Cover of Squash, Sex, and Second Chances

Squash, Sex, and Second Chances

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Channah is a 49 year old therapist with red hair with bangs, huge breasts, and great curves. Ryan is a 49 year old professor with long brown hair and tattoos. They dated in college and are about to meet up for the first time in 20 years. They’re going to play squash. They both remembered how they’d both wanted to play squash and then, while still on the court, 69 and then have anal sex.

Chapter 1: Echoes of Desire

The air in the squash court was stale, thick with the smell of old rubber and dust. Ryan paced the faded green floor, the squeak of his sneakers echoing off the bare walls. He glanced at the racket in his hand, his knuckles white around the grip. It was just a prop tonight. A memory trigger. His palm was slick.

Forty-nine years old, and he felt like a teenager waiting for his first date.

Shadows stretched long and lean from the high windows, the setting sun painting the court in stripes of deep amber and gloom. He scanned the familiar space—the chipped front wall, the faded red out-line, the forgotten gear piled in a corner. This was where they’d met, two decades ago, all furious energy and competitive fire. And where they’d whispered things after hours, promises that got swallowed by time and other lives.

The heavy door groaned on its hinges.

His heart slammed against his ribs. He turned.

Channah stood silhouetted in the doorway, backlit by the halogen lights of the hallway. Then she stepped inside, and the door swung shut with a final, hollow boom that reverberated in the silence. She was older. Of course she was. They both were. But the years had honed her, not softened her. She wore simple sneakers, dark leggings, a tight tank top. Her hair was shorter, swept back from a face that was all sharp, intelligent angles and those same dark, knowing eyes.

“You came,” he said. His voice sounded dry, rusted.

“I said I would.” She dropped a gym bag by the door, her eyes never leaving his. She took in the empty court, the racket in his hand, him. A slow smile touched her lips. “No students? No custodians?”

“I have the keys. I made sure.”

“Professor privileges.”

“They have their uses.”

She walked toward him, her steps quiet on the floor. The air changed. It crackled. The memories weren’t just memories anymore; they were a living thing in the space between them. The time he’d pinned her against this very wall after a brutal match, both of them gasping, sweat-slicked, her leg hooked around his hip. How she’d bitten his shoulder to muffle her groan. The fantasy they’d spun, detailed and elaborate, about what they would do on this court if they ever had the nerve and the time.

“Nervous?” she asked, stopping just out of reach.

“Terrified,” he admitted, a rough laugh escaping him. “And so hard I can barely think straight.”

Her gaze dropped to his jeans, and she nodded appreciatively. “Good. Me too.” She closed the distance then, her hand coming up to his chest, flat against his sternum. He could feel the heat of her through his thin t-shirt. Her fingers traced the edge of a tattoo near his collarbone, one she didn’t recognize. “New.”

“A few.”

“Show me later.” Her voice was a low thrum. “Show me all of them.”

Then her mouth was on his, and it wasn’t a gentle reunion. It was a reclaiming. Her tongue plunged past his lips, greedy and demanding. The racket clattered to the floor. His hands came up, one tangling in her short hair, the other clutching at the back of her tank, crushing her against him. She tasted of mint and coffee and a familiar, devastating urgency. Two decades evaporated in the span of a breath.

She broke the kiss, panting. “The fantasy, Ryan. We’re doing it. All of it. Right now.”

“Yes.”

Her hands went to the hem of his shirt, yanking it up. He raised his arms, letting her pull it off and toss it aside. The cool court air hit his skin. Her eyes raked over his torso, over the trails of ink that wound around his shoulders, down his arms. She didn’t comment. She just pressed her mouth to the center of his chest, then lower, her teeth scraping over his abs as she knelt in front of him.

His breath hitched. He looked down, watching her work open the button of his jeans, the rasp of the zpper obscenely loud in the quiet. She dragged the denim and his boxer-briefs down just enough to free his cock, which sprang out, fully erect, thick and desperate. She didn’t hesitate. She took him into her mouth in one slow, deep, wet glide.

“Fuck, Channah,” he groaned, his head falling back.

She worked him with a practise that bordered on vicious, one hand gripping the base of him tightly, the other clawing at his thigh. She sucked him deep, her tongue swirling around the head before plunging down again, taking him all the way to the back of her throat. He felt the gag, the convulsive swallow, and it made his knees buckle. He twisted his hands in her hair, not guiding, just holding on, feeling the pull of her scalp as she moved. The slurping, wet sounds she made echoed off the walls, a filthy, beautiful soundtrack.

He knew he wouldn’t last long, not like this, not after twenty years of imagining it. The sensation was too much—the heat of her mouth, the visual of her on her knees, the surreal fact that it was happening here, under the dying sun in this hollow, empty place.

“Stop,” he gritted out. “I need to be inside you. Now.”

She drew off him with a soft pop, her lips glistening. She looked up, her eyes black with want. “Where?”

“Against the wall. The front wall.”

She stood, swiftly pulling her tank top over her head, unsnapping her sports bra. Her breasts fell free, fuller than he remembered, nipples dark and taut. She shoved her leggings and underwear down in one rough push, stepping out of them, kicking them aside. She was bare, powerful, magnificent.

He backed her toward the smooth, cold concrete of the front wall. The green high-service line was just above her head. He lifted her, her back scraping against the surface, her legs locking around his waist. He fumbled between them, lining himself up, the head of his cock nudging against her heat. She was soaked, her wetness slicking him instantly.

“Look at me,” he demanded.

She did. Her gaze was fierce, unblinking.

He drove into her, one hard, deep thrust that buried him to the hilt. She cried out, a sharp, guttural sound that bounced around the cavernous room. He held there, panting, feeling her clamp around him, impossibly tight and hot. Then he started to move.

It was a punishing rhythm, born of decades of pent-up frustration and desire. Each thrust slammed her body into the wall with a damp, rhythmic thud. Her nails dug into the ink on his shoulders, scoring red tracks. The smack of their flesh meeting filled the air. He fucked her with a single-minded intensity, chasing a release that felt like it was coiled in the very roots of him.

“Is this it?” he grunted into the crook of her neck, the scent of her sweat and perfume filling his lungs. “Is this what you wanted? What we talked about?”

“Yes,” she hissed, her teeth grazing his ear. “Fuck, yes. Harder. Don’t you fucking stop.”

He obeyed, his hips pistonning faster. The angle was brutal, perfect. He could feel every inch of her gripping him, milking him. Her breath came in ragged sobs now, her muscles tense and quivering around him. He slipped a hand between them, his thumb finding her clit. It was swollen, hard as a pebble. He rubbed rough, tight circles.

That did it. Her body stiffened, her internal muscles clenching around him in a series of violent, fluttering spasms. Her scream was raw, echoing off the walls, a sound of pure, unhinged abandon. The clenching of her orgasm pulled his own from him. He buried his face in her shoulder to muffle his roar as he came, pumping his release deep inside her in hot, pulsing jets, his own hips stuttering uncontrollably.

For a long minute, the only sounds were their ragged breathing and the faint hum of the distant building’s HVAC. He rested his forehead against the cool wall beside her head, still inside her, both of them slick with sweat. Slowly, he let her slide down until her feet touched the floor, his arm around her back to keep her steady. She trembled against him.

“Well,” she finally said, her voice hoarse. “That was chapter one.”

He laughed, a shaky, spent sound. “We have a lot of chapters to get through.”

“I remember.” She pulled back, looking at the fading light through the windows, then at the forgotten gear in the corner. A slow, wicked smile spread across her face. “I saw the ball hopper over there. We always said we’d use the bench, too.”

Ryan felt a fresh, dizzying surge of desire. It was far from over. The court was theirs for the night. He took her hand, lacing his fingers with hers, and together they walked toward the shadowy corner, ready to rewrite every single one of their old, hungry promises.

He took her hand, lacing his fingers with hers, and together they walked toward the shadowy corner, ready to rewrite every single one of their old, hungry promises. The metal ball hopper was there, upturned and empty beside a low, padded training bench.

“Remember this one?” Channah said, her voice a scrape of sound as she ran her fingers over the bench’s vinyl surface.

“Vividly.” He pulled her close, kissing her neck, tasting salt. “You wanted me to bend you over it. From behind.”

“I wanted you to wreck me on it.” She turned, pressing her palms flat on the padded surface, her back arching in clear invitation. The sight of her like that, ass raised, the shadowed cleft of her still glistening from him, made his spent cock twitch back to life. He stepped close, his hands smoothing over the curve of her hips.

But then she straightened and turned, pushing him gently backward. “My turn to lead.”

She guided him down until he was sitting on the edge of the bench, then she straddled him, facing away, lowering herself until her cunt hovered over his mouth. She reached behind herself, guiding his cock to her lips. “Round two,” she said, her words already muffled. “Let’s go.”

The position was awkward, intimate, and filthy. He could smell her musk, rich and primal. He gripped her thighs and pulled her down onto his face, his tongue delving into her without preamble. She groaned around his cock, the vibration travelling straight up his spine. She was still slick, swollen, tasting of salt and sex and her. He ate her with a frantic hunger, his tongue lapping at her clit, then plunging deep, while above him, she worked his shaft with a relentless, sucking rhythm.

He could hear her gurgling, trying to take him deeper, her head bobbing in his lap. The dual sensations were overwhelming—the hot, wet clutch of her mouth and the feel of her thighs trembling against his temples. He fucked her with his tongue, driving her higher, until her cries became frantic around his girth. She came against his mouth, a sharp, silent convulsion, her juices slicking his chin.

She pulled off his cock with a gasp, swiveling around to face him, her eyes wild. She didn’t speak. She just kissed him, letting him taste herself on his own lips, her hand stroking him back to a throbbing hardness.

“Now,” she panted, breaking the kiss. “Analysis. On the bench.”

He understood. He lay back on the narrow bench, his head hanging off one end. She knelt over him, one knee on the bench, one foot on the floor, and positioned the tip of his cock at her other entrance. She was tight, resistant. She used her own wetness, smearing it over him and her, her fingers working. He watched, mesmerized, as she bore down, a single tear of frustration or pain leaking from the corner of her eye. Then the head popped past the ring of muscle, and she sank onto him with a shattered cry.

“Oh god. Oh fuck, Ryan.”

He gripped her hips, his own breath punched out of him by the unbearable, tight heat. She began to ride him, a slow, agonizing grind, taking him deeper into the clasp of her ass with each descent. He could see every detail—the flex of her abdomen, the way her breasts swayed, the focused ecstasy on her face. It was raw, unhurried, and so intense it bordered on pain.

When they shifted, it was her idea. She climbed off, whimpering at the loss, and pushed him onto his hands and knees on the cold court floor. “My turn from behind,” she whispered. But first, she knelt beneath him, taking his slick, aching cock back into her mouth, cleaning him with long, slow strokes of her tongue, sucking him until he was shuddering and ready to burst. Then she rose, positioned herself behind him, and guided him back into her.

This was rougher. She set a punishing pace, her hands clawing at his tattooed back, her thighs slapping against his. The slaps echoed. He braced himself, pushing back against her, each thrust a jolt of blinding pleasure. He was completely at her mercy, filled and claimed, and the power shift was as arousing as the physical act.

They changed again. He laid her on her back on the hard floor, her legs hooked over his shoulders. He drove into her, watching her face. But first, before he entered her again, she made him kneel over her face. She sucked him furiously, her tongue working the sensitive underside, her hands squeezing his ass, pulling him deeper into her throat until he saw stars. Then she pushed him down, guiding him back to her core.

They moved like that, a circuit of sweat and coupling and oral obsession. Against the side wall, with her leg hooked high. On their sides, a desperate, grinding scissor. Every time, before he re-entered her, she would take him in her mouth, a ritual of re-initiation, her lips and tongue re-consecrating him, making him hers again. It was more than sex. It was a language. An argument. A twenty-year-old conversation finally being screamed.

He was balls-deep inside her, her legs locked around his lower back, when he felt his climax gathering like a storm. She saw it on his face. She clenched around him, milking him, pulling the release from his core.

“Come in my ass,” she commanded, her voice broken.

It shattered him. He obeyed, slamming into her one last time as his orgasm tore through him, a white-hot wire of pleasure so extreme it felt like violence. He emptied himself into the gripping, impossible heat, pulsing and throbbing, a raw shout ripped from his throat.

They collapsed on the floor, a tangle of limbs on the cold, unforgiving surface. The shadows were deep now, night fully claiming the high windows. His heart hammered against hers. He could feel the phantom clench of her around him, still.

She traced the lines of a tattoo on his bicep. “We missed the custodians by an hour,” she said, her voice raw.

“Good.”

She was quiet for a long time. He thought she might have fallen asleep. Then she spoke, her face turned away from him toward the dark. “My flight leaves at seven.”

The words landed in the silence between them, heavier than any touch. He didn’t respond. He just stared up at the dark ceiling, feeling the chill of the floor seep into his bones, the warm wet spot on his thigh already going cold.

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