Study Sessions - Part 1

This story began with me sitting in front of my laptop looking at a story idea I'd written. All it said was "Numbers - What if a guy and girl have really different numbers? Her is high and his is low."

What I meant was if the guy had slept with just a few girls and the girl had been with a lot of guys. He has no experience. She has lots of experience. He might not be so good at pleasuring a woman, or perhaps he has no experience because he's not very good.

What resulted is the story below. I thought at first it would be a one parter, but it's blossomed into something a little bigger, though I think I'll keep it short. I like where it ended up, though, as it's fun and flirty and sexy, and of course naughty. I hope you enjoy it :)

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"Ladies, ladies, ladies, I have a question that I want you all to answer."

The name of the man asking the question is unimportant. What's important is that he doesn't like Ray, the man our story is about. There are four ladies in question and each is unquestionably beautiful, though Ray finds himself most attracted to Natalie. He's talked to her a little on this particular night, but he hasn't yet done any flirting.

"What's the question?" one of the girls asks as the man in the middle of the room sways from side to side, the effects of whatever is in his red party cup having clearly impacted him.

His eyes shoot open and he smiles in delight. "The question is...does experience matter?"

"What?"

He's silent for a few seconds, swaying once more and spilling a bit of liquid from his cup and onto the cheap vinyl floor of the two bedroom apartment where the party is being hosted.

"With sex! Does experience matter when it comes to sex! In other words, would any of you fine ladies - should you find yourselves single - want to date a man that's been with...oh, let's say, just two women in his life?"

He turns towards Ray and stares, making it perfectly clear that this isn't an entirely hypothetical question. He's not wrong, of course. Ray has only been with two women in his 28 years on the planet. He was with one of those women for two years and the break up put him off dating for quite some time, but there's no denying he's not terribly experienced when it comes to sex.

Ray doesn't wait for an answer to the question, instead choosing to get up and head for the kitchen. He manages to utter a quick "fuck you" to the man that asked the question, which feels more satisfying than expected.

Someone follows him to the kitchen and Ray whips around expecting to deliver yet another "fuck you." Instead, he finds Marina, a remarkably tall woman - she's got a few inches on Ray - standing just a handful of feet away with a drink in her hand.

"It was 3 to 1," she says.

Ray stares for a few seconds. "What?"

"Three of the girls said they want a guy with more experience. One of the girls said she wouldn't mind being with an inexperienced guy because he can be taught to please her exactly as she desires."

Ray stares at Marina. She's pretty. She has on knee length skirt and a loose-but-stylish white sweater. She wears a pair of black ballet flats while the other girls at the party are in heels, but Ray suspects that her height is the reason for her shoe selection. He notes that it’s likely that his relative lack of interest in her was because it seems like she’s out of his league.

"Which answer did you give?" Ray asks, though he can't look at Marina as the words dance off his lips.

She's silent for long enough that he looks up at her. She's staring at him intently, though Ray cannot begin to discern her thoughts or intent.

"What's your answer to the question, Ray?" she asks, ignoring his question entirely. "Would you prefer a woman with experience, or would you prefer someone a great deal closer to virginal?"

Ray's never thought about it so an answer doesn't come to mind. "I don't think it matters to me."

Marina steps closer and sets her drink on the counter behind Ray. She runs her index finger over the back of his hand, moving slowly and deliberately and sending a surprising sense of relaxation up his arm and through his body.

"It takes practice to get good at the things that most men seem to enjoy," she says softly. "No woman is great at sucking cock the first time she does it."

Ray's eyes go wide and his loins stir. He's never heard a woman talk like that outside of a porn video.

"And, believe it or not, there's skill to getting fucked in a manner that arouses a man more than he might otherwise be." She leans closer and Ray feels her breath on his neck as she adds, "No matter what you'd enjoy having me ride your cock, but you'd enjoy it even more if I arched my back, grabbed my tits, closed my eyes, and moaned like I'd never felt anything as pleasurable as your dick in my tight pussy."

Ray steps away and turns around, pressing his hips against the counter to try and hide his erection. Marina moves towards him. She presses her body against the right side of his back and arm. Her breasts feel soft under the sweater and what he assumes is a bra. Her fingers move to the top of his hand and once more she caresses him.

"Do you want to know my number, Ray?" she whispers.

"Your number?"

"The number of men I've been with, Ray. The number of men I've pleasured with my mouth and my tight, warm, wet pussy. Would you like to know how much experience I've had in making men feel good? Would you like to know how many different men I've made cum?"

Ray's cock throbs. His thighs tremble for a moment. Marina has enthralled him in almost no time and he no longer feels capable of thinking clearly.

"Yes," he says.

Her lips brush against the back of his neck. "I was a bit of a slut in college, Ray. I've become more discerning, but the truth is, I like making men cum."

She kisses his neck and Ray closes his eyes as a shiver of pleasure rushes down his spine.

"I've been with 34 men in my life, Ray," Marina says. "23 of them fucked me. The other 11 got their cocks sucked, and I always swallow."

Her fingers depart from the back of his hand and move between his legs. Ray feels an immediate sense of nervousness, but it washes away when she grips his cock through his pants and strokes him.

"I had almost all of those 34 men in my mouth, Ray," she continues. "I know a great deal about sucking cock, about how to make a man feel good with my mouth. I know a great deal about the taste of cum, too."

Ray's never met a woman that seems proud of being a slut, as Marina referred to herself. Before this moment he would have thought of himself as someone that wouldn't like a woman that felt such pride at her sluttiness, and yet he wants nothing more than to be in Marina's mouth.

He turns his head and sees her smiling. He leans towards her and Marina leans back. Ray feels immensely foolish for thinking she wanted to kiss him.

"Are you sure you want to kiss me, Ray?" she asks. "These lips and this tongue have pleasured lots of cocks over the years. I've taken lots and lots of loads on my tongue. I've swallowed more cum than I care to admit. I've dated guys where I'd suck them off each and every day, swallowing greedily because that's what a good slut does for her man."

"It makes me want to kiss you even more," he answers.

Marina seems surprised, and then her lips are against his. Then her tongue is his mouth. Then she's rubbing him vigorously through his pants as he thinks, for some reason, about her mouth being filled with someone else's cum, about her lips being wrapped around someone else's dick. Ray finds himself moaning without thinking about it and Marina is soon moaning with him.

"Do you want me to suck your cock, Ray?" she asks.

He nods.

Marina hops on the counter and Ray confidently steps between her legs. She leans closer and their lips meet for another kiss. She pulls away at the last moment, though.

"Ray...did you get turned on when I told you that I've sucked lots of cock?"

"Yes," he admits without thinking.

She smiles. Her lips glisten with saliva and look alluring enough that Ray can't help but stare.

"When was the last time you got your cock sucked, Ray?"

"It's been years. My girlfriend didn't really like giving blowjobs, so I think it was my birthday four years ago that I last had one."

Marina kisses him. Her tongue moves deep into his mouth. She moans. Ray runs his hands up her thighs and under her dress. She moans as he nears her pussy, though he's not bold enough to press his fingers against her panties to try and pleasure her.

"Did you know that I've sucked the dicks of two guys at this party?" she asks.

"No."

"Do you like that I've sucked the dicks of two guys at this party?"

Ray thinks about it for a moment and finds that he does like it, so he nods.

Marina runs her fingers through his hair and studies his face before smiling. "You keep surprising me, Ray. That's a rare quality in a man, especially when it's a good surprise."

"Have any of the guys at this party fucked you?" he asks.

She shakes her head. "Is that disappointing?"

"No. Not at all."

She runs her thumb over his lower lip and asks, "But you would have liked it if one of the guys at this party had fucked me?"

Ray nods.

"Do you think you'd need to be trained to please me, Ray?"

"Probably."

He runs his hands up her outer thighs and she moans softly as he nears her ass. Ray moves his fingers to her inner thighs and pulls them back, caressing her skin all the way to her knees.

"And why do you think you'd need to be trained?"

"Because I've only been with two women. Because my sex life with my long term girlfriend wasn't super active. Because...because if I'm being honest, I'm not entirely sure she didn't fake some of her orgasms. Because being good at sex requires practice, and the truth is, I haven't had much practice."

Marina kisses him. It turns into what Ray would describe as a make out session. Ray feels like a teenager again. His lips are wet with saliva. His jaw and tongue ache a little. His cock aches because it's been hard for a solid ten minutes.

Finally, Marina pulls back. Ray is mad with desire. She seems turned on, too, a fact that she confirms by guiding his hand between her legs until his fingers are pressed against her panties.

"Do you feel the wetness?" she asks.

"I do."

Ray rubs her pussy through her panties, which feel as though they're made from rather delicate lace.

"Do you want to fuck me, Ray?"

When the night began Ray wanted to ask Natalie on a date. He's not thinking about her anymore, though. Every ounce of his attention is devoted to Marina, the tall, lovely blonde in front of him with her legs spread.

"Yes," he answers. "More than anything."

Marina smiles. "What if I told you that I'll let you fuck me, but that if you fail to make me cum you'll never get to fuck me again?"

Ray's fingers stop moving over her pussy as he devotes all of his mental energy to considering the question. His mind is a little fuzzy so it takes quite some time to produce an answer, though Marina's insistence on kissing his neck and moaning softly makes it harder to concentrate.

"I think I'd want to wait, then," he says.

"Why?"

"I'd want to be trained, I guess, so that when I fucked you I could actually make you cum, assuming that I'd get to do it again if I was able to make you cum."

She leans back and smiles. "Fascinating."

"Is it?"

Marina nods. "Most men would have chosen to fuck me, Ray. They would have either figured they'd definitely make me cum or that they could convince me to give them another chance if they failed. They almost all would have chosen to fuck me, though."

"How do you train a man to get better at sex if he's not allowed to fuck you?" Ray asks.

"A fair question, and there's really only one way I can think of."

Ray notes that he's holding his breath as he waits for her to finish her thought.

"You make him watch as someone else fucks you."

He stares, dumbfounded.

"You make him sit or kneel at the side of the bed and focus on the technique of the man who's fucking you. You make him take notes. You make him study. Perhaps you let him film it so he can study it over and over again, or perhaps you make him watch you get fucked over and over again until he's confident he can satisfy you. Once he is, you give him a chance. If he fucks it up and doesn't make you cum, well, he blew his chance and he never gets to fuck you again."

Ray takes a few moments and then finds himself pulling her panties aside. He probes her pussy lips with his fingers and enters Marina with ease. She smiles and moans. He knows enough about pleasuring a woman to rub her clit with his thumb, though he can tell that he's too rough at first as she winces just a bit.

"Sorry," he says while rubbing in a far gentler manner.

"If I gave you the chance to study, would you take it, Ray? Would you sit and watch as someone else fucked me? Would you take notes? Would you try and learn how to get better at satisfying a woman so you could make me cum when I finally let you inside me?"

She moans as his fingers move deep inside her. Ray wants his cock to be inside her. He wants to feel her long legs wrapped around him as he fucks her.

"Yes, I'd study," he answers.

She pulls him close for a kiss. Their tongues entwine. She moans into his mouth. He rubs her clit a little faster.

"You're going to make me cum," she whispers.

Her thighs tremble. Marina kisses him again and moans loudly into his mouth. She's cumming and it feels spectacularly good to provide her with that pleasure. Ray wonders if he could fuck her to an orgasm without needing to study, but he understands that using his fingers is an entirely different skill set to using his cock.

"Suck your fingers clean," Marina instructs as she leans back.

"What?"

"I want to watch you suck my pussy juices off your fingers, Ray," she clarifies. "It would turn me on to do so. Prove to me that you'll be a good student and suck your fingers clean."

Ray does as he's told. He's tempted to look away, but he suspects that Marina would prefer he maintain eye contact, so he does. He stares at her while sucking her juices from his fingers. He's glad he did so, because connecting with her in that way proves fantastically arousing.

"Come with me, Ray."

She slides off the counter, takes his hand, and guides him through the apartment, past their friends, and into the bathroom. Marina locks the door and rushes towards him. They kiss as she loosens his belt and pushes his pants to the floor. Ray is convinced they're going to fuck, but Marina spins him towards the bathroom counter, pulls down his underwear, and takes his cock in her hand.

"I need something from you, Ray," she says while stroking him slowly.

"Anything," he replies.

Marina looks at him in the mirror. "Don't look away."

Ray holds her gaze.

"I need you to promise that you're not going to jerk off unless I give you permission."

"What?"

She stops stroking him and squeezes the base of his dick. "Don't do that, Ray. You heard what I said. Don't act like you didn't."

"I'm sorry. I promise, I won't jerk off without your permission."

Marina resumes stroking his cock once more. "This is for your own good, Ray. You'll be a better student if you're horny. Plus, I think I've established that I'm an expert when it comes to making men cum, so you're going to hand that part of your life over to me. I'll be solely responsible for your orgasms. You might be frustrated at the rate at which I allow you to climax, but I want you to promise that you'll resist the urge to jerk off and give control of your orgasms to me."

"I will. I promise, Marina. I'll give you control of my orgasms."

She kisses his neck. Her tongue dances over his flesh. His cock swells in her hand and she moans.

"Cum for me, Ray. Cum in the sink. Cum like a good boy."

Ray tenses up and a moment later his cock explodes, splattering the pristine white porcelain sink with his load. Marina handles his dick expertly, teasing the underside of the head in a manner that massively enhances the pleasure of his climax. Ray grips the edge of the bathroom counter and finds himself awash in a kind of pleasure he's not sure he's ever experienced.

When he's finished, Marina releases his cock and kisses him on the cheek. Ray turns his head to kiss her and she welcomes his lips against hers and his tongue in her mouth.

"I made you feel good, didn't I?" she asks with a smile.

He nods. "Better than anyone has ever made me feel."

"It won't be the last time, assuming you keep your promise to give me control over your orgasms."

"My orgasms are yours, Marina. All yours."

"Good. Your first study session will be on Saturday night, Ray. I want you at my apartment at 9 p.m. Give me your phone and I'll give you my info."

Ray offers his phone and Marina enters her number and address as he gets dressed and cleans his cum from the sink, washing it all down the drain.

"I'd like to test your oral skills before we leave," she says. "So get down on your knees."

Ray drops to his knees and Marina hops on the bathroom counter and hikes up her skirt.

"Pleasure me."

Ray smiles, stares at her beautiful, wet pussy, and leans in to show Marina everything he knows about eating pussy. He expects he won't be very good, but he doesn't feel bad about that. She's going to teach him how to make her feel good and Ray's eager to learn.