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And Sometimes the Tables Turn (SexyChick)

S

SecretSexManiac

Super-Earth
Joined
May 12, 2011
Location
Hopefully in your pants... I'm sorry, someone told
Ben Garth was a very, very lonely kid. At 17, Ben wasn't out partying with his friends or doing some important school activity, or even just hanging out with a group of friends playing video games; Ben was a loser. All he ever did was play video games online by himself, the only place where he could possibly find friends without being laughed at, and study, and that's all he thought he'd be capable of handling. Though he was interested in girls, all of them were too beautiful, too bitchy, or both for him to even think about approaching them. Overall, Ben was sad, alone, and pathetic.

Despite all this, Ben wasn't bad looking. 6'2" and fairly skinny, Ben had the makings of a not bad looking guy, if only he had some help. His giant size was down-sized by the fact that all of his clothes looked too big on his skinny frame, being baggy and awkward, and though he was tall and somewhat large, that made his frame awkward and his gait clumsy. He hid his face behind large, rounded rims that were thick almost bottle-sized. His long hair, though not reaching past his neck, was unruly and covered his ears and eyes, making him generally look creepy or sad to most people, which made him unappealing. His eyes were a brilliant blue, and if kept better, his dark hair could look fairly attractive, but sadly Ben didn't know these things about himself so he didn't know how to accentuate them. His skin was pale, not seeing the sun often, but it was at least clear and unblemished as Ben regularly cleaned and took care of his skin, being a bit of a germaphobe.

Sitting in the lunchroom alone, Ben was at the end of a long table of AV geeks who, though he wasn't friends with them, didn't bother him and allowed him to sit at the end of the table that was unoccupied except for him. This was generally how he sat through the year, as he had learned that when he tried this tactic at the basketball team's table, he was instantly thrown into a garbage can. Ben was finishing up his Calculus homework, finding that when he did his homework during his free time at school, no one bothered him and it allowed him to have more time with WOW (World of Warcraft) at home. Because of this, though Ben wasn't a genius, he was pulling a 4.0 GPA and would soon have his pick of colleges next year when he was a senior. He often wondered if things would be different in college.

Little did Ben know, through a series of small moments and inner strength (as well as a specific outer one) that Ben didn't know about, his life was about to change forever.
 
Ben looked up at the sound of someone talking to him, but immediately he looked back down at his work when he saw who it was. Vanessa. Aka, his favorite thing to wank to on a Thursday night after he saw her usual cheerleader practice on his drive home. Knowing that there was no way she could be talking to him, Ben looked back down at his Calculus homework, trying to remember the rule about constants. For two seconds though, she remained unmoved, so Ben looked back up again, his eye twitching at her skirt for just a moment before looking behind his back. No one was there. Was it possible?

"You, you want to sit with me?" Ben asked with almost a squeak, though his arm was already shoving his notebooks and backpack off to the side so that Vanessa's table space would be clear, not that it looked like she was eating anything. With a body like hers, Ben wondered if she just ate air. She was so skinny! It wasn't just that though, Ben had met a girl with diagnosed anorexia once at a convention, and Vanessa wasn't skinny like that. She still had stuff on her bones, she was just... tighter?

Ben felt pathetic as his member already started to become erect and push against the fabric of his cargo pants tapping the underside of the table with a twitch.
 
Ben couldn't believe his luck. As in, he really couldn't. Once, this really, really nice girl named Sheila Alva had talked to him for a whole half hour about stoichiometry and he thought that she really liked him. Afterwards though, she had walked away without offering him her number or anything, and she never talked to him again. Every once in a while, he would see her in the hallways talking to her friends, and if she saw him too, she would point at him and say something before all her friends would laugh and walk away. He didn't understand what had happened, but he understood that nice girls, usually weren't what they seemed.

Still, Sheila was no Vanessa Williams, and for a girl as hot as Vanessa, Ben was willing to brave any storm.

"Um, actually, I know who you are. By which I mean, I sat behind you in American History once. And a few weeks ago, I passed by you during one of your cheerleading practices and you sort of... shooed me away," Ben said as nicely as possible, though at the time Vanessa and a few of her fellow cheerleaders had said some rather unkind things that were more than "shooing."

"But what can I do for you now?" Ben asked with a laugh, willing to let water under the bridge just for the chance to keep smelling that... perfume, or whatever it was she was wearing. His pants felt painful against his erection now, and he slid a little forward to completely hide his waist from sight. He needed to calm down; if it got to full size, he would risk popping the button on his fly again.
 
Ben was both sad and happy when he heard Vanessa's request. It made perfect sense that she would be coming to him for homework help and he was the perfect mark: total loser who was desperate for female contact. The comforting thought was that he no longer had to worry about Vanessa's motives, they were clear and on the table. Quid Pro Quo. If he helped her, he got to be around her, and that was more than he could have ever wished for five minutes ago. Still, he was depressed a little too. He had thought, for just a moment, that maybe he was actually going to make a friend.

"Oh, um sure. I usually tutor people on tuesdays and wednedays, and I charge ten bucks per session. What topics did you want to start on?" Now that he was back in regular territory, talking schoolwork and tutoring which he did for some friends and some jocks, Ben felt a little more confident and in control. Not to mention, now that he knew that Vanessa was there for his brain, his dick was calming down considerably.

"We can do both days, one day a week, and a session is about two hours. You can double up for four if you have multiple topics or need extra help," Ben explained, ticking off his list of tutoring rules and whatnots.
 
Ben nodded and made a note in his notebook as Vanessa moved in closer to him. He became acutely aware of her body, but he didn't want to say anything because he was worried that she would respond in an offended way if he even implied that she was being "more than friendly." Not to mention, he just loved the fact that slowly, and just ever so slightly, he could feel the heat of her body near his and it made his erection immediately spring up with a vengeance.

"Um... I usually have my tutoring sessions at my place..." Ben said uncomfortably before he gave a nervous giggle for no reason at all. "I don't know why I'm laughing..."
 
Laughing with a girl... Ben felt positively elated. No more watching from the inside, no more wondering what social acceptance was like, this was it. He was living it. Nothing could make him happier than this moment. Yeah, maybe she was using him for the grade, and maybe he was looking too much into how nice she was treating him, but he didn't care. This was a moment Ben would be reflecting on with a smile for a while now.

"I tutor this kid from Elmhurst until 7, so maybe you could come over at 8? I should be able to... um, clean the place up for you by then..." Ben said with a nervous chuckle, hoping to God that he had just said something funny enough to make Vanessa, the popular girl who probably heard every pick-up line, ever, laugh.

"Or whatever..." Ben mumbled to himself as he started to pack away his stuff into his bag, hoping to get out of here before he blew it somehow.
 
Ben almost fell back at the touch she gave him on the chin, but thankfully he somehow found a way to keep his balance, his sanity, and most importantly in high school, his cool. Blinking like he was coming out of a long and vivid dream, Ben watched Vanessa walk away, her hips swaying in that short skirt like her ass was trying to keep beat with a very slow, very smooth, very hot song. Or something. He stood there for a full minute, just staring into the space Vanessa had once occupied before snapping himself out of it when the lunch bell rang. Carefully looking around, Ben pulled his shlong up into the waistband of his pants, hiding the head under his over-sized shirt as he waited for his woody to go away. It was hard when he had Vanessa dancing around in a skirt in his head.

SHE CALLED HIM CUTE!?

The day went by at an agonizingly slow pace for the first time in... ever. Ben barely paid attention to his last class before he ran out of the building and to his house. His mom greeted him as he came in but he barely gave her a word before coming to his room. A large desk facing out a window, a computer, a twin bed on the opposite wall of said window, and piles and piles of disks, notebooks, comics, action figures, and a bunch of other things Ben didn't need Vanessa seeing. Clearing everything out into either his closet or his mom's closet (desperate times) Ben was about finished when his mom called him down for Gary's tutoring session.

Man, today was full of firsts. Ben yelled at Gary for getting answers wrong and for not listening, when he was usually as patient as a saint.

"What's wrong with you today?" his mom asked from across the dinner table as they had a delicious chicken with potatoes au gratin that Ben couldn't taste in his nervous state.

"Nerves. I don't know," Ben said, unsure of how to tell his mom about the new tutee that was going to arrive in about forty five minutes. Once dinner was over, Ben didn't rush to his room for a WOW session as per usual, he stayed downstairs to help his mom with the dishes, to mop, to wax the coffee table, anything to be ready and answer the door when she came knocking....
 
Ben was scrubbing down the saucepan when he heard the knock. Before his mom could even say anything, Ben immediately dropped what he was doing, soapy hands and all, and abandoned his mom who nearly dropped the plate she was drying as he shot to the door with impossible speed. Stopping at the mirror that was above the key bowl, Ben looked to see if he had anything in his teeth or hair with a glance before opening the door.

"HI! Vanessa it's... I...." Ben's voice went from a little too loud and squeaky to a small croak as he suddenly saw what Vanessa was wearing. The tank top made her breasts look like a pornstar's, her skirt made her legs look like they went on for miles, and her her heels nearly made her the same height as Vance, which was rare in itself. Also, they looked like heels a hooker would wear.

Ben was both horribly turned on, and simply horrified.

"Vanessa?" he asked in something more resembling his voice as water and bubbles dripped from his hands onto the rug.
 
Ben's brain was bouncing back and forth between what he wanted to do in this situation; on the one hand, he usually did have his tutoring sessions in his bedroom and his mom gave him some privacy after she met his tutee. On the other hand, he could not let his mom see Vanessa in his house in any sense without supervision, let alone with her dressed like she was about to go out and get raped. He wasn't even sure if he WANTED to be left alone with Vanessa. She might be trying to seduce him (God only knew why) or she might just dress this way all the time and he was reading too much into it. Either way... he was terrified.

"You can't... I can't...." he rambled to Vanessa looking her up again and feeling the painful pressure of his zipper scraping against the tip of his cock. "Why are you dressed like... well, that?! My mom is never going to let you do... ANYTHING with me dressed like that!" Ben said in a manic whisper as he glanced back at the kitchen, wondering if his mom would come out to meet whoever at the door at that very moment.
 
Ben felt like he was in a dream as Vanessa grabbed his hand and started to pull him to the stairs. This could not be real. She was actually telling him to lie to his mom so that she could spend alone time with him. Forget all the moral stuff and the fact that he'd never lied to his mom before (well, about anything like this) but why was Vanessa being so adamant about this? Did she really want to be alone with him that badly? His head was spinning and it didn't seem to want to stop but nonetheless Ben let her lead while they went up the stairs step by step.

"Ben, who was at the door?" his mom asked from the question and Ben physically paused all of his motion, unsure of what to do.

Then he caught a flash up Vanessa's skirt, just for a brief second. A nanosecond even.

"No one. Someone must of ding-dong ditched us. I'm going to go to bed, er I mean, um..." Ben said shaking his head out of a stupor as he realized it was only 8 at night. "I'm going upstairs now. I-I gotta study for Trig. I mean Calculus! I mean.... yeah!" Ben finished unconvincing-inly before his mom said "okay" and Ben breathed relief.

"My room is the third on the right," he breathed automatically.
 
After the mile a minute heart-racing lie that Ben had to go through with his mom, he was extremely relieved if not a minuscule disappointed that they were now on such common ground. When Vanessa had first asked him to tutor her, he had thought that she was just using him for his brains and nothing else, and quite frankly he was okay with that. She was hot and he was lonely. He would have paid her to read the yellow pages to him if she did it in her pajamas. Now that she had basically snuck him up to his own room in an outfit that he thought he would only ever see on the internet, he had been subconsciously wondering if things were going to become more... intimate. Now though, he was just thrown for a loop.

"Yeah, yeah sure um..." Ben said with a nod before he turned to his desk and started getting some papers, pencils, and other various odds and ends. "You never told me what exactly you needed tutoring in by the way, so I'm sorry I'm not very prepared, but I am ready to cover anything in math, social studies, biology, physics, German, or Latin. Chemistry and English though, I do okay but I'm not as proficient so if you want the help, fine, but I can't be as... well, helpful."

As Ben explained all of this, he tried his best to feel and sound impressive to Vanessa, even if he knew that girls didn't really care about those types of things. In his experience anyway.

"So, where to start?" he asked as he sat down with everything, shuffling and organizing them in his lap.
 
Ben watched in slow motion as Vanessa pushed everything he had gathered off of his lap and onto the floor, the clatter of papers sounding like rocks hitting sheet metal in his adrenaline filled ears. She leaned over to him and started to brush against his groin with such careful precision and... expertise that Ben couldn't help but melt into her touch. Her hand was moving gracefully, and warm, like honey that had been sitting out in the sun. It felt really, really good against his cock and he felt himself growing harder slowly, the gentle rubbing contrasting against the suffocating tightness of his jeans.

Jeans he had worn, specifically because he thought he wanted to look good for his "study session" with Vanessa. That felt like the thoughts of a Ben who existed eons ago.

"Vanessa, wha-what are you doing? I mean, I don't..." he stopped in mid-thought with a weak groan as her rubbing started to feel even better as he became more aroused.
 
Ben groaned uncontrollably as Vanessa continued her rubbing and then leaned in to whisper in his ear. His ear felt so sensitive, and as she whispered, it shot jolts of pleasure into his body that made his stomach shake for a moment and his dick jump in his jeans, pushing against the fabric and her hand for a moment before he calmed a little. That tiny explosion of pleasure shocked his mind back into some sense, though he still felt like his mind was swimming through glue as Vanessa continue to rub him. Now though, he could at least understand her words to be English.

"Wait... wait, what? I don't understand..." Ben groaned as he fell onto his back, his shoulders and arms tensed as he removed to move his upper body, somehow afraid that she would stop tending to his lower body. "I don't understand. Why are you... why me? Can't you have, like, literally anybody in the school? Aren't you dating, what's his face, Clark Mathis?" Ben asked, wondering if the school quarterback was gonna beat the crap out of him when he found out his girlfriend was giving Ben the greatest pleasure of his life?
 
Ben felt her fingers reach into his waistband and he practically felt himself about to cream right there. She was just so good! It was true that Ben had no experience whatsoever, but he knew good when he felt it, and this was good! It was better than anything he had ever felt, anything he'd been able to give himself in his entire life, and she was barely doing anything. Not to mention her sinful whisperings about the situation. Even though Ben considered himself a nice guy, he did like the idea of getting to score with Clark's girlfriend after so many times being thrown into lockers or garbage cans.

Still, the way she said "business" made Ben feel... dirty. And not in the good way, like he always imagined when some slut would seduce him in his fantasies, the way Vanessa talked... it made it feel like there was no feeling behind what she was doing.

"Wait, wait," Ben said as he sat up and put his hand over Vanessa's both to stop her, but also to make sure she didn't move her hand. "So, that's it? I do your homework, you have sex with me, and... that's that?" he asked kind of nervously, afraid to offend her, but also a little hurt.
 
Ben nodded at Vanessa's words as he thought about what she was saying. Hadn't he watched plenty of pornos where he girl seduces the teacher for a better grade? The guy always got to cum all over the hot girl, and the girl usually got to feel pretty good too along with getting a better grade. Hadn't Ben wished to himself more than one lonely night that he could be more like one of those guys? It was the same thing really. Ben was probably going to become a teacher someday, and this was like an... orientation of sorts... or something... anything he could reason to see more of her.

"No, no downside..." he whispered as he stared at her. "Of course I find you attractive Vanessa, it's not even a question of that. I've probably thought you th- erm, I think about you a lot. Having you here, with me... it's like a dream come true. My naughty porno dream, but still and I guess beggars can't be choosers, right?," Ben said with a laugh as he sat up a little.

"I mean, doing your homework for you, I feel kind of weird about that. It's cheating, and I don't know..." Ben said, looking away from Vanessa so he could try and clear his head.
 
Ben felt like collapsing after that. Oh no wait, he literally felt like collapsing after Vanessa said that. He fell back onto his bed and stared up at the ceiling for a moment before his brain did a quick 180. All morals and sanctions, and motherly teachings and everything else be damned. Ben had to take this opportunity. The way she said it, the way she breathed it... it was everything that Ben could have ever wished for. He knew that he wouldn't be passing this up and that it was best to give in.

"Okay. I'll do it," Ben said with a gulp and sigh before he sat up and looked Vanessa in her beautiful, sultry eyes. "I'll do your homework for you, and in return, you'll... pleasure me. I'm in," Ben said with a nod, as he felt his cock almost screaming in joy that it would be released from his jeans, finally.
 
Ben felt like he was in heaven as Vanessa slowly but expertly worked his fly and zipper before letting his cock burst forth from it's imprisonment. Laughing almost giddily, Ben couldn't believe this was really his life before Vanessa made a teasing comment. She didn't know how true it was. He felt like if she even breathed on him wrong he was going to burst. So as she took his entire length into his mouth, her head easily moving down all 9 inches like they were nothing, he lost it.

"Oh God, Vanessa!" Ben shouted in warning and shame as he instinctively grabbed onto Vanessa's hair and pulled her up from his cock, his member pulling a string of saliva along with it as it left her mouth. Unable to control himself, he started cumming, first as he was withdrawing her mouth, but he continued as he pulled her away, hitting her nose and cheeks, before completely moving her out of the line of fire, the last couple of shots simply shooting up into the air and back onto the base of his member.

"Jesus," Ben whispered, feeling like he was seeing stars.
 
Ben's eyes widened as he saw Vanessa taste the cum on her face like she was sampling cake frosting and felt a hitch in his throat again. It was like he had hit the pornstar jackpot or something. This girl was unreal. The first time Ben had heard about cum eating and swallowing, he thought it was the hottest idea he had ever heard of, but he later read that a lot of girls didn't like to do that, and in fact hated it when they accidentally tasted cum. He thought he had been watching out for her...

"Wow... you are a total nympho, aren't you?" he asked her in awe before blushing at the mention of his quick release. "Look, I-I... I've never done this before, okay? This is my first time... but, when I, um... when I masturbate, afterwards, I can go for a while, so... I'll be find for whatever is next," Ben said softly, wondering what would be next.
 
Ben gulped and frowned at what Vanessa was suggesting. On the one hand, the idea that he could possibly have the hottest cheerleader in the school, under his control to do whatever he wanted, made him stiffen right back up and real quick. The way she talked about it though, it made him feel cheap again. Like this was some sort of game, or worse, just business. A part of Ben felt pathetic and used, but he quickly snuffed that part out and tried to focus on the task at hand. There was a five to one chance that he was going to wake up from this dream and be pissed that he lost this chance.

"Um, well... I guess, the first thing... could I kiss you?" Ben asked embarrassed, looking away from Vanessa at the wall for a moment before he turned back to try and justify himself. "It's just, I've never even kissed a girl before and if I'm going to, it might as well be... with you... now..." Ben finished lamely.
 
Ben breathed slowly and closed his eyes as Vanessa leaned in and gave him a kiss that seemed muted, if not a little... underwhelming. He had expected that his first kiss would be something amazing, that would blow his socks off and send him over the moon, but instead it just felt like skin. It felt like her lips pressing against his, and even though it felt nice, her lips just a little wet and so soft, it didn't... match his expectations.

Pulling away from the kiss a little quickly, Ben smiled at Vanessa before clearing his throat. "Um, thanks. Um... could you maybe strip for me?" Ben asked, looking at her tits that seemed to be straining against her shirt and wanting to look at them. And her ass. And everything. It would surely be spectacular. And anything would have been better than that kiss.
 
As Vanessa removed every article of clothing, Ben watched hungrily, his enthusiasm and erection suddenly returning to him as she made a show of taking off her slutty clothing. Keeping eye contact the whole time, Ben felt like he was at a strip club or something, having all of her attention focused on him, only instead of money thrown at her feet, Vanessa was just going to have sex with him. With his enthusiasm returning, Ben waited for her to continue, but she stopped, eying him expectantly.

"Keep going. I want to see everything," Ben said with a confident smile and even managing a wink that matched her own. "And when you're done, leave the heels on," Ben remarked quickly, suddenly remembering how hot it was when the girls in the pornos left their heels on.
 
Seeing Vanessa standing naked in front of him sort of shook Ben into reality for a second as he realized that he was standing in a room with a naked girl, standing before him in all her glory, standing in a seductive "come-hither" pose, and pretty much just standing and not laying down inflated by air. The whole thing overwhelmed Ben and made him ring his hand through his long hair, pushing his bangs back and freeing up his vision even more, or airing out his over-heating head, he couldn't be sure. His member was still throbbing and eager to take Vanessa down onto his bed and feel every part of her, but now his head felt overwhelmed too.

"I um... I don't know what to do..." Ben said lamely, looking down at his feet in shame for a moment as all of the cool he had just had a moment ago seemed to have just leaked out. "I always thought this would come naturally, but... I know I want to have sex with you, or get a blow job again, or even just have you lay next to me while I... but I don't know... what um.... what do you like? What do you like guys to do for you?" Ben asked curiously, finally looking up at Vanessa, actually able to ignore her breasts for a moment in favor of her eyes.
 
The way Vanessa talked about her body and sex so non-chalantly really turned Ben on as she sat near him, her body radiating heat, making her body almost gleam in the soft light. He wasn't sure what he was doing, but he wanted to try anything and that was the problem. There were so many choices in front of him, he didn't know where to start. Should he start touching her? Lay back and let her fuck him? Should he take control and fuck her? She seemed so willing to do anything.

"Um, I guess I want t-to t-touch you..." Ben said quietly as he sat up and began massaging his hands on Vanessa breasts. They were so soft and plump and bouncy, he gently worshipped them with care as he wasn't sure if her body was as delicate as her confidence. "Do you like this?" he asked quietly, looking into her eyes with a vague wanting of approval.
 
Ben nodded at Vanessa's moans and gulped at what to do next. Her skin felt so soft against his hands, which felt like rough sandpaper gloves in comparison, making him almost afraid to keep touching her or risk scratching these delicately and beautiful and Godly appendages that Ben had only glimpsed at before. Slowly moving his left hand down her breast and around the nipple, he gently tweaked and tugged on it, watching Vanessa's face for any reaction to see if he was hurting her. Scooting forward to get closer to her, Ben felt himself breathing harder against Vanessa's neck as he moved to lie against her prone position.

Anything and everything Ben could think of came from pornography, movies, television, and a few things that people had told him in passing. The key thing he locked in on was that foreplay was important, and an undeniable but unknown urge in Ben's chest pushed him to try and make Vanessa feel as good as possible, to make her moan with pleasure, to actually want him, not for his brains but for the way he made her feel. For someone to want him.

Suddenly feeling needy, or desperate, or something, Ben attacked. Falling onto Vanessa's body, Ben began kissing her neck softly but insistently, as he continued rubbing her breasts.

"What should I do next?" Ben whispered against her neck.
 
Ben jerked up at Vanessa's suggestion and felt like for a moment that the room was spinning, but he quickly settled himself as he stared into Vanessa's face. She did not look like she was joking, and for a moment Ben chastised himself for still thinking like that; here she was, naked in his bed, having let him cum in her mouth not even ten minutes ago, and he was still wondering if she was serious about all of this. He had to shake off this lack of confidence, at least for this one night. She may have been getting something out of this, but that didn't mean she was just going to suggest something and then take it back. She was here, she was real, she was naked and hot as fuck and Ben needed to stop fighting this.

"Alrig-right. Um... here, I'll just lean back and you can... um... sit on my face," Ben said as he tried to say the last part with some form of confidence and cool before he started to pull away from Vanessa. Before he got too far though, he had a sudden thought. "Wait, let me just do one thing before we do that though."

Leaning his head down to Vanessa's face, Ben pressed his body into hers before sliding down slightly and sucking a nipple into his mouth. Lightly running his tongue around the crest of the nipple, Ben added barely any suction as he just ran his tongue in circles, tasting the course and darkened skin. He did this for a few second before sucking in with as much force as he could and slowly pulling his head back, pulling the nipple along in his mouth before the pressure gave out and the nub slipped from his mouth and her breast fell with a pleasant jiggle.

"I just, I wanted to see what that would be like..." Ben explained quietly before he started to lean back for Vanessa's convenience.
 
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