes, Kimmie-cub, right there, lick your pregnant girlfriend’s pussy!” Shego babbled, her words dissolving into a moan as Ann slammed home again.
Kim obeyed, dedicating herself to the task. She licked and sucked Shego’s clit in time with Ann’s thrusts, her mother’s powerful drives pushing Shego’s cunt onto her tongue. She could taste them both—Shego’s unique musky salt, and the familiar pre-cum leaking from her mother’s cock. The dual sensations, the violent fucking and the relentless tongue, had Shego unraveling fast.
“I’m gonna come! I’m gonna—Mommy!” Shego’s body locked up, her cunt clamping down in a series of violent, fluttering spasms around Ann’s shaft. A gush of her juices flooded Kim’s mouth.
The sensation of Shego’s tight channel milking her cock tore a guttural roar from Ann’s throat. “Take it! Take my fucking cum, you green slut!” Her hips pistoned wildly, losing all rhythm, as she slammed her pelvis against Shego’s ass. Kim could see her mother’s balls tighten, and then Ann was pulsing inside Shego, her cock jerking as she pumped jet after hot jet of cum deep into the villainess’s womb.
The force of it, the sheer animal claiming, triggered Kim’s own climax. She moaned against Shego’s clit, her free hand frantically rubbing her own swollen pussy through her leggings as she came, her inner walls fluttering around nothing, a silent echo of the penetration happening above her.
For a long minute, the only sounds were ragged breathing and the jet’s hum. Ann, trembling with exertion, slowly lowered Shego’s limp form onto one of the wide leather seats. Shego collapsed onto it, cum already leaking from her well-used pussy onto the expensive leather. Ann stood over her, her cock slick and glistening, slowly softening.
Kim rested her forehead against Shego’s thigh, spent. Shego’s hand, weak and trembling, came down to tousle Kim’s hair.
“See, doc?” Shego panted, a triumphant, shattered smile on her face. “That’s how you start a vacation.”
Ann sank into the seat opposite, her eyes dark with satisfaction as she watched her cum seep from her lover.
Kim watched them both from the floor, her own need a sharp, coiled spring in her belly. The scent of sex was thick in the recycled air, a pungent mix of sweat and spent lust that made her mouth water. Watching had only stoked the fire.
“My turn,” Kim said, her voice husky. It wasn’t a request.
She pushed herself up, her movements deliberate despite the weight of her pregnancy. Her fingers went to the hem of her sweater, pulling it over her head in one swift motion. Her leggings and panties followed, kicked into a pile near Shego’s discarded catsuit. Naked, her body was a testament to Ann’s possession—the heavy, blue-veined breasts, the vast, tight dome of her belly, the red heart of pubic hair above her swollen slit.
Ann’s cock, which had begun to soften, stirred anew at the sight. It twitched, thickening against her thigh.
Kim didn’t wait. She moved to the seat where Ann sat, stepping over the armrest with a careful, determined grace. She straddled Ann’s hips, her pregnant belly resting against her mother’s softer stomach, their skin meeting with a warm, intimate press. The wetness between Kim’s thighs was already a slick promise.
Reaching between them, Kim took Ann’s reawakening cock in her hand. She stroked it once, twice, feeling it harden completely under her touch, the skin like hot velvet over iron.
“I need you inside me now, Mommy,” Kim breathed, her eyes locked on Ann’s. She positioned the broad, leaking head at her entrance, the tip nudging against her tender, sensitive folds. “Right now.”
She sank down.
A sharp, gasping moan tore from Kim’s throat as her mother’s thickness stretched her open, filling the desperate, empty ache the watching had created. She took it all in one slow, relentless descent, her inner walls fluttering and clamping around the invading shaft, her body accepting what it knew so well. When her ass met Ann’s thighs, she was fully impaled, her cervix kissed by the blunt crown.
“Fuck, yes,” Kim hissed, her head falling back.
Then she began to move. She planted her hands on Ann’s shoulders for leverage and rose up, almost letting the cock slip free, before slamming back down with a wet, fleshy slap. The pace she set was hungry and rhythmic, a deep, bouncing ride that made her heavy tits and pregnant belly jounce with each forceful impact.
“Oh god, Mommy, your cock… it’s so deep!” Kim cried out, her voice rising with each plunge.
One of her hands left Ann’s shoulder to grope her own full breast. She squeezed hard, her fingers pinching the dark, pebbled nipple. A thin, arching stream of warm milk shot out, spraying across Ann’s neck and chin. The sensation triggered another, more intense spray, the white liquid dotting the leather headrest, the cabin window.
Kim moaned, lost in the overwhelming feedback loop of sensation—the brutal fullness between her legs, the sweet relief from her engorged breasts. She rode Ann with a frantic, rising intensity, her hips pistoning, the wet sounds of their joining filling the cabin.
Shego, having recovered slightly, propped herself up on an elbow to watch. A slow, admiring smile spread across her face. She reached out, her hand finding Kim’s sweaty back, tracing the line of her spine.
“Look at you go, Kimmie-cub,” Shego purred, her voice still ragged. “Fucking yourself silly on mommy’s big dick.” She leaned in, catching Kim’s mouth in a deep, messy kiss, tasting her own pussy on Kim’s lips. When she pulled back, she laughed, a low, throaty sound. “You know, this is perfect. Saves us all time.”
Kim barely heard her, consumed by the building pressure in her core. “W-what?” she panted, never breaking her rhythm.
“On my island,” Shego said, gesturing vaguely at their naked, intertwined bodies, the milk drying on the leather, the scent of sex permeating everything. “There’s a strict rule. No clothes allowed. Not a single stitch. You two are already dressed for the occasion.”
Ann’s hands, which had been gripping Kim’s hips, guiding her thrusts, tightened. A guttural groan rumbled in her chest. The visual, the feel of Kim milking herself while she rode her, the filthy reality of Shego’s joke, was too much.
“Kim… I’m gonna…” Ann’s warning was a strained growl.
“Do it! Fill me up, Mommy, breed me again!” Kim screamed, her bouncing becoming erratic, desperate. Her cunt clenched in a series of violent spasms, her orgasm tearing through her with blinding force. As she came, another arc of milk sprayed from her neglected breast, this time catching Shego across the cheek.
The hot splash on her skin was the final trigger for Ann. With a roar that seemed to shake the very cabin, she drove up into Kim, her pelvis slamming against her daughter’s ass as her cock erupted. Kim felt the scalding pulse of it deep in her womb, jet after jet flooding her already-occupied space, the sheer volume of it leaking out around the shaft to coat Ann’s thighs and the seat beneath them.
Kim collapsed forward, a dead weight against Ann’s chest, their sweat-slick skin sticking together. Shego wiped the milk from her face with a finger, then sucked it clean, her green eyes gleaming with wicked amusement as she watched them both shudder through the aftershocks. The jet hummed on, carrying them toward an island where the filth they’d just made would simply be the dress code.