Teach Me?
Hello love bugs, we've got a huge one shot here. I see a lot of writing where the guy helps the girl out with inexperience, but I thought I'd like to write something where he's the one asking for help. I had a lot of fun putting this together so I hope you guys like it. I may do more but I have a lot of other stuffed planned but let me know your thoughts!
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WC- 12.3k
Warnings- mentions of insecurity, anxiety, oral, soft!Dom H, soft!Dom Y/N, switchy vibes but mostly Dom!H, Y/N pokes fun at him for being nerdy but she loves it,
"Hey..." Harry began casually, wiping his hands on a towel after washing. Her best friend had invited himself over for dinner, which meant he was going to do the dishes. It was an unspoken rule of their friendship. If you invite yourself, you clean up. But seeing as Y/N was the one who cooked nine out of ten times, it had become a normal to see him at her kitchen sink. Her eyes peeked up at him from her phone, giving him a look to continue. "Can I ask you something? It's a kinda...weird request." He scratched the back of his neck nervously, looking at her with an attempt at puppy dog eyes. He wanted something and it made her narrow her eyes.
“I’m not going to the convention with you again, Har. It’s not my scene, I told you. I’ll watch any series of movies until our brains leak out our ears but if I have to sit through panels and Q&As where they ask what the characters favorite food is again I may lose my mind.” She knew it was coming up… but apparently that wasn’t his point. Thank God.
"No! No. Adam is going with me this year. Rude. But besides that…” It made her a lot more curious as to what it could be because he did genuinely look nervous. “It's a weird question, actually." He sat down next to her on the couch, twisting his hands together. "And you can totally say no... but..." He sighed, running a hand through his hair. "Would you... maybe..." The hesitance had her sitting up a little straighter, raising her brow higher to urge him forward. "God..." He muttered softly, trying to find the words. "You promise not to judge?" He saw her raise an eyebrow. "I mean it. No making fun of me." He watched as she slowly nodded, waiting.
“I make fun of you for a lot of things, but if you’re asking me not to, I won’t. Are you okay?” Y/N asked softly, unused to his behavior. He was usually playful and could take any joke, so it wasn’t exactly like him to ask her not to do it.
"I'm okay." He assured her, but still had the nervous look in his eyes. "It's just... I've recently realized... kinda an embarrassing thing about myself." He shifted uncomfortably, his fingers fidgeting with the hem of his shirt. "I don’t think… I don’t think I’m actually making girls finish properly when I hook up with them. At least not every time. And I feel like shit about it.”
That was a surprise to her. Harry had the whole hot and nerdy thing going on, and he pulled plenty. Not that he always attempted or took them up on the offers, but he’d had a few girls he had hooked up with that she knew of. Usually he kept pretty quiet about it, but that didn’t bother her. Y/N had assumed a lot about him because… He did have some big dick energy going on. He had really nice hands too. The idea of him being unskilled in bed didn’t feel like it was right, but she was hearing him out. “What’s making you think this?” She asked curiously. “Did someone say something?”
"No, no one's ever said anything. Not to my face." His face flushed slightly pink as he shifted again, trying to get comfortable. "I just... well. Sometimes I noticed they'd tense up or seem kinda disappointed later. Like they were expecting something else. More? I dunno. And they don’t usually text me again, which is fine and all but I hate thinking I let someone down. It’s embarrassing." He avoided looking at her while he talked, staring at his fidgeting fingers instead. "I don't want to be one of those guys who only thinks about themselves. That’s the last thing I want to do." He trailed off, clearly embarrassed. So unlike him that it made her heart hurt a little bit. Harry was a happy guy and seeing him not like that was like seeing a wet puppy in the street. She had to fix it.
“Well the fact that you even care at all is really good. I know, the bar is on the floor but, unfortunately a lot of men don’t give a shit if we finish or not.” Y/N knew plenty of men- had experienced them herself- that didn’t care if it felt good for her. They wanted a quick nut and go. Harry never seemed to be the type. Honestly, he was very thorough in most things and she’d assumed that would properly bleed over to sex.
“Wanting to be better is half the battle. You don’t have to be embarrassed about it. The first time I sucked someone off I gagged really awfully, the sound made him go soft.” She laughed at her own bad time. “We all start somewhere.”
He laughed softly at her story, feeling a little more at ease knowing he wasn’t the only one. Y/N was far more experienced and open about being a little freak, so it felt better to know even she had some weirder experiences. It wasn’t just him. "Yeah, I can imagine." He chuckled, shaking his head. "Gagging on dick is not the most pleasant experience, is it?" He turned to look at her, his eyes serious again. "But, um, thanks for listening and all that. I just... I want to be good at it. For them, and for myself." He looked down at his hands again, picking at his fingernails nervously. He needed to paint them again so he would stop doing it. His pink polish was chipped. "And that's why I was wondering…” He bit his lip, his heart racing as he tried to work up the nerve to ask his best friend a very personal favor. The most personal you could probably get.
"Would you... would you maybe let me practice on you?” The silence lingered for a moment longer than he was okay with, panicking slightly as he continue. “I promise I'll listen to everything you say, and we can stop anytime you want. We don’t even have to! You can say no, obviously.” The man was babbling as he tried to untwist his tongue. “But I really trust you and I think you'd give me good feedback. Honest feedback." He looked up at her with pleading eyes, his cheeks flushed a darker pink that she hadn’t seen before- all the way up to his ears.
“Me?” That… was not at all what she had expected. To be fair she hadn’t been sure what to expect but that would probably be lower on the list. “You want to… practice eating pussy or something, on me? I just want to make sure I heard you correctly.” Because she sure as hell didn’t know if this was some sort of dream or delusion.
Harry nodded quickly, his ears turning an even deeper shade of red. "Yeah, you. I mean, if you're comfortable with it. I know it's a really fucking weird request and all, I swear I’m not trying to make anything weird with us but... you're my best friend, and I trust you. And I know you'd be honest with me." Y/N was known for being honest even if it wasn’t the most appropriate time to be. He looked at her with those big, hopeful eyes, his bottom lip worried between his teeth. "Please? I promise I'll do everything I can to make it good for you, if you let me. I just really want to get better at this."
It could fuck up the friendship. Y/N knew that, because it was every sort of cliche thing that tells you do not, under any circumstances, hook up with your best friend. But… it had been a while. Harry didn’t ask much of her besides her dinners and to go to some events with him so he wasn’t alone. He listened to her rants and brought her food when she was hungry and didn’t want to go out. He made her bed for her sometimes just because he was near and tidy like that. He swept the kitchen after dinner. He bought tickets to movies and concerts on his card and told her to pay him back whenever she could. He protected her if people acted weird at the rare chance they went out to the bar. Harry was a really fucking good friend, the best she’d ever had.
She also couldn’t lie to herself and say she didn’t think he had a spectacularly pretty mouth and even better hands. They had always been really nice. Soft, long fingers, big palm. The tattoos that trickled down… Fuck. She was going to say yes. Fuck it. “Okay. I guess we can, but I’ve got some rules.”
He blinked, surprised but trying to hide it, his heart racing faster at her surprisingly quick answer. "Rules?" He nodded, leaning forward slightly, completely focused on her words. "Of course. I mean... I'll do anything you say." That came out a bit too smooth, and they both caught the double meaning. He cleared his throat, trying to appear casual and failing miserably. "What are they?" His eyes were fixed on her, his hands folded in his lap to stop them from shaking nervously.
“I mean, I’m being a little dramatic. It’s only a few.” She laughed, leaning back on the couch. “One being we don’t tell anyone. Our friends are already weird about how much time we spend together. Two, you don’t touch me and then another woman. If you find someone else that’s completely fine, but I don’t want her germs and shit on me.” That was not something she liked at all. “If you’re practicing on me, it’s me. I won’t fuck around with other people either, but I don’t fuck with STIs and all that.” It was doubtful he would need to be reminded of that.
“I’m assuming this is going to be a couple times because the way you get good at stuff is practicing. I won’t complain if I get a few orgasms out of this.” She shrugged as if this was a normal thing to be discussing. Best friends having sex. “But the last one is you don’t make things weird after you’re all good with your skills. Don’t make stuff weird.”
"Those are..." He cleared his throat, trying to process everything she had just said. "Those are actually very reasonable rules." He nodded, making sure to emphasize each point so she know he heard her loud and clear. "One: Not telling our friends is smart. Two: Of course, no cheating. We aren’t dating but I’m a one woman type of man. My mother raised me better than that. You know she would kill me." He managed a small smile. "Three: I, uh, plan on practicing. A lot, if you let me." His eyes lingered just a moment too long on her lips, then quickly flicked away.
“Good.” Harry was efficient in most things. It’s exactly why she understood how much it probably bothered the hell out of him to not really be able to get a woman off, or so he thinks. She was just being a good friend, right? helping him out. “So walk me through what you usually do when you bring someone home. We start there. I can tell you if something you’re doing is weird.”
He swallowed nervously, trying to collect his thoughts as he shifted uncomfortably on the couch. "Well, uh... usually I'd start by kissing them, ya know? Get them a little worked up before moving down." He gestured vaguely with his hands, as if physically trailing kisses down an imaginary body. "Then I'd kinda... kiss around the area, maybe use my fingers first to make sure they're wet and all..." He trailed off, wincing as he realized how clinical it sounded when he said it out loud.
“That sounds decent, but kind of like a routine.” Harry was like that, she knew, but sex wasn’t. “Not all women are the same, though. We’re all different. You don’t experiment at all to see where her sensitive spots are? Do you keep kissing to the lips and her cunt?” The question was blunt, but she usually was.
"Well... No, actually. I kinda just do the same thing every time." He ran a hand through his hair nervously, realizing how basic that sounded compared to how she spoke about sex. "And yeah, I guess I do stop kissing once I get down there. Why?" He was listening intently, genuinely curious about her approach. For all his perceived experience with women, he was suddenly feeling very inexperienced in this one area. Something about the way she talked about sex was... different. Confident, like it was no big deal.
“Because women are sensual creatures, Harry. Sure, we have similar biological things that happen but the way we get horny is with our minds. Teasing a little. Dirty talk, if you’re good at it, ease into it. Kissing places that aren’t just the obvious.” Shifting to face him, she grabbed one of his hands and put it on her shoulder. He was definitely nervous. It was a little cute. “I’ll give you a cheat sheet for me. I really like to be kissed under my ear, over my throat. Sometimes a lick or a suck. A bite, if I’m in the mood. I like to be kissed over my stomach, tops of my breasts, inner thighs, hips. They aren’t necessarily obvious, but the exploration is nice.”
Taking his hand, she moved it to her neck and then dragged it down past her tits, down her stomach to the waistband of her joggers. “You can have a general path, but you need to be comfortable deviating from it when that’s what she responds to.”
"Fuck..." The curse slipped out quietly as his breath caught, noticing how comfortable she was with his hand on her body. His fingers lingered at her waistband, acutely aware of the sensitive skin just inches beneath. "I never really thought about it like that. I always just went straight for the pussy." He cleared his throat, realizing how crude that sounded coming out loud. "I mean..." She chuckled at his flustered state, finding it endearing. "So you're saying I should take my time? Like, really tease her out?" He moved his hand slightly, fingertips brushing the bare skin of her lower abdomen just beneath her shirt hem. "Kiss other places, see what makes her squirm?"
His gaze flickered down to where his hand rested, then back up to meet her eyes. There was a new spark of understanding there, like pieces clicking into place. "And if I find somewhere she likes? I should... explore that?"
“Yeah.” Her stomach had jumped as he moved his hand but didn’t say anything about it. “Every person is different. I’m sure you have places you like to be touched that people haven’t tried yet either. Being in tune with your body and hers, being able to read the cues that’s what could be your strength.” It was something a lot of men didn’t bother to take into consideration.
"Like, if she makes a certain noise or tenses up?" He was genuinely intrigued now, his mind racing with possibilities. "What if she pulls my hair or digs her nails into my back?" He shifted his hand lower, fingers splaying out on her stomach curiously. "Does that mean she likes it?" He was so focused on the hypotheticals that he almost missed the way his hand resting on her stomach made her stomach muscles twitch slightly beneath his palm.
“Yes, exactly that. Sometimes you’ll be able to feel her pulse if you’re holding her wrist, or.. Well, if you’ve got your hand around her throat. We’ll talk about proper choking another day, but you can see if her pulse jumps from that.” His hands were perfect for that, honestly, and she shouldn’t let her mind wander. Nope. “The noises she makes, if she pulls you further in, bucks her hips, those are all good signs. Not everyone is extremely vocal, but checking in to make sure she likes it, if she wants you to give more, it can help.
"Checking in?" He repeated, his eyebrows furrowing slightly as he tried to wrap his head around the idea. "You mean like... asking her if she likes it?" He shifted his hand lower still, fingertips brushing the hem of her joggers. "Like, 'is this okay?' Or 'do you like this?'" He could see how that might be helpful, especially with quieter partners. "But wouldn't that ruin the moment?" He looked up at her, genuinely curious and seeking approval.
“You don’t have to ask in such a sterile way. You can just say something like ‘does that feel good?’ or ‘that’s nice, baby?’ and see her response. You’ve got a nice voice, Har. Use it.” She gave him the compliment easily. He did need a bit of confidence boosting, that much she could already tell. “Checking in shouldn’t ruin the moment. It’s safe, it’s a sign of a good partner. You’ll figure out how to check in in a less… abrupt way.”
"Right... fuck me." He muttered under his breath, actually feeling slightly embarrassed about how little thought he'd put into this before. "I've been a clueless fuck, haven't I?" He sighed, running his fingers along her waistband more deliberately now, testing how she responded. His heart stuttered slightly when she complimented his voice."So like..." He traced patterns on her lower stomach with his fingertips, almost unconsciously. “Feels good?” Testing out the way she had suggested.
Y/N swallowed, feeling a bit of a shift. He had seemed to be having a good time touching her stomach, the light tracing on her skin making her heat up a little bit. She wasn’t blind- Harry had most definitely gotten hotter over the years, and he was just attractive in general. Though she hadn’t allowed herself to look at him as anything but the quirky best friend he was, getting to see a different side of him was something she was intrigued by.
“Mhm.” She tilted her head slightly to the side. “See? It doesn’t have to be straight into it. Just touches like that can get a girl wet.” It was starting to get to her, weirdly enough. “Tell me about kissing. How do you usually start it?”
"Kissing..." He trailed off, his mind briefly distracted by the way her skin felt beneath his fingers. "Uh... well. I usually start with a simple peck, just to see if they're into it." His other hand came up to gently tilt her chin, exposing her neck to him. "If they seem like I have the go ahead, I'll press my lips to theirs more firmly- it’s kinda hard to explain with words." Being a little bold, he let his thumb brush over her bottom lip absently as he spoke, his gaze fixed on her mouth.
“Well if you’re going to eat me out, I don’t see why you can’t just show me.” Kissing Harry had not been something she had anticipated actually doing, really ever, but she can’t say she hadn’t thought about it. The man had an incredible mouth. Soft looking lips, deep pink, the cute little birthmark, all of it was appealing- it was just that it wasn't a possibility for her prior. “Show me how you do it with them.”
His thumb brushed her bottom lip again, his breath hitching slightly at the idea of kissing her. It was just an exercise, he reminded himself firmly. This was just a dry run, to help him figure out his technique. But as he slowly leaned in, his heart rate picked up, eyes flicking between her lips and onto her eyes. "Like... this." He whispered hoarsely, sliding his hand back into her hair to tilt her head further. His lips pressed to hers gently, just a soft brush at first to test the waters. His lips were soft and warm against hers, the kiss gentle at first. He waited for her to react, to see if she would pull away or lean into it. As she didn't, he took it as his sign to keep going, slowly increased the pressure, his lips molding to hers in a soft, sweet kiss.
Feeling emboldened when she began to press her lips back to his, Harry peppered her lips with a series of short, sweet kisses. His lips brushed against hers once, twice, three times in rapid succession, each kiss a little firmer than the last. He could feel her starting to relax into it, her lips softening beneath his own. Encouraged, he let his tongue flick out briefly, a teasing taste before pulling back slightly to gauge her reaction. She tasted like the lemon lime soda she’d had with dinner, a sweet surprise. All of this had been. He hadn’t been sure if she would say yes and if this would potentially make things weird, but thankfully Y/N seemed at least a little receptive to it. His hand remained in her hair, holding her gently as he studied her face for any signs of discomfort or approval. “Okay?”
Y/N knew he would be a good kisser, but he was playing it safe. However, even with the safety still on, she knew he had it in him. He wasn’t as shy as he had been before and that had surprised her a bit when he had gripped her to keep her in place. That had been exceptionally hot. At least to her. “Yeah. You did well.” She cleared her throat to rid herself of the rasp. “You’re playing it safe, though. Here.”
Swinging her knee over his lap, she pushed him back against the back of the couch so his posture was more relaxed. “You’re stiff. Pun not intended.” She snickered, tossing her hair over her shoulder. “You’ve got to relax a little bit. I don’t know if it’s just me or you get anxious when you kiss other girls too. The thing you did holding my face still? That was hot. It’s gonna depend on the girl but you seem to have an idea on what to do.” Placing her hands on his broad shoulders, she settled her weight on top of him. Hm.. he really had been doing well at the gym. “You okay with me on your lap?”
Harry blinked in surprise, trying to catch up to the fact that she was currently in his lap. Closer than she usually got to him, voluntarily hopping on up. “Y-yes! I mean, yes, please. Go on." His voice cracked slightly at the end, betraying his nerves. He wasn’t sure if it was from the unexpected closeness or just the sudden shift in dynamic between them. Her weight felt nice on his lap, but besides a cuddle or two this was definitely the closest they’d ever been. “I’m sorry. I don’t mean to be nervous.”
Y/N nearly cooed. His frown was precious, really. He was precious. Sliding a hand over his jaw, she tilted his head to meet her eyes. “It’s okay to be nervous, but it’s just me. I’m not going to judge you. You asked for my help, and I’m gonna give it to you.” Slipping her fingers in his hair, she made herself familiar with touching him. They hadn’t been super touchy to begin with but she knew Harry liked physical touch. He was clingy with their other friends physically, but he had always respected that Y/N typically wasn’t the type. Now though? It was free game. “You can touch me how you want. Get familiar with me.”
Y/N wasn’t the type to truly judge if you really needed her and he knew that. Hell, that was why he had come to her in the first place- but she was intimidatingly beautiful. It set him off to be even more nervous. His mind briefly wondered if this was how he was in bed- overthinking everything- maybe that was why he didn’t get calls back.
“Shit.” He muttered softly, then snapped back to attention as she told him to touch her. He wanted to do that, he had always wanted to but Y/N only really liked to be cuddled when drunk. When she was, she would be giggly and happy, hold on to his hand and swing them back and forth, especially when he helped her get into the car. It had always made him feel special, but this? It was a privilege to touch her. Hesitantly, he wrapped his arms loosely around her, testing the waters. “Like this?” He spread his fingers out slightly on her back, his thumbs nearly brushing the bottom of her bra strap under her top.
“Yeah, that’s nice.” Leaning into him, she let her fingers run over the rims of his glasses. “These are cute. I like them.” His new glasses suited him. They were a little bit thinner than his old ones and it was a tad bit more modern. She hadn’t been lying to him when she said he had the hot n’ nerdy advantage. “You’ve got really nice hands, Har. Use them.”
He blushed slightly at the compliment on his glasses, his fingers tightening slightly on her waist possessively. "You really think?" He asked softly, tilting his head to the side to give her better access to his face. He liked when she did little things like that, adjusting his glasses or messing with his hair. Maybe it was because he felt touch starved, particularly from her, but the simple brushes of her fingers made him feel that heat in his lower stomach. It was so simple but the air felt a lot thicker than it had before. He took a deep breath, steeling his nerves to be more bold as he slowly dragged his hands over her hips.
“Mhm.” She nodded, gently running her nails over his scalp. “See? I’m not too scary.” Though she had to admit that the feeling of his big hands pawing at her and running over her hips and waist made her feel a little bit giddy. Maybe she could attribute it to the fact it really had been a while since she had been touched in a way that wasn’t friendly, but her body liked the way it felt. “You’re being polite, which is nice. But as cute as your little gentleman thing is, I know you want to grab my ass, Harry. You can do it.”
Harry's breath caught as she said that, his eyes darkening slightly behind his glasses. He had definitely been thinking about it, doubted there was anyone who saw it and didn’t want to, but he hadn't wanted to overstep. Hearing her give him permission was like a green light and he couldn't help himself. His hands squeezed her hips before slowly sliding down to grip her ass, his fingers spreading out to knead the soft flesh. "Fuck..." He muttered under his breath, his voice hoarse. "You're so soft."
His grip on her ass tightened reflexively as he pulled her more firmly against him, a low groan escaping his lips. The heat of her pressed deliciously against his hardening cock, and he couldn't help but roll his hips slightly, seeking friction. "Shit, Y/N...Sorry. I don't want to get carried away." He breathed, his face flushing darker. Here he was, rock hard with his best friend in his lap, from a little ass grab. It was embarrassing how quickly he had gotten worked up- But God, it felt good.
There was a sigh out of her mouth as she felt him start to relax and do what he wanted to do. This was closer to where she wanted him to get, but she hadn’t expected it to feel as good just being rubbed over his lap. “There you go- it’s okay.” She whispered. “That’s hot. You want to show her that you’re eager for her.” With her grip in his hair, she tugged his head back slightly to look at his pink cheek. “You’re a faster learner, I know. But you remember what I told you? Try kissing my neck. I told you the spots I like.”
His eyes fluttered shut as she tugged on his hair, his throat exposed to her. "Yeah. I can do it. S’long as you feel good, m’happy..." He whispered, his voice rougher than she had ever heard it. Leaning into her touch, he let her guide his face into her neck and followed instructions quickly to press open mouth kisses to her skin. He started at the spot just below her ear, as she had told him about, sucking gently on the soft skin. His hands continued to grab at her ass, pulling her flush against him as he kissed and sucked his way down her neck.
The kisses trailed lower, his lips hot and damp against her neck. Each press of his mouth made chills rise on her skin, his stubble lightly scratching her sensitive skin in the most delicious way. As he sucked gently on a particularly sweet spot, she couldn't help but tip her head to give him better access, a soft gasp escaping her lips. None of this had been expected, but liking his mouth on her skin hadn’t been. Maybe it really was just the fact it had been a while but… it felt better than her last hookup.
Harry was her friend and she trusted him. She felt safe, and that probably made her feel a lot more comfortable, just as it probably did for him. But having his hands all over her was something her whole body was responding to. A quick learner, he had realized how much she liked feeling the friction and did something about it. His strong hands gripped her ass harder, pulling her over his lap and letting feel the throb of him through their clothes.
He could feel her getting heavier in his lap, her breath growing shallow as he continued his adoration of her neck. It felt amazing, yes, but he was in a bit of awe. Harry really should have known that Y/N didn’t half ass anything. She was thorough in everything she did- apparently it extended to teaching him how to please a woman. His hands roamed freely as he adjusted, taking a risk in spreading her legs wider over his lap to better fit her between his thighs.
"Am I doing okay?" He mumbled into her neck, his voice muffled. "Is this warming you up enough? Or should I be doing more?" His fingers flexed on her hips before sliding down, spreading out to rest on her thighs.
“You’re doing good.” The thickness in her throat made her voice a bit raspier, unsure how she had managed to let herself get to this point. It felt really fucking good. His hands strong and so fucking big, splaying over her thighs. The heat of them seeming to radiate through her skin and down to her bones, she wanted to lean into that touch.
God, she was touch deprived.
He had done a good job in making her panties damp and it felt almost embarrassing that a little bit of heavy petting and kissing on the neck had her pussy throbbing, but she couldn’t exactly deny it. Lightly rubbing herself against him again to get more of the friction her body was demanding, she closed her eyes and let her head lean back before she admitted it to him. “You’re making me wet.”
His whole body seemed to tense up at her whispered admission, his hands flexing on her as he took a breath. "You are?" He whispered back, his voice not able to contain his surprise. He had hoped he was doing something right- especially after all the apparent failures he’d had- but hearing that she was wet from just his touch and kisses was... something else. He wasn't used to being this effective. His ego swelled slightly, making him bolder. "Can I... touch more?" He asked hesitantly, his fingers inching higher up her thighs. "Can I feel what I’m doing to you?"
His words had her gritting his teeth. Where the fuck did that come from, and why did it made her throb? Letting out a breath through her nose, she opened her eyes to look at him. It shocked her a little, seeing his lips swollen and eyes a little hazy, glasses a tiny bit crooked. He looked disheveled in a way he usually didn’t. Of course he had always been hot but this look in particular, knowing it was caused by her specifically? It fueled her ego too.
“Y-Yeah.” She nodded, clearing her throat. “Yeah, you can. That’s what I’d tell you to do next. You have good instincts.” It was a mystery to her how Harry, who was good at almost everything, had struggled to make a girl cum- but she was the teacher now. “You can slip your hand into the waistband.”
"Fuck. Thank you." Harry muttered under his breath. He couldn't believe he was actually about to touch Y/N intimately, after all these years of being just friends… It was insane. He wasn’t unable to see how insanely fucking hot she was, that had never been an issue. He’d had a few questionable wet dreams about her- but the actual idea of ever touching her hadn’t come up until recently, and he was liking it a bit more than he probably should be for a lesson.
With trembling fingers, he slowly slipped one large hand down the front of her joggers, sliding it along her stomach until he reached the top of her panties. "Can... can I? Under them?" His breath was warm against her neck as he asked permission, albeit a bit jumbled, waiting for her nod before slowly slipping under the final piece of fabric that kept him from her most intimate place.
At her nod, he released a deep breath through his nose. His heart was racing as he slowly pushed his hand under her panties, the back of his fingers brushing against the soft, damp fabric. He could feel the heat emanating from between her legs, his own body responded accordingly. His cock was pulsing in his briefs, surely starting to make a bit of a mess. "Holy shit." Harry breathed, his voice shaking slightly as he explored her with his hand. His fingers dipped lower, feeling the slickness coating her folds. “You really are fucking soaked.” Tilting his head up with an awed smile, he met her eyes. “I did that t’you?”
“Mhm.” It felt slightly harder to breathe as she looked at his eyes, seeing the pride in his face, feeling his fingers cupping her wet pussy and giving a little squeeze. It had her inhaling sharply, fingers on his shoulder digging into his shirt. “You did. I- I want you to show me what you do when you get to this stage with the girls you hook up with.” It was taking everything in her not to rock against his hand, staying still as she tried to ground herself.
His fingers trembled slightly as he tried to mimic what he thought he had seen in porn or heard from his friends. He had forgotten what to do. Another symptom of his damn nerves taking over. He roughly spread her lips apart, his thumb pressing against her clit as his middle finger pushed inside her soaked pussy. "Shit... I'm... I'm not really sure what to do..." He admitted, his voice shaking as he started to rub her clit in slightly sporadic circles while thrusting his finger inside her. It was clumsy and a bit rough, but he was trying his best.
“Okay- alright. Stop.” Making sure to keep her voice soft and not like she was scolding him, she held his face in her hands. “You’re jumping right into it a bit too fast, Honey.” The nickname fell from her lips a bit too easily but she decided to ignore that. “You need to ease into it. Find a rhythm. Pull your fingers out.” She instructed, gently stroking over his cheekbone. It was obvious he was embarrassed from his flushed cheeks, and she didn’t want that. He wasn’t doing too badly, but he’d asked for a lesson. That’s what she was going to give him.
“Hey… Look at me.” Tilting his chin up, she gave him a soft smile. “S’okay, Har. You came to me for help. I’m gonna help you. You didn’t do anything inherently wrong.” Still, she could see he felt some type of way about it, and she knew he needed a bit more comforting. Leaning in, her lips pressed against his in a soft peck. It was more intimate than it should have been, but she was again, going to ignore that. “Hi.” Smoothing the skin under his eye, she gave him a giggle. “Okay, so… You’ve got incredible hands. They’re so nice… and I know you can be good with them. So let’s start slow, okay? Do slow circles over my clit with your thumb. Nice n’gentle.”
His shoulders had dropped slightly after her small kiss, ignoring the flutter he’d felt in his chest from it. He hadn't realized how tense he had gotten, like he had failed the test- but this was Y/N. Y/N was safe, she was kind despite how blunt she was, and she was helping him. There was no evidence of her making fun of him in her tone, simply sweet. Unusual, maybe, but it seemed like she knew what she needed.
"Okay." He mumbled softly, his cheeks slightly less red. Her compliments helped a bit- He had always had confidence issues when it came to this. "Like this?" He asked shyly, his large thumb slowly making small, loose circles over her clit. He was careful to keep his touch gentle like she asked, watching her face for any signs that he was doing it wrong again.
He felt her body tense pleasantly at his touch, a soft exhale escaping her lips. Encouraged by her response, he maintained the slow circles, his thumb brushing over her clit with deliberate gentleness. Her hips gave a tiny involuntary roll against his hand, seeking more of the pleasant friction. Harry's fingers twitched slightly, wanting to increase his pace but remembering her instruction. He resisted the urge, keeping the rhythm maddeningly slow.
“Yeah. That’s so nice.” She whispered. It was experimenting, letting him explore and get the hang of it. “Every woman is different. Some people will want it faster, some will want it rougher, but I like this to start.” She admitted, leaning into him. “Here.” Dragging the cropped top off of her body, she exposed the lacy bralette she had heard good reviews for to him. It was quite nice, holding her tits up in a way she hasn’t expected- but she’d chosen correctly today, unknowing that a man would be able to see it firsthand. “When you’re doing this, you keep kissing her. Licking. Sucking her nipples, if she’s into it.”
His eyes roamed over her bralette-clad breasts, the delicate lace contrasting with her soft, smooth skin. He felt his mouth watering, the urge to taste her growing stronger as he watched them move as she breathed- but thankfully, thank god, she had given the go ahead to touch. To taste. "Okay. I definitely can do that." He murmured, his thumb continuing its slow circles on her clit as he leaned in to press open-mouthed kisses to her collarbone.
His lips trailed lower, his kisses growing more intentional. The lace of her bralette tickled his lips as he worked his way down. He could see her nipples hardening beneath the fabric, making his mouth water. His thumb continued its steady, slow rhythm on her clit, causing her to shift slightly in his lap. It was surreal to feel her breathing, hear it so close up as he kissed over her pounding heart.
He was doing this to her. Harry was making her wet, making her squirm. The confidence the breathy moan she let out had him pushing for more. With one hand, he gently pushed the lace down to expose one breast fully, making her gasp softly. His lips immediately found her hard nipple, surrounding it completely and sucking gently.
“Oh, Jesus.” The words were pathetically, a mewl that came from the back of her throat as his hot tongue lapped over her swollen nipple. The suction was light, soft, just like his thumb on her clit- and it was enough to make her feel like she was going insane. “T-That’s really fucking nice.” She praised, raising her hand to card it through his fluffy curls. He must have just washed them, they always looked pretty when he did.
Hearing her moan like that, praising him so freely, sent a jolt straight to his cock. He hummed around her nipple, the vibrations deliberate this time. His tongue flicked over the hardened bud before he switched to sucking harder, desperate to elicit another gorgeous noise from her.
“Yeah- like that.” Rocking her hips slightly into his hand, she pulled his head closed onto her breast. It felt too good, too hot to stop. Yeah, this was a lesson, but that didn’t mean she wouldn’t enjoy teaching him. “Some girls won’t get much enjoyment out of this. Their nipples aren’t sensitive to it as much. If they aren’t responsive, you can keep it moving- or a-ask them if they want you to keep going.” Her voice was higher in pitch than she had meant for it to be but it wasn’t possible for her to control that right now. “I really like it, though. So it’s doing the job. You can rub my clit a little harder- give it more pressure.”
Her words had him nearly purring around her nipple. The little thrill went up his spine as her hips rolled into his hand, knowing that now he had a decent idea of what he was doing and could feel less nervous about it. Listening to instructions like he had promised he would, Harry added more pressure to his thumb, rubbing it harder over her little bundle of nerves. It was impossible not to feel her getting slicker against his palm, her breast filled his mouth perfectly, his tongue swirling around the peak before sucking it back between his lips. Almost overstimulation for his mind, but he wanted to keep going. He was trying his best to be good with his hands- he really was- But damn. Her body was so responsive.
Y/N wanted to continue this as long as she could. She wanted to feel him get more and more confident with it, but he seemed to have a grasp on it. There would probably be… a few times where they’d get to do this, and if she was honest? If they kept this up, she was going to cum and be too sensitive for his mouth. And by the way he kissed? She wanted to feel his mouth.
“Mmmm.. Har, Honey.” She whispered, gently tugging his mouth off of her tits with a gentle tug of his hair. “Hi. Hello.” It was stupidly cute, the slightly lost look on his face. “S’okay. You were doing good. A bit too good actually. I just think that we should get to teaching you how to eat pussy. I’ll cum if you keep going.”
He blinked rapidly, a slightly dazed look on his face as he tried to process why he’d been pulled away when he’d obviously been making her feel good. It felt incredible to have her nipple in his mouth, hearing her soft noises of pleasure. The haze of lust in his mind slowly cleared at her words, realizing she was probably right, even if he selfishly wanted to keep going. "Oh..." He murmured softly, a slight blush spreading across his cheeks. "Right. Okay." He adjusted his glasses, trying to regain some semblance of focus.
“Good.” She stroked his hair back with a tender smile, pulling him to kiss her again before taking a look at his face. “I’m gonna lay back, like this.” Sliding off his lap, Y/N settled against the arm of the couch pulling a pillow to rest her head on. The position had her sitting up slightly, but gave a more relaxed vision. Hopefully that would have him feeling calmer. “And you’re gonna lay between my legs once I get these off.” Her bottoms needed to get off immediately.
When he sat back, she tugged on the waistband and squirmed to get them off, haphazardly kicking them to the floor- along with her panties. There wasn’t much hesitance in showing her body to him. Y/N liked her body, she felt proud of it, and she embraced it. There was always those nerves though, being intimate with someone new- even if it was for a lesson. Spreading her thighs, she placed a hand over her cunt and motioned for him to lay down. “Do you remember what I said, Honey? About teasing?”
He nodded slowly, trying to remember all the instructions she had given him. "Tease first..." He murmured softly, adjusting his glasses nervously as he positioned himself between her thighs. Using his elbows to keep him up a bit, he swallowed the lump in his throat as he watched her spread them wider for his body to fit between. "Kiss, lick, don't go straight for the... the main event?" He asked hesitantly, his hands resting on her inner thighs.
“Very good.” Her face lit up as he looked at her for reassurance. “It’s the little things that get me. You know? The soft brushing of fingers on the thighs, the stomach, right above my pussy…” She trailed off with a sigh. “Kiss my thighs, Har. Can you do that for me?” Taking her hand off her cunt, she properly revealed it for the first time for his eyes to see.
Harry felt the breath catch in his throat as the sight of her bare pussy caught him off guard. It wasn’t lost on him that he was very lucky to be able to experience this. Y/N was beautiful and he adored her, but there was a new appreciation in him for how kind she was being. This wasn’t something you could just ask anyone. "Fuck..." He whispered, his hands squeezing her inner thighs gently as he leaned down to press a soft kiss to the delicate skin. "Like this?" He murmured, pressing open-mouthed kisses along her sensitive skin, his lips brushing over the crease where her leg met her hip.
“Mhm.”
He could see her body relax into the touch, her thighs parting a bit more to give him better access. Her skin was so soft and warm under his lips, and he could smell her scent growing stronger the closer he got to her center. Harry took his time, pressing gentle kisses along her inner thighs, his hands brushing along the skin in a featherlight touch. He could hear her breathing growing a bit shallower, her chest rising and falling a bit faster. It emboldened him to continue, to keep teasing her like she had told him to.
"You're... you're doing so good." Y/N breathed out, one hand coming to rest in his hair as she spread her legs wider, hooking one over his shoulder. She could feel herself growing wetter with each kiss, more aroused knowing he was taking his time to learn her body. Such a good little student. "Lower. Just a bit..." she whispered, guiding his head with gentle fingers. Her other hand drifted down to her breast, plucking at her nipple as she watched him between her legs. "Kiss right above my cunt.”
Eagerly following her guidance, he moved up to press a soft kiss just above her pussy, his lips brushing against her soft curls. He could feel the heat radiating off of her, smell her arousal. It was intoxicating, and he found himself nuzzling into her a bit, his nose pressing against her. "Fuck, you smell so good..." he murmured, his voice muffled against her skin. He pressed another kiss right at the top of her slit.
“Oh fuck- that was good.” She gasped in surprise. “That’s filthy. Rubbing yourself against me but… it’s so hot. Showing how eager you are to make the person you’re gonna pleasure, it’s really sexy.” Brushing his hair out of his face, she felt the heat of his breath over her cunt. “Tell me you want to eat me out. Talk to me.”
"I do..." His voice came out huskier than he'd planned, his eyes flicking up to meet hers briefly before focusing back on her exposed pussy. "Fuck, Y/N... I really want t’taste you." Without waiting for further instruction, he used his fingers to spread her open for him and pressed a gentle kiss directly to her clit, making her gasp loudly. "You're so fucking wet… Can’t believe I did this." His finger traced down her slit slowly, as if showing instead of telling how aroused she was.
"Your cunt is fucking glistening. I can already tell your pussy is sweet..." He muttered against her skin, his tongue peeking out to give her one soft lick. Tasting her for the first time, savoring the flavor on his tongue, he was proving that fact. She was perfect to taste- a pussy like this deserved the best of the best, and he wanted her to show him exactly what she liked. Y/N moaned loudly, her hips rolling slightly, a clear indication that she liked what he was doing. "Yeah? You like that? S’good for you?" Harry asked, his voice encouraging as he licked her again, this time a bit slower, applying a bit more pressure.
“Uh-huh… Shit.” She cussed, feeling his tongue swipe up and over her clit. “D-Do what you want. Let me see where it’s going wrong because right now from my perspective, you’re doing perfectly.” Why would he even need help? Was it a ploy to fuck her? That was doubtful considering Harry really, really wasn’t like that. The worst part was that she was liking it a lot more than she was supposed to. If she was training him on how to pleasure how she liked it, it was going to be hard not to lose it.
Harry smiled slightly at her words, feeling a bit more confident in his actions. He started slowly, his tongue flicking out to lap at her gently, his fingers keeping her open for him to fully access her. He could feel her wetness spread onto his chin, and he couldn't help but push himself, wrapping his lips around her clit and sucking softly. He looked up at her, checking her face for any signs of discomfort or pleasure.
He was learning, trying to remember how she had said she liked it. His tongue swiped up again, swirling around her entrance slowly before pushing inside slightly. "Like this?" He mumbled softly, his chin wet with her juices. He kept his movements slow and unhurried, his touch soft. He was tentative, like he was scared of messing up. "Is this good?"
“I.. Normally would say that’s a bit fast to push your tongue in but fuck, that felt nice.” She giggled breathlessly. “Here…” Her fingers were careful as she took his glasses off and tossed them further down the couch so they wouldn’t get in the way- or worse, crushed. “Wanted to see those pretty eyes.” Her fingers kept the hair out of his eyes as she felt a few kisses over her mound, in the thatch of curls above her cunt. His face was slightly wet, but it was erotic. “That feels so nice. The kisses…” She hummed. “You have the instincts. Don’t think too much about it. Doing things like that- That’s good. Just make me feel good. See what I respond to.”
Harry blinked owlishly at her, surprised by the sudden loss of his glasses but pleased when he realized she liked his eyes. His face flushed slightly at the praise, his tongue darting out to lick over her clit hesitantly. "Okay. You’ll tell me if y’don’t like it, yeah?" He asked, his breath ghosting over her sensitive flesh. He leaned in, pressing open-mouthed kisses to her pussy, the sound drowning out the tv playing at a lowered volume.
She nodded slowly, watching him between her thighs. He was almost shy like this, his face buried in her pussy as he kissed around it sweetly. His lips were soft, his kisses unhurried. He spread her wider with his thumbs, his tongue poking out to give her one slow lick from bottom to top. Her hips shifted slightly, chasing the feeling. "You taste so good." He mumbled softly, his voice sending vibrations against her. “I didn’t expect you t’get so wet for me. Soaking my chin. I love it.”
His words seemed to have struck a chord in her, judging by how sharply her breath hitched and her legs involuntarily tried to press around his head. She visibly flustered, clearly flattered by his filthy compliments- and shocked. Had he always had that in him? "Harry..." She whimpered, the sound of his wet mouth against her flesh combined with his sweet, dirty words making her pulse against his tongue. "You... should be careful with that mouth." She whispered, her hand tangling in his hair again, guiding him slightly without putting any pressure.
He chuckled softly, the vibrations traveling pleasantly through her core. "Why's that?" He murmured teasingly against her skin, his tongue darting out for another long, slow lick. He could feel her practically melting under his mouth, her thighs quivering slightly. This was how it was supposed to be. Maybe it was because he didn’t feel as anxious with her, they had repor, he truly trusted her- but it felt like he had a better sense of her body and what she liked.
She’d given him clues and tips, but he was finding out on his own what she liked. It was something he was enjoying the longer he did it, feeling more eager to bury his face in her pretty pussy and never leave. Especially when he felt her hand tighten in his hair and her body shift to get more. "Worried I might make you cum too hard?" His tone was playful, a little more confident now, and that was dangerous for her. Feeling him nipp gently at her clit, soothing it with a flicker of his tongue immediately after was enough proof of that. Looking up at her he tried to see if that was okay, but the noise she let out had him feeling fairly sure it was.
"Fuck, Harry... You smartass.” The giggle turned into a pitched moan very quickly after though, her back arching as he sucked on her clit in retaliation, her hips rolling against his mouth. Harry could feel her getting closer, her pussy getting wetter. He knew the signs, she was teaching him. His hands gripped her hips tightly, holding her in place as he licked into her eagerly. She was so responsive, her body reacting to his every move. He felt powerful, in control- and it was a heady feeling.
"Jesus, your pussy is perfect." He mumbled between kisses, not caring if she could hear him. He could see her getting close- her thighs trembling, her breathing quickening, and the way her fingers were now tight in his hair. That was his goal. He wanted to make her cum so fucking bad it hurt. His cock was a mess in his trousers but he didn’t care. All he wanted was to make her cum, hard. He wanted to clean it up as he made himself messy. "Do you want my fingers inside you?" He whispered, not missing a beat with his mouth returning to his suckling. He kept the pace steady but increased the pressure just slightly, wanting to hear her response.
"Yes..." Y/N breathed out the single word, squirming helplessly against his face. His mouth felt incredible and he obviously felt better about what he was doing now, taking more risks that only worked out in her favor. "So good, honey. You’re doing so good, your mouth is perfect."
How had he been bad with these other women? All it took was a little bit of instruction with a soft voice and he was licking into her like she was his last fucking meal.
She gasped, her nails nearly digging into his scalp as he slipped one finger inside her easily. "Your fingers are so big. Holy shit..." She panted, grinding down on his hand. "More..." She begged, knowing damn well she hadn’t wanted to be this needy for it but god damn. He was a good student. A very fast learner. "Please." The woman’s voice cracked with need. "Harry, please..."
He curled his fingers slightly inside her, hitting that spot he’d read about but had never actually found on a woman before. He must be doing it right, because she was practically sobbing his name, her hips bucking against his hand. He added another finger, stretching her slowly but surely, his tongue never stopping its slow, deliberate lapping.
It was obvious what she liked, what made her feel good, and he wanted to keep doing it. Memorize it so he knew how to do it perfectly next time- or continue practicing until he had it down. His head felt fuzzy with the need to get her there, to make her feel hot under the skin like he had been clueless about before. "Look at me." he mumbled against her, his voice muffled but insistent. He wanted to see her face contort with pleasure, wanted to watch her get closer.
It felt like her entire world had narrowed down to his fingers inside her and his tongue on her clit. It really had been far too long since she’d been touched and even longer since she had been eaten out with this amount of vigor. Maybe it hadn’t ever happened prior to him, but her brain wasn’t fully working. She was so close, teetering on the edge and he just... he just kept pushing her. Adding more, curling just right, licking and sucking in a rhythm that seemed designed to drive her insane.
Y/‘ couldn’t see him fully, not with his face buried smugly between her thighs, but she managed to lift her head, her eyes finding his own as he had demanded. The intensity in his gaze, the desperate need, it was too much. “Just like that, you’re going t’make me cum. Just like that, keep it like that- fuck.” Her groan seemed angry but it was anything but. She was worked over and sulking at how good it felt. “Shit, you love eating pussy. Don’t you, Harry? Just needed s-someone to show you how they like it.”
"Fuck yeah." He breathed against her, his eyelids drooping with pleasure at her accusation. He loved this, every fucking second. The slick sounds of her arousal, the way her pussy clenched around his fingers, the taste, how she grabbed at his hair, the sounds she made, the changes in her breathing, her squirming, the way her words slurred a little bit, the pulsing against his tongue.
God. Harry fucking loved it- he just didn’t know it could be this good. Addicting.
The vibrations as he groaned happily between her lips had to be adding something extra. "Knew I'd love it. Jus’ want to be able to make you feel good."
"Cum on my face baby, okay? Just let go. I wanna taste you." He whispered hoarsely, pressing a sloppy kiss to her clit before sucking it back into his mouth. His fingers curled again and again inside her, hitting that elusive spot over and over as she dripped all over his fingers and down the back of his hand. He wanted to make her shatter, wanted to feel her cum all over his face and fingers like he had been working toward.
There was no way she could even respond properly. The constant stimulation to her g-spot, his repeated sucking on her clit, the way he sloppily ate her cunt with little regard of the mess she was making on his face- the only thing he seemed to give a fuck about was making her cum. Who was she to take that from him?
Her body tensed, her back arching as she let out a long, drawn-out moan. It was a sound of pure pleasure, her entire being focused on the overwhelming sensation of him working her over. She came hard, her pussy clamping down on his fingers as she gushed all over his face and hand. Her hand was tight in his locks, tugging as a garbled moan left her mouth and she attempted to writhe. He kept her held still as he moaned loudly against her.
In fact, Harry didn’t stop. Even as she came, he kept eating her, his fingers still curled inside her as he lapped up her cum, cleaning her up. He was fucking starving for it, for the taste and the sound and the feeling of her losing control. He sucked and licked her pussy, feeling it spasming occasionally, until he was certain he had cleaned up every last drop- And her weak push of her hand against his head. Only then did he slowly pull his fingers out, his face and hand coated in her.
She was a goddess, slumped back against the cushions with a flushed, dazed expression. Harry couldn't help but kiss her inner thigh as it twitched before wiping his mouth. "Fuck, you’re amazing." The man murmured. Crawling up her body, he claimed her lips in a messy kiss, letting her taste herself. “Thank you.” It was mumbled between lazy kisses. “Thank you, Thank you.”
His hands roamed over her as he continued to kiss her sloppily, his body heavy on top of hers. He was still fully dressed, his erection painfully trapped in his pants. "Y/N... I’m sorry, but can I?" He asked softly, his fingers already working at the button of his jeans, his intent clear. "I gotta cum. Can I cum on your cunt? Please?” If he wasn’t so horny he would be embarrassed for doing this, but he was losing it. When it died down, he would definitely be embarrassed for how insane he sounded, but he couldn’t help it. Maybe the lack of blood flow to the head, it was going directly to the other.
“Shit.” Y/N laughed weakly, her body feeling like pins and needles as it came down from the orgasm. The idea was one she had considered, especially with how good he had listened- a reward. “Yeah, Honey. As a reward.” She sighed, leaning her head up further. “I wanna watch.”
He almost whined at her words, practically tearing his jeans open wide enough to pull out his stiff cock. He pushed his pants down towards his calves, staying there between her spread legs. His hand gripped his dick tightly, squeezing as he looked up at her face from his spot between her legs. "Yeah- yeah, please watch. I love being watched.” His hips moved forward unconsciously as he ran his cock over her, the head of his dick smearing pre-cum all over her cunt.
“Cute little exhibitionist.” Y/N cooed, running her hand over her stomach. “Go ahead. You’ve got such a pretty cock, but it looks like it hurts.” Her lips formed a soft pout. “Stroke yourself and cum all over that pussy, Harry.”
"Fuck, fuck, fuck." He chanted under his breath, his hand moving faster over his shaft. With his tip pressing against her clit, he ran it up and down her slit. "You're so pretty. Your cunt is beautiful- all of you, so fucking gorgeous." He complimented her, his words coming out in short gasps. It was so hot, the way her lips spread around him, how she looked all fucked out and messy from his mouth. "I'm gonna cum, I'm gonna cum all over you, baby."
Y/N looked up at him with a soft, encouraging smile, her eyes staring into his with that tinge of desire. "Cum for me, Harry. Cum all over my pretty little pussy. I wanna see it, I wanna see you lose it." Her hand moved down to spread herself, holding herself open for him. "You've been so good, so obedient. You deserve it. Such a good student, a fast learner… You can have it. Cum on my cunt." Her voice was gentle but commanding, the perfect blend of sweet and dirty that had him right on the edge.
"Fuck, Y/N..." Harry whimpered, his eyes fluttering shut as her words pushed him over the edge. With a final thrust of his hips, he came undone. He felt the first spurt of his hot, sticky cum hit her pussy lips, coating them in his release. He groaned loudly, his body shuddering as he pumped out rope after rope of cum, covering her cunt completely. "Oh my god... Oh my god."
Even as he finished cumming, a few last spurts dribbling out to make a mess across her lower stomach, he couldn't look away from where his cum coated her pussy lips, right in her thatch curls and the surrounding skin. It was obscene, filthy, and he loved it. Y/N had made him lose his mind a bit, but he didn’t really want to find it.
Breathing heavily, he finally met her gaze with a slightly embarrassed but mostly pleased grin. "Holy fuck, that was hot." He murmured, swallowing hard. "Never done that before. Came so fucking hard..."
"Good, cause you made a mess." She giggled, watching him as his chest heaved. The sight of his stomach and abs glistened with a light sheen of sweat- his hair was ruffled and he looked like he’d had a workout instead of jerking off on her body. "You like that, I think. Making a mess." She asked softly, watching as he continued to stroke himself slowly, milking himself. Her eyes were drawn back to his dick. It really was beautiful- and really fucking big. “Where the hell were you hiding that? God damn.”
He couldn't help but chuckle at her comment, glancing down at his slowly softening dick with a smirk. "Guess I just needed the right inspiration, huh?" He teased lightly, finally releasing his grip on himself and leaning forward to rest his forearms on either side of her head, caging her in slightly. His face was mere inches from hers now, his glasses gone and his hair disheveled in the sexiest way possible. “Just need t’do this before we clean up and act normal again. Don’t yell at me.”
His mouth claimed hers slowly, lips moving softly against hers. He licked into her mouth slowly, like he was savoring her taste, his body half covering hers. His hand cupped her cheek as he deepened the kiss slowly, like he was trying to imprint himself onto her. Just as quick as it started though, it was over. She shouldn’t have been so sad about that. He pulled back slowly, his forehead resting against hers. His eyes opened slowly to find her watching him softly, their lips still wet and swollen from the kiss. He grinned slightly, licking his lips again. “See? Not so bad.”
“Yeah.” She laughed, feeling dazed. Who the fuck was this? And why did he kiss so good it made her toes curl? Who was this and what had they done to her best friend? “I think your problem isn’t that you don’t have skill. Naturally you seem to get it. I think you’ve just gotten into your own head and you think too much.” She had been a safe person and it was easier for him to lose that anxiety with her, knowing she had already agreed to teach him.
“It can be hard to perform if you’re not able to properly get into it. Your dick can be hard as nails, but your mind not being in it will be a mood killer and they’re gonna know.” The smile on her face was slightly sad but she knew it was what he had to hear. “Because honestly? I haven’t orgasmed like that in ages. All it took was a few tweaks and you had it down. Maybe you just aren’t a hookup guy. Did that feel a lot different than the other people?” Maybe he needed someone who could openly communicate. The expectation of someone just knowing wasn’t always fair.
"Yeah." He hesitated, shifting slightly to prop himself up on one elbow next to her. His other hand traced patterns on her stomach absentmindedly. "It was... different." He seemed to struggle with the words for a moment. "With those other girls, I was always nervous. Overthinking every single fucking thing. Like you said." He glanced at her face, a slight blush forming across his cheeks. "With you... it felt natural. Real. And fuck, listening to you moan like that… Where did those lungs come from?"
“You freak!” She laughed, pushing his shoulder to get him to sit up. Adjusting her bralette back over her breasts she didn’t bother with the bottoms yet, because she really needed to go clean up. Secretly she was pleased that she had been different. It was so cliche to say it, but she wanted to be different than them. She just… wasn’t quite sure why yet. Her brain hadn’t come back down to earth fully and she couldn’t be bothered to truly question it. “You won’t need many lessons on how to pleasure a woman with results like that, I’m telling you that. Good job.” Reaching out, she squished his cheeks with a soft coo before he shot her a look.
"Oi!" He laughed, swatting her hand away playfully but with a big smile on his face. "Don't treat me like a puppy. And..." He hesitated, reaching up to cup her face gently, his thumb brushing her lower lip. "Did it really feel that good? I mean." His voice dropped to a slightly embarrassed whisper. "Am I actually good at this stuff?" For someone who had just made her orgasm so hard, he suddenly seemed insecure again. Like he needed validation. "I know you don’t lie like that, but it just feels weird. Cause everyone else seemed disappointed… I thought I’d be completely awful.”
“Oh, H.” She frowned at his vulnerability. “It was really good for me. I think maybe you just need some lessons on how to let go and relax when you’re being intimate. And I’m happy to teach you that.” Brushing her hand over his stubble she gave his chin a pinch. “Trust me. I’d tell you if you needed a lot of work. It can be hard for women to cum from oral sometimes too. It’s hit or miss for me, and you had me cumming so easily so, I would say it was probably a mix of feeling safe and you having some good natural instincts you couldn’t tap into before because you were anxious and your brain was in overdrive.” Pulling him into a hug, she squeezed him lightly as she inhaled his scent. He smelled like mint and sex, with a tinge of laundry detergent. Appropriate.
“When I’m done with you, we’ll have it all squared away and figured out. Okay? Don’t think about those times. Think about the fact you’re gonna get to fuck your really hot best friend.” Standing up from the couch with a laugh and a pat to his head, she walked to the bathroom to get herself clean- and take a minute to breathe. Her chest was doing a weird thing it hadn’t before and she didn’t want to think about it. “Hey, can you order something from that cookie place to be delivered while I shower please? Use my phone, my card is already in the app. Thank youuuu.”
He watched her leave, a small smile on his face at her words. It was a relief to hear that he wasn't completely incompetent. Flopping back against the cushions, he stared at her ceiling fan as it whirred around with a content sigh.
As requested, he ordered a batch of her favorite cookies from the nearby bakery, adding a special request for extra chocolate chips with a small chuckle. She had ordered quite a few times recently, so he had tried to replicate it while adding white choc macadamia for himself. A classic, even if Y/N would wrinkle her nose for them sharing a box.
After submitting it for the delivery, he found himself humming softly, a warmth spreading through his chest at the thought of learning more from her. That had been so good, he felt so relieved that he wasn’t defective- but he did have to wonder how he was going to be this comfortable with anyone else. Y/N was easy to unwind around. It was hard to imagine him getting as comfortable with anyone else in the way he was with her.
Getting closer to her in a vulnerable and intimate way was sure to grow their friendship. He couldn’t really see it backfiring. Their friendship was too strong.
Right?
