심 재윤 ! ; you would do anything to see your bestfriend happy.
warnings: sub!jake x switch f!reader, begging, masturbation (m.), slight of praise kink, cum tasting, reader talks a lot, both of them are whipped, whiny jake, mdni ! ——
wc: 2k(2.227)
a/n: i came back from the death— proofread but since english is not my first language there could be mistakes !!! please, let me know and enjoy it(im thinking about a part two¿?)
you and jake have been friends for a while now. and if you were 100% sure about one thing about him was that he was shy around girls.
you could tell by how his hands trembled a little when female students approached him with any lame excuse to talk to him. his cheeks and ears were always red, almost burning. his puppy-like eyes were always searching for you like calling for help. and you found it cute, how can you not? jake wasn’t interested in them by any chance. sure he would talk to them and be polite because his mama raised a good boy but nothing further than a casual conversation.
it was late in the afternoon when jake dropped by your house, a handbag full of your favourite snacks. you two found a comfy spot in your bed as both of you took turns to update your day. he was first. you always wanted to hear him talk first. the way jake was expressive while talking about his interests made you feel kinda attracted. like a feeling you couldn’t quite tell. it didn’t mind you since it was pretty obvious jake was a good looking man with unique charisma. maybe way too much. you thought being kind of attracted to your best friend was the most normal thing on earth.
or you simply didn’t want to dig in too deep.
“. . . i’m telling you, they won't leave me alone.”
“what can I say? you’re very popular among the other students.”
jake furrowed his brows before answering.
“i only talk to you and the rest of the boys. every single day i find myself meeting people i’ve never seen in my life!”
“that’s how making friends works!” you replied, your voice laced with humor. “ what if you find the love of your life? you’re gonna miss it because of… shyness?”
“you’re right but—“
“also, there are sooo many pretty girls to kiss, no attachment, just enjoying the moment.”
the last sentence left him thinking. all these girls were interested in kissing him? like a whole make out and all? but most importantly, was he looking out for it? sometimes all that attention on jake made him uncomfortable, just wishing to avoid interactions with strangers just to get to you or his friends. jake never thought about kissing anyone.
at least not anyone that he didn’t know.
“but, uh… you kiss people for fun?”
“i think that's a part of kissing someone… you find someone you’re attracted to, or just someone who's pretty. what would you do then?”
“but isn’t it strange?”
you went silent for a couple minutes. his eyes seemed to shake with subtle agitation. his questions were avoiding answering you but you weren’t dumb, and soon you knew something what’s up.
before answering, you took time to meet his gaze. the way he was chewing his lip, fingers fidgeting with each other in some attempt to calm his nervousness. it wasn’t working though.
“jake… if you ever kissed someone, you would know how that’s not strange.” silence. his eyes dropped to his lap, evading your curious yet surprised look. “I'm assuming by your lack of response that, in fact, you haven't kissed anyone yet.”
“please don’t laugh at me.”
“why would i? it’s not a bad thing. you just didn't find that someone and that's alright. people have different concepts about the first kiss and—“
“i found her but i’m afraid because i dont know if i can do it right or not.” also she talks so fucking much he would’ve added.
“but it’s something normal, natural. you just aren't born knowing everything in life. you have to learn, to understand.”
jake parted his lips to say something but not a single noise went through his mouth. you were right and that made him feel at ease. but still his heart pounded fiercely inside his chest by simply thinking about kissing.
but not anyone.
kissing you.
the red-ish shade painting his cheeks was still there, and your gaze was still analyzing every movement or reaction by him. you’ve kissed people, sometimes for fun, sometimes blinded by desire but this time… the urge to smash your lips against your best friend's one was bigger. like something you couldn’t control.
“maybe… maybe we can try— if you want, of course. starting with some pecks, slow. there’s no rush.”
jake’s mouth hung open a little, processing what you just told him. you wanted to? you wanted to kiss him? his eyes were more than sparkling, trying to contain his hype, his need to scream because fuck, he couldn’t even imagine you would offer something like that to him.
“y–yeah, i mean. we can try.”
you giggled a little. jake used to be confident and funny around you but now was shuddering. like his confidence vanished the moment you suggested kissing each other would be a good idea.
“relax, okay? we are gonna start with something simple. you can always tell me to stop and I will, no questions. alright?”
he nodded, impossible for him to say anything out loud.
“i need you to speak, jake. say it with your words, it’s okay.”
your hand flew to his knee, caressing it slowly with your thumb.
“all right, it’s okay with me.”
you smiled at him, squeezing his leg a little.
next thing you did was to place the snacks aside, and crawl to be close to him. your knees were barely brushing his as you repositioned yourself closer. jake accommodated himself too, straightening his back and waiting for you to do something. you smiled, softly. you could read his mind at this point. jake was unsure what to do so he was waiting for you to take the lead.
after all, you were the one with way more experience than him.
your body leaned closer to him, your hands against the mattress to hold your weight as you finally pressed your lips against his.
the kiss stayed like that for a few seconds. no movements, no tongue, no nothing. just a gentle pressing against his plump, soft lips. jake’s heart beat faster, pounding hard into his ribcage and suddenly he felt so stupid for being this nervous by a simple peck. but in reality the kiss wasn’t the reason to be that nervous–it was you. the fact that he was kissing you was making his whole body tremble with anticipation.
after a few seconds you pulled back.
‘’was it okay?’’ you asked in a whisper, and you watched him nod.
before you can suggest anything more, his lips crashed onto your one again. started like before, a gentle press between both lips but he felt courage building inside him and took a step forward. his lips, unsure, started to move against yours. despite the intention his moves were clumsy but you found it adorable. you didn’t try to set a pace, you just matched his, making him familiar with that new emotion.
within minutes he seemed to understand what the whole kissing thing was about. his lips captured yours, pulling them slightly and then taking them again. slowly the tension between both of you started to feel heavy, and your hands found a place cupping his head, your left hand sinking in his fluffy hair, caressing it.
you moved away from the kiss to catch her breath, looking at his state. reddish lips a bit swollen, a darker shade of red more prominent on his cheeks. the image in front of you was impossible to not look at. now again you leaned close and attached your lips into his neck, kissing it with open-mouth kisses that left some trail of your own saliva, sucking gently whenever you had a chance.
jake’s hands gripped the sheets beneath him. all the new emotions he was feeling were starting to be too hard to handle, soft gasps leaving his lips. you took it as a green light, not stopping your commitment which was making him feel good. just where his pulse was beating rapidly, you sinked your teeth.
‘’y-y/n wait. . .’’
you stopped, you face contoured in concern. maybe you were pushing too hard for a first time. last thing you wanted was to make him uncomfortable.
jake struggled a bit seeking for words and you patiently waited, taking a peek of how rosy his cheeks were, or how shaky his hands were as well. you felt like he was avoiding your gaze and in fact, he was. you looked down, searching for something that told you what was crossing his mind.
until you noticed it.
a big, notorious bulge under his pants.
none of you said anything. it was normal, a natural reaction from the human body. if he was enjoying it that much, it made sense he was that hard. and to be honest, seeing how he grew an erection from a kiss, a simple kiss and a few touches on his neck, made you wet.
‘’jake.’’
he shook his head, embarrassed. you took his chin, tilting his head back a bit to make him look at you. jake chewed his lower lip nervously. what would you think about him? getting so hard for a kiss, almost so close to come… was embarrassing for him.
‘’i’m sorry i–’’
‘’hey, it’s okay, yeah? it’s a common reaction. do you want to stop?’’
he shook his head again, earning a smirk from you.
‘’does it hurt, mh? your crotch looks so tight…’’
jake swallowed hard at your words, eyes widening slightly but nodded anyway. fuck yeah it hurted, a lot. his hard dick was pressed against the uncomfortable clothes and them started to feel a bit damp. he needed a bit of relief.
your free hand traveled across his chest, fingers ghosting over. you could feel his muscles tensing. taking your time, your hand landed on top of his clothed boner, massaging it slowly. quickly jake shut his eyes down, his breath trembling. despites him being silent, he thrusts against your hand, asking wordlessly for more friction.
you unbuttoned his pants, taking him over his underwear. jake whimpered, eyes locked on your face now. his face was red, hot. along with his neck. you started to pump him slowly, with deliberate strokes, and it didn’t take long before soft moans escaped his lips. breathy. you continued until you felt him hard enough to free his dick from the remaining clothes. his cock twitched slightly by the sudden air hitting it directly, earning a soft hiss from him. jakes length was standing proud, a bit curved at the and his tip wet with some pre-cum. the view was amazing, and his shy attitude made it ten times better.
‘’show me how you make yourself good.’’ you whispered.
he hesitated for a moment, processing your words. you wanted him to jerk off in front of you? that scenario felt like a dream. even though his shaky hand reached his base, your tender yet firm demeanour made him feel, somehow, bold. jake started to slide his hand along his length, slow at first, feeling every mover, every squeeze. took a few minutes for him to gain a bit of confidence and start to pump faster, using his pre release as lube.
you watched him with hunger in your eyes, eyes glued at his hand. the heat between your legs was uncomfortable, your sticky panties pressed against your core. but tonight was for him, only for him. for his pleasure and adventure to explore what made him feel good. what he liked or not. and with that thought in mind, you placed your hand above his, setting a faster pace.
at that point, jake was a whiny mess. his chest raising and falling heavily, trying to stead his breathing but unable to. his lips puffy, red and wet by all the biting and licking he submitted them to.
‘’y/n shit– feels so good…’’
‘’does it?’’ he nodded, eagerly. ‘’look at you, all you body trembling, all your cheeks rosy… you look like a goddamn painting.’’
your words made him moan, arching his back. so, he was into a little praise? you wanted to test a bit further.
‘’did you like that? you like how pretty i tell you you look right now? how good are you taking our hands?’’ he whined, his legs starting to tremble anytime you opened your pretty yet filthy mouth.
‘’are you close?’’
‘’y–yes! so close…. keep going please—’’
he let go his hand, giving you full permission to masturbate him. and you did, fast and heavy. the wet noises filling the silent room. he gripped his sheets again and arched his back to you, feeling so, so close to cum.
‘’fuckfuckfuck– i’m cumming… please, can I?’’
as soon as you nodded, giving the permission he needed, warm sticky ropes of cum spurt off him, landing into your hand and his clothes. his body was shivering, moan after moan slipping through his lips until he couldn't anymore.
you lowered yourself as soon as he rode his orgasm, his soft dick sticky in your hand and you took your tongue off to lick a stripe of it, tasting him. he hissed, wide eyes looking at you.
‘’couldn't help it, jake.’’ you smiled, patting his hair with your free hand as his breath came to normality again. ‘’but we are not done yet.’’












