A Perfect Night

"In you go."

She wasn't quite sure what happened next; all she knew was there was a sudden shove, a jarring stumble, and she found herself trapped, her neck caught painfully between the rapidly ascending glass of the window and the door frame. A tide of panic welled up in her, and she began to struggle, shouting and banging her hands against the glass, throwing her body this way and that. She managed to bruise her leg against the car before she stopped thrashing, and the idea to simply reach down and unroll the window had only just occurred to her when she felt Jim grab her arms, and wrench them harshly behind her back.

"No...," she whimpered as he bound her arms tightly with something soft and large. Then she remembered his jacket, the same one he had wrapped around her shoulders to stave off the cold, and she clenched her eyes shut, trying to shut out her horrible arousal at this latest humiliation.

"Oh yes, you worthless fucktoy. Now let's see how your panties are doing, shall we?"

With that he ripped down her striped panties and scoffed. They were completely drenched.

"Lord, you're a filthy slut," he chuckled. She just squeezed her eyes shut, wishing it would end, hoping it would go on forever. She jumped when he smacked her ass, moaning lustfully when she realized he was spanking her with her soiled panties.

Jim went on for some time, whipping her ass, her thighs, even laying into her back with the panties. The wet cloth struck surprisingly hard, and Lucy alternated between tortured sobs and desperate moans as the assault continued.

"Such...a...worthless...whore" Jim grated out, his dick bobbing as he swung the panties again and again. He eyed her pussy still leaking juices down her legs, and he grinned as an evil idea came to him.

Stopping for a moment, he took a step back to survey the damage. Lucy stood, arms bound with his own jacket, legs spread wantonly, bent over with her head trapped in the window of his car door. As he watched, she shifted her weight, moaning quietly. Idly, he twirled the soaked underwear in his hands, wrapping it in a thick cylinder.

"J-Jim...?" Lucy croaked. He had finally finished whipping her, and after a few moments the pain and shame had receded slightly, leaving a hungry afterglow. She was desperate for him to finish her now. His sadism was driving her wild, and she needed to come.

She heard a shuffle behind her and felt a rush of relief. Then he struck her pussy, whipping upward with enough force to blast the the air from her lungs. She gasped and writhed as he beat her pussy, the rolled up cloth smashing against her brutally.

Just as quickly as it started, it was over. Lucy gasped hoarsely, tensing as she waited for the next barrage, but it seemed Jim had exhausted his ire for the time being. She relaxed with a shuddering moan, her legs trembling.

"Fucking slut," Jim muttered, whipping her cunt unexpectedly. He ignored her surprised shriek and tossed her panties over his shoulder. Even after all that, her pussy was still dripping. He didn't know whether he should be thrilled he had found such a kinky girl, or dismayed that he couldn't break her. Shrugging mentally, he tuned back in just as she was finishing saying something.

"...ome, Jim?" she whispered brokenly.

"What was that, bitch?"

She gulped. "Will you...will you please make me c-come, Jim?"

"Fuck you, bitch," he spat, moving around so she could see him. "You come when I fucking say you come, you uppity whore."

"Please, Jim!" she cried, trying to look up at him pleadingly. The window foiled her attempt; her head was turned too awkwardly to make eye contact, so she ended up making her case to his cock instead. "Please, I'm so close, just a little more-"

"You know, cunt," he interrupted, his eyes flashing, "I'm getting real sick of you being so informal with me."

He stalked off for a moment, out of her line of sight; then he was back, her panties clutched in his hand once more.

"Now then. What d'you call me?" he asked, slowly wringing her underwear between his fingers.

Lucy stared, mesmerized as the movement made his dick bounce slightly. Then she remembered herself as he growled, and hesitatingly offered, "Jim...?"

He stopped moving and a sunny smile broke over his face.

"Wrong, whore."

He leaned forward and smacked her face with her panties. The move wrenched her neck painfully, and she cried out.

Jim paused a moment; he recognized the difference in the quality of her yell and knew that one had actually hurt her. He stood indecisive for a moment, then he moved around to her side.

"You okay?" he murmured, running a hand down her spine. Lucy quivered at his touch, and nodded as best she could. Here was Jim the gentleman, and the sudden change - while unnerving - was a welcome respite.

"I'm okay," she whispered, shifting under his caress. He smiled and leaned down, kissing her shoulder. Slowly he worked his way down to her shoulder blades, then back up in a great V, dotting her skin with light kisses. She moaned gently as he ran his tongue along her shoulder, and gasped when he suddenly bit down hard enough to leave marks. His arm reached around her as he tenderly kissed his way up her neck. Through the haze of soft pleasure, she wondered what he was doing. Then the window rolled down slightly, just enough that her breathing wasn't quite as constricted and she could shift her head a bit more.

"For the record," he said, straightening to lightly rub his shaft against her pussy lips, "the correct answer was 'sir,' bitch.You call me 'sir' when I use you. Understood?"

She quivered against him and nodded frantically.

"Yes sir, thank you for instructing this filthy slut, sir!"

He smirked as she began rolling her hips against him, pushing back in a desperate attempt to have him fill her.

"Oh, does my little slut want something?"

She whimpered and nodded again, hands clenching uselessly behind her back.

"Please, sir, please fuck your little whore, please, I've been good haven't I? Please sir, I need-"

Jim cut her off by reaching down to pinch her clit. Lucy's words died in a breathless moan, her body jerking as his fingers worked their magic. Then suddenly he was gone, moving around to her front again.

She wailed piteously, her eyes screwed shut, hips humping the air as she sought release.

"Please, sir, please let me cum! I'll do anything, sir, please I-"

"You're right, slut," he growled, cutting through her hysterical tirade. He was smirking again as he stared at her disdainfully. "You will do anything. But you said something earlier that caught my attention. You know what that was?"

Lucy whimpered and shook her head as best she could, on fire with need. Jim tutted and continued.

"You said that you need to come. That you've been a good girl, so you automatically deserve it. Wrong. What you need is whatever the fuck I say you need, you self-righteous little bitch."

As she opened her mouth to protest - maybe even apologize, but what the fuck did he care - he jammed her soiled panties into her mouth, gagging her.

He sidled around behind her and leaned in close, allowing his dick to rest on her ass.

"And what I say you need, little girl," he whispered, running his hands to her breasts and squeezing viciously, "is a nice hard dick in your ass."

Lucy squealed and bucked her hips, her voice muffled around the wad of wet cotton. Jim thought he heard her cry, "Please don't!" but her reluctance only made him harder. Releasing her tits, he lined his cockhead with her asshole, rubbing himself against her teasingly. She sobbed in fear, and squeezed her eyes shut, still sputtering incoherently around the panties.

He paused a moment, considering her. Then, to her surprise, he slid his cock down to her cunt, and pushed in gently. Lucy gasped, her body shuddering as he set up a slow rhythm, his cock scraping against her walls. Relief and pleasure swamped her as she moaned and arched her back, bouncing against him as he thrust into her pussy.

"That's a good girl," he sighed breathlessly, rocking his hips against hers. "I have to admit, baby, your pussy fits me like a fucking glove. It feels so good," he slammed his cock into her hard and held himself there, shivering as she clenched around him. Oh, she was close. That was going to make what he planned next so much sweeter.

"But I bet it's not half as good as that tight little ass, bitch."

In one fluid motion, Jim pulled himself out of her cunt with a squelch and before she could protest he had jammed his cock halfway up her asshole.

Lucy screamed, the sound piercing even through the gag. Jim held himself still for a moment, savoring her convulsions as her body fought to reject his member, succeeding only in massaging his dick. It was tight, almost painfully so; but looking at her tear-streaked face, her clutching hands, he knew whatever discomfort he might be feeling was completely worth it.

Slowly Jim drew back, letting her feel every vein and ridge of his cock as he withdrew until only his head remained. Lucy shook her head and sobbed.

"Lucy...shut the fuck up."

He lunged forward, stabbing his dick into her bowels as deep as he could go. Lucy screamed again, trying to pull herself away, but with her head trapped as it was she could only stand there and take the buttfucking. She winced and sobbed as he pounded her, every thrust knocking her shoulders into the door, every withdrawal cracking her chin against the glass that held her prisoner. To her horror, she found herself responding to the degradation; the constant back and forth of pleasure and humiliation over the past hour had put her right on the edge, and now she could feel the ball of liquid fire tightening into a knot in her gut, promising an orgasm of seismic proportions.

Jim sighed contentedly as he heaved his cock into her unwilling asshole, using her hips to spear himself even deeper. This was the life. Well, other than her damn shrieks. He rolled his eyes as she began to whine under him, the sound starting low and rapidly approaching ear-splitting. With a particularly vicious thrust, he leaned over and pushed the window button again.

"I said, shut the fuck up, you cum-rag!"

The window rolled up once more, cutting off her scream and turning it into a sort of mewling whimper. Satisfied, Jim began to slam into her ass monstrously, hardly caring that her face was turning red, or that her legs were going slack. He could feel the cum boiling in his balls, and all that mattered at that moment was shooting his load as deep in the bitch's butt as he could.

"Oh here it comes, fucktoy," he gasped, eyes unfocused. He rammed his cock into her as hard as he could, his hands clutching the doorframe. Suddenly her ass tightened around him, clamping down on him so hard he thought it would tear off his dick. Even through the pain and sudden swooping pleasure in his stomach that heralded his imminent orgasm, even through the panties and a blocked airway, Jim heard Lucy scream like her whole soul was erupting from the very core of her being. He realized, in a brief, eternal second, that she had just come from getting her ass raped. Then the world exploded as his own orgasm swept through him, cum blasting into her asshole, the rush of release forcing a heavy groan from him.

Panting obscenities with every breath, he held himself against her, emptying his balls into her spasming sphincter. He shuddered as he felt her ass ripple around him, her rectal walls milking him for every drop. He pulled himself out slowly, rubbing the last dollops of cum onto her ass, then smacked her hard.

"Good fucktoy," he gasped as he reached for the window button, rolling it down as quickly as the electronics allowed.

Lucy slumped heavily to the ground as soon as she was released, coughing slightly as she hit the dirt. Kneeling next to her, Jim turned her over gently, studying her anxiously. He had never choked a girl til she passed out before, and he wasn't sure what he was looking for. Lucy was breathing, he could see that, the air rasping noisily from her mouth. Her face was flushed, but slowly regaining its usual pallor. Other than an unbroken ring of angry bruised skin on her neck, she looked unharmed.

He sat next to her for a while, his worry dissipating as he watched her chest rise and fall with her breathing. He studied her, taking in her features, mussed and glistening with spit and precum. He reached out to gently tweak one of her nipples, and she moaned, her mouth opening slightly. Jim smiled wickedly, standing up.

He positioned himself by her head, his hand slowly stroking his dick. Gently, carefully, he rubbed himself against her lips, and was rewarded with a faint lick. Emboldened, he pushed his shaft into her mouth, slowly working himself to the back of her throat.

"Clean that cock, you little whore," he murmured, stroking her hair as he pumped himself into her inviting mouth. He felt her throat tremble as she mumbled around it, the sweet murmurings of a slowly waking consciousness squeezing his shaft wonderfully. Then she stirred, and he saw her eyes open, close, then open again, realization creeping in. He smirked and held still, his head on her tongue.

"Wakey wakey, little girl," he whispered and he shot a stream of piss down her throat. She jerked and coughed, a geyser of urine splashing onto her face. He laughed and pulled himself out of her mouth, spraying her hair and face with his piss as she whipped her head back and forth in a vain attempt to avoid it. As the stream began to lose velocity, he pumped out a few shots, aiming at her tits, her dress, even managing to get her leg. Satisfied, he allowed the last of it to dribble onto her face, her eyes screwed shut against the intermittent drops.

Using her hair to wipe himself off, Jim stated matter of factly, "That's a good girl. You're my territory now, aren't you, cunt?"

Lucy whimpered beneath him, the smell of his piss burning in her nostrils. She had never felt so humiliated in her life. Not only had she been raped, used as piece of fuckmeat, and brutalized to the point of passing out, now she was reduced to this man's urinal! She choked back a sob as the enormity of what he'd made her do loomed before her.

Then she felt herself being picked up and his voice, soft and soothing in her ear.

"Shh, it's ok, baby, it's alright."

That did it. She started bawling, burying her face in his neck, feeling his arms surround her. She wished her arms could be free so she could clutch him against her, and as though he read her mind, the jacket slid off her arms, releasing her. She cried for what felt like hours as he stroked her hair, whispered comforting words into her ear, held her close. Finally, she quieted, and simply lay exhausted in his arms.

"You ok?" he murmured, still stroking her hair. She nodded limply, glad he was there. "Good. You were wonderful, you know that?" They were like that for some time, him nuzzling her, she resting against him. Then he kissed her forehead, uncaring of the fluids there, and murmured, "Let's get you home, huh?" She laughed lightly as he lead her back to her seat, making a mental note to not let her parents see the state she was in. Laying down his jacket over the puddle of smeared pussy juice she had made, Jim kissed her softly, drawing her into a warm embrace. Then he patted her rear with a wink and made his way to the driver's side.

"Let's get this show on the road," he said, reaching for the ignition. That was when he realized he'd left the car running the whole time. With sinking dread, he turned the key. The headlights flickered, the engine sputtered, and then there was nothing.

For a moment, Jim just sat there. Then he turned to Lucy, scowling darkly, and he growled, "This is all your fault, you fucking bitch."

Lucy shivered and squeezed her thighs together, that ball of liquid heat blazing back to life. This man, reserved yet passionate, caring yet cruel, gentle but oh so rough, was going to ruin her, she was sure of it. As he dragged her face to his lap once more, cock already throbbing, she couldn't imagine him being any more perfect.