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Cruel Love Anthology	By : CarolineSpencer Category: 1 through F > Cruel Intentions Views: 8536 -:- Recommendations : 1 -:- Currently Reading : 0
Disclaimer: I do not own Cruel Intentions or Dangerous Liaisons and make no profit off of this story

Chapter List
- 8
- 9
- 10
Cruel Love Anthology

Disclaimer: I do not own Cruel Intentions. Clearly if I did shit would have gone down a whole lot differently.

Authors Note: Hmm, I feel I should preference this by saying this chapter involves, virginal Kathryn, not necessarily innocent Kathryn. Well, you'll see what I mean. Anyway, as far as warning's go obviously someone gets deflowered and there's a slight non-consensual aspect to it, but not really. You'll see what I mean.

Chapter Summary: Kathryn Merteuil is the tastiest piece of candy the Upper East Side has to offer so you can't really blame Sebastian for targeting her, could you? Beautiful, tart and a virgin, she'll be his greatest victory.

I is for Innocent

The games began at 8:00 pm.

After glancing once more at the ornate gold clock on the mantle Sebastian Valmont walked out on to the balcony to see if his date had arrived yet. The temperature was rather warm for November in New York and as such the city sidewalks below were busy with pedestrians. No car had pulled up in front of the three story townhouse yet.

Sebastian wondered if he was going to be stood up. As it was, he had to do some pretty tricky maneuvering just to get her to agree to come over. Some pretty words, witty banter and when that didn't work he resorted to just the tiniest hint of blackmail. She had reluctantly caved just as he had anticipated. The princess of the Upper East Side might me more clever, charming, and delectable, than the average pampered debutante, but she wasn't completely immune to his charms.

Kathryn Merteuil. Her name alone could turn him on. She was the tastiest piece of ass their society had to offer and tonight she would be all his. If everything went according to plan that is.

As he puffed away on his Marlboro cigarette he noticed a limo turn the corner onto his street. He grinned, knowing it was her. Who else got chauffeured around in a limo but the children of foreign billionaires, over indulged celebrities and Kathryn fucking Merteuil? Leaning over the railing just slightly to get a peak, he watched as the driver opened the door for her and she came storming out, clearly still pissed at the circumstances that brought her there that evening. Flicking his cigarette over the edge, Valmont chuckled to himself before strolling back inside. Showtime.

Their elderly butler stepped into the formal sitting room and announced, "Miss. Kathryn Merteuil is here to see you sir."

Before he could even finish her introduction Kathryn came strutting into the room, a scowl covering her pretty face. "Thank you Martin," Sebastian addressed the man with his eyes remaining firm on their guest. "But an introduction isn't really necessary."

The older man gave him a short bow before exiting the way he came. "Good evening Miss. Merteuil. You look as lovely as ever."

He offered her his most charming smile and she sneered at him in response. Her bright green eyes were narrowed in anger and she was clutching the strap of her leather bag so tightly her knuckles were white. Sebastian knew it was twisted, but he enjoyed her anger, it was an immense turn on. His dick actually twitched when she spat, "Cut the shit Valmont. Let's just get this over with as quickly as possible. Some of us have better things to do with our time."

Kathryn tossed her leather bag onto the sofa and began removing her text books in a huff. As she did, Sebastian crept up beside her and titled his head when he noticed her slightly bent over position lent him an excellent view up her tartan skirt. If she bent over a fraction of an inch more he could tell what kind of panties she was wearing. "Still wearing your uniform I see. Staying late after school? Don't tell me our prestigious student body president had detention?"

She whipped around and tossed him a murderous glare. "Please, unlike some people I don't plan to go through life as a glorified fuck-up."

"Ooh, just listen to the naughty words coming out of Marsha Brady's mouth," he taunted as he stepped into her personal space. "Would you like me to talk dirty to you baby?"

Before he could get any closer she pushed him away roughly. "Knock it off asshole. Look, we got stuck on this stupid project together and I intend to get it finished tonight with or without your help. The only reason I agreed to do it here and not school is because I don't want to be seen in public with you."

"Ouch"

"Furthermore, you will not touch me, crowd me or attempt to use any of your lame seduction attempts on me. They won't work."

"Think so?"

"Better men have tried," she replied with a confident smirk. "Do you honestly think I don't know you purposely made sure Mr. Crawford assigned us as partners? Let me guess, the plan was to lure me here, seduce me and I become another notch on the infamous Sebastian Valmont bed post. Not going to happen. Unlike the twits you usually encounter I have an actual brain inside my head. I'll never go to bed with you Sebastian."

I wouldn't be so sure about that bitch, he mused to himself. Stepping away from her he walked over to the wet bar and poured himself a brandy. "Tell me miss high and mighty, what the hell makes you think I'm so eager to get in your panties? From where I'm standing you're no different then any other prissy bitch at our school."

"I can think of one difference"

"Oh?" They both knew what that one difference was, but clearly she didn't want to say it out loud. Smirking at her over the rim of his glass he said, "It wouldn't happen to be because you're a virgin, would it?"

Kathryn shifted uncomfortably as she crossed her arms to her chest. "I take it you saw the article?"

"Yes," he admitted with a gleeful smile, "Along with every other hot blooded male in Manhattan. Why I plan to Wait: A Virgin's Manifesto. Charming, if not incredibly self-righteous. Anyway, why would you think I'd have any interest in you because of that?"

She rolled her eyes. "Oh please, everyone knows virgins are your bread and butter."

"Mmm, perhaps once upon a time," he mused, "but not anymore. I prefer my women more experienced, challenging, sexy. I have yet to find a virgin who could deliver all that."

She opened her mouth as if to rebut the statement, but then quickly shut it. Rolling her eyes she went back to looking through her bag. Sebastian watched her for a moment thoughtfully. "I thought we could work on this in my room."

Kathryn laughed. "Yeah, nice try. I don't think so."

"Don't flatter yourself sweetheart. My father is out with his latest fling. They're due home soon and unless you want a front row seat to a Valmont man in action I suggest we move this to another room."

Her face scrunched up in disgust at the prospect of seeing the elder Valmont trying to hump some bimbo. Quickly gathering her stuff up, she followed after him as he headed down the hall. "Your room is fine," she muttered.

Sebastian led her upstairs to his bedroom. He opened the door for her and she tentatively entered as if fearing the mouth of hell. Glancing around at the opulence Kathryn said, "Not bad."

"Hmm," he replied noncommittally. "Make yourself at home."

To the left side was a sitting area with two arm chairs and a glass coffee table, to the right Sebastian's giant intimidating sleigh bed. Biting her lip she swung to the left and took a seat in one of the arm chairs. Sebastian rolled his eyes and guzzled down the rest of his drink. It was going to be a long fucking night.

"Alright, so I was thinking we could start off with a presentation about how a famous character from literature ties into current politics. I'm thinking something classic…Dickens would be simple…Shakespeare has possibilities. I'll write up the presentation because clearly if I leave it in your hands we'll both flunk. You can…" Kathryn trailed off when she looked up and noticed Sebastian wasn't paying the slightest bit of attention to her. He was standing at his desk fiddling with his camera. "Valmont! Are you even listening to me?"

"Hmm?"

"Unbelievable!" she spat snapping the textbook on her lap shut. "This presentation counts for half our grade this semester and because I got partnered with a half-wit I'm fucked!"

He rolled his eyes at her dramatics. "Calm down."

"I will not!" Kathryn got to her feet and began gathering her things. "God, I knew coming here was a mistake. I'm wasting valuable time I could have spent-

"Shut. Up." He strolled over and pushed her back into her chair. "If you stop harping for a second I'll tell you what we're going to do. Now look, we both know Crawford has a hard on for the Bard so we'll do Richard the III. Discuss about how it compares to Nazi Germany, Mussolini, etc. etc. You can a write up, make sure to get all the appropriate quotes and not just the famous ones. He'll eat that shit up. I'll do the visual presentation. PowerPoint, short video, docu style. Guaranteed fucking A. Any questions?"

Kathryn sunk back into her seat a look of clear disbelief written all over her face. Sensing he stumped her Sebastian huffed, "You look surprised."

"Try stunned disbelief. I assumed you fried all your brain cells long ago hanging out with Tuttle."

"I'm more than just a pretty face sweetheart." When she replied with merely a raised eyebrow he moved in. Aiming his camera at her he drawled, "Speaking of pretty faces…yours is quiet lovely you know."

"You think so?"

"You're beautiful." He snapped a photo then another one. "You could be a model. You should let me take your picture sometime. Perhaps get you a little more comfortable. You have killer legs…"

"Seriously?"

"Yeah, I think you'd be great."

"No, I mean is this seriously your best move? You're beautiful? You could be a model?" Kathryn's face broke into a huge grin before she tossed her head back and let out a throaty cackle. "Oh my god! That's so lame!"

Pulling the camera away from his face, Sebastian scowled at her. "Excuse me? I was just trying to issue you a compliment."

"Sure you were," she snickered as she got to her feet and headed over to the wet bar in the corner. He watched her curiously as she poured herself a scotch. Calling to him over her shoulder she continued, "All I ever hear about is the great lothario Sebastian Valmont. How I have to keep my guard up around him at all times. I'll admit I've always been curious to see you in action and when I finally do what do I get?" She faced him, a look of bemusement still playing out across her face as she sipped her drink. "Lame come-ons that a junior high student would be embarrassed to use. How sad."

Sebastian gave her a tight smile as he bit his tongue. He desperately wanted to tell her he was always curious to see what her real personality was like only to find out she was a colossal tight-ass bitch just as he always suspected. But he said nothing. It would only lead to her stomping out and he was determined to have her tonight. Shots to his pride be damned. He could suck it up for now as he was confident in the fact he'd have her moaning and begging for his dick in under an hour.

"Sorry to disappoint," he grumbled. "What can I say? With most girls it just takes a few compliments and flowery words."

"Well I'm not most girls," she replied arrogantly.

"Clearly"

Kathryn took a seat and crossed her legs while studying him. "Tell me the truth Sebastian. How many of these girls do your ply with alcohol or flat out drug?"

He looked to the ceiling and counted to ten in his head trying to resist the urge to strangle the bitch. "Oh right, I'm so hideous that I MUST drug girls to get them to sleep with him." Eyeing her sitting there sipping his scotch he sneered, "Perhaps you're right. Perhaps I lace all my alcohol with roofies."

She stopped mid-sip and stared down at the amber liquid suspiciously. Scowling she placed it on the coffee table with a thud. "Enough mindless chit chat," she snapped, "let's get back to work. Alright, so if we're going to do Richard the III I was thinking we should…what are you doing?"

As she was babbling on Sebastian came up behind her and placed his hands causally on her shoulders as if they belonged there. "What?" he asked innocently. "You seemed tense. I thought you could use a message."

Kathryn swatted his hands away and spat icily, "What did I say about touching me?"

"I thought I was doing you a favor"

"Right." She looked at him over her shoulder and told him primly, "I have a boyfriend you know."

Sebastian chuckled at this as he leaned over and took her glass off the table. Chugging down the rest of her drink he said, "Oh yes, the infamous Court Reynolds. How could I forget?" Slumping down in the seat beside her he asked, "How are things with Court?"

"They're great," she responded tightly. "He's wonderful."

"It's true love then?"

Kathryn flinched. "Of course. I love him very much."

Somehow Sebastian doubted that. Taking in her sudden stiff posture and the way she wasn't really meeting his gaze, he saw an opening. "And he's good about the whole virginity thing?"

Meeting his stare, her eyes hard, she snapped, "Not that it's any of your business, but yes he's fine with it. Court completely understands." At that Sebastian began to laugh hysterically. "What?!"

"Oh I'm sure he completely understands," he laughed.

"He does!"

"Right and you think he's faithful?"

"Of course he is!"

Sebastian knew otherwise. Court Reynolds would hit on anything with a pulse and fuck anything with boobs. He imagined he stayed with Princess Kathryn because she was good for his reputation and he figured one day she would finally give it up to him. Knowing that loser he probably enjoyed the fact that his girlfriend was a virgin.

After he considered bursting the little bitch's bubble with what he knew about her boyfriend he decided against it. A new tactic sprung to mind. "You're right. Of course he's faithful to you. How could he not be? So tell me, what exactly are your plans for your sacred virginity?"

Kathryn rolled her eyes and sunk back into her armchair. "Once again, none of your business."

"Well you did make a big show about announcing it in a major publication so I kind of think it is. Come on, what's the plan? Wait until college? Marriage? Or just wait until you're completely shit faced and can't remember it the next morning?"

Her eyes narrowed as she smiled at him. "Actually, I was thinking I'd give it up to the school player because he called me beautiful," she replied dryly.

Sebastian smiled and offered a genuine laugh. "You are actually funny when you're not being a total bitch."

The hardness in her face seemed to melt somewhat at the backhanded compliment. "Thanks, I guess."

"So…"

She sighed and looked away from him, clearly uncomfortable by the subject, but he wasn't about to let up. Realizing that she revealed, "I don't know. I'm waiting for the perfect moment. I want it to be special. Sex should be meaningful."

Sebastian rolled his eyes upward and sighed. "I never understood that argument. Sex should be pleasurable baby and I hate to break it to you, but if your first time involves Reynolds it won't be. It will be painful, awkward and anything but 'special'."

"Y-you don't know that," she replied. The confident exterior she had been wearing since she arrived suddenly seemed to vanish before his eyes. Suddenly, she seemed just like every other timid girl he brought back to his room and Sebastian recognized his in.

"Well, I think we can both agree my reputation speaks for itself. I've deflowered a girl or two in my time. I know what I'm talking about. There is a certain amount of finesse needed to do it properly, finesse that I'm sorry to say your boyfriend lacks."

Kathryn flinched. "You can't know-

"But I do," he responded already knowing what she was going to say. Going in for the kill he moved his chair closer to hers and leaned into her. Nuzzling his nose against her temple he whispered to her, "I could make it nice for you. I'd make you cum in buckets."

Her breath hitched just slightly at the naughty word and she pulled her head back. Kathryn shifted in her seat and he wondered if he was getting to her. "Right," she grumbled, "And then you'd go and brag about it to the entire school and destroy my reputation. As you said Valmont, your reputation speaks for itself. All of this is beside the point. I'm in love with Court."

"Hmm, you know what I think?"

"Don't care"

"I think you're entirely too frigid to love anyone." Leaning back in his chair he flicked his hand in a careless gesture. "You know what, forget my offer. I really have no interest in bedding a girl who will likely lie there like a cold fish and make me do all the work."

Kathryn's mouth opened and shut in disbelief. Judging by the way her eyes widened and her posture stiffened she was incensed. "How dare you! I am not frigid."

"Oh really? Enlighten me then."

"We…do stuff"

"Oh stuff!" Sebastian laughed. "Tell me, do you suck his cock?"

Kathryn flinched at the question and her porcelain cheeks turned pink. "Gross, no."

"Do you at least jerk him off?"

"No"

"Let me guess, you let him rub against you until he cums in his pants. Court's a lucky guy." She had the grace not to try to lie to him. Not meeting his stare she remained quiet as he continued. "So does he ever return the favor?"

She looked up at him confused. "What do you mean?"

"Does he go down on you? Finger you at all?"

"No," she replied softly.

Sebastian nodded in understanding. "Well that explains things."

"Explains what?"

"Why you're so wound up and always such a bitch. That poor pussy of yours is probably just dying for some relief. Do you ever make yourself cum?"

"I think it's time we change the subject back to the project," she remarked as she rose up from her chair and walked away.

Sebastian smiled as he watched her standing in the middle of the room, staring at his bed like she was afraid it was going to suddenly come alive and attack her. Getting to his feet he came up behind her and used his index finger to brush a strand of hair away from her face. He pressed himself into her backside and whispered into her ear, "Surely you must have experimented sometime. Maybe when you're alone, in your tub, you let your curious little hand brush between your legs."

Her eyes shut and he felt her tremble against him. Valmont smirked as he placed a hand on her thigh and inched it upwards. "Sebastian," she said it in a way he realized was meant to be a warning, but it came out more like a moan.

"Let me get you off," he persisted. "I don't want anything in return, just the satisfaction of watching you cum. Come on Kathryn, you need this…"

He expected her to push his roaming hand away or at the very least to yell at him again for touching her. What she said instead shocked him. In a voice barely above a whisper she told him, "Alright."

"What?" he asked not sure he heard her correctly.

"You can…you know…do that." Kathryn turned around her face filled with apprehension as their eyes met. "But just once and it doesn't go any further. Got it?"

Sebastian nodded, still somewhat dumbstruck that she agreed so easily. She walked over to the bed and sat on the edge. Fiddling with the ends of her skirt she looked up at him and slipping back into her proud princess routine told him firmly, "I'm not taking my clothes off."

"Well that's taking most of the fun out of it," he griped.

"You can do it while I'm still clothed, can't you?"

"I suppose," he replied with a bored sigh. "Just so long as you don't mind sitting through the rest of our study session in wet panties."

Kathryn made an annoyed sound from the back of her throat as she reached under her skirt and proceeded to shimmy out of her panties. Sebastian rubbed his finger against his lips in amusement. She tossed the garment onto the floor in annoyance and huffed, "There, happy?"

"Mmm," he bent down and scooped up her white, satin underwear and examined them. "Very nice."

"I'm warning you Valmont, if you tell anyone about this, anyone, I'll string you up by your balls."

He had no doubt that she would. Sebastian had seen her in action and knew just what a destructive force she could be when she wanted something. In the face of a dangerous opponent he knew not to show fear. Instead, he quietly pocketed her panties and took a seat beside her on the bed. "Kathryn you need to relax. This won't work otherwise."

"I'm relaxed," she replied none-too-convincingly. "Just get on with it."

Chuckling, he kissed her neck and placed a hand on her bare thigh. Kathryn tensed up immediately. "Relax," he whispered against her neck. "Just breathe."

He let his tongue flick against her skin while his hand moved under her skirt. "You're so soft," he whispered to her. When his fingers brushed against the tender flesh of her pussy she gasped. "You're even softer here."

Indeed, she was as soft as silk and much to his surprise completely bare. Sebastian's fingers traced against her bare mound then into the cavern of her slit. "Fuck, you're soaked sweetheart. You really are in need of this."

Kathryn looked at him out of the corner of her eye and hissed, "Shut up."

As his index finger began to trance the outline of her hole, his free hand grabbed at the hem of her skirt to push it up. "Let me see what I'm dealing with here."

She immediately grabbed his wrist, effectively stopping him. "No."

"Seriously? It's nothing I haven't seen before."

"Then you have no reason to see mine."

"Tease," he whispered against her ear before licking it. Sebastian then inserted a finger inside the hot, moist, quivering flesh of her pussy. It was him this time that gasped. "Shit you're so fucking tight."

"What did you expect?" she panted as he drew his finger out then back in again.

He dug his teeth against her skin for the smart remark causing her call out in response. "Be nice or I'll stop," he warned.

"Like I care," she sniped back but the pleasurable wince on her face said otherwise.

"Oh I think your dripping cunt would care a lot." Without warning he pushed a second finger into her twat. Kathryn's breathing became heavier and her eyes shut tight. As his tempo increased she clutched at his wrist as if trying to control the speed like his hand was her personal vibrator. At the thought he mused whether or not he should pull out a sex toy for her to use as well. Something told him she would like that.

Glancing down, Sebastian's lips twitched into a smirk as he watched her hump his hand enthusiastically. Kathryn's eyes were shut in concentration and he could tell she was off in her own pleasure filled world. "Look at you riding my hand like a wanton slut. Such a naughty little virgin," he teased. "What I could do to this pussy given half a chance..."

"Sebastian," she panted, "please."

"You want to cum baby?" Sebastian sucked the tender flesh of her neck as he let his thumb just ghost across her very swollen clit. The most delectable moan dropped from her lips. "Does your wet little cunt want to cum?"

"Mmm, yes, god yes," she whimpered her nails now digging into her wrist.

With his fingers still eagerly thrusting inside her he let his thumb massage her clit. Kathryn's mouth fell open as her moans became louder. "Come of baby, let that pussy cum," he encouraged. "Cum for me."

With that last command he felt her cunt squeeze his fingers and spasm. At the same time Kathryn jolted forward and went rigid as she gasped his name in pleasure. Sebastian's own dick jerked in his pants as he watched her orgasm. Reluctantly, he pulled his hand back and admired his wet fingers. As her eyes opened and her gaze found his he sucked the digits into his mouth and tasted her. Smacking his lips together he told her, "You certainly are tasty Miss Student Body President."

"You're disgusting," she huffed, apparently wasting no time going back into her bitch act.

"You know your insults would hold more weight had you not just cum all over my hand."

"Whatever," she grumbled as she straightened her skirt and got to her feet. Holding out her hand she demanded, "My panties?"

"What about them?"

"Give them back"

"Why would I do that? How else am I going to prove to your boyfriend that I fucked you?"

Kathryn's eyes went wide when she realized what he was implying. "W-what? You promised you wouldn't say anything!"

"Oops." Standing up Sebastian smiled cruelly down at her and said, "Here's the deal princess, we're going to fuck or else I'm going to tell the entire Upper East Side what we just did."

"No one in their right mind would believe a word out of your mouth," she hissed.

Sebastian shrugged. "Of course they would. Why would I lie about sex?"

Judging by the look that passed over her face she knew this to be true. Everyone knew that if Sebastian Valmont wanted something or someone he got it. He really could ruin her reputation with just a few well chosen words. "You son of a bitch!"

She brought her hand back quickly and attempted to punch him, but he was quicker. Valmont grabbed her swinging fist but Kathryn continued to throw wild punches. As he fought her off the pair tumbled back onto the bed. Sebastian easily got the upper hand and pinned her to the mattress. "Now Kathryn," he mocked, "violence is never the answer."

"GET OFF OF ME!" she bellowed. "This is rape!"

He tossed back his head and laughed at the accusation. "It isn't rape if the other party is begging for it. Which, judging by your reaction to just some basic fingering, you clearly are." Using one hand to pin her wrists, his other disappeared under her skirt and cupped her crudely. "Face it Ms. Merteuil, you're a wanton little slut in the making. You're just dripping for a stiff one up there."

"Eat shit!" Without warning she kneed him in the balls. Sebastian yelled out in pain and she used his temporary paralysis to push him off. Scurrying to her feet she darted across the room.

"Kathryn, you fucking bitch!" he snarled as he sat up.

"You deserve it!"

He expected her to run from the room screaming, so he was genuinely surprised to see her leaning against the desk, eyes to the floor. "You can't make me do this," she murmured.

Getting to his feet he walked over to the desk and told her, "Stop with the poor-little-girl routine. I know you want it, you just don't want to admit it."

Kathryn began whimpering and he realized to his disgust she was crying. Grasping her by the chin he forced her to look up. There were tears in her eyes, but he didn't buy it for a second. The little brat was trying to play him. "Kathryn, do I strike you as stupid?" When she shook her head no he snarled, "Then stop treating me like I'm just another drone for you to manipulate. Loose the waterworks princess, I'm not buying it."

"Fine," she spat as she immediately stopped whimpering.

"Good girl. Now, you just need to accept your fate. This is going to happen. You can enjoy it and I'll make it very pleasurable for you, certainly more pleasurable than your dipshit boyfriend could, or you can fight it and have a lousy time. The choice is yours."

Sebastian watched in amusement as she seemed to weight her options. Most likely she was trying to figure out a way to outmaneuver him, but she came up short. Finally, she rolled her eyes and huffed, "Fine, you win."

"I usually do," he replied arrogantly.

"But you better swear this doesn't leave this room," she threatened.

"Or what?" he challenged.

Stepping closer to him she threatened, "Or I'll key that precious car of yours."

Sebastian's eyebrows shot up in alarm. "My, you are a spiteful little thing, aren't you? Alright, scouts honor, I'll never tell a soul. Come on Kathryn, this is going to be fun and hey, at least you won't enter college a virgin."

The brunette beauty simply rolled her eyes and started back towards the bed, shoulders slumped in defeat. Valmont grabbed her by the waist and pulled her back. Picking her up, he placed her on the glass top desk in front of him. "What are you doing?" she asked bewildered.

"Before we get to that, a little foreplay is in order," he explained as he began unbuttoning her white dress shirt.

"Foreplay?"

He stopped his movements and looked up at her in surprise. "You know what that is right?"

"Of course, I'm not an idiot," she huffed. "I just don't know what you mean-

Sebastian cut her off with a kiss. Cupping her cheek in one hand he brought her mouth to his effectively silencing her. Kathryn was tentative at first, but soon eagerly returned it, threading her fingers through his hair and letting her tongue graze against his.

Pulling away with a smug grin, he licked his lips and told her, "I'm going to do that…here," he explained as he ran a hand across her swollen pussy.

Kathryn's little mouth fell open and her cheeks turned that delicious shade of pink once again. "T-that's not necessary," she stammered.

"Something tells me you won't think that in a few minutes," he chuckled arrogantly as he got down on his knees in front of her. "Come on Merteuil, time to expand your sexual awakening."

Grasping the ends of her skirt he tried to push it up, but once again she stopped him. "I'm going to need to see what I'm doing sweetheart."

They stared each other down until finally Kathryn sighed, "alright."

Sebastian smirked up at her before pushing the fabric of her navy plaid skirt up around her waist and gently pealing her legs apart. He grinned at what he found. "Well, what do we have here? A shaved cunt?"

Not meeting his eyes she hissed, "What of it?"

"I don't know too many virgins who shave their pussies," he mocked. Slipping a finger back in her wet hole he asked, "What other dirty little secrets are hiding."

"Nothing"

Valmont continued to move his finger in and out of her, enjoying the way her juices seemed to pour from her. She was warm, wet and decadent. "Goddamn, I'm barely fingering you and you're already soaked."

Kathryn turned her nose up at him and huffed indignantly, "You're so crude."

"Maybe," he agreed, "But you love it, admit it"

"I do not"

"Oh really?" he challenged, "Then why does your little pussy squeeze my fingers every time I say a naughty word?"

She whimpered as he spread her lips and flicked his tongue across her slit. "Ohmygod," she gasped. "Just stop talking and keep doing that."

Sebastian chuckled against her, but for once didn't argue with her. Holding her open he penetrated her with his tongue. Kathryn started moaning as her fingers were soon clutching his scalp. He began lapping at he weeping hole, but made sure to avoid her clit in order to frustrate her further.

"Sebastian, please," she panted.

He wondered if she knew what she was asking for. Probably not. If he wanted he could make her cum right then, but he decided to tease her a little more. As he drilled his tongue into her he was amazed at how responsive she was, even for a virgin. He decided to test how far she'd let him go by dipping his tongue lower, tracing the tender flesh between her cunt and her back hole. The he brushed his tongue against her asshole.

Kathryn nearly jumped off the desk. "Oh! Oh shit!"

"I take it you like that?" he snickered before going back to rimming her furrowed hole.

She began moving around so much he worried briefly her juices would cause her to fall off the desk. He needed to wrap this up. After one last long lick between her two orifices he moved up to her clit and attacked the sensitive bundle of nerves. Kathryn clutched him by the hair almost painfully as she pressed him between her legs. Valmont started to rhythmically suck on her clit, pushing it between his lips and rolling his tongue over it. This caused the tiny brunette to whimper his name over and over again like some sort of demented prayer. Seconds later she came, trembling and jerking against him.

Sebastian continued to lick her until she grew too sensitive to be touched. She pushed him away pleading, "Please stop, it's too much."

Normally he would never take pity on his victims, but for once he absconded. Rising to his feet his eyes found hers and he grinned. "Still don't think that was necessary?"

"It was…okay," she replied nonchalantly.

"Okay? That puddle you left of my desk says otherwise," he teased knowing it would get a reaction out of her. For some reason he enjoyed winding her up. Her feistiness made him hard.

Jumping off the desk she scowled at him and sniped, "You're so disgusting."

"Yes, and you love it."

"Can we just get this over with?"

"Hmm, not yet, come here." Taking her by the arm he guided her back to the sitting area and took a seat. As she started to sit down as well he stopped her. "On your knees."

Kathryn's eyebrows shot up her forehead as she regarded him with disbelief. "You have to be shitting me. I'm not doing that! No way!"

"Well these panties in my pocket say otherwise." Tossing a pillow down at his feet he said, "Now stop being such a little priss and kneel down."

Still scowling at him she reluctantly dropped to her knees. "You might be cute when you pout, but lose the attitude. It's a turn off to most guys."

Brazenly she reached for his crotch and touched his bulge. "You seem to like it."

"I'm not most guys," he replied as arrogant as ever as he eyed her wandering hand. "Now, unzip my pants and take out my cock."

Kathryn's hand seemed to tremble as she complied, slowly unbuckling his belt and then fumbling with the zipper. Reaching inside she grasped his hard on and the pair both gasped in unison as her warm hand touched him. Carefully she pulled out his very hard dick and her eyes seemed to bulge as it came into view. As she studied his member with natural curiosity Sebastian asked, "Ever seen one before?"

She swallowed hard and replied, "Just in movies."

At the thought of prissy little Kathryn watching a porno, his dick twitched in her hand. She flinched in surprise and then looked up at him and muttered, "Don't let this go to your head Valmont, but you're big."

"I know baby," he replied as he gently caressed her cheek. "All the better to fuck you with my dear."

"What should I do?"

"Jerk me off," he instructed, "tighten your grip a little bit, yeah like that. Now pump me, base to tip." Kathryn did as he instructed her grip surprisingly firm for a novice. He found himself trying to recite president's names in his head, count backwards from fifty in French, anything to prevent coming right at that moment.

Kathryn's bright green eyes met his and she studied him as if she knew exactly what was going on his in his head at that moment. With a smirk she cooed, "Oh Sebastian, you're so big and hard."

"Stop it," he snarled at her.

"Why, I think you like it," she teased. "You dick is so big in my tiny little fist. I bet it will feel big in other places too."

"Even if you make me cum now, I'm still going to make you blow me."

"Maybe I want to blow you," she challenged.

He wasn't sure if she was for real or not, but it made him all the more harder. Deciding to call her bluff he ordered, "Alright then put it in your mouth."

Her smug confidence faltered somewhat at the suggestion. Licking her lips she eyed his dick as if she wasn't quite sure what to do. Leaning forward she flicked her tongue experimentally against the tip. Sebastian bit back a moan, not just at the sensations it caused, but the innocent look she flashed him as she did it. It was so incredibly sexy. Giving her a nod to continue, Kathryn grasped his shaft in one hand and began licking up and down his length. When she tongued the underside he visibly shivered. "Shit," he groaned, "now my balls."

"Okay," she whispered as she leaned even closer, lifted his cock up and began licking and sucking on his sack. Sebastian's teeth latched on to his bottom lip in pleasure. He chanced a look at the little minx to find her staring up at him, her eyes big and curious. Then she let her teeth graze the sensitive skin and he couldn't contain his moan. Goddamn, he would cum if he didn't get a hold of himself.

Gently he pushed her away and Kathryn looked up confused. "What, you didn't like it?"

"No, it was good, very good actually. You sure you've never done this before." Kathryn nodded in affirmation and he sighed. "Okay, now you're going to take it in your mouth. All of it."

"I don't know…I don't think it will fit"

"It will," he assured her. "You just have to relax your throat. Now, put it in your mouth."

Taking it in her delicate fist she slowly, hesitantly guided his dick into her mouth. Her big green eyes were trained on him the whole time as if seeking guidance. Kathryn began guiding her lips up and down his pole, just half way at first. It felt incredible being buried in the warm cavern of her mouth. Sebastian clutched her hair and pushed a little further in. She gagged slightly and her eyes narrowed at him but she didn't stop.

They kept up like this for a little bit. Kathryn sucked him, her porcelain cheeks hollowing as she did so and Sebastian continued pushing further and further until she had damn near the whole thing down her throat. As he watched her work he could see his cock poke against her throat. "Shitgoddamn," he hissed as she began to go faster and get more aggressive.

Without him even suggesting it she began massaging his balls causing him to tug harder on her chestnut locks. Sebastian was simply amazed. There was a confidence to her movements that negated her inexperience, but he didn't question it, he just enjoyed. "Fuck, Kathryn I'm going to cum," he warned. She stopped and looked up at him, her brows knitted in confusion. "You're going to swallow it," he informed her.

Grasping him at the base she pulled her now swollen mouth away and snapped, "I'm not swallowing you semen…that's unsanitary."

"Perhaps," he panted, "but it's that or I'm going to jerk off on your face. Choice is yours, down your throat or I ruin your makeup."

Clearly, neither option held much appeal to the young debutante, but she knew he wouldn't hesitate to do it so she went with the least demeaning choice. Reluctantly she guided his dick back into his mouth and started sucking. "Good girl," he praised as his hips began rising to meet her mouth. "Take that dick like a good girl."

Her grabbed her hair perhaps a tad too roughly, but he was past caring. A few more strokes of her clever tongue against his sensitive prick, and he was soon shooting off down her throat. He gasped her name along with a litany of curses as he came fast and hard. Kathryn swallowed it down her eyes remaining on him the entire time.

She pulled his softening dick out of her mouth and wiped her lips with the back of her hand. "Well?"

Sebastian collapsed back in the armchair and looked down at her through his lashes. "A+ Miss Merteuil. I see many blow jobs in your future."

"Fuck you," she grumbled.

"Oh, I plan to." He chuckled and caressed her hair affectionately. For the first time he noticed the bitchy, put-out, expression she had been wearing all night had vanished. Instead, as he studied her he noticed what looked like hunger appeared on her face. Could it be she was finally getting with the program? Tracing his fingers over her face he whispered, "Come here."

Slowly she rose up on her knees and laid herself across his lap. Kathryn bit her bottom lip as his eyes locked on hers. Cupping her cheek he brought her mouth to his and kissed her hungrily. Pulling away breathlessly he asked, "Do you want me to fuck you Kathryn?"

"Y-yes," she breathed before pulling him back into the kiss.

With their mouths still fused together, Kathryn got to her feet and practically crawled into his lap. She moaned against his mouth as he began pawing at her body, searching for any exposed skin he could reach. Grasping her by the waist they got to their feet, still kissing. Sebastian wanted nothing more than to bend her over one of the arm chairs and fuck the shit out of her. However, even he knew it was rather bad form to take a virgin like that. Instead, he scooped her up and strode over to the bed. Kathryn let out a squeal and laughed. "What are you doing?"

"Getting you to my bed. Quickly."

He set her down on the bed and she scurried to her knees so they were at eye level. Removing her navy cardigan she teased, "Impatient are we."

Sebastian trailed kisses down her neck and collarbone as he unbuttoned her blouse the rest of the way. "I've been wanting to fuck you since middle school, so yeah."

"You liked me in middle school?" she asked as she pushed her skirt down her legs. "I didn't know that."

"Everyone liked you in middle school," he groaned as he peeled away the cups of her white bra. "Shit, you're so beautiful."

Kathryn seemed to blush as she looked down and realized she was naked. "Um, aren't you going to…?"

With his gaze still locked on her he tossed his Marc Jacobs sweater over his head and stepped out of his pants. Kathryn helped tug down his underwear the rest of the way. Sebastian pulled her back into a kiss as he guided her body down onto the mattress. When he felt her tense up underneath him he murmured, "Relax, I'm going to make this nice for you."

She just nodded and then kissed him again, this time with her eyes open. "Do you have protection?"

He nodded and reached into the bedside table. Handing her the rubber he instructed, "Put it on me."

"I've never…"

"I know," he told her, "It's not something one can really fuck up. Just roll in on."

Sitting up she carefully opened the foil package then with trembling hands she began rolling the rubber down his length. Sebastian groaned as she did it and kissed her neck. After it was snuggly fitted she stroked his length. "It's so big. I don't think it will fit."

"It will, you expand down there." He pushed two fingers inside of her for emphasis and scissor them. "See? You're body is meant to take me like that."

Kathryn snickered. "Apparently you know more about my body than I do."

"Guilty," he whispered as he pulled her mouth back to his.

For the next twenty minutes or so he kissed and sucked as much or her body as he could. Her breasts, torso, neck, arms and between her legs all received ample attention. By the time he pulled his mouth from her swollen folds, she was a quivering mass of girl flesh, waiting to be pillaged. "Ready?"

"Uh huh," Kathryn nodded spreading her legs.

Sebastian pushed her thighs even further apart, guiding her calves to rest of his back. Spreading her nether lips he gently rubbed his cock against her slick folds making sure to pleasure her clit. Kathryn moaned in the back of her throat. "This is going to hurt at first," he warned her, "just squeeze my hand, alright."

Grasping his hand in hers she nodded, "its okay, I'm ready."

He dropped a kiss on her lips as he thrust inside of her quickly. Years of experience had taught him it was best to do this fast, like ripping off a band-aid. As he entered her fully Kathryn cried out and thrust her face into the pillow. Sebastian groaned himself as she felt indescribably incredible. "Shit," he gasped against her neck. "Kathryn, are you alright?"

Slowly she pulled her face from the pillow and nodded slightly. He noticed a tear roll down her cheek as she clutched his hand tightly. "Keep going," she ordered her voice hoarse.

Sebastian used his free hand to massage her clit as he began to slowly move inside her. His movements were gentle at first, not wanting to scare her but soon he couldn't help himself. He needed to fuck her properly. With his hand still grasping hers he began to thrust harder and deeper into her welcoming body. Little whimpers fell from her mouth as he touched her more aggressively. "You okay?"

"Yeah," she gasped, "You feel really good."

"Ready for harder?"

When she nodded in agreement, he began fucking her faster, harder. Kathryn cried out and soon he could feel her lifting her hips to meet his. Sebastian dropped kisses on her face, neck, breasts wherever his mouth could reach all the while only being half aware he was babbling something to her. He was so far gone he didn't know what he was saying. Moments later he felt Kathryn shudder under him and cry out. He almost let her pull him along with her, but he held back wanting to hold on to this moment longer.

With his weight resting on his arms on either side of her head Sebastian began pumping into her faster and faster. Kathryn's legs were now locked around him tightly as he rode her hard. "S-Sebastian," she panted, "Oh god, yes, more, harder."

He griped her thigh changing the angle of his thrust so he went even deeper inside her and his pelvic bone hit her clit. Soon she was coming around him again and this time he found himself joining her. Clutching her tightly to him, Sebastian thrust twice then came with a strangled cry against her throat.

At last sated, he collapsed on top of her as he came down from his high. He dropped a kiss on her neck and nuzzled his nose against her shoulder. "You were incredible."

"I know," Kathryn sighed. "I always am."

Pulling away from her neck he looked down into her face, it was completely unreadable except for her twinkling eyes that warned him before she burst into laughter. Seeing her smile, as always, made him do the same. Sebastian soon found himself laughing with her, slightly delirious like he always was after one of their games ended. "I must give props where they're due baby, I didn't think you could pull off innocent virgin so well."

"Really? Even after all those years of watching me snow people?"

Sebastian collapsed beside her on the mattress and let his arm fall across her torso. "True, I've never fallen for your good girl act in the past, but tonight it was very impressive. The quivering lip, the prissy attitude, the trembling. You even cried when I penetrated you, very impressive. How the hell did you make your pussy so tight?"

"Kegel exercises," she explained. "I knew they'd come in handy. Same reason I kept the Manchester prep uniform. I'd figure my boyfriend would want to play kinky games in the future."

"How considerate of you." Tracing his fingers across her face he told her, "You still look hot in it you know."

"It's only two years old Valmont," she replied dryly. "I think it still has your cum stains on in from senior year."

"Ah memories," he murmured before leaning forward for a kiss. They kissed languidly like the familiar lovers they were.

Before things could become more heated, Kathryn pulled away with a teasing smile. "So tell me, was it everything you hoped for?"

"And more…although, I could have done without you kneeing me in the balls. I don't remember discussing that ahead of time," he grumbled as he recalled his sore nuts.

Kathryn laughed at the memory and simply said, "It's called improvising. I thought you enjoyed spontaneity?"

"Sometimes," he agreed, "Like the whole manifesto thing. I'll admit I almost lost it when you brought that up."

Thinking back to Sebastian's former lover who had once upon a time declared in a periodical her intentions to remain a virgin, Kathryn scowled. She didn't like recalling that irksome blonde hick who had once turned his head for an extended period of time. Eyeing her boyfriend suspiciously she remarked, "Hmm, I thought you might like that. Tell me Sebastian, was SHE the reason you were so intent of playing 'virgin' tonight?"

He studied her a moment before his lips twisted into a smirk, "No it had nothing to do with Annette. What would make you think that? We were over years ago."

She shrugged trying to put on an air of indifference. "I know, it's just, to my knowledge she was the last virgin you had. I just wondered if you missed it, laying your claim to uncharted pussy."

Sebastian rolled his eyes. "Please, I have no interested in uncharted pussy or any pussy for that matter that isn't yours. You know that. Besides, I'd like to point out your version of 'innocent virgin' is a lot different from Annette. Like, light years different."

"Oh, how so?"

"Well for starters she wasn't a raging bitch."

Sitting up on her elbow Kathryn reached over and pinched his bicep. "Ow! That's not helping your cause any."

This scowling at him she snapped, "Would you prefer it if I was docile and sweet?"

"Did I say that? I'm just saying, Annette would never let me throat fuck her," he explained as he rubbed his arm.

Kathryn relaxed against the pillows. "Annette never would have blown you, period."

"Yes, lucky for me I like my 'virgins' naughty." He bent down and kissed her deeply as he let his hand reach out and squeeze her breast.

"You're such a pervert," she muttered.

"Says the girls who made me 'rape' her last weekend," he reminded her in a husky whisper before kissing her neck.

Thinking back to the previous weekend when Sebastian pretended to be a teacher who took her against her will, she shivered against him. He had been merciless with her, just as she wanted, forcing her face into the mattress as he pounded into her and she fought him furiously. She still had the bruises on her wrists and thighs to prove it. Kathryn flicked her tongue against his neck and whispered, "That was hot and you know it."

"Hmm," he hummed in agreement, "but still incredibly twisted." They made out for awhile longer, warming up to each other as they caressed and kissed. Breaking away Sebastian had a thought. "You know, you've never told me, how did you lose your virginity?"

Kathryn brow wrinkled at the sudden change of subject. Caressing his face she was quiet for a beat before she asked tentatively, "You sure you want to know?"

Sebastian hesitated at first. He assumed he knew all of Kathryn secrets, all of the big ones anyway. He had to admit he was a little hesitant to find out what she might be hiding from him, but at the same time he didn't want any unnecessary secrets between them. "It's not…you weren't molested by an uncle or something, were you?"

She rolled her eyes at her boyfriend's theatrics. "Please, you watch too much Law & Order. No, it wasn't anything like that. It was nice actually."

"Nice?"

"Yeah, it was with this guy named Damien when I was fourteen. He was a few years older and I had such a thing for him. He made it really special for me. It's probably why I enjoy sex so much to this day. He turned me into a total slut."

"How nice, perhaps I should send him a fruit basket," came Sebastian's dry reply. "What happened to prince charming?"

Kathryn's expression had a dreamy, far away look to it as she shrugged, "He went to Harvard and I never heard from him again. I think I heard he does something on Wall Street now. Anyway, I was completely infatuated with him for the longest time. No guy ever seemed to measure up."

Sebastian couldn't be sure if she was baiting him in order to get a reaction or if she was being genuine. Either way it pissed him off. Kathryn never gave a shit about her lovers one way or another. He had always been the exception to the rule and he refused to believe otherwise. "Never measured up huh?" Straddling her he pinned her wrists to the bed and demanded, "What was Damien's last name?"

"Why?" she laughed, "Are you jealous?"

"Why would I be jealous? You're mine," he stated.

Looking into his tense face she laughed, "I don't belong to you Sebastian."

"Oh, I beg to differ." Tightening his grip on her he kissed her neck and told her, "This is mine." His mouth trailed down to her heaving tits and he bit into her nipple causing her to gasp. "And these are mine." Sebastian's mouth kissed down her torso. "Mine as well." Moving even lower he flicked his tongue against her clit and finished by declaring, "And this, THIS is most definitely mine."

Sebastian tongued her a moment before moving back up her body and meeting her defiant stare. He was well aware of how much she hated being seen as property and belonging to anyone, including him. At the same time, Sebastian knew his possessiveness turned her on. Chin raised she told him coldly, "I belong to no one."

"Wrong," he told her just as intently. "Would you like me to prove it to you?"

Before she could answer he thrust into her cunt with brutal force and began hammering away. He didn't wait for her to catch up, he just started pumping into her all the while his grip tightened on her wrists as he pinned her to the bed. Sebastian used his legs to hold her thighs open and trap her underneath him leaving her completely immobile. She was completely spread for his pleasure and wouldn't receive any of her own unless he allowed it. He would only allow it if she finally conceded.

Kathryn's mouth opened in pleasure as she panted for air. Sebastian let his mouth hang just above her so they were sharing the same breath. "You're mine," he growled at her, "Now and always."

She grinned back at him, but said nothing. Sebastian sped up his thrusts, making sure as he entered her to hit that spot that would make her scream. Sure enough Kathryn wailed as she desperately tried to move under him. "You're mine Kathryn, admit it. You can't cum until you acknowledge the truth."

"Screw you," she grit though her teeth.

He shook his head and laughed as he continued to fuck her into the mattress. The heavy wood bed beat against the wall loudly, but Sebastian didn't even notice. He was too locked on the furious look of determination written all over his girlfriends beautiful face. "MINE," he began to chant as he fucked her, "You. Are. MINE."

This went on for minutes, hours, days he couldn't be sure, but he was determined to break her. Finally, as tears began to form in her eyes she whispered, "Yes, Valmont, yes." Tossing her head back on the pillow Kathryn screamed, "I'M YOURS!"

A second later she came, thrashing under him and Sebastian soon joined her, his hot seed spurting inside her. At last he let go of his ferocious grip on her and Kathryn sighed. "Always," she murmured to him.

Sebastian smiled as he brought her bruised wrist to his mouth and placed a gentle kiss on her skin. He didn't really need the affirmation, he knew in his dark little heart how she truly felt about him, but it was fun to make her admit it. After kissing her mouth tenderly he rolled over to his side completely exhausted. Even after all their time together, she still had the power to wear him out like no other.

Looking up at the ceiling, still feeling dazed Sebastian asked, "So, what do you want to play next weekend?"

Kathryn rolled over on her side and propped her head up on her hand. She gave him a devilish grin that told him whatever she had planned was very naughty indeed. "Well, I was thinking…"

THE END

Author's Note: Yeah, I'm not really sure this is what everyone had in mind when I mentioned 'innocent' Kathryn. For starters I never wanted her to be innocent, as in sweet and innocent like Annette. No, I wanted to keep her in character so she was more like bitchy but sexually innocent. Which, of course, was all a lie anyway. I always planned for this to really be just some kinky sexual game the evil pair was playing. Sorry if you're disappointed it wasn't real, but hey at least it has a happy ending.

Briefly, to answer a question from a review, right now I'm concentrating on finishing this and not starting anything else, although I'm tempted. Actually, I started this story because I had a few different ideas but I couldn't develop them to my satisfaction (the next chapter is based on one of those ideas) so I decided on this series of one shots. To tell the truth, I have actually written multi-chapter Cruel Intentions stories before and they're posted on this site, but under a different name. That's all I'm going to say about that right now.

Anyway, the next chapter will be J is for Jailbait and just as it implies it deals with an underage Kathryn and her older, frustrated new stepbrother Sebastian who is trying damn hard to resist her, but failing miserably. A little Lolita action for ya. Until then, later.
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Cruel Love Anthology