Impossibly Tight

Chapter 50 - Impossibly Tight

Torin froze.

The words hung in the quiet bedroom like something he hadn’t quite heard right. Kelly’s face was half-buried in the pillow, cheeks flushed a deep, embarrassed red, her ass still twitching from the force of the pounding he had just given her. He stared at the curve of her back, the soft rise and fall of her breathing, and a short, disbelieving huff of laughter escaped him.

“You’re serious?” he said, the corner of his mouth lifting in a small, teasing smirk. “Kelly… come on. You don’t have to say things like that just because we—”

She moved before he could finish.

Kelly shot upright and swung a leg over him, settling her weight on his stomach. The soft, warm press of her ass came to rest directly on his softened cock. She began to circle her hips in slow, deliberate motions, grinding against him. The residual slickness between her cheeks made the friction easy. Within seconds, his cock twitched, beginning to firm again beneath her.

She leaned down, hair brushing his chest, and closed her mouth over one of his nipples. Her tongue circled the small peak, then she sucked—gentle at first, then harder—while her hips kept up that lazy, circling tease.

Torin’s breath caught. She switched to the other nipple, giving it the same attention, then trailed her mouth higher. Her lips found the side of his neck. She bit down, not hard enough to break skin but firm enough to leave clear teeth marks, the sharp sting making his cock jump fully hard between her cheeks.

“Still think I’m joking?” she whispered against his throat.

She sat up again, reaching back to position his now-rigid shaft so it rested in the cleft of her ass. She moved slowly, sliding up and down the length of him, letting the head catch against her entrance with every pass.

The veins along his cock stood out under the tension. After a few more teasing strokes, she rose higher on her knees, reached back with both hands, and spread her ass cheeks open. The tight, pink ring of her asshole came into view. She lowered herself carefully, trying to seat the head against it, but the residual wetness from earlier made everything too slippery. The blunt tip slid past the entrance instead of catching.

Torin reached down, wrapped his fingers around the base of his cock, and held it steady for her. Kelly tried again, pressing down. The resistance was immediate and intense. Her hole was far tighter than anything he had felt before. She pushed harder, a soft, strained sound leaving her throat, but the head only managed to nestle against the rim without breaching it.

He rolled her in one smooth motion, reversing their positions so she lay on her back. He hooked her legs over his shoulders, folding her nearly in half, and looked down at her.

“Spread yourself for me,” he said, voice low.

Kelly reached down with both hands and pulled her cheeks apart again, exposing the small, clenched entrance. Torin lined himself up and pressed forward. The dryness created immediate friction. The head caught, but the lack of lubrication made the attempt burn. Kelly’s face tightened with discomfort. He pulled back at once, not wanting to force it.

He leaned over to the small table beside the bed and found the bottle of lube that was kept there. Returning, he squeezed a generous amount onto his thumb and carefully worked it into her tight ring, circling and pressing until the muscle softened under the slickness. He coated the head of his cock thoroughly as well.

This time when he positioned himself and pushed, the difference was immediate. With a single steady thrust, the head and several inches of his shaft sank inside her. Kelly’s mouth opened on a sharp, painful groan. Her hands flew to his forearms, fingers digging in.

Torin’s hips stilled at once. He started to ease back out, concern flashing across his face.

“Don’t,” she said, voice tight but clear. “Do it.”

He hesitated only a second longer, then pushed forward again. The second thrust breached the last of the resistance. His cock slid deeper until he was fully seated inside the impossible tightness of her ass. Kelly’s breath left her in a long, shaky exhale. Her eyes stayed locked on his, wide and glassy, but she didn’t tell him to stop.

Torin held still, buried to the hilt, feeling the heat and the crushing grip of her virgin hole around him. Every inch of his cock was locked inside that impossibly tight ring of muscle, the walls of her ass clamping down like they were trying to force him back out even while she pushed back to take more. He could feel her heartbeat through the thin barrier of flesh, rapid and frantic, and the way her body kept spasming around the thick intrusion.

He had just taken the anal virginity of one of her classmates’ mothers—and a smoking hot MILF.

The thought hit him like a second orgasm. Kelly. Mrs. fucking whatever-her-last-name-was. The woman who showed up to parent-teacher nights in those tight jeans and low-cut tops, the one half the boys in class jerked off thinking about. And now she was face-down in his sheets, ass stretched wide around his cock, still dripping his come from her pussy while her virgin hole struggled to accept every thick inch he’d forced into it.

“Jesus Christ…” he breathed, voice rough. He didn’t move yet. Just stayed buried, letting her feel the full stretch, the heavy throb of his pulse against her inner walls. One hand gripped her hip hard enough to bruise; the other slid up her spine and tangled in her hair, holding her down.

He rolled his hips the smallest amount, just grinding the base of his cock against her stretched rim. She cried out, the sound high and raw.

Torin leaned over her, chest to her back, and bit down on the side of her neck as he bottomed out again.

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