Chapter 5: “Buttons Down, Hands Up”

Jack had always been the type to appreciate the finer things in life, and Penny was certainly one of them. she wore her confidence like a well-tailored suit, her curves commanding attention wherever she went. Her big breasts were a force of nature, the kind that made bras whisper prayers of mercy and men swallow hard in silent reverence. And Jack, with his 25-year-old libido and a cock that seemed to have its own gravitational pull, was particularly attuned to the allure of Penny's formidable assets.

It was a random Tuesday when Jack walked in on Penny in the midst of what she called "testing the limits." The phrase, normally reserved for adventurers and risk-takers, took on a whole new meaning as he watched her trying to conquer a blouse that was clearly several sizes too small. The buttons strained across her chest, creating a cartographer's dream of valleys and peaks. Her skirt, a tight number that looked like it had been painted on, left little to the imagination, outlining the generous swell of her ass with unapologetic precision.

Jack's entrance was met with a mix of surprise and mischief in Penny's eyes. "Jack, just the man I wanted to see," she purred, turning to face him fully, her breasts practically waving hello. "What do you think? Am I pushing the envelope here?"

Jack's gaze was glued to the spectacle before him, his words caught in the net of his throat. "I think... you're redefining the envelope," he managed to say, his hands itching to explore the topography of her body under the guise of assistance.

Penny laughed, a sound that was both an invitation and a challenge. "Well, Mr. Gallant, why don't you help me with these rebellious buttons?"

Jack stepped forward, his fingers brushing against the warm skin of her neck as he tackled the first button. Each subsequent one was a small victory, a journey deeper into the tantalizing territory of her cleavage. Penny's breath hitched as Jack's knuckles grazed her breasts, her nipples hardening beneath the flimsy fabric.

"I think we're going to need to take this to the bedroom," Penny said, her voice a sultry whisper that promised wicked things. Jack followed her, his cock already straining against his jeans, eager to join the party.

Inside her room, the atmosphere was charged with a raw, electric desire. Penny turned to face Jack, her eyes dark with lust. "Help me out of this, would you?" she asked, presenting her back to him.

Jack's hands found the zipper of her skirt and pulled it down, the garment pooling at her feet. He took a moment to admire the sight of her in nothing but a thong and the too-small blouse, his fingers tracing the curve of her spine before he reached for the buttons again.

With each undone, more of Penny's milky skin was revealed, her big nipples peeking out like twin summits waiting to be conquered. Jack's breath was ragged as he peeled the blouse away, exposing her full, heavy breasts. He cupped them, his thumbs teasing her nipples, feeling them harden even more under his touch.

Penny moaned, pressing herself into his hands. "That's it, Jack. Get your fill," she encouraged, her own hands reaching back to pull him closer.

Jack's lips found the nape of her neck, kissing and nipping his way down to her shoulders, his hands roaming freely over her chest and down her hips. Penny's breathing grew shallower, her body responding to his every touch with an eager quiver.

Turning to face him, Penny's hands moved to the front of Jack's pants, her fingers deftly undoing his belt and zipper. She reached inside, wrapping her hand around his thick cock, her eyes widening with delight. "Someone's been waiting for this," she teased, her grip firm as she began to stroke him slowly.

Jack's head fell back, a guttural moan escaping his lips. "Fuck, Penny," he gasped, his hips instinctively thrusting into her hand.

Penny's smile was wicked as she sank to her knees, her mouth replacing her hand. She took him in deeply, her tongue swirling around his shaft, her lips creating a tight seal as she bobbed up and down. Jack's hands found their way into her hair, guiding her rhythm as she sucked him with an enthusiasm that bordered on greedy.

The sensation was overwhelming, the wet heat of her mouth enveloping him, her big nipples brushing against his thighs with each movement. Jack could feel the pressure building, the urge to release growing with each passing second. But he wasn't ready for this to end just yet.

With a Herculean effort, Jack pulled away, his cock glistening with Penny's saliva. He lifted her to her feet, capturing her lips in a searing kiss as he walked her backward toward the bed. They fell onto the mattress in a tangle of limbs, their bodies aligning perfectly as they ground against each other, dry humping with an intensity that spoke of barely contained lust.

Jack's hands roamed over Penny's body, palming her breasts, pinching her nipples, while her own hands explored the contours of his back, her nails leaving trails of heat in their wake. Their moans mingled, the air thick with the scent of their arousal.

Penny's hips bucked against Jack's, the friction of their clothes creating a maddening tease. She reached between them, unbuttoning his shirt with fumbling fingers, desperate to feel his skin against hers. Jack helped her, shedding his clothes quickly, his cock springing free, eager for more action.

Penny lay back, spreading her legs in open invitation. Jack positioned himself at her entrance, the head of his cock teasing her slick folds. "Do it, Jack. Fuck me hard," Penny demanded, her voice husky with need.

With a thrust of his hips, Jack buried himself inside her, her tight pussy enveloping him in a warm, wet embrace. He set a punishing rhythm, each stroke deeper and more forceful than the last, the sound of their flesh meeting filling the room.

Penny's moans grew louder, her fingers digging into Jack's back as she met each of his thrusts with equal fervor. "Yes, yes, yes," she chanted, her body coiling tighter with each snap of his hips.

Jack could feel Penny's orgasm building, her pussy clenching around his cock, her breathing reduced to gasps and pants. He reached between them, his fingers finding her clit, circling it with practiced precision.

The added stimulation was all it took to send Penny over the edge. She cried out, her body convulsing as waves of pleasure crashed over her. Jack wasn't far behind, the sensation of her pussy milking his cock pushing him to the brink.

With a final, powerful thrust, Jack came, his release flooding Penny's womb, marking her in the most primal way possible. They lay there, a panting, sweaty mess, their hearts pounding in unison.

As they caught their breath, Penny turned to Jack, a playful glint in her eye. "Next time, I won't stop," she promised, her hand reaching down to give his semi-erect cock a teasing squeeze.

Jack chuckled, his fingers tracing lazy circles on her stomach. "I'm going to hold you to that," he said, already looking forward to the next round.

And so, with the promise of more delicious debauchery to come, they drifted off to sleep, sated and content, the memory of their explosive encounter lingering in the air like a tantalizing perfume.