The thrust was brutal. Lily let out a muffled cry of pain, and Jack felt it too, though the sharp ache only fueled his desire.

He released his hand from her mouth, lowering his head to kiss her fiercely instead. Employing his earlier tactic, he captured her tongue and sucked hard.

Each time Lily tried to move her head, he responded with a punishing suck that made her whimper in pain, her body trembling against his.

In Jack's mind, Lily clearly enjoyed this roughness—her resistance merely part of the game.

After all, what respectable girl would follow a complete stranger late at night? Especially one who'd come undone with just the touch of his finger. How sensitive and desperate must she be?

He shifted his weight backward, reaching down to hike up her skirt. With one swift motion, he pulled her soaked underwear down to her knees before returning his hands to her buttocks, gripping them firmly as he positioned himself at her center.

The tip of his manhood, already glistening with moisture, pressed hard against her tiny entrance.

Terrified, Lily tried to struggle, but her slender legs dangled helplessly above the ground. She couldn't kick away or close her thighs—attempting to do so only trapped Jack's legs between hers.

She was like a fish pinned to a board, suspended against the door with her legs spread, mouth captured, and hands pushing uselessly against Jack's shoulders.

Below, Jack's vein-lined member worked like a battering ram, making small, insistent thrusts against her opening, desperate to force its way into that soft, wet passage.

But Lily was untouched—a complete novice. Despite the lubrication from her earlier climax, her body remained resistant, especially against Jack's considerable size.

The delicate pink folds at her entrance quickly turned an angry red under the assault of his thick head, retreating inward as if seeking protection.

This standoff continued for about a minute. Sweat beaded on Jack's forehead—part heat, part frustration.

Meanwhile, Lily gradually adjusted to the painful impact. Strange tingles began emerging from beneath the pain.

When he pushed forward, she felt a mixture of pain and numbness; when he withdrew, a maddening itch crawled beneath her skin, intensifying with each thrust.

The sensation was unbearable. Lily unconsciously began to shift her hips, unclear whether she was trying to escape him or encourage him to thrust harder. Her suspended legs trembled, toes curling with tension.

Another minute passed, and Jack felt himself reaching his breaking point. After all this effort, he hadn't managed to penetrate her at all. Not. One. Bit.

And why the hell was she getting drier?

He stopped, releasing her lips. "What's wrong with you?" he demanded.

His voice was harsh with frustration. Lily, finally able to breathe, stared at him through a haze, not comprehending his words.

Seeing her confused expression, Jack took a deep breath, struggling to control the fire burning through his body. He lowered her to the ground, then slid his hand between her legs to check.

She was indeed dry, with barely any moisture left.

Lily flinched at his touch, drawing in a sharp breath.

Before she could exhale, Jack curled his middle finger and, using what little wetness remained, pushed the first knuckle into the entrance that had refused his earlier advances.