Cover of Fairway Fantasies - Playing Through

Fairway Fantasies - Playing Through

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This story is from scratch and none of the previous stories have an impact. As far as I know at this point Ashley has only ever had sex with me and we are married and dated since highschool and we are 28. Ashley is getting bored as a stay at home wife and I tell her that cart girls at the golf course can make good money off of tips. She becomes the cart girl and she tells me how a little teasing gets her large tips from the older men. I push her to do more with them because my fantasy is for her to be dirty with other guys. She says yes but she says she won't have sex with them because she's not a slut. The next day I go to the course without her knowledge so I can see how far she goes. Luckily I am right behind the group of old men (70's) that tip her very well so I can watch the whole interaction. It starts out as her flashing them then turns to blowjobs and eventually full on sex on the golf course with all 4 of them. She never sees me but she tells me that she was a slut. This is from my point of view

Chapter 8: The Hole

The thicket still hummed with the aftershocks of Don’s rough handling, but Tom wasn't interested in a repeat performance of simple brute force. He was a different animal entirely. He stood a full head taller than Don, and as he stepped into the small clearing, his presence seemed to crowd the air out of the space. He watched Ashley for a long, agonizing moment, his gaze slow and deliberate, raking over her body—the way her skin was flushed a deep, bruised crimson, the way she was trembling from the internal trauma, and the thick, pearlescent trail of Don’s seed that was slowly rolling down her inner thigh.

He didn't speak. He stepped into her space, his shadow engulfing her. He reached out, his hand—massive, dark, and heavily calloused—wrapping around her waist. He didn't just touch her; he squeezed, the sheer strength in his grip forcing the air from her lungs as he dragged her forward until she was pressed firmly against his torso. He was already fully aroused, the sheer size of him straining against the fabric of his slacks—a visible, pulsing, formidable testament to his intent. I watched from the shadows, my heart hammering against my ribs so hard it felt like it would crack a bone.

"Don had his fun," Tom said, his voice a smooth, low baritone that seemed to vibrate in the ground beneath my feet. "But he’s a crude man. He doesn't appreciate the mechanics of a woman like you."

He reached out, his thumb dragging through the thick, white slick trailing down her inner thigh, and then smeared it across her stomach. He leaned in, his mouth hovering just inches from her ear. "You like that, don't you? Knowing that you're just a vessel for us?"

Ashley’s breathing was ragged, her head lolling back as he began to unbutton her blouse, tearing the fabric aside with a rough, impatient tug. He didn't bother with the buttons; he just yanked the shirt open, exposing her breasts to the cool air. He grabbed her by the hair, tilting her head back to expose the line of her throat, and pressed his mouth to hers in a hard, bruising kiss. It wasn't romantic; it was a territorial marking. He forced her mouth open, his tongue exploring her with a hungry, invasive intensity that made her knees buckle.

"You're a beautiful little slut, Ashley," he growled, pulling back just enough to look her in the eye. "Does your husband know you like to be filled up by a real man?"

Ashley’s eyes were glassy, her pupils blown wide, her focus entirely shattered. "He doesn't know anything," she gasped, her voice trembling, her resistance having melted into a puddle of base, carnal need. "He doesn't care... he’s just a ghost."

The way she dismissed me—as if I were nothing—shattered the last of my resolve. I was leaning against the tree next to them, my phone gripped in a white-knuckled fist, the recording light a tiny, mocking star in the shadows. I was stroking myself with a frantic, desperate rhythm, my eyes glued to the sight of Tom’s hands—massive and dark—contrasting sharply against her pale, exposed skin.

Tom didn't just slam into her; he positioned her, turning her around so she was hunched over, bracing her hands against the rough, unforgiving trunk of the oak. He stood behind her, his large hands gripping her hips with a crushing, absolute control, his thumbs digging into the soft flesh of her waist. He was a master of his own strength, and I watched, transfixed, as he prepared her.

"I'm going to stretch you until you can't remember your own name," Tom hissed.

He drove into her without preamble. The sound was distinct—a meaty, wet thwack of his hips hitting her backside. He was thick, long, and he moved with a slow, agonizingly deliberate control that made Ashley scream. He wasn't just fucking her; he was mapping her, testing the very limits of her elasticity. He pulled back almost entirely, the head of his cock grazing the entrance, only to drive home with a punishing force that forced her chest flat against the wood.

The graphic reality of it was hypnotic. I watched the way her skin rippled under his touch, the way her pussy—already stretched from Don—seemed to yield and bloom around him, welcoming the greater girth with a greedy, wet suction. She was crying out, her hands scrabbling for purchase on the bark, her nails tearing at the wood as she bucked her hips to meet him. Tom was a machine of rhythmic, controlled power, his thrusts deep and jarring, the friction creating a sound like a wet sponge being slapped against a wall.

"Is this better?" Tom groaned, his voice tightening as he started to pick up the pace, his sweat-slicked back glistening in the dappled sunlight. "Does this make you forget all about that little life you had at home?"

"Yes," she sobbed, her voice cracking, her body surrendering to the overwhelming sensation of being completely dominated. "Take it... just take it all."

He was relentless, his cock hammering against her cervix, a dull, wet thud that vibrated through her entire frame. He was stretching her, filling every inch of her, and I could see the way she was beginning to unravel. She wasn't just a woman anymore; she was a conduit for his pleasure, a wet, gasping, broken thing that lived only for the next thrust. He shifted his grip, sliding one hand between them to find her clitoris, his finger working her with a rhythm that matched his penetration, sending her into a state of blind, hysterical ecstasy.

Tom reached his peak with a guttural roar, his body tensing, his legs bowing as he began a series of frantic, shallow pumps. He buried himself deep within her, his seed flooding her saturated, throbbing pussy, the white fluid pooling and overflowing, a stark contrast to the dark, intimate space he was violating. He stayed buried in her, panting, his head resting against her shoulder, while she hung limp in his grasp, her entire body shuddering with the force of her own orgasm.

When he finally pulled out, he didn't even look at her face. He just reached into his pocket, pulled out his cash, and dropped the bills—this time letting them flutter down onto the grass, a mocking, paper-thin payment for her degradation.

"Next," he said, stepping back and zipping up his pants with a sharp, metallic click.

Ashley remained hunched over against the tree, her hair matted against her face, her body shivering. She was a ruin of a woman, but as she reached down to gather the cash, I saw it again—that faint, terrible smirk. She was being hollowed out, but she was loving every second of it.

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