Cum And Go – Humping

"Ron has an intimate encounter with a pillow."

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Ron met Judith in the kitchen, her ass begging for his touch. He couldn’t resist. Gently, he caressed it, feeling the warmth of her skin under the soft fabric of her dress. She turned, her eyes twinkling with mischief. “Is it ‘Cum and Go’ again, darling?” she asked, her voice a sweet melody in the quiet of their home.

The game had been a revelation for them both. A way to keep the spark alive in their marriage as age began to play its cruel tricks. The game was simple: they had a box, a treasure trove of shared desires and daring escapades, designed to give him the release he craved without asking too much of Judith, whose own sex drive had ebbed away like the tide of time. It was a way to satisfy him while still maintaining the intimacy they cherished, without the exhaustion she often felt.

Ron had pulled the box out of the kitchen cupboard, dusting off a few bread crumbs from its surface. It was an old shoebox and he opened the lid as Judith took a deep breath and closed her eyes, reaching in to draw out a wrinkled piece of paper.

“Hmm,” she murmured, peering at the words she had scribbled down weeks ago, “It says ‘handsfree humping’. I had almost forgotten about this one.”

Ron’s eyebrows shot up. “Handsfree?” he questioned, his voice a mix of surprise and excitement.

Judith nodded, a sly smile playing on her lips. “Yes, darling. It’s your turn to get creative. Choose something, and I’ll watch you make love to it. Without using your hands of course.”

Ron felt his heart race as he stripped down to his boxers, his arousal growing at the thought of what might be in store. He made his way to the living room, the anticipation building with every step. He found Judith sitting on the couch, legs crossed, with a glass of wine in hand. The room was dimly lit by the flickering fireplace, casting an intimate glow over the space. She had set the scene, with a velvet blanket laid out before her, and their favorite jazz record playing softly in the background.

Her gaze was expectant as he approached, his boxers tenting with his excitement. “Now, darling,” she said, her voice low and sultry, “I want you to find something to… entertain yourself with.”

Ron scanned the room, his eyes lingering on various objects. The tension grew as he weighed his options, knowing that if he didn’t decide quickly, Judith would take the reins, and who knew what she had in mind. He could almost feel the seconds ticking away like a silent countdown.

Finally, he settled on a plush pillow with a nice texture. With a deep breath, he picked it up and brought it over to the couch. Judith raised an eyebrow but said nothing, sipping her wine, the firelight playing shadows across her amused expression.

“This was my sister’s gift to us, you know,” Judith said casually, watching as he positioned the pillow on the floor in front of her.

Ron froze mid-motion, his hand hovering over the pillow. He turned to her, his eyes wide. “Your sister’s?”

Judith nodded, a knowing smile curling at the corners of her mouth. “It’s a good pillow, though. She always had exquisite taste.”

Her sister, Marianne, had indeed been quite the handful. Two years Judith’s senior, Marianne had always had a commanding presence that could make anyone feel a touch submissive. Her beauty had matured like a fine wine, and even in her later years, she remained as alluring as ever.

Ron set the pillow down, feeling a sudden rush of nerves. He had always harbored a secret attraction to Marianne, despite knowing she was off-limits. Now, as he positioned himself before the pillow, the thought of using it as a stand-in for her sent a shiver down his spine. He tried to shake the image away, focusing instead on the task at hand.

Judith watched him, a knowing glint in her eye. She reached for her phone and began to dial, the sound echoing softly in the room. “Who are you calling?” he asked, his voice thick with anticipation.

“No time for chit-chat,” she said, her voice firm, “Now strip and get going. You have until I hang up to make it happen.” With that, she placed the phone between her ear and her shoulder, leaving her hands free to trace a path down her own body as she settled deeper into the couch cushions. Her eyes never left Ron’s, holding his gaze as she listened to the phone ring.

Ron felt his face flush, but the thrill of the challenge overpowered his embarrassment. He lost his boxers in no time, the fabric whispering against his skin as he stepped out of them, his half-hard cock springing free. The softness of the pillow beckoned, and he approached it with a mix of excitement and trepidation. He knew he had to perform for Judith, but the thought of his sister-in-law’s pillow was too much to ignore.

Just as he was about to start, the phone in Judith’s hand crackled to life, and she answered, “Hi Marianne, how are you?” Her voice was casual, as if she were discussing the weather. Ron’s heart skipped a beat as he realized the line had connected, and his wife was now speaking to the object of his secret desires. He froze, his cock hovering just above the pillow.

Judith’s eyes danced with amusement as she listened to Marianne’s voice, the conversation light and airy, filled with the usual small talk of siblings. “Oh, not much, just enjoying a quiet evening in,” she said, her hand gesturing to Ron to proceed with his task, a knowing look in her eyes that told him she had more than one intention for this phone call.

Ron took a deep breath and began to rub his cock against the pillow. He couldn’t hear Marianne’s voice, but in his mind, he imagined her sultry tones giving him instructions, her eyes watching him intently. The fabric was surprisingly soft, almost as if it was molding to the shape of his shaft. His thoughts raced, conjuring up images of Marianne’s stern yet alluring gaze, her full red lips pursed in a way that suggested both disapproval and secret amusement.

“Ron’s just busy with one of his chores,” Judith said into the phone, her voice a sweet lie wrapped in innocence. She leaned back into the couch, her eyes never leaving his, her hand still tracing lazy circles over her breasts. “You know how it is, keeping up with the housework, keeping an eye on the floor, fluffing up pillows”

Her eyes sparkled with mischief as she watched him begin to move in earnest against the pillow. It was a sight to behold, his body tensing and releasing, his hips thrusting in a slow, steady rhythm. The fabric of the pillow began to glisten with his precum, and the room filled with the faint, musky scent of his arousal. The jazz music played on, setting a tempo for his actions, a sensual background score to their unconventional foreplay.

“Yes, of course,” Judith murmured into the phone, “I won’t give him any slack tonight. I will just watch over him until he is finished with his task.” Her voice was a delicious blend of challenge and encouragement, her words honey-coated yet firm. Ron’s movements grew more frantic, his face contorting in a silent symphony of pleasure and concentration. He was aware of Marianne’s presence, even if she couldn’t see him, and it fueled his desire to perform for his wife, and by proxy, for her sister.

“If you had a steady partner like my Ron you would even do better to keep him in line.” Judith said, her voice carrying a hint of a laugh. Marianne’s laughter echoed through the phone, and Ron felt a strange thrill knowing that Marianne could hear his muffled gasps and the soft slap of skin against fabric.

Marianne’s husband had died early, a fact that Ron had always joked about under his breath. In the quiet moments when it was just the two of them, he’d muse aloud that it was probably Marianne’s strong hand that had sent him to an early grave. But the joke had an edge to it, a hint of envy for Marianne’s power and control. Now, as he pumped his cock against the pillow, he couldn’t help but think of Marianne’s commanding voice, and how she could make anyone bend to her will.

Judith’s eyes glinted with a hint of something darker as she spoke into the phone. “Oh, Marianne,” she said, her voice a purr, “you always did know how to handle your men. I’ve learned a thing or two from you, you know.” She took a sip of her wine, her gaze locked on Ron’s face as he moved faster and faster against the pillow, his breath coming in ragged gasps.

Ron’s mind raced as he heard his wife’s words, a sudden image of Marianne with a younger man flashing before his eyes. He had always wondered if the whispers of her escapades were true. The thought of her with someone so much younger, so much more vital, sent a bolt of pure desire through him, making his cock throb with need. He pushed harder into the pillow, imagining Marianne’s firm grip guiding him, her voice a siren’s call.

Judith watched him with a knowing smile, her voice sweet and deceptively innocent. “Oh yes, Ron likes your present very much too,” she said into the phone, her eyes never leaving his face. “He has quite a unique technique of fluffing them.” Her hand paused on her chest, and she took a long, slow sip of her wine. The silence stretched between them, charged with unspoken understanding and the thrill of the game.

Ron felt his cheeks burn, but the pleasure was too intense to let embarrassment take over. He thrust harder into the pillow, feeling it give way to the pressure of his cock. The fabric was smooth against his skin, and he couldn’t help but imagine Marianne’s firm grip, her long fingers wrapped around him, guiding him to completion. Judith’s words echoed in his mind, “Since you have the same too, he can show you next time we visit.” The implication was clear, and the thought of performing for Marianne sent his pulse racing.

With a final, desperate grunt, he came, soaking the pillow with his hot cum. The sensation of release was overwhelming, his body convulsing in pleasure. He heard the muffled sound of the call ending, and Judith’s voice grew clearer as she spoke to Marianne, “Yes, darling, we’ll see you soon.” Her eyes never left Ron, a smug smile playing on her lips as she watched him catch his breath.

Those pillows would never be the same again.

But for now it needed a good cleaning.

Published 3 weeks ago

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