The Tutor *closed*

Curious1979

Really Really Experienced
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Lily stepped into the classroom. Her long back hair pulled back into a ponytail, her blue eyes bright beneath her wire-rimmed glasses. She was a beautiful girl, even though she didn't think so. Her long, toned legs shone off in her jean-shorts, a pink v-neck t-shirt showing off her medium-size breats.

She looked around at the other various people in the room, stopping to talk to a few as she made her way to the far corner of the room. Sitting down, she looked at the boy across from her.

"Hi. I'm Lily, your tutor."
 
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Jakob was not paying all that much attention to the woman in front of the class, well, aside from the fact he was staring at her breasts and not to her eyes. That didn't matter to the kid, nothing did as he sat there with his feet up on the desk, his jet black hair spiked up slightly. The kid also had a five o'clock shadow going on, only adding onto the image that he didn't exactly care what other people thought of him, and he couldn't care less about them. Soon after he was done admiring the woman's medium sized chest, he went back to lighting his shoe strings a bit with his lighter, quickly tapping the flame out.

He wore a leather jacket and blue jeans with the knee out in the right leg...black boots with black, burnt shoe laces. Other than the fact that he looked as if he was suffering from a bit of smoker's residue, he was an attractive man, nearly flunking out of highschool at the age of eighteen...but simply put, he didn't care. His attention finally was caught when the tutor would adress her name towards him, and with a slow turn of his head, he gave the woman a smirk and a shrug. "Tutor eh? Think you can teach me anything sweet cheeks? Fat chance."
 
Lily took in the black hair and bad boy clothes. She pushed his feet off the desk and took out her books, laying them on the cool wood of the table.

"Well, I'm obviously supposed to try to teach you something. Whether or not you learn anything is up to you."

She leaned over, giving him a view down her shirt at the creamy-pale skin of her breasts encased in the white lace bra. Taking out a pen and paper she sat back up.
 
Jakob would snicker a bit as the woman pushed his feet off the table, and soon those boots were right back up there, the kid holding his hands behind his head as he looked towards the tutor. "Well, before we learn anything teach...I got a set of groundrules that you're going to have to follow..." He said and licked his lips, watching the woman bend over to get a pen, giving him a rather nice veiw of her tits encased in that lovely bra. "Rule number one: If I want to put my feet up on the desk, I shall...don't like my attitude, you can shove it. Rule number two: I don't demand your respect of me, so don't expect the same. And finally, rule number three: I'm a fairly reasonable student if you play your cards right and follow the rules...got it?"

The little pep talk he gave her obviously had some of the other women blushing in the room, most of them realizing what he had meant...everyone else was in that room just to chat after school, and now they were slowly making their way out. Jakob let out a sigh and cracked his knuckles. "Finally...old drones...some of those girl's that were in there are pretty tight...are you?"
 
Lily blushes as she listens to him, her throat going dry as he continues to boss her around. She stares at him, pushing her glasses up her nose, taking a deep shuddery breath, her breasts heaving slightly.

"Tight? I ... I don't understand," she blushes and looks down, doodling on the pad of paper in front of her. She feels completely out of control, mentally kicking herself for letting it get out of hand so quickly.

She remembered that Mr. Lewis had told her some of the students she'd be tutoring might resent her for it. But she knew she couldn't do much to help it. She was just 18, herself.
 
Jakob rolled his eyes as the woman seemed to be dumber than he was. "Great job school administration, send in a fuckin' tutor that doesn't know what sexual ennuendo is." He muttered under his breath, making a 'whoop-de-doo' sign up in the air with his fingers. He would slowly bring his legs off the table, and then look over towards the lovely, yet slightly plain tutor, a foot of his moving up under the table, to push between her thighs. "You know...tight...christ send in a tutor and ya get a fuckin' bible thumper."

Jakob surely didn't resent the woman for tutoring him, the whole damn school just misunderstood the kid. "I swear...for every kid like me out there, another one of you brainiac bookworms should be placing a gun to their head...no street smarts at all, always relying on books to get you ahead in life..."
 
"Oh, tight? Yes, I'm tight," she said, feeling his foot between her thighs, watching his face.

"I know you don't want to be here. I'm sorry about that. But I hope that we can come to an ... understanding."

Lily looked around the room and noticed that everyone else had left. She stood up and walked around to the other side of the table, taking off her glasses and pulling the ponytail holder from her hair, letting her long black locks fall around her face.

"Can we make a deal?"
 
With an arch of his eyebrow, and seeing how unnafected the tutor was to his movements sparked a rather interesting thought into his head. Perhaps this girl was not all that she was claiming to be so far. He watched her every movement carefully and listened to her words. He licked his lips and watched her move away from him to take off her glasses and let her hair fall loose...but he was not about to lower his defenses. "Deal eh? Well...I've never been one to avoid negotiations...but then again most the people I've held them with were bloodied in some way. So teach...what's the deal?"
 
Lily stands in front of Jakob, biting her lower lip, her cheeks turning rosy as she thought about what to say next. She was attracted to him, yes. She was a virgin as well and knew that he wasn't. What better person to teach her about her sexuality than him? Besides, every girl needed to get the bad boy out of her system. Why not do it now?

Clearing her throat, she began to speak. "I'll help you graduate. I know you don't care, but if you want to get a job one day, you'll need your diploma. So, I'll help you graduate, teach you what you need to know to pass your tests." She took a deep breath, jutting her breasts forward. "And in return, you can help me become less ... tight ... in every way. Will you help me? It's so close to graduation and I've never even been to a party or had a boy kiss me, let alone fuck my brains out."
 
Jakob would sit back loosely as he watched the woman bend foward to speak with him, his hands gently strumming his fingers against the back of his head. When she finished talking, he already knew that the deal was sealed, that he was going to nail a virgin. He could say that he had a lot of women in his life, but a virgin was never one of them. He looked as though he considered it for a moment, and would decide not to tell her that he scored above, well, way above average on his standardized test scores...this was going to be fun.

He stood up slowly and looked down at the woman, his frame was average, but that was only because he was six-foot, six-inches tall. His eyes looked down at her chest and then back up to her face, small grin on his features. "Well...perhaps you and I will get along teach...you got a deal." He said to her, though he was unsure of one thing. "However, I need to see proof of how tight you are...I won't say you're knock out beautiful, but you are a lot cuter than most girl's...why haven't you been fucked? And please, feel free tos how me that proof now."
 
She blushed, looking at him, shivering slightly and nodding. She stepped away and walked across the room, shutting the door and locking it. She turned around and faced him.

Her steps were light as she stepped to the middle of the room, leaning back on a desk. "To answer your question, I've never wanted to have sex with anyone before. I ... I was always so caught up in my studies. But now ..."

She watched him, her eyes moving over his body, noting how tall he was. Her tongue came out and smoothed over her lips.

"What kind of proof do you need that I haven't been fucked?" she asked. She tried to look sexy. One of her secret passions was romance novels and she tried to embody the sexiness of the heroines in those books.
 
Of course the bad boy would watch the woman's ass as she began to move over towards the door to shut and lock it, his eyes slowly scanning the rest of her body as she moved over to lean up against one of the desks. Today might be his lucky day after all. He listened to her excuse and shook his head lightly, feeling sorry for the daft woman. "Let me tell you something...for you eggheads that bury your head in your books all day...all that shows is that you people are fuckin' idiots to begin with...and need help becoming smarter..." He said and took a deep breath, walking over towards the lovely tutor now.

He stopped a few feet away from her, his eyes looking down to her jean shorts. He removed his leather jacket and tossed it over a desk, the man now dressed in only a white t-shirt and pants. "Proof, well I want you to get those shorts off, and whatever is on underneath, and show my your hymen, your...innocence if you will."
 
"Let me tell you something...for you eggheads that bury your head in your books all day...all that shows is that you people are fuckin' idiots to begin with...and need help becoming smarter..."

"That's why I ... I wanted you to ... help me, to teach me."

She watched him take his jacked off and noted the muscles beneath the white shirt. Her pussy became wet as she looked at him.

"Proof, well I want you to get those shorts off, and whatever is on underneath, and show my your hymen, your...innocence if you will."

She nodded, her breasts heaving as she took a deep breath.

Slowly she unzipped her shorts, revealing her white satin panties. Letting her shorts fall to the floor, she took a deep breath and pushed down her panties, her bikini wax paying off for once as finally someone would see her pussy.

She took a deep breath and stepped from her shorts and panties, laying back on the table and spreading her well-toned legs, showing him her innocence.
 
Somehow the young stud would feel complimented that the innocent woman wanted him to deflower her, gave him a sense that he was, once again, right and the world was not. He watched as the woman hestitated for a moment, but he would not scold her on that, it was only natural. "I'll teach you...don't worry your pretty littled head off."

When the woman began to strip for him, that was when things began to get serious...he had her in his grasp, and the fear of her playing him for a fool, humiliating him was going out the window quite quickly. He sighed somewhat, blowing it off as if this wasn't a big deal at all, however, for him it was.

He watched the woman's shorts leave her body, followed by those silky panties that she had on. He stared at her bare pussy for a moment as she climbed up on the table to spread her legs and her pussy. He quickly managed to find a closer view of her cunt, and did indeed see that she was a virgin, and she was wet. "You've been wanting this for a long time huh? Already wet down here ya fuckin' slut." He said with a smirk and stood up. "Well...don't just lay there like a log, your first kiss from a boy will be to my cock...fish it out."
 
Lily felt his breath against her pussy, feeling it against the hot skin. She stifled a moan and gripped the desk as he inspected her.

"Well...don't just lay there like a log, your first kiss from a boy will be to my cock...fish it out."

She sat up and pulled him close, running a hand over the slight bulge pressing against the front of his pants. She unbuttoned and unzipped them slowly, her hand pressing against him as she slid the zipper down.

Once his pants were undone, she slid her hand into his underwear, pushing them down slightly and pulling his cock out. Looking up at him, she moved down, kissing the tip of his penis, her lips brushing softly against him. She flicked her tongue out and ran it against the head before sitting back up.
 
Well now he knew that he was in and he was going to pop a virgin cherry after all that he had went through. He licked his lips slowly as the woman pulled his underwear down to show off his half-cocked cock, that pillar of flesh slowly growing as she fondled it, and soon was stifff as a board when she kissed the tip of his head and licked it. A smug smirk was given down to the woman on the table before he continued, "So, how was your first kiss?" He asked with a slight laugh at her actions, his hips pushing foward a bit. "You're not done bitch...I want to know if you're serious about this by sucking me off till I cum...and trust me, I'll stay hard if you're serious."
 
"You're not done bitch...I want to know if you're serious about this by sucking me off till I cum...and trust me, I'll stay hard if you're serious."

She nodded, but didn't say a word, wrapping her virgin mouth around his hard cock. She smiled, knowing she'd gotten him that way.

She began to slide her mouth up and down his cock, pressing her tongue against the underside of his penis as she bobbed her up and down. Moaning against his flesh, she felt her pussy get even wetter, not knowing that was possible.

A hand moved up to wrap around his dick, stroking it as she fucked him with her mouth, her teeth scraping lightly against him. She looked up to watch his face as she kept her mouth bobbing up and down on him, her free hand moving to cup his ass, squeezing lightly before moving around to cup his balls.
 
Jakob had to admit that Lily here wasn't all that bad at sucking cock, almost made him wonder if she had lied about kissing other boys, until he felt the slightly pleasureable tingle of her teeth gliding around the flesh of his shaft. He gasped lightly, then looked down to see her looking up at him as if she was some street corner whore.

"Mmm damn, you know how to suck a good cock...let's see how badly you gag..." he said sternly and would bat her hand away from his cock, but not his balls, and placed his free hand on the back of her lovely head, pushing it foward slowly as she continued to suck him so well. "Feel free to toss your cookies...as far as I'm concerned I'm going to train you on how to be my slut."
 
"Feel free to toss your cookies...as far as I'm concerned I'm going to train you on how to be my slut."

She shook her head and continued to suck his cock, sucking him all the way down her throat, relaxing her throat to avoid throwing up. She moaned against his dick, sucking hard up and down his hard member. One hand on his balls, massaging them slowly, she slid her other hand down to begin playing with her wet pussy, shuddering in pleasure, moaning as her mouth bobbed up and down his cock.
 
Jakob tried his best to not to moan out in pleasure, or show the woman that she was going a mighty fine job of sucking on his massive rod, but when the woman pushed his cock into her throat so well, he couldn't help but to utter a soft groan of satisfaction. His hips began to slowly push in and out of her sucking lips, fucking her face gently for now. "Fuck...how do you like sucking cock ya little prick deprived slut?"

His words were...demeaning, yes, but she had made the deal with him to teach her what sex was like, and he was going to take every advantage of this deal that he could. He watched the woman slowly begin to play with her pussy, the sight of watching the whore suck on his cock and masturbate while doing it drove him crazy with lust. "Tell me...your dirtiest fantasy teach..."
 
"Tell me...your dirtiest fantasy teach..."

She pulled her mouth away from his cock, one hand still playing with her pussy, the other playing with his balls, massaging them slowly. She looked up at him and smiled shyly.

"I've got this fantasy of having someone watch while I get fucked in the ass. I want to have someone watch, to see the cock slip in and out of my tight butt, to have my ass spanked."

She leans down and takes him back into her mouth, sliding her mouth all the way down, feeling his prick slide against her tongue, feeling it tickle the back of her throat*
 
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(OOC: sorry ^^; didn't see ya post)

That was more than Jakob could take, the woman's little fantasy that was and would start to pull away from her mouth suddenly. His eyes gazed down into her own as his cock slipped from her lips, throbbing once before with a grunt, he began to cum all over her face, coating her beautiful features with his cum. The teen would seem to cum for eternity. After the man's cock throbbed one last time, it stayed hard, even though he had spent his load on her face.

"Alright you little slut...we're going to go meet some people after I pop your cherry, understand?"
 
Lily felt him cum all over her face. The stickiness of it oozing down her her cheeks. She'd only read about the way it feels to have a man shoot his load on a woman's face. The books didn't do it justice.

Looking at the cock still rock hard in front of her, she moans, thinking about what it will be like to have that inside her tight pussy.

"Alright you little slut...we're going to go meet some people after I pop your cherry, understand?"

She nods and looks up at him, cum covering her face, dripping down onto her pink shirt. She pulls her shirt off and flicks open the clasp on her bra, releasing her breasts to his gaze.
 
Jakob would admit to himself that the woman did seem a little bit sluttier sitting there with his cum dripping from her face, but he wouldn't voice that aloud, not yet anyway. He was impressed with how wanton the woman seeemd to be, and she hadn't even had her cherry popped yet...a rare thing to experience indeed. Jakob would not toss the opportunity away to have a virgin, and when she took off that pink shirt, and unclasped her bra, Jakob knew he was home free.

With one hand he reached down to grasp onto her breast, feeling the weight of her tit for a moment before he stood back, cock still flag poling in the air. “Stand up my whore, sit up on the desk and spread your legs for me, and then spread your pussy...I want to see that virginity of yours one last time.”
 
Lily stood up and stepped back against the table before sitting back on the table and spreading her legs. She laid back and spread her pussy lips open, moaning as the cool air hit her pussy.
 
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