“TEDDY BEAR.”
SYNOPSIS. You finally decide to take Whitney on a proper date. Of course, as all things with Whitney do, it evolves into something more. WC. 4.9k
CONTENT. SubBot!Whitney, DomTop!Reader, amab reader, implied taller reader, pre-established relationship, smoking, soft sex, dacryphilia, praise (char. receiving), Whitney has tongue and nipple piercings, unprotected sex, anal, fingering, spit as lube, oral (char. receiving), overstimulation, cum eating, exhibitionism? (yall do it with the window open, but i was picturing it as a screened window that just led to a backyard so)
AUTHOR’S NOTE. This was definitely an excuse to write sub Whit. I fucking love a Whitney that’s a loser for his boyfriend, if you couldn’t tell. Might be ooc Whit. Partially inspired by @hellsslibrary ‘s headcanons. Please be merciful if this is bad, as I’ve never written smut and I haven’t written fanfic in a while. Also I’m acearo and a virgin, so we’ll see how this goes. I may end up writing a hard dom reader in the future, but for now take soft dom reader. I wrote the majority of this whilst listening to Mitski. Constructive criticism and tips are very much accepted and appreciated!
If you choose to click ‘Keep Reading’, you are consenting to reading smut.
Yeah, this date was probably the smartest idea you’ve had in a while. Or Sydney had.
Because now you were cuddling a soft Whitney after sex.
Pretty nice, ain’t it?
Let’s go back to when this started. You were in the library with Sydney, absentmindedly picking up books and admiring the cover or reading the synopsis. “Syd, do you know of any good date spots? I feel like Whit and I haven’t gone on a proper date in a while.”
Sydney probably wasn’t the best person to ask this, considering the fact that you’re pretty sure he’s never been on a date. But you guys were close friends, so who else were you supposed to ask?
“I mean, if I were to go on a date, we would probably go for a walk near the temple-“ he started.
“No temple.”
“Fine. No temple. Uhm, you could go to the park-“
“We have been to the park. Many times.”
“Right, I forgot about that,” he said, recalling some of the tales of your… escapades with Whitney in the park. “Uhm, the arcade?”
“…We have an arcade?”
“Yeah…?”
“Okay, thanks so so much Syd. You’re a lifesaver,” you said, beginning to walk away. You then realized something and turned back around. “Where exactly is the arcade?”
He laughed a little. “I’ll send you the address.”
Your shoes squeaked against the hallway tile as you walked. Entering the cafeteria, you took in the many lunch tables. “Where the fuck is Whitney?” you mumbled to yourself. Which was reasonable, considering the fact that you saw Whitney’s friends, the ones you so despised, but not Whitney himself. You needed to talk to him about that date idea Syd had given you yesterday. Now that you thought about it, you didn’t see him in math class either. Sometimes you feel like pulling a Kylar and putting a tracker on Whitney. Once again, reasonable considering you never seemed to know where he was. Maybe he was skipping school, but wouldn’t his friends be with him? You got out your phone to text the blonde. Strange. You had one unread message from him, sent this morning.
“There you are, slut,” someone said, grabbing your wrist. You slipped your phone into your pocket and let the person lead you. Of course, you knew immediately who that someone was, considering their voice and choice of a vulgar nickname.
“Hello to you, too, Whitney,” you responded. You didn’t question where he was dragging you, much to his surprise. Instead, you decided to inquire about something else. “Where have you been?”
“Don’t worry about that,” he grumbled. Did you always look this pretty? Why did you always worry about him?
“Where are we going?”
“Shut up, slut.” Nevermind. You asked too many questions.
“Okay, fine.”
Whitney pushed you into the bathroom and locked the door. It’s clear that his actions are fueled by lust. He pressed you against the wall with his own body. He’s been thinking about this, about you since this morning. “Did you not see what I texted you?” he asked, seething with both anger and desire.
“No? I actually try to pay attention in class,” you said, rolling your eyes. Whitney often found himself hating that you actually tried in school, because that’s more time you spend in the library and less with him.
“Whatever, slut,” Whitney said, then he pulled you down and pressed his lips to yours. Finally, he got what he was waiting for. The kiss was rough, deep, desperate. You wrapped an arm around his waist, whilst your other hand traced up and down his spine. You were always so gentle and rough at the same time. He wasn’t usually this needy for you, but sometimes Whitney’s mind got the better of him.
The blonde continued pressing up against you and you continued kissing him. One of your hands trailed from Whitney’s back to his jaw. You tilted his head up to make this a little easier for yourself. In turn, the kiss grew more forceful. Your hand on his jaw moved behind his head, gripping on his hair roughly. He groaned in response to your treatment. Fuck, why did you always do this to him?
You bit down not-so-gently on his bottom lip. The oh-so-scary Whitney let out a goddamn low whine and opened his mouth. You pushed your tongue into his mouth, forcing his jaw to open wider. His own tongue slid into your mouth, the cold metal of his tongue piercing brushing over your tongue. The blonde could taste something saccharine on your tongue, a taste that was so distinctly you. Whitney could feel himself losing any train of thought. He hated that you always knew how to make his head feel fuzzy and his body feel warm. He started leaning on you, relying on you for support.
You broke the kiss, only to ask,“Was this what that text was about?” You were seriously choosing now of all times to start talking to him? “Hurry up, slut,” Whitney muttered as he grabbed onto your hair, making you moan. You pulled the blonde’s head back by his hair and latched onto his jaw. You made your way down his jaw and neck, sucking hard, just how he liked it. He was sure his neck would be purple tomorrow, if not just later. You licked over a certain spot, your teeth grazing over it. He whined again (how did you always know how to make him whine?) and just as you were about to bite down…
The bell rang. You rolled your eyes, obviously annoyed, and pulled back.
“Keep going, slut,” Whitney grumbled, looking up at you and glaring. Since when did you stop because of the bell? It wouldn’t be the first time you both had gotten in trouble for skipping class to fuck.
“I’d rather not get detention, considering the fact that we have plans after school,” you responded. Plans?
“The fuck do you mean we ‘have plans’?”
“I’m taking you on an actual date, for once. To the arcade.”
“…Why?”
“When was the last time we went on an actual date?“
“…Fine.” Whitney hated to admit it, but you had a point. It had been a while since your last date. And, he could use this as an excuse to get you to come home with him and finish where you left off…
“Okay, baby. Love you.” You always insisted on being so affectionate, not that he minded.
“Shut up, slut,” Whitney muttered, “Love you too.” He could feel a hint of red in his cheeks. His body was betraying him at the worst possible moment right now.
You laughed. Fuck, your smile was gorgeous. Did your voice always sound that good? Maybe he was going insane. “See you after class, Whit,” you said, pressing a quick kiss to his forehead and walking away. He let you leave. He couldn’t help but look forward to tonight.
Jesus fucking Christ, Whitney hated it here. As soon as the final bell rang, he was out of class. He could see you chatting with Sydney as you walked out of the doors. Little did he know that you were really just trying to keep your eye out for a certain blonde that you so adored.
Sydney wished you goodbye as he started walking away, probably to the temple. You were still looking for Whitney.
“Hey slut.” You seemed caught off guard by the sudden appearance of the person you were looking for. You intertwined your hand with his. “Hey, Whit.” You pressed a kiss to his forehead for the second time today. Whitney could pretend he hated how soft you were with him, but you could always make him melt. Sure , he liked when you were rough too, but with your gentle kisses and your reverent way of touching him and the pleasant nights you spent together… God, his thoughts were trailing again. He could feel himself turning red.
“What are you thinking about, Whit? You’re blushing a lot,” you said smugly, pulling Whitney out of his thoughts. Fuck you and his perceptiveness. You were unfairly good at reading him.
“Shut up, slut. Are we going or not?” the blonde said, attempting to change the subject. Anything to get you to stop talking about him. Otherwise, Whitney might end up begging on his knees for you to fuck him. And he did not beg.
“Okay, okay.” Whitney watched you take out your phone. Your background was a photo you took of you and him, back when you had first started dating. You had managed to get him to begrudgingly do a hand heart with you and you were so proud of that moment that you made it your wallpaper. As much as Whitney didn’t want to admit it, he liked that photo.
You opened your messages with Sydney and plugged the address that he gave you into your maps. He felt you tug his hand and you both started walking in the direction of the arcade.
“It really has been forever since we went on an actual date,” you said, sounding rather excited. Whitney could tell that even if you sounded eager, you were just trying to occupy the silence. If he was being honest, and as much as he did like your voice, he was content to just admire you, to trace your features with his eyes, and to think about everything you could do to him… Fuck, his thoughts were trailing again.
“Yeah, it has,” Whitney said in response, sounding completely out of it. Probably because he was.
“You feeling okay? You’ve been zoning out a lot.” You sounded concerned. You were always worrying about him, caring for him. God, even in the bedroom, you were so… sweet. He was blushing again. You really had made your way into his heart. You had the first day you both met.
“I’m feeling fine, M/N.”
“Hm, you didn’t call me ‘slut’ for once.”
Whitney smiled a little. “Don’t think too much of it, slut.”
You smiled in turn and said. “You’re so pretty when you smile genuinely.”
The arcade was a short walk from the school, probably to attract students who just got off. You don’t know how you didn’t know about it. Your steps transitioned from loud to almost silent as you went from the dull sidewalk to the colorful carpet of the arcade. There were people everywhere and screens flashing with various game titles. It was filled with the buzz of laughter and noise from various machines. You looked at Whitney, meeting his eyes. “Where do you want to start?”
“Hm…” He smirked and dragged you to one of those two-person shooter games. “Here.”
“Alright!”
You both sat down in the seats provided for the game and you slid some money in the machine. While the beginning cutscene played and you watched, Whitney was staring at you. He knew you liked these sorts of games and he liked how focused you got during them. The light from the screen highlighted your facial features and the grin on your face.
As the actual game started, you immediately delved right in and started shooting the black tar monsters. Whitney snapped out his trance and started playing too. You both easily passed through the first few rounds of the game. There were points where you had to revive each other, but you both were having fun. When you both had finally died without being able to revive, you had accumulated a ton of tickets.
Whitney wasn’t focused on that, though. The look of joy and determination on your face was his entertainment right now. He loved how you looked when you were focused. After the game, you looked at Whitney with an emotion in your eyes that could only be called adoration. “You lead the way, Whit.”
By the time you both were done, you'd played almost every game in the arcade. Right now, Whitney was watching you as you concentrated on a claw machine. You were trying to line up the claw perfectly to win Whitney a teddy bear. Of course, you knew of his collection of plushies, so you were determined to win this for him.
Whitney, of course, was more preoccupied with looking at you. For the millionth time today, he thought about your face now and compared it to the way you acted in the bedroom. He loved when you focused solely upon him, when you fixated upon pleasuring him. The way your eyes and hands and mouth ran over him… You were probably the best lover he’d ever known, with the way you treated him. He was far from ready to admit that, though.
Your laugh brought the blonde out of his thoughts. Whitney watched as you bent down—he hardly resisted the urge to slap your ass—and excitedly grabbed the teddy bear you had been trying so hard to get for him. You handed it to him triumphantly, saying,“For you, baby.” You pressed a kiss to his forehead, then his nose, then to his mouth. He, shockingly, let you get through all three before (lightly) shoving you off him.
“Thanks, slut,” he muttered. He was blushing and clutching onto the teddy bear tightly.
“So, what are you thinking we do with the tickets?” you said, grinning at his flustered expression.
You ended up buying another plushie for Whitney and some candy with the tickets you both collected. He was laying his head in your lap as you sat in Whit’s bed and passed back and forth a cigarette. Whitney was holding onto the teddy bear you won him. The sun was starting to set outside and casted a golden glow on the room, making it look like the confession scene of an 80s romcom. The first wisps of the cool night air passed through the open window.
Whitney could feel you gently trace the line of his jaw as he breathed in smoke from his cigarette. He tilted his head toward your touch. You were looking at him with that look in your eyes again, the one he had seen many times before. That look of pure love. You were the only one to ever look at him that way. As much as Whitney loved your affection, he didn’t know how he deserved it.
The blonde breathed the smoke out, and clumsily sat up in your lap whilst still holding the bear. He straddled your lap, each of his legs bordering your hips. The golden rays of sunlight hit your features perfectly and reflected in your eyes, which met his. Although the room was silent, a thousand words were spoken in that moment.
Whitney brought the cigarette to your lips. You closed your eyes and breathed in deeply as you continued to trace his face. Whitney pulled the cigarette away from your face as you exhaled. The smoke framed your head like a halo. It was almost ironic, because, in Whitney’s eyes, you were simultaneously so close and so far from being an angel. You were compassionate and affectionate, but you could be downright sinful with your gentle hands and honeyed kisses.
Whitney inhaled from the cigarette again. This time, before exhaling, he connected your lips. He breathed the smoke into your mouth. You pulled back and breathed out.
Whitney extinguished the cigarette, before reconnecting your lips. You kissed him back with a certain reverence. Earlier, your kisses were quick and rough. Now, they were sensual and tender.
You cradled his face in one hand, whilst the other rested on his hip. Whitney leaned into the gentle caress of your hand as he continued kissing you slowly.
You broke the kiss with a soft smile. “Relax your jaw for me, yeah?” you had asked in that fucking enticing tone of yours that always compelled him to listen.
After he nodded, you kissed Whitney again, and he did as you asked of him. You pushed your tongue past his soft lips and traced the inside of his mouth with it. Whitney let out a soft groan as he sucked on your tongue. You tasted like the tobacco of the cigarette you had just smoked.
You pulled back from his lips, causing the blonde to let out a soft whine. “It’s alright, Whit,” you whispered reassuringly, as you started pressing soft kisses to his neck that was already littered with bruises from earlier. Whitney tilted his head up so you could have better access. Your mouth caressed his skin continuously, occasionally nibbling or licking him a little. Your persistence caused the blonde to let out soft moans of pleasure, which got a little louder when you bit down a little harder.
Your hands moved to the buttons of Whit’s shirt. You asked, once again in that soft tone of yours,“Do you want to go further?”
Whitney nodded his head, muttering a soft ‘yes.’ His brain was a little too fuzzy to focus on words right now. He still held on to the teddy bear you won him, fidgeting with its fur as you unbuttoned his shirt.
As soon as you undid the last button, you slipped the shirt off him. “You’re always so pretty, Whit.” Whitney blushed at your shameless admiration of his body. You looked at him like an angel fallen to earth.
You flipped your positions, making Whitney lie down on the bed with you over him. His body hit the mattress with a silent ‘umph’. You resumed pressing kisses to his body, this time to his torso. Your mouth ran over his collarbone, before moving down to his chest.
Your tongue flicked over the cold metal piercing in one of his nipples, whilst your hand came up to play with the other one. He moaned and shivered at the just feeling of your touch, the sensation going straight to his dick. Fuck, his head was spinning and you had hardly don’t anything.
Whitney arched his back up into your stimulation of his chest. You switched, sucking on the other bud whilst you rolled the one you were sucking on between your index finger and thumb. “More…!” Whitney moaned. He was pretty sure you knew his body better than he did, as you knew how to pleasure every sensitive spot that made him so vocal.
After you were sure you had given each of his tits equal attention, you pulled off. Whitney tried to seem angry at you, but he just ended up whining instead.
“Mm, it’s okay, Whit. I’m gonna take care of you.” Whitney looked up at you, meeting your eyes. You looked at him softly, like he meant the world to you.
You slipped off your shirt, throwing it somewhere behind you. Whitney traced a hand over your torso, the other still clutching the bear, as you made him spread his legs a bit wider. He let out a low moan when you gripped his thighs and slipped one of your legs against his crotch.
Your hands moved to the waistband of his pants, and your fingers traced the line where skin met fabric. “Hurry up, slut…” he muttered, but there was no malice behind it.
“Alright,” you whispered against the skin of his neck, causing him to shudder against you. “You’re planning on holding onto the bear?”
Whitney silently nodded his head, too embarrassed to admit it out loud.
“Okay, baby.” You unbuttoned and unzipped his pants, slipping them off his legs. You thumbed at the edge of his boxers and cupped his dick through it, causing Whit to whine. Why were you choosing now of all times to be unfair? You laughed a little at his whine, biting down gently on the junction between his neck and shoulder whilst massaging his tip through his boxers. “Agh- please…” Whitney moaned. He then blushed, realizing he was practically begging for your affection. He attempted to hid his face in the bear his was still holding.
“Patience, Whit,” you said, but proceeded to contradict yourself and gave him what he wished for anyway. You slipped your fingers under the waistband of his boxers, pulling them down all the way. His dick slapped against his stomach, already dripping pearlescent precum.
“You never fail to take my breath away, baby.” You and your dulcet words often left Whitney desperate and wanting. With the way you looked at him, one could have sworn the blonde had hung the stars by hand.
You slipped off the rest of your own clothing as quickly as you could, revealing your own hard cock. Once completely stripped, you caressed both of Whitney’s thighs and brought his legs to wrap around your waist. Your gentle touch had him feel like he was floating.
Your fingers traced up Whitney’s dick, collecting beads of precum that had dripped down. “P-please! need you…” he moaned, clutching on tightly to the teddy bear. Whitney’s usual facade slipped only a little when he was with you normally, but during sex, you stripped him down with your persistent hands and unwavering gaze.
“I know, Whit, I’ve got you.” You brought your fingers, which were lightly coated in Whitney’s own fluids, to his mouth. He parted his lips, allowing you to push two of your fingers in. The blonde whimpered at his own salty taste and the inherent intimacy of consuming his precum from your fingers. He sucked on them, swirling his tongue as you scissored the digits in his mouth. He looked at you wordlessly, but you knew him well enough to tell he was begging for more.
You pushed a third finger in his mouth, thrusting in and out. Once you determined that your fingers were wet enough, you removed them from Whitney’s lips. You brought the digits back down to his pelvis, grazing his flushed tip teasingly, before bringing them to his ass.
“Please…” Whitney muttered. He looked up at you with desperation in his gaze in an attempt to get you to conform to his whims.
“Don’t worry, I’ll take care of you,” you whispered. Two of your fingers breached the tight ring of muscles, aided by Whitney’s saliva, and began to stretch him out. You thrusted the digits in and out him, scissoring occasionally.
This contributed to the loss of Whitney’s already slipping control, as he was already having trouble forming coherent thoughts. He attempted to bite back a moan when he felt you slip a third finger in him.
“Taking it so well, hm? I wanna hear you. You’ve been so good for me so far, you’ll get something better soon, Whit,” you said, your voice a bit gruff with arousal. You continued thrusting your fingers into Whitney, drawing more moans and whines from him.
Deeming him stretched out enough, you pulled your fingers out of Whitney. He whined at the sudden emptiness and clenched around nothing.
“What did I say, Whitney? You’ll get something better soon.” You used any remaining liquid on your fingers to slick up your own dick, before lining your tip up. You tilted his hips up a bit for better access and pushed the tip in.
Whitney keened. You groaned, saying,“Fuck, you’re still tight. Relax for me, okay? Don’t want this to hurt.” He listened to you, relaxing his muscles a bit. Although he was still a little tense, Whitney was loose enough that you could push in deeper.
You grabbed onto his hips, tightly enough to bruise, as you finally bottomed out, causing both Whitney and yourself to moan. The blonde’s breathing was labored, and sweat was beading on his brow. You filled him up so well. He clutched the bear tightly to his chest in an attempt to ground himself. “God, you feel so good Whit. So pretty for me. I’m gonna move now, okay?”
Whitney nodded in response, already struggling to form words. He gasped as you began to pull out of him and thrusted right back in. You began with a slow pace, much to Whitney’s disappointment.
As you continued at that slow pace, Whitney’s desperation brought him to tears. He felt so close to cumming, yet so far. “Please…” he sobbed, finally breaking completely down,“Need more…” He held on tightly to the teddy bear, staining it with his tears.
Seeing Whitney cry only led to more arousal on your part. “Fuck, Whit, you look so good, taking me so well. I’ve got you.” He whined at your praise.
You started to pound into him faster, finally doing what Whitney wanted you to. When you began to thrust into his prostate head on, he practically screamed and came without warning. His neediness surely contributed to his quick orgasm too. You groaned at the feeling of him clenching around you. The white liquid coated his stomach, some of it (unfortunately) getting on the bear.
However, when you went even faster—fueled by the lust seeing him cry brought you—Whitney started wailing more. One of his hands still held the teddy bear for comfort, whilst the other dug into the skin of your neck.
Your extreme pace has Whitney seeing stars. His dick started leaking again when he wasn’t even fully recovered from his last orgasm. “T-too much!” he cried out in overstimulation, tears still slipping from his eyes.
“Hm, baby? Do you want me to stop?” You slowed down, sounding concerned. Fuck, you cared so much, it only made him want to cry more.
“N-no, please, keep going…”
“Mk, you’ve done so good so far. Just let me know if it gets to be too much.” You resumed your fast pace, the sound of skin slapping echoing through the room, although you made sure to go a little bit slower now.
Whitney’s face was completely flushed with crystalline tears dripping down. Your praise only increased the rush of blood throughout his body. He was panting and sweating and he couldn’t speak beyond small phrases or words.
Your own hips began to stutter, and you could feel a familiar tightening in your abdomen. “Fuck, Whit, I’m gonna cum.”
Whitney hardly processed your groaned words, too lost in his own head. As soon as he felt the warmth of your cum fill him up, he moaned something along the lines of ‘cumming!’ and came for the second time that night. He still held on tightly to the bear.
You pulled out, much to Whitney’s disappointment. He whined at the sudden emptiness he felt.
“Hey, I’ve got you. I’m gonna do one more thing and then we can take a bath, okay? Are you alright with that?”
Seeing him nod, you lowered your body closer to the mattress, aligning your face with his ass. You pushed his legs up to his and licked a stripe over his hole. You could taste your own salty cum leaking from him.
Whitney moaned at the feeling of your tongue. Sure, you had eaten him out before, but this was different. He was already really sensitive.
Your tongue dipped inside Whit, licking up the cum dripping out of him. He whined as your nails dug into his upper thighs, and you continued eating him out like a man starved. You’ve managed to make him hard again with merely a few deep strokes of your tongue.
You pressed your own dick against the mattress in an attempt to get yourself off whilst your tongue repeatedly fucked into him. Your hands moved, one now kneading his ass whilst you used the other to get yourself off.
Whitney struggled to form a coherent thought. The pleasure you gave him only led to further loss of any sense he might have. All he could was moan and sob your name.
It didn’t take long for Whitney to orgasm a third time, too fucked out to warn you. Cum spurted from his spent dick, as you licked into him deeply one last time.
You pulled off of the blonde and jerked yourself off. After cumming on your hand, you brought it to his mouth for him to clean, which he did obediently.
“You did so good, baby,” you said, then pressed a chaste kiss to his bruised lips. “Can I clean you now?”
Once you had Whitney’s nodded approval, you got off the bed and went into his bathroom. You came back with a wet towel, which you used to clean his body.
You used the rag to wipe down the blonde’s face, which was stained with tears in cum. You cleaned off the parts of the bear that had bits of cum on it. You then cleaned the rest: the lower half of his torso, his thighs, and inside of him.
Once you finished cleaning him, you cleaned yourself. Whitney watched through glazed eyes as you re-entered the bathroom. You came back and crawled in bed beside him, pulling the covers over you both. You’d decided you’d wait until tomorrow to clean the bedsheets, instead opting to relax with your boyfriend.
The sun had long set by now, the room only illuminated by serene moonlight. The brisk night breeze floated in through the open window, only blocked by a screen. Your arms were wrapped around Whitney’s waist. He gently dozed against you, small snores escaping him. Whitney could surely be rough and arrogant, but at times like these, he was just as soft as the teddy bear he was still holding.







