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Aspen's Midnight Takeoff

by rogue_sailor

Diane sprawled on the checkered blanket amid the symphony of crickets and distant cello strains, the late summer sun dipping low over Aspen's jagged peaks. The pavilion concert was in full swing, viol

about 2 hours ago
long readintense intensity
Diane sprawled on the checkered blanket amid the symphony of crickets and distant cello strains, the late summer sun dipping low over Aspen's jagged peaks. The pavilion concert was in full swing, violins slicing through the air like precise wing cuts, but her attention wandered to the picnic spread: crusty baguettes, wedges of brie sweating in the heat, and bottles of pinot noir that her friends had uncorked with theatrical pops. She'd always thrived on these end-of-season bashes—wine loosening her edges, making her feel that familiar adventurous pull, especially after a grinding week wrangling clients at the gallery.

Her friend Lena sidled up, eyes sparkling with mischief. "Diane, you have to meet this guy. Met him this morning at the airport shuttle—total pilot vibe. Thought of you immediately." Lena gestured to a tall figure unfolding himself from a folding chair, his frame lean and assured, like he'd been carved from the cockpit of a sleek jet. He wore a faded flight jacket over a plain tee, khakis that hugged his thighs just right, and a smile that said he knew exactly how to handle turbulence.

"Hi, I'm Mark," he said, extending a hand with calluses that spoke of joysticks and checklists. Diane shook it, feeling the warmth linger. Mark—the pilot. Up close, his jaw was shadowed with stubble, eyes a sharp blue that scanned her like he was plotting a flight path. They'd both grown up chasing horizons, it turned out; she in the unpredictable winds of art deals, he in the skies over the Rockies and beyond.

They sank onto the blanket together, knees brushing as the music swelled into a Brahms interlude. Conversation flowed easy—Diane teasing him about the glamour of layovers, Mark recounting a stormy hop from Denver where he'd nursed the plane through hail like a lover. "Aspen's got this pull," he said, popping a grape into his mouth. "Flying in, it's like the mountains are daring you to land." She laughed, her hand finding his under the pretense of reaching for wine. His fingers intertwined with hers, thumb stroking her knuckle in a rhythm that matched the strings. By the time the concert faded into applause, plans were set: dinner at that tucked-away Italian spot downtown, away from the party's hum.

The restaurant buzzed with locals trading summer stories, candle flames dancing on terracotta walls. Diane and Mark claimed a corner booth, menus forgotten as the waiter poured robust Chianti. She leaned in, asking about the wildest routes he'd flown—exotic strips in the Bahamas, midnight runs over the Pacific. He countered with questions about her life in this posh playground, how she navigated the influx of weekend warriors. The wine hit her like a warm current, stirring that frisky edge she knew so well after a few glasses. Their feet tangled under the table, his boot nudging her calf, sending sparks up her leg.

By dessert—a shared tiramisu they picked at with forks—his hand was on her thigh, casual but insistent. "My hotel's just up the road," Mark murmured, voice low over the clink of glasses. "Quiet nightcap?" Diane met his gaze, the pilot's confidence sealing it. This was the fling she'd daydreamed about, the one where a stranger in uniform took the controls.

The hotel lobby gleamed under soft lobby lights, but Mark bypassed the bar, nodding toward the outdoor patio. "Hot tub's calling. Sneak in with me?" The night air was crisp, scented with pine, the tub's steam rising like a beckoning fog. They slipped through a side gate, the water bubbling invitingly under strings of fairy lights. Diane stripped down to her bra and panties—black lace she'd thrown on that morning on a whim—while Mark peeled off his shirt, revealing a chest etched with the taut lines of someone who logged hours in high-altitude gyms. His boxers tented slightly as he eased in, eyes locked on her.

She followed, the heat enveloping her like a liquid embrace, jets massaging her back. They floated close, thighs pressing, and Mark pulled her onto his lap. His mouth claimed hers, hungry and unapologetic, tongue delving deep as his hands roamed her sides. Diane moaned into the kiss, grinding against the growing hardness beneath her. "Fuck, you've been on my mind since the blanket," he growled, nipping her lower lip.

His palms slid under her bra, thumbs circling her nipples until they peaked hard against the fabric. She arched, water sloshing, and tugged his head down to her neck, where he sucked marks that would bloom tomorrow. Emboldened, Diane reached between them, palming his cock through the wet cotton—thick, veined, straining. Mark groaned, freeing himself and shoving her panties aside. His fingers found her slick folds, parting them to circle her clit with expert pressure. "So wet already," he murmured, slipping one digit inside her, then two, curling to hit that spot that made her gasp.

Diane rocked against his hand, the water amplifying every thrust, bubbles tickling her skin. His mouth returned to hers, devouring, while his thumb worked her clit in tight circles. She was close, tension coiling like a spring, but he slowed, teasing. "Not yet," he said, voice rough. He lifted her slightly, positioning his cock at her entrance. With a shared nod—no words needed—they sank together, her pussy stretching around his girth. The heat of the water mixed with his heat, every inch of him filling her as she settled.

They moved slow at first, her hips rolling in the water's resistance, his hands gripping her ass to guide her. "Ride me," Mark urged, and she did, lifting and dropping, water splashing over the tub's edge. His cock hit deep, the angle perfect, her clit grinding against his base. Pleasure built fast, her breaths coming in pants against his shoulder. He thrust up to meet her, one hand sneaking back to finger her rear entrance, a light press that made her clench around him.

"Fuck, yes," she whispered, the dual sensation pushing her over. Orgasm ripped through her, pussy pulsing, waves crashing as she cried out. Mark followed seconds later, burying himself deep and groaning as he came, hot spurts filling her. They clung there, spent, the jets still churning around them.

Eventually, they disentangled, towels wrapping chilled skin as they headed to his room on the third floor. The elevator ride was charged, Mark's hand slipping under her towel to cup her breast, pinching until she whimpered. Inside the room—neutral tones, king bed dominating—the door clicked shut, and clothes hit the floor properly. Diane pushed him back onto the bed, straddling his thighs, her body still humming from the tub.

She kissed down his chest, tongue tracing the ridges of his abs, until she reached his cock—semi-hard again, glistening from their earlier mess. Wrapping her hand around the base, she took him in her mouth, swirling her tongue over the head, tasting salt and herself. Mark's fingers tangled in her hair, hips bucking lightly as she sucked deeper, hollowing her cheeks. "God, Diane, your mouth..." He trailed off, voice strained.

She worked him methodically, lips sliding down his length, hand pumping what she couldn't take. His balls tightened under her gentle tugs, and she hummed around him, the vibration drawing a curse. But then, as she bobbed, his phone buzzed on the nightstand. The screen lit up: "Wife." Mark's eyes widened, fumbling to silence it, but Diane paused, cock still in her mouth, a wicked idea sparking.

He answered, voice pitching steady. "Hey, everything okay?" As he spoke—calm assurances about the flight delay—Diane resumed, slower now, teasing the underside with her tongue. Mark's free hand gripped the sheets, knuckles white. "Yeah, just... unwinding." She took him deep, throat relaxing, eyes locked on his as she sucked harder. His words faltered, breaths sharp. "No, nothing's wrong. Love you too."

The audacity fueled her, pussy aching anew as she blew him with purpose, hand twisting at the base. Mark's thighs tensed, his call struggling to stay even. "Gotta go—meeting early." He hung up just as she felt him swell, pulling back to let him cum across her tongue, then her chin and breasts in thick ropes. She swallowed what she could, licking her lips with a grin.

Mark collapsed back, chest heaving, face flushed with equal parts guilt and release. "Shit, Diane... I should've mentioned—"

She wiped her face with the back of her hand, chuckling. "Focus on your wife, flyboy. Call her back, make it right." She dressed leisurely, the thrill of the forbidden lingering like the wine's aftertaste. Never fucked a married guy before, and she wasn't about to make it a habit—this was a one-off spark, the kind she'd replay on lonely nights, fingers between her legs, chasing the memory of his confident grip.

Slipping out into the cool Aspen night, Diane walked home under a canopy of stars, the town's quiet streets echoing her satisfied hum. The summer fling had delivered, no strings, just heat. And as she poured herself a nightcap—red wine, naturally, with the faint strains of classical drifting from a neighbor's window—she felt that empowered glow. Tomorrow, the mountains waited, full of new skies to chase.

But wait, the night wasn't done whispering secrets. Her phone buzzed—a text from Lena: "Heard you vanished with the pilot. Spill?" Diane smiled, typing back: "Wings clipped, but what a flight." She set the glass down, already plotting her next adventure, the one where she called all the shots.