Art Donaldson X Reader - Blog Posts

day 17: fingering <3

authors note: sorry only headcanons today.. i got the flu and COVID vaccine and i am now sicker than ive ever been :)

with most things related to sex, you have to teach art how to finger you.. it's not like hes never watched porn, hes seen guys do it before and heard patrick brag about how many fingers his latest hook up took inside her, but he doesn't exactly get how it works, or how it feels good for you <3

you really have to start with the basics, and art isn't mad about the fact that you show him how you finger yourself, leading to a heavy makeout session that distracts the both of you <3

hes embarrassed, but he lets you guide his fingers inside of you the first time, having to hide the fact that hes immediately harder than hes ever been after feeling how warm and soft you are on the inside <3

he starts off with just one, letting you show him how to curl his finger to hit the spongey spot inside of you. art is thoroughly excited to have slight dominance over you, even though he knows you are still in charge, like always <3

art stays attentive to your facial expressions, learning what you like by the way your eyebrows furrow and your cheeks flush, he also holds your hand, letting you squeeze it as you clench around his fingers <3

"y-youre s' warm inside.."

"is- does it feel good for you?"

"i-is that the spot?"

"do you want me to go faster?"

"y-youre clenching so tight i can't.. i can't move.."

"add another one..? o-okay but promise you'll tell me if it hurts.."

"are you gonna cum? p-please i really wan' you to.."

day 16: 69 <3

"i feel bad"

you look up from your spot on the floor, unceremoniously removing arts dick from your mouth. "what?" you're confused, this situation far removed from how art usually is during blowjobs, all drooly and blabbery. "i- it's unfair isn't it?" art is obviously still stuck in the clouds, but he's trying his best to make you understand. "what's unfair?" when art is in this headspace, it's best to ask simple questions. "well.. you're making me feel really good.." you nod and encourage him to keep speaking, "but im not making you feel good right now.. isn't that unfair?"

you smile, comforted by the fact that art is so predictable in his kindness. "maybe by your standards it is.. but you know that making you feel good makes me feel good art" he pouts at your response, not really believing you. "really..? i just wish there was a way i could make you feel good at the same time.." art sighs. you would think he's being sarcastic if you didn't know that art genuinely doesn't know a lot about sex. "there is actually.. if you wanted to try it?" art blushes, nodding his head. he's always happy to learn from you about anything, but especially about sex.

you smile, and crawl up onto the bed with him. "okay.. it might seem a little awkward at first but you should trust me, it'll feel good alright?" art nods along with your words, letting you brush his hair out his eyes. "okay, just lay down.. put your head on the pillow.." he follows your orders, his dick slapping his stomach as he moves. "alright, so it's just gonna feel like im sitting on your face.." art grins at that "but im gonna be facing your dick.. and then, you know, you'll be able to eat me out at the same time that ill be able to suck you off" you say lightly, knowing that you may be a little nervous, but you want to be confident for art.

he nods, looking up at you with blue doe eyes that make you melt every time. you move across the sheets and turn your body away from him to hover your pussy over his face, leaning forward to lick a stripe up his dick. art shivers and moans, his hands coming up to grasp at your ass, spreading the soft skin open for him. you almost choke against him at the feeling, unable to stop yourself from basically riding arts face. art doesn't mind though, from his satisfied moans and hums into you it sounds like he would like nothing more but to drown in the holy water between your thighs.

arts legs quickly come to rest next to your face, his lean thighs forcing you to stay on his dick. you try your best to not gag around art, but the way his dick curves upwards in your throat makes it hard. not like arts complaining though, being a little sadistic in the way he moans a louder when your throat tries to force him out. you can practically feel his heart beat in his dick, and you're sure if you took it out of your mouth now it would be a ruddy purple. art is humming into your pussy, his tongue finding your clit over and over again, matching the strokes you're making on his dick. you move your arm out from between your bodies to reach around his leg, fingers sloppily rubbing and toying with his balls.

arts body bends into your touch, as he sobs into your pussy, using the last of his energy to shake his head back and forth against you. you moan around his dick and art whines high and loud, his hips starting to cant into your mouth. ropes and ropes of sticky, salty cum shoot into your mouth, spilling out as you pull your lips off of him. art happily lets you ride his face until you cum, his dick still twitching when you moan his name and babble about how good he's being. art finishes you off with a hum, sending vibrations into you and making you clench, your orgasm sending shivers all through your body. you eventually remember that art needs to breathe, swinging your body around to sit beside him.

"are you okay? im sorry i kind of got carried away.." you ask art, who's happily blissed out looking at you. "yeah.. im- that was great.. amazing even" he replies, making you giggle. "yeah? so you'd wanna do it again sometime?" you reach down and push his sweaty golden hair away from his face. arts eyes immediately light up "yes.. yes please i really do.." <3

day 15: begging <3 (aka what i think art says during sex)

"you smell so good. how do you always smell so good"

"just use me.. please just use me i only wanna make y' feel good.."

"i’m sorry.. i’m sorry, it’s just- fuck.. god, you’re so tight-"

"so good.. so good.. i love your pussy, fuck - thank you - thank you"

"fuck it feels s' good.. hold my hand, please"

“ah..ah..ah feels so good, oh god. ‘m not gonna— fuck, not gonna last long.”

"i need it, i need it s' bad.. please lemme have it.."

"can I cum.. please, fuck, i need it, need it.. you.. fuck, please?"

“can i please? oh god, please, i need to come, i wanna come for you.."

“is this good? am i doing good?”

“i love you, i love you, i adore you, i need you.. don’t leave me”

"'m sorry, im cumming inside you, im cumming, im so sorry.." <3

day 14: over a surface (car sex) <3

"a-are you sure people won't see us?" art mumbles into the collar of your shirt, glancing out of the window of the car into the dark parking lot. "'m sure art.. it's so late no ones even gonna think about coming here.." you respond quickly, cooing at him in a way that silences all the doubt in his mind. "okay.. okay" art presses you up against the car door, whispering a small "sorry" when you shiver against the cold glass. you try your best to accommodate art between your legs, spreading them as much as you can in the cramped back seat.

art unzips your coat gently, throwing it into the front seat and attaching his lips to the side of your neck. you tangle your fingers into his golden hair, cupping the back of his neck. art groans, pushing his body backwards so that he can lift up your shirt, kissing the soft skin of your stomach gently. you smile, slipping the shirt off your body, hissing when your bare skin touches the chilly window. art hums an apology against you yet again, making it up to you by kneading your breasts with his hands. you arch your back to meet his touch, before pulling his hair softly and making him meet your lips once more.

arts hands wander to the waistband of your pants, looking up at you with blue puppy dog eyes. "can i?" art is practically drooling at this point, elated when you nod and let him pull them down your legs. art places your legs on his shoulders, bending down and attaching his lips to your cunt, swirling his tongue in circles against your clit. you moan his name, forgetting you're technically in a public place. art hums against you, rubbing his nose against your clit while pressing his tongue into you, his large hands placed on the back of your thighs, his thumbs occasionally rubbing softly. you feel your self getting closer and closer to the edge, clenching against his tongue you pull art away by his hair.

art pouts and looks up at you, obviously eager to get between your thighs again. "just be patient art.. let me make you feel good too.." you gently press your heel against his buldge, causing arts hips to buck up against your foot (which causes an usual wave of arousal.. but he'll focus on that later). art nods, switching places with you so now his back is against the window, spreading his legs like you did a moment before. you unzip his jeans, pulling them down his shaven legs along with his checkered boxers.

arts cock springs up against his stomach, causing him to whine in embarrassment. you eagerly lick the length of his cock, paying extra attention to the spot right under his tip, knowing that's where he's most sensitive. your hand strokes him up and down while your mouth focuses on his almost purple tip, licking his slit that's drooling slightly salty precum into your waiting mouth. you re-position him so that you can lick at his base, taking one of his squishy balls into your mouth, lapping at it messily. arts body twitches and squirms from the stimulation, his balls drawing up quicker than he expected.

"w-wait stop.." art groans, making you remove his cock from your mouth quickly. "are you okay?" you're worried that all of this happened to fast for him. "i- yes im okay i just didn't wanna cum yet.." art says shyly, biting the inside of his lip. you smile, maneuvering yourself so that you're sitting on his lap, and art can lean against the back of the seat. art gasps when he enters you, the warmth and tightness surrounding him becoming overwhelming quickly. art is okay with letting you do the work, watching you with stars in his eyes as you bounce up and down on him. anyone who walked by could immediately know what was going on inside of the car, but neither you or art cared at this point, only focused on the way your sweat slicked bodies rub against each other.

the soft plaps of your thighs on his and both of your combined moans fill the car, a symphony of sounds which you could never become bored of. art is getting closer, just watching you use him for your own pleasure is enough to make his balls pulse under him. you're in the same position though, arts cock is hitting all the smushy spots inside of you and the thought of anyone walking by and seeing you sends shocks of pleasure through your body. "'m- im gonna cum.. 'm gonna cum s' much baby.. it's gonna b' so much.. just f' you" art babbles on under you, giving a couple upward thrusts before his hips still.

art moans loudly, as usual, as shivers wrack through his body as his cum spills inside of you. the feeling of being filled up by art sends you over the edge as well, the rolling of your hips slowing down and stopping as you ride out your orgasm. arts chest moves slowly with his breaths as he comes down from his high, and you don't care that he's shiny with sweat when you rest your head against him. "you okay?" art asks softly, his voice a little scratchy from all the moaning he's been doing. you nod, "yes.. although i think we should probably get out of here.. anyone within a 50 mile radius probably heard you moaning" you tease, and arts cheeks flush red <3

day 13: shy sex <3

authors note: sorry this is so late!! i was so tired last night i literally fell asleep writing it..

every time you have sex with art it's shy sex.. but the most shy he's ever been, was the first time you two had sex.

art is nervous. more nervous than he's ever been, probably ever in his life. he'd said he was going to the bathroom to "freshen up" after you'd scooted closer to him on your bed. it's not like he didn't want to have sex with you.. he really, really did, but he's just so scared of embarrassing himself and having you laugh at him that he needed to excuse himself. art splashes water on his face, taking a deep breath and using one of your towels to dry off, lingering and smelling the left over scent of your shampoo. art doesn't want to keep you waiting though, so he checks his hair in the mirror, smells his breath and walks back out to meet you on your bed.

"s-sorry i- i had to wash my hands.." art explains, not really realizing that his excuse doesn't make sense. you nod, smiling at him. "it's alright art.." you know why he left, and you want to confront him about it. "you know.. we don't have to do anything tonight right? if you're nervous, we can wait, you know id wait forever for you, yeah?" you reassure him, tilting your head to the side. art blushes, realizing he's been caught. "n-no! it's not that.. i- i don't know.. it sounds stupid but you're just so smart and pretty and nice and-" before he can continue to ramble, you press your lips to his.

"well if you want to.. we can go slow, okay? ill take care of you.." art nods at your words, pretty much hypnotized by you. yes.. he wants to have sex with you.. yes he wants you to take care of him, he needs you to take care of him. you smile, pulling him closer by the sides of his face, and kissing him again, satisfied with how easily his mouth opens up and lets you swirl your tongue around. art mewls softly against your lips, spurring you to move his hands to rest on your hips. He moves so he’s pressed against your side, with his arms slung around you to hold you closer.

you can feel that he's hard and drooling precum against you, getting even wetter when you slide your hand down his chest, cupping him through his jeans. art groans, and muffles his whines in your hair. he's extremely eager, slipping his slightly cold fingers under the hem of your shirt, helping you pull it up and off. art doesn't even open his eyes and look at your breasts, waiting for your signal that it was okay. you giggle, grabbing his hands and placing them on your boobs, watching as his face flushes.

art is blushing like a maniac as he opens his eyes. he isn't a virgin by any means, but there's something special about you that makes him more nervous than anyone has ever made him before. it’s cute how quickly he got so shy, but you tell him it’s okay. art nods, lowering his head to suckle at your breasts like it's second nature to him. you don't know how he's so good at it, but you don't question it, allowing him to soothe himself while you pull off his shirt as well, rubbing your hands on his milky, freckled skin.

you're practically straddling his lap at this point, letting him roll his hips into you. you help art lay down on your bed, shucking off his jeans and watching his cock slap against his stomach, strings of precum sticking to his skin. art whines, flinging an arm over his face to cover his blushing cheeks. you smile, taking off your shorts as well, pressing your body to his. you move his arm away from his face, pressing kisses on his cheeks and nose. art whines, squirming on your sheets as he bucks his hips against nothing, the flush in his cheeks spreading to his chest.

you lean over art and grab a condom from your bedside table, sitting on your knees to pull it over his cock. art muffles his groans by biting his lips, embarrassed about the moans that threaten to escape them. you finally meet his eyes, "are you okay? we can stop any time if you want to.." you coo at him, trying to calm his mind. art nods eagerly, pulling you closer to his neck so he can nuzzle into you. you hover over him and sit down on him slowly, unable to stop yourself from squeezing tightly around him. art throws his head back, moaning loudly before he realizes how loud he's being.

you start to move up and down on him, scratching down his chest with you nails. art wraps his arms around your lower back, pulling you to lay against his chest as he plants his feet on your bed, fucking up into you with abandon, his previous shyness gone completely. you can't do anything but fall limp against his chest, letting him take what he wants from you. art pants and whines against your neck, licking and biting the soft skin there. you can tell that arts getting close by the increasing loudness of his whines, combined with the fact that he's jackrabbiting his hips into you, using all his adrenaline he's built up all night. art is trying to stay focused on making you cum.. but when you pop a couple fingers in his mouth to quiet him down, he's a goner.

art moans around your fingers, giving you deep strokes that you're sure would get you pregnant if he wasn't wearing a condom. art is content to lay there and let you take what you need from him, watching you rock your hips back and forth until you too tremble and shake with the force of your orgasm. coming back to earth, art sighs shakily, helping you slide off of him and lay down beside him. "are you okay?" you turn on your side and rest your head on your hand, swiping a couple of golden hairs from arts forehead. "y-yeah.. im great actually.. can we just.. stay like this for a little bit?" art looks away as he talks, his shyness taking over once again. you giggle and nod, pressing a kiss to his forehead. "of course art.. as long as you like" <3

day 12: masturbation <3

at first, art was jealous that patrick got to leave campus for winter break, leaving him stuck in the cold empty dorm without a friend. he was jealous until he realized he would be alone. for the first time in weeks art would be alone. not that he didn't like having patrick around.. but there were.. some things that art just couldn't do while patrick was there. sing in the shower, watch stupid reality tv, listen to loud music and.. jerk off.

patrick packed up the last of his stuff into his suitcase, shoving it in with no cares in the world. dragging his stuff to the door of their dorm patrick says goodbye to art, promising he'll send him pictures from his families ski lodge. art couldn't care less, but he smiles and nods, almost pushing patrick out of the door. once art is able to close the door and lock it, he looks around his now empty dorm and immediately gets hard.

art rushes over to his bed, quickly stripping off his clothes and laying down, feeling more aroused than he's felt in a long time. the fact he doesn't have to sneak around or hide from patrick makes butterflies soar in his stomach. as always, art doesn't really like jerking off in the sense of fucking his fist. ever since patrick introduced him to pillow humping, he hasn't masturbated any other way. art grabs a pillow from the pile at the top of his bed, cradling it against his chest so that he can rut his cock up into it. he moans softly, even though patrick isn't here he doesn't want anyone else to hear him. art rolls his hips slowly at first, closing his eyes and taking in all the little sensations of the soft fabric of his pillow against his pulsing flesh.

after a couple minutes of this, art finds that he can't hold back any longer, flipping over to lie on his stomach as he places the pillow underneath his hips. at this point, he's pretty much fucked out, drooling over his pillow and mumbling into his mattress as he clutches the sheets with clammy hands. art doesn't think of one specific person in his fantasy, only seeing shadows of soft warm bodies that run their hands over his skin, letting him take what he wants, what he needs. art grinds against the pillow a little faster, thinking about how hot and wet a pussy must feel, how it can clench and squeeze around him until he has no more cum left to give.

art has quickly forgotten about his will to stay silent, letting out breathy moans and whimpers every time his hips jerk back into the pillow. art is so worked up, he's so sensitive to all the stimulation he's putting himself through, the soft sheets on his drooling tip, the silky pillow he rubs his head against, the almost unbearable throbbing of his balls between his legs.. it's almost too much and- oh. oh- art realizes that he's going to cum. a short wave of disappointment over the fact that this heavenly experience didn't last as long as he wanted it to washes over him, quickly over taken my the electrifying feeling of his orgasm.

art thrusts wildly into his pillow, his adrenaline making it almost impossible for him to stop, even when ropes and ropes of sticky cum shoot out from his cock. art only stops when the shaking of his body becomes too much, making him lay down fully and take deep gulping breaths of air. he's blushing profusely, trying not to imaging how patrick would look at home if he found out the moment he left, art masturbated like a mad man.

art pulls on a pair of his boxers, grabbing his phone and checking his messages, finding one from patrick. "i forgot my sweatshirt in the dorm but when i came back it sounded like u were pretty busy.. have fun without me perv ;)" <3

im so sorry y'all i don't wanna disappoint but i literally cannot write for day 11 😭 ive been working late all week and i thought i could pull through tonight and write for y'all but i just can't do it... once i take a billion hour nap tomorrow ill be ready for day 12!! yet again, sorry for the disappointment!! and thank y'all for all the support on the 31 days of smut <3

day 10: rimming <3

a/n: im sadly only going to be able to do headcanons for days 10 and 11 because i have no time to write rn 😇

art is initially very nervous about letting you anywhere near his ass, not quite understanding why he's okay with you touching his dick, but extremely nervous about letting you rim him <3

the part he's most nervous about is that he's always felt the pressure to he more "masculine" and be the dominant one in the relationship, and getting his walls down and letting him admit that he likes being submissive took some time, but it's worth it <3

setting the mood is always important when you're intimate with art. you lay out a fluffy blanket on the bed, turn down the lights and light a couple candles, knowing that it's crucial that art feels comfortable <3

you have to reassure art throughout the whole process, pressing kisses into his legs as you spread them open, and reaching up to hold his hand while you take his dick into your mouth, opting to get him more relaxed before you try something new <3

the moment art feels your tongue on his hole he wonders why you two haven't been doing this the whole time you've been together. warmth blooms through his lower stomach as he squirms against the sheets, reaching a hand down to rub at his dick as you busy yourself against him <3

art (as always) cums embarrassingly quick, but it's understandable when you look up from your place between his legs and see the expression of pure ecstasy on his face. all of the stimulation keeps him twitching even after he cums, milky ropes of cum reaching as far up as his chin <3

there's only one thing that you regret about choosing to finally rim art.. it's that you can't give him a regular blowjob anymore, he always finds a way to gently push your head lower and lower until he finally get you where he wants you.. he's such a fiend <3

day 9: kink discovery/negotiation <3

despite what you might think, art is quite open to experimentation. the hushed whispers by patrick who would walk in on art during college are enough to tell you that. you're surprised at first, hearing about how patrick gifted art a fleshlight as a joke for his birthday one year and art couldnt be left alone or else he'd cum himself stupid. more embarrassing (to art) was when patrick walked in on him spreading himself open, bending his legs and thrusting his fingers inside himself, too fucked out to realize patrick was standing there.

once in a relationship with you however, he tones it down, afraid of scaring you away like he has done with other partners before. after hearing from patrick about arts sexual escapades, you start looking online for something to surprise him with, settling on a strap-on that had the best reviews. now you just have to play the waiting game, and hope that art doesn't check your expenses and find out what you bought for him.

you're intensely thankful when you get the notification that your package was delivered while you're on your way home, hoping that art hasn't seen it been delivered, but you're pretty sure he's at the gym. you get home and grab your keys, before you notice that the package isn't outside your door. the first thought is that someone stole it, but then a sinking feeling in your stomach accompanies the thought that art might have seen it and brought it in.

opening the door, you see art looking at the package, smiling at you shyly as he sees you. "oh you.. you picked up my package" you say, trying not to be suspicious as you set down your bag and take off your shoes. "yeah i did.. i thought you'd appreciate it but.." art looks down, then glances at you again. "um.. do you mind if i ask what it is?" he asks quietly, turning the package towards you so that you can see the label. it boldly reads, "toys for his pleasure" and you almost have the urge to laugh, thinking back to the promised "discreet packaging" advertised on the website.

"well um.." you blush, tapping your fingers on the table in front of you. "maybe it would just be better if you opened it." you suggest, looking at him for support. art is almost more embarrassed than you, but he nods, opening the box easily and removing the wrapping paper around the strap-on, his eyes widening when he sees it. "you.. bought this for.. me? for.. us?" art is clearly having a hard time understanding how you figured out that he was waiting to ask you to fuck him.. but maybe you just know him so well. whatever the reason may be, art is happy about it.

"well yeah.. i mean i was wondering if you were even interested in that stuff but i guess i should've asked you about it before i bought it.." you admit, anxiously looking at him. "i- would you be interested..?" you ask, resisting the urge to cross your fingers for luck. art smiles sweetly at you, like he always does, and nods. "yeah of course i would.. i mean not of course but.. you know what i mean.." he stumbles over his words already having to shift the way he's standing to accommodate the growth in his pants. "can we try it now?" <3

y'all idk if i can do day number 8.. i just don't picture art as a rough sex kind of guy!!! plus i don't super love writing about it so.. ill see y'all for day 9!!

day 7: naked <3

art is no stranger to feeling overwhelmed, especially during finals season. despite being at stanford for tennis, his grades are still important to him and he tends to spread himself too thin with his studies and with tennis.

you hear a groan and a thump from the desk in your room, looking over, you see art miserably resting his head on his calculus textbook. "what's wrong?" you sit on the edge of your bed, tilting your head to the side. art sighs deeply, turning his head to look at you. "i jus' don't understand this stuff.. i feel so stupid.." he trails off, tears starting to form in his eyes. "oh art.." you coo, gesturing for him to come sit with you on the bed. art does what you say (as always) and quickly gets on the bed, immediately cuddling up to your chest.

you flop down into the bed, taking art with you. arts hand is splayed out on your stomach, sneaking a couple fingers under your shirt. you can tell that art wants to get closer to you, like he always does. you smile and help him lift up your shirt and pull it off, giggling as you pull off his shirt as well, pressing his chest closer to yours. you can tell art feels better by the way his body melts against yours, breathing slowing down and hands smoothing over your skin.

art, always greedy, hooks his fingers into your pants, slipping them down your hips along with your panties. he looks up at you with his sweet blue eyes for permission, and you nod, scratching his head. art pulls his shorts and briefs down his legs as well, wrapping his legs around yours, pulling you impossibly closer. art nuzzles into your neck, his soft lashes brushing against you. your fingers trail down his back, gently rubbing in the way you know he loves.

"you feel better?" you ask softly, not knowing if he's even awake at this point. art nods, "so much better.. i feel good" he says against your skin, and by the growing firmness you feel against your leg, you'd say he feels more than just good <3