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Sappy Freak

Summary:

Stiles would have never expected to land in the bed of one of the hottest men she's ever seen. And she would have never bet he was the gentle, playful kind. Like a devout dog, caring and careful.
Plus he's got a great ass.

Notes:

(See the end of the work for notes.)

Chapter 1: Hum

Chapter Text

Stiles kept trying to chat up the bartender but the bar was busy today. So she wrote in her notebook taking down details, trying to at least get the fluff out of the way of the actual story. Underage drinking in local bars. Boring. But at least she wasn’t sitting in the studio writing about sexism or the sexual assaults on campus. 

At least she got to chat up the nice bartender who kept her lemonades coming and the music was easy to focus on. 

She was sitting in the side of the bar where the light was better. The lights were brighter behind the bar so she could see a bit better if she sat in the corner. She was focused on writing down gaps and details when a wave of heat hit her side. 

It was warm and radiating, she felt her skin pick up at the feeling. She finished writing the last sentence before glancing over. 

She gasped a bit when she looked up. 

He was hot . All sharp edges and dark scruff, darker hair and those eyes. She watched his lips move but didn’t hear a word he said. He was… Wow. Broad shoulders, biceps that bulged under his green t-shirt, and, god, those eyes were fucking stunning under thick eyelashes. She felt a little stupid but he was sitting right next to her. Giving her his full attention. 

“Huh?” She asked dumbly, finally getting her ears to work again. He laughed and looked down, glancing back up at her through those dark eyelashes. It was unfair, the low laughing that flashed his sharp pearly teeth. 

“I asked what you’re working on. It’s kind of a shitty place to study.” He said again his voice was low and smooth, making her lean in, taking way too long to respond. It was like each word had to be spelled out in her head. There were just more important things for her to focus on, his warmth, his smell , musky yet clean, his hand on the bartop, strong and perfect. 

“I’m trying to work on a column for the college newspaper and the website. I'm Stiles, I’ve been on the paper for a while.” She said and put her hand out, offering it for a shake. The man shook it once before holding her hand looking at the pen marks on the back of her hand. She was almost embarrassed at the blue and black smears, faint lettering lingering from resting against wet ink. 

“I’m Derek. You’ve got really nice hands. Must be pretty smart if you write for the paper.” Derek complimented and looked back up at Stiles, eyes meeting. Stiles blushed and shrugged, not knowing what to say back. She wasn’t accustomed to being approached, to being complimented out of the blue or with such sincerity. She swallowed and gave him a smile. 

“Thanks. It’s nice to meet you um… do you come here often?” She asked and felt so embarrassed. She felt so weird trying to make small talk. She sucked at small talk with normal looking people. He wasn’t normal looking at all. 

He was so hot. Those broad shoulders, that chest, those arms, and she looked down, those thighs that were wrapped in denim that hugged him perfectly. She knew she was ogling him, eyes combing from his uplifted hair down to his black sneakers. 

“You’re so pretty. Can I kiss you?” Derek asked and Stiles felt a little shocked. She stared at him for a second seeing if he was really serious. She couldn’t help but look at his lips, the slight stubble that shadowed his cheeks and jaw, it looked rough. Scratchy. She wondered how it would feel. 

“You’re just beautiful, I couldn’t keep my eyes off of you. If you don’t want to just tell me. I don’t mind just chatting if that’s what you wanna do. I just…” Derek said his voice relaxed, he trailed off eyes landing on Stiles’s own glossed lips. 

She blinked, a rush going to her head. She was horny, but when was she not. And yeah sure she would actually bend over the bar for this stunning man but… she didn’t have a lot of hookups. Especially not sober ones and her lemonade was sitting on the bar. 

She leaned back, putting some space between them, and swallowed. 

“I don’t even know you.” She said and looked away, tearing her eyes from his. She glanced back at him, catching the glint in his eyes, the amusement. Cat and mouse. 

“Get to know me.” Derek answered, grinning at her. Dog and cat more like. Stiles tried to suppress her own grin but failed. She loved a man who could play along. 

“What do you do for work?” She asked and Derek smiled and finished his drink before answering. Turning in his chair to face her completely, she copied him. The air between them warmed, electricity flowing. 

“Mechanics shop, the Hale Garage. My family owns it. I’m Derek Hale.” He answered easily, she nodded and was about to ask another when he bounced the question back. 

“Other than the newspaper, what do you do?” He asked. 

“Office assistant for the sheriff's department and the newspaper only pays a little bit. But I’m trying to focus on keeping my grades up. How old are you?” She asked and he smiled, it was cute. She smiled back, unable to keep the grin from her lips. 

“26, you?” Derek answered, looking over her. She started to feel a bit warm. His attention was honest, as if he was really interested. She just wasn’t used to it. And he was so hot. 

“22. Where do you live?” She asked, hoping it wasn’t on campus. She didn’t like hooking up in the dorms or in the frat houses. The dorms meant the worst walk of shame and frat houses gave her the skeeves. 

“The Hale apartments on Walnut, I get the penthouse because I'm the landlord and I’m restoring it.” Derek answered and Stiles had to think about it for a minute. The old neighborhood, historic mostly. The apartments were nice, she’d seen all the construction going on and assumed it was getting gentrified. It was on the rich side. Nice. Stiles thought and nodded. 

“I still live on campus.” Stiles said and leaned forward, elbow against the bar as it held up her face. She could catch his smell again, it was getting warm between them

“What’re you studying?” He asked, quieter this time, and leaned towards her. Fuck he smelled good. Like a man. But not smelly, like a clean lightly perfumed man. She loved it. 

“Physics.” She breathed out, they were so close. He was warm and she loved it, he paid attention to her and listened. Derek pushed her hair behind her ear, the shoulder length hair moving out of the way. His fingers were rough and calloused where they rubbed across her ear. 

“Smart and stunning. You’re the whole package, Stiles.” Derek said, tongue poking out to wet his lips. Stiles felt a throb roll through her. She felt her heart racing in her chest, her face was warm with blush, and her mind was quieted down to focus on him. 

“One kiss and I’ll decide if I want more.” Stiles finally agreed and swallowed her nerves. He cradled her jaw, his rough palms on her sharp jaw. His thumb rubbed across her cheek, his eyes going to her moles. He turned her head to the side, moving slowly as he leaned in the last few inches disappearing. He pressed their lips together for a smooth long closed mouth kiss. 

When they pulled back she felt dizzy. That was the best kiss of her life and Derek looked like a puppy with a stupid little grin on his face. And she was stone cold sober. She could feel the prickle of his stubble, the whiskey on his lips, the calculated gentleness in his hands. She took it all in, details coming to light like they never had before. She let out a breath she didn’t know she was holding and Derek pulled away completely, hand leaving her face, leaning back in his chair. 

“Do you wanna get out of here?” Derek asked, hope steady in his voice. Stiles looked down thinking for a second before standing. She just needed to get her head straight. Sure he was hot but she still had to be safe. 

“I have to go to the restroom for a second but um… yeah after that.” Stiles answered and rushed to the bathroom with her phone out. 

Facebook. Of course he had a Facebook. And he was so fucking hot. Going to races with his family, hiking shirtless, happy birthday to his uncle, swimming at the lake, it was all so hot. He was so genuine. Pictures of the apartments, him in a hardhat, restoring brass and peeling up carpet. He was so… Everything. 

There was even a picture of him standing outside the apartments captioned ‘new landlord in town. Restorations underway’ and he had a big smile on his face. She didn’t press a hand to herself through her jeans at the photo of him leaning against a black camaro in a pair of painted on jeans and a leather jacket. 

“Fuck” Stiles said as she tried to straighten her clothes. She just had on a tshirt and her flannel and a pair of jeans. She didn’t understand why that caught Derek’s attention but… well she wasn’t going to look a gift horse in the mouth. She shot off a text to her best friend and turned on her location before silencing her phone and shoving it in her pocket. 

 

Derek smiled at her when she returned. Standing, he was tall, broad, gorgeous. She was tall enough to come to his chin, in her heels they could be the same height. 

“I paid the tabs. Do you wanna come to my place?” Derek offered, walking them towards the door. She followed, smiling when he held the door open for her. 

“Um yeah. Yeah. I haven’t drank anything so I’ll drive. I know where to go.” Stiles said and Derek cocked an eyebrow at her but nodded. They were soon in her jeep. He was easy with the doors and didn’t comment on the rough start up of the vehicle, which she appreciated. 

“I don’t usually do this.” Stiles said nervously as she turned to go to the apartments. Derek looked at her like she was crazy. 

“You don’t drive?” He asked and Stiles shook her head, eyes rolling. Her hands gripped and loosened on the steering wheel a few times, nerves making her fidget. 

“I don’t take, I don't um… I don’t go home with people often.” She finally said and turned onto the road of the apartments. The street lights were new and bright, lighting the sidewalks and roads. She caught Derek looking out the window, hands rubbing up and down his own thighs. 

“Neither do I. I just can’t stop looking at you though.” Derek confessed quietly as they parked in front of the building. Stiles blushed and turned the car off. 

Derek hurried to get out and rush to the driver’s door, opening it for Stiles. She smiled and locked the doors as Derek grabbed her hand, guiding them both towards the front doors. 

They were standing in the elevator, the calm silence starting to buzz with excitement.

“Do you take a lot of girls here?” Stiles asked as the elevator started up to the top floor, the penthouse. Derek grinned and shook his head, his cheeks turning red. His hand clenched around hers. 

“I don’t take a lot of anyone here. It’s usually just me and the pigeons.” Derek said, his voice getting edged with embarrassment. Stiles found it cute. It made her nerves simmer down. 

“I like pigeons.” Stiles said quietly, voice quiet. Derek looked at her, eyes big. 

Then the elevator doors opened and she was being pulled into the hall. She almost felt giddy, a laugh bubbling up in her throat, Derek looked back at her with a smile.

Derek unlocked the door, keys clanking. Stiles’s eyes widened at the space. It was nice . Big open space, full bookcases, big windows. Derek made his way over to the kitchen, pouring two glasses of some premixed drinks from his fridge. 

Stiles sat down on one of the couches that made a semi circle in front of a large tv that was centered between bookcases. 

She was handed a drink and watched Derek drink his. Their eyes lingered on each other, both moving towards each other. The man’s hand landed on her thigh, burning through the fabric to sear her skin. She sipped her drink and reached to set it on the coffee table, he kept her eyes as he copied her, leaving nothing between them. 

She felt the room warm, shifting. She felt the pull, magnetic and unrelenting. She couldn’t help the way her heart hammered against her ribs, the way she couldn’t tear her eyes from his face, the heat that washed in her hips. 

Derek leaned in, hand reaching up for her face. She leaned into it, enjoying the heavy warmth of it against her cheek. Her eyes slipped shut, waiting as his warmth reached her, creeping into her skin. 

Their lips met, slow and cautious. It was a push and pull that had her sighing, it was hypnotic. They pulled away for a minute, eyes blinking open. 

She gasped a little, his eyes up close… dark and dilated and full of something that she felt boiling inside of her. 

She wrapped her arms around his neck, lips meeting again, open and hungrier. It didn’t take long for his hands to move to grab her, one landing on her thigh and the other on the back of her neck. Their tongues mingled together, hers bitter with lemonade and his with the bite of whiskey. 

“Please” Stiles breathed out when they pulled back lips wet and tingling. Derek smiled and pulled her into his lap by her hips. He was solid under her, thick thighs making her own spread. 

“So pretty” Derek breathed as their lips sealed back together. Tongues and teeth clasing, both of them getting more and more ramped up. She let her hands wander down his chest, feeling the strength that was obvious in the heft of his pecs, the hard angles of his abs. He was hot, warm and solid, and she felt drunk on it. 

“You’re buff” She said dumbly when they pulled away for a breath. She let her nails catch on his shirt as she ran them back up to his neck. He nodded and grabbed the bottom of his thin shirt, pulling it up and off smoothly. 

If she hadn’t been so turned on she would have been embarrassed by the gasp that left her at the sight of his bare torso. 

“Hairy” Was all she could muster as she finally saw what had been hidden. Her hands gravitated towards the thick black hair that spread across his chest and down to trail below his waistband. She buried her hands in it, it was strangely soft, coarse and thick but not scratchy or rough. She couldn’t tear her eyes away from her own hands as they trailed over his chest down his stomach. 

She leaned back in, hands laying over his stomach, feeling him twitch under her ever cold hands. 

“Can I take yours off now?” Derek finally asked, fingers working under the fabric of her t-shirt from where they laid on her hips. She took a breath, just looking at his face. His stupid handsome face and stupid big beautiful eyes and soft gentle lips and big perfect body. 

“Sure” Stiles said and pulled back, swallowing her nerves as she shouldered off her flannel, letting it drop to the floor. Derek kissed up her neck, her hands going to his hair, moaning lightly as he nipped at the sensitive skin. 

His hands ran up her sides, sliding under her shirt, lifting as he went. He skimmed over the bands of her bra and pulled away from mouthing at her throat to pull the shirt off completely. She crossed her arms over herself, bare down to her pink polka dot bra and jeans. She wasn’t the most… endowed woman. Her bra barely supplied even the idea of a chest. The cups were nearly flat, her chest filling them evenly. 

She felt a bit embarrassed, her mind supplying her with the thought of ‘ Even he has bigger tits than you’ which only made her wanna cry. 

Derek moved her arms away from her own body, running his own hands over her ribs to her back. He pulled her, not only closer but up so she was kneeling high. He kissed at her collarbones, paying attention to the few moles he could reach, his hands running over the bottom band of her bra to flick at the clasps at the back. 

She held his head, moaning as his lips and teeth scattered marks where they could reach. It felt nice, taking things slow. She could feel everything and it was good

“Can I take this off? I wanna get to what’s underneath.” Derek said lowly and nuzzled into her sternum, nose right at the small bow that sat between the cups of her bra. His hot breath rolled across her sternum and belly.

“Not much there” Stiles said, swallowing thickly as she looked down at Derek’s face. He gave her a wolfy smile, teeth pearly in the low light. His eyes seemed to glow, something flashing over them that had Stiles feeling breathless.  

“I don’t mind” Derek said, fingers easily pinching and unhooking her bra, guiding it down and off her arms. He let it fall to the floor with her flannel. 

He looked starved as his eyes looked over her bare chest. Stiles was about to cover herself again, hands raising up but Derek was quick to pull her back down, sealing their lips back together. She groaned, his hands were pulling them together, chests rubbing together in a way that made her grind down onto his lap. 

The coarse hair that covered him rubbing against her own soft skin was a sensation she didn’t know she loved. She ground down, craving some fiction, as their jeans rubbed together.  

“You’re so fucking pretty.” Derek growled and Stiles could feel the words where their bodies were pressed together, each rumbling word shook right through her. 

She couldn’t hold back the moan that broke from her throat as he kissed her breathless, hands splaying on her chest, thumbs running over her sensitive nipples. 

Her hips ground down onto his lap, the hard line of his cock becoming obvious the more she squirmed in his lap. She grabbed onto his shoulders, nails digging into the plush flesh as a throb wracked through her. 

“Please Derek, I’m… please” Stiles begged, pulling away so they were face to face. Derek looked… unfair. His hair pulled in all directions, lips glistening, a blush rolling down his chest. 

“Bed?” He asked, hands going to her ass as she nodded. He stood up, not giving her a moment to stand, lifting her easily. He was so strong, holding her up under her ass as she wrapped her legs around his hips, arms around his neck, face hiding away in his neck. 

He didn’t toss her down onto the bed, he knelt down on the mattress, laying her down before standing up to strip down. 

Stiles got a bit nervous as she kicked off her sneakers and socks, making sure they didn’t get on the soft bed. She watched Derek push off his jeans and kick away his own shoes and socks. Nerves spiking, pushing down on her chest as he took off his black boxer briefs. 

He was big. Not exactly huge but much larger than her dildo at home. Thick but not ridiculously so, and she was sure he only seemed longer because his pubes were trimmed short around the base. His tip was a dark color that she found to be actually pretty… it would make a great nail color, she thought, which made her a little less nervous. 

He let her look, watching her as she took stock. It was only when she looked back at his face that he came back to the bed, leaning over her to reach for the buttons on her jeans. He looked up at her, hands waiting an inch away. 

“Alright?” He asked quietly and she nodded. She swallowed and reached down to help work her skinny jeans off. She laid there in a pair of blue panties, they had lacey windows on the hips, showing the skin underneath and a small bow in the front. They were some of her favorites, they weren’t the cheap cotton things she usually wore. They were Victoria’s Secret. Confidence boosters. 

And the starved look on Derek’s face when he looked her over made them worth it. 

“Fuck” Derek said under his breath as he crawled onto the bed, heat radiating off his body. She tensed for a minute when he stopped, face near the wet spot she knew had formed on the blue fabric of her underwear. She could feel his hot breath through the thin fabric, sending a wave down her spine. 

He bent down, kissing across the soft of her stomach, his tongue like a brand as it ran up her sternum. She reached out, hands finding a place in his hair as he licked and kissed up towards her chest. She gasped when he nuzzled the below her nipple, gripping his hair tightly. She could feel his smile against her skin as he moved on to kiss over her heart. 

She looked down trying to take in the moment but Derek looked up to her, those eyes staring right at her as he kissed his way to her left nipple, taking it into his mouth. He sucked gently, tongue laving over the bud. 

She cried out, it felt fucking good. And a little overwhelming. She couldn’t help as her hips bucked up, trying to rub on something. Derek’s body weight held her down, flat on the bed. He hummed, the vibrations causing Stiles to moan, writhing against the bed unable to get any friction where she needed it. She wrapped her legs around him, kicking her foot back to heel him in the ass. 

“Please Derek, fuck, come on” Stiles begged as Derek’s teeth scrapped across the softness of her breast, nipping lightly at her nipple. Derek pulled back, sucking as he did, pulling, and Stiles moaned, unable to stop the way her hands ripped at Derek’s hair. 

“Fu-uck” She sobbed out and scowled as Derek fucking chuckled. His low breathy laugh made her wanna smack him and kiss him. It was stupid and hot and she threw her head back against the bed as he moved to give the other side of her chest the same treatment. 

Stiles was left there moaning and shifting against Derek’s own body as she throbbed uselessly in her panties. She nearly screamed when Derek shifted, his hard cock skimming her thigh. 

When Derek did finally pull back, Stiles had tears in her eyes. She wanted so much and she was not getting it. But it was also so amazing, the best sex she’d ever had and she wasn’t even naked. 

She looked down at herself, the marks that spattered her chest, the way her nipples were puffy and swollen. She’d complain tomorrow. But in the moment she was so turned on she thought her eyes would cross. 

“Fuck, I left my condom in my jeans. Hold on.” Derek cursed and stood up, grabbing his jeans as Stiles took a few calming breaths. She tried to calm her heart, glancing over at Derek who was bent over facing away from the bed, hairy ass on display. 

“Nice ass” She said and Derek straightened back up, cheeks pink up to his ears. 

Stiles giggled as she sat up, waiting. She slipped her underwear down and off. She felt a bit self conscious so she didn’t lie back down but sat with her knees drawn up to her chest watching as Derek looked through his jeans. She wrapped her arms around her legs and watched him. The air lost the fevered heat that they had created but rather a slower lasting heat stayed in the air. Anxiety crested again and Stiles felt nervous again. 

“Found it. Sorry, I know, unsexy” Derek finally said and knelt back on the bed, the purple wrapped condom between his fingers. Stiles smiled and reached out to take the condom. She looked it over. Trojan, nice. 

“I think safe sex is very sexy, thank you very much. I just um… god, I never do this. I’ve never even had sex sober before.” She confessed and hid her face in her knees. It was mortifying.

Derek sat down at the head of the bed against the pillows, his erection hard and perfect against his abdomen. He looked gorgeous, carved and beautiful. 

“If you wanna stop, that's okay. We could watch a movie or something instead” Derek offered and Stiles smiled and moved to crawl into his lap. She put her face in his neck, taking in the warm man smell of him. She wished she could have a candle scented that. She nosed up to his ear, biting it playfully before looking back at his face. 

“Stop being so fucking hot, this is supposed to be a hookup.” Stiles said as she sat down on his thighs, her own legs spread wide over them. His cock was inches from where she wanted it. She looked down between them and swallowed, actually seeing how deep his cock would be inside of her made her feel a bit… terrified. 

He looked down too, eyes catching the sight of the hair between her legs. He leaned down to nuzzle at the side of her head, nosing at her ear.  

“Doesn’t have to be. We could do whatever you wanna do. What? What do you wanna do? I have Mario kart, I have puzzles, we could do a puzzle in our underwear if you want. What do you wanna do?” Derek teased, hands on her hips as he shoved his face against her head and neck, shoving at her playfully. She laughed and shoved at him. Like a dog, she thought with a grin. She felt her anxiety wash away. 

“Stop it” Stiles laughed out and caught Derek’s face in her hands. He looked at her like she hung the moon, face squished between her palms. She breathed for a second and leaned in to kiss him, hands going to his neck. It wasn’t starved like before but it was hungry. It was slower, pushing against each other, Derek’s hands coasting up and down her back. 

The warmth grew hotter once more, anxiety simmered away, need growing bolder. 

“Just… go slow. Please” Stiles finally said when they pulled back, hands rolling down his hair chest until it wrapped around his thick cock. He kissed her once more, moaning as she lightly stroked him. 

His hands slid down her back, fingers moved slowly over her ass giving it a little squeeze, the soft fat there giving way and he groaned. He moved to rub up and down her thighs before his fingers moved between them. 

“So wet” He said lowly as his fingers ran over her entirely. She whined and shoved her face into his neck, rocking against his thick fingers where they laid against her slit. Her hand froze on his cock, loosely wrapped around it. 

Derek hummed as two of his fingers parted her lips, rubbing from her soaked opening up to her clit, easily finding the small bud. She jerked when his fingers ran over it. Guys usually didn’t find it at all, let alone on the first try. 

“Oh fuck” She gasped as his fingers went back to her hole, pressing against it without slipping in. Derek smiled and kissed her shoulder. She nodded, mouth hanging open, eyes sliding shut.

He let two of his fingers finally slip in, eased by the slick that was practically dripped out of her. She clenched up, gasping and then winced. Derek’s hand that was still on her hip rubbed over her back calmingly, gentle as he shushed her. 

“Calm down, I’m not in a hurry, Stiles. You’re so wet. Just take it easy.” Derek said, his voice deeper, more gravelly. Stiles took a deep breath and calmed down as much as she could, forcing herself to relax around his fingers. It was easy. They felt really good, rocking and and forth inside of her, the rough pads catching a good spot every time he pulled back, making her sigh. It had been a while since she’d put anything inside of herself let alone had someone else finger her. 

It wasn’t till his thumb finally curved up to rub against her clit that she got really worked up. She barely noticed when the third finger slipped inside of her. She was moaning, eyes closed and mouth hanging open. 

Her hands on his shoulders, balancing her as she worked her hips around those fingers, chasing the buzz she got each time his thumb caught her clit in the perfect way. She could feel his eyes on her, his own erection put to the side in favor of making her feel good. 

“So pretty. You’re so pretty. Can I put it in? Please?” Derek asked, begging lightly as he stared at her face. He felt drunk high on Stiles’s body and her deep moans. He was dripping, struggling not to cum just from fingering her. He pulled his hand away and she whined, opening her eyes. It took her a minute to process what had been said to her. 

“Fuck, yeah yeah okay, hold on.” Stiles said, hands shaking as she found the condom in the wrinkled blanket. She ripped it open and unrolled it over his cock. 

He was burning hot under her hands, groaning as she situated the condom over him. His hands grabbed onto her hips, rougher than he’d been. He took in a forced breath, trying to calm himself. She kissed him, licking across his clenched teeth as she rose up on her knees, scooching over him. 

“God, that’s a view” he breathed out when her chest was in his face. He licked across her soft skin. She shivered and let herself down a bit to make sure she was forward enough. 

“Okay. Okay I’m ready” Stiles said and pulled his hair to get him off her chest. It was rough but he let his head fall back easily. 

He looked up at her arms wrapped around her, hands on her shoulder blades. His eyes were big and round. Fucking adorable, she thought as she reached down to guide his cock to her slit. 

Derek nuzzled into her chest, not pushing her down but letting her slowly sink down till they were face to face again. She felt like she was gonna tear apart. He was just big. She knew the tears running down her face carried the mascara she had on. Derek looked at the streaks and kissed her. 

“My mascara,” Stiles said and reached up, touching the dark lines. Derek took her wrist kissing it. 

“Looks good on you. Looks really fucking good on you” He panted out, pressing open mouth kisses or her lips, jaw, neck, anywhere he could reached without jostling her. His hands wrapped around her back, holding their bodies close. 

“Okay” she breathed against his lips and sat up. She rose up on her knees, lifting up off his cock just a few inches. The drag was incredible, snagging all the best places inside of her. She fell back down, letting her weight drop onto him. 

They both groaned, it was enough. The few inches she lifted herself was enough. She rocked with it, lifting up and forward before shoving herself back down. She moaned, hands grabbing at his shoulders and neck. 

Derek groaned, hands grabbing her hips and bucking up into her. Each time she came down, he pushed up into her. 

“Yes, yes, yes, fuck, more” Stiles moaned as his position changed, fucking into her at the right angle. He was groaning, deep sounds rumbling from his chest. She couldn’t even feel as one of his hands left the death grip he had on her hip to find her clit. He used two fingers, rubbing circles over it, pressure a little rough but it was enough to have her crying out in pleasure. 

It was more than she’d ever felt before, overwhelming but so good. She couldn’t stop, couldn’t try to keep rhythm. She was crying, grinding around on his cock as he fucked into her, quick thrusts chasing after a finish line. 

“I’m not gonna last.” Derek whimpered, moving to look at Stiles. He was trying not to cum but it was starting to fucking hurt. She looked at him, fuzzy eyed, lost to her pleasure, and slammed their mouths together, hands grabbing the sides of his head. She cried out as he pressed harder against her clit. 

She was hit by her orgasm, it was rushing and making her shake, hands clenching tightly against Derek’s hair. It rolled through her like a tsunami, so much more powerful than any orgasm she’d ever had drunk. It made her feel like she was breaking past her limit. And it felt fucking incredible. Earth shattering and electrifying. 



When she finally came back to her head, feeling as if she’d been asleep for hours, she was being cuddled closely. She was engulfed by big heavy arms, a head resting on her shoulder, a thigh throw over her own legs. A blanket was cast over them both, her head positioned on the pillow. It was cozy. Comfortable. 

She hummed and her hand found Derek’s hair, damp and disastrous. She took a minute to take stock. She was in a pair of underwear. Not her underwear but some underwear. Boxers. And a shirt was pulled over her head. She blinked her eyes open and looked at Derek. 

He was shirtless but a pair of joggers were covering his legs. Warm expanse of his furry chest pressed against her side and arm. He moved, groaning as he blinked and looked up at her, squinting. 

“Hi” Stiles said and he groaned, nuzzling into her shoulder, arms wrapping around her tighter. 

“Sleep. It’s too early.” Derek said, voice gravelly and deep. Stiles just looked over at the small digital clock on the side table 3:53 a.m. She huffed and bent her neck to kiss his forehead before settling back to sleep till morning. 



The morning was warm, the apartment was lit by the big windows and the light in the kitchen. Stiles woke up to her clothes folded at the end of the bed, but she didn’t have time to even get to them before Derek was checking on her, noticing she was awake. He stepped carefully, making sure to walk quietly. It was almost funny to Stiles, watching his mountainous man tip-toe. 

“You don’t have to get dressed yet if you want. I… I made you breakfast.” Derek said from the doorframe as Stiles sat there wiping the crud from her eyes. She stopped and looked at her hands, her eyes didn’t itch like they usually did when she slept in her makeup. She looked over at him, squinting her eyes at him, not considering how ridiculous it would look with her disaster hair. She looked down at herself, the clothes that smelled amazing and hung off her body. A Yellowstone National park shirt and a pair of plaid boxer briefs that were loose on her. 

“You dress me last night?” She asked, knowing the answer obviously, but the pink that rose to his cheeks was worth sounding dumb. 

“I was gonna put your underwear back on you but they were um…” Derek said and looked away blush turning dark. Stiles tried not to laugh. It was cute. 

“Soaking wet and kinda slimy?” She added and Derek nodded, eyes keeping away from her. 

“Yes. So I put some of mine on you but your um… your bra. I didn’t think it was comfy to sleep in and you can’t be shirtless so I… yeah. I didn’t wanna leave you naked when I put pants on.” Derek said and finally looked up at her again, shy. Stiles smiled and felt a bit of warmth go to her cheeks as her heart did a strangle flop in her chest. 

“That’s so stupidly sweet. Did you take my makeup off too? If I knew I was getting spa treatment I would have woken up to enjoy it.” Stiles said and reached back up to her face. She looked at her clean fingers, free from any residue. 

“I was cleaning you up but your face was covered in your eye stuff so I cleaned you up a bit more.” Derek explained, blushing a dark color as Stiles stood up, enjoying the ache between her thighs. She reached him, hand landing softly on his chest before sliding around to hug him, head resting against his shoulder. He hugged her back, arms lazily draped around her. 

“How bad’s my hair?” She asked, not moving from their comfortable embrace. Derek hugged her and kissed her forehead, lips warm and soft against her skin. 

“It’s a fucking wreck” Derek said sweetly and she broke out laughing. They both stood in the doorway laughing, easily flowing around them in the open apartment. Derek pulled her by the hand to the kitchen counter, setting her in a stool there. 

They ate breakfast together, chatting about themselves before Stiles went to the bathroom. She showered and used the man’s rather nice shampoo and conditioner, using a bit of his mouthwash to get the sleep taste that lingered in her mouth out. She felt fresh and nice, wrapped in a scratchy black towel. 

She returned to find Derek standing nervously outside his own bedroom. It was cute, the way he fiddled with his hands waiting for her. 

“Can I have your number?” He asked, holding his battered black phone in his hands. She smiled and held the towel up under her arms. 

“Sure. Can I have a date with you tomorrow night? Dressed, of course.” Stiles asked nad typed into the phone, sending herself a quick text labeling her number as <3 Stiles <3

Derek blushed and nodded, turning away for her to get dressed. 

Chapter 2: Woof

Summary:

Freak shit

Notes:

(See the end of the chapter for notes.)

Chapter Text

The next time Derek got Stiles back to the apartment it was hot. They were both sweaty and smiling as they kissed their way up the elevator and into the apartment. They didn’t say anything but Stiles wanted to just wash up and get filled. 

They’d had sex a few more times, once in Stiles’s dorm with most of their clothes on, and twice in Derek’s car. She liked riding Derek in his car, it scratched that voyeur itch she tried to ignore. Plus sitting topless in a sexy car driving down rural roads made her feel amazing. 

They hit his apartment door and Stiles was already untying her sneakers. The windows were opened, letting in the cool breeze along with the AC that was still hit or miss. She kicked off her shoes, prepared to wash the sweat off her skin before diving into the bed with Derek.

But as she was about to run off to the bathroom, she was being shoved onto the couch and Derek’s knees were hitting the floor between her feet. It was quick, his hands moving her body as he wanted. 

She stared down at him, in shock of how good he looked. Kneeling between her legs, his own sweat marking his gray t-shirt, his jeans stretched across his thighs where they spread to get him even, face to face, with her crotch. 

He looked hungry, breathing heavily as his hands slid up her legs under her flowy yellow dress. He flicked the skirt up to lay across her belly, exposing her boyshort underwear. It was then that Stiles realized she was actually too sweaty for this, knowing the light pink of her underwear showed every bit of sweat. 

“Derek, lemme get a shower real quick.” She said and tried to get up but Derek’s eyes, those big stupid puppy eyes, were staring up at her. His hands holding her hips down onto the couch. 

“Please Stiles, I want to. Now.” Derek said his voice begging as he leaned in to nuzzle up the inside of her thigh. His nose dragging across the sensitive skin there, lips dragging up till he was right at the crease of her thigh. 

It was so fucking hot. Those puppy eyes looking up at her as he nosed at her mound. He took in a big breath, eyes fluttering for a moment. Stiles felt breathless, he was so hot. And weird. 

“Okay. But I wanna get this dress off, I’m cooking.” Stiles said, smiling as she lifted her dress off. Derek ripped at her underwear, yanking them over her socked feet. Derek huffed and yanked the socks off too. She was left in her t-shirt bra, the light fabric darkened a bit by her sweat. Derek looked at her, eyes roaming over her body, her sun pinked shoulders and her newly short hair. His eyes landed on her bra, tracing the seam that ran along the bottom. He pouted, face pulling as he stared at it, hands running up and down her calves absently. 

Stiles rolled her eyes and reached back to unclip her bra, wiggling it off and tossing at Derek’s face. He caught it and brought it up to his face, inhaling deeply. She watched. It was hot, seeing how much he liked how she smelled. 

She then felt a bit embarrassed being entirely naked while Derek was still dressed, his own sneakers barely kicked off. 

“Derek-” She started, looking away in embarrassment, hands going to cover herself but he was leaning in. Hands spreading her knees farther apart, nose running over the trimmed hair, lips grazing her clit. He pulled her hips, bringing her to the very edge of the couch. She shivered as the cool from one of the fans caught her sweaty skin and damp slit. 

Derek looked at her as he kissed her thighs, teeth just skimming the surface. 

“Fuck! God, Derek” Stiles moaned, grabbing Derek’s hair as his tongue slipped between her lips, licking from her wet hole up to her clit, giving it a little swirl. He hummed, eyes closed like he was in heaven. He closed his eyes, moving so he was closer to his prize. 

He was vigorous, lapping at her hole, gently licking inside shallowly, sucking at her clit. He was moaning, vibrations rolling through Stiles as she held onto his hair, clawing at his scalp.

She cried out, pleasure rolling through her. It was intense, almost overwhelming. Derek was holding her, grounding her, his hands like vices on her hips, holding her to his face. 

It was a more thunderous feeling as her orgasm came closer and closer, a rolling ocean that started washing up her body. From her ankles up to her chest, it was taking over her, pleasure overwhelming as Derek doubled down, his tongue slipping into her easily and teeth skimming across the bud of her clit. 

She moaned out, a deep sound breaking from her heaving chest as she came, thighs shaking beside his head, hands pulling roughly at his hair. 

She was dizzy, breathless, and twitching as it slowed down. Derek kept going, less, happily licking away everything she gave him, savoring each drop that hit his tongue. He looked relaxed, hands in his lap as he licked at her hole. She could barely breathe and it was getting to be too much. She shoved at his head, pulling her hips away from his greedy mouth. 

“Down boy, down.” Stiles said as she looked down at his face. The whole bottom of his face was wet and he had a dopey grin on his face. She huffed a laugh and let his head go, leaning back on the couch. She let him place a few kisses across her, from her clit down to her hole, across her thighs. She was about to stop him when he had his head laid on her thigh, nose in the crease, huffing a big breath in. She gasped, the breath out tickled her. 

Derek was weird. He liked smelling her and licking her and shoving his face into her thighs. It felt good, for someone to be in love with her body so much they got drunk off it. And as Derek pulled back there was only one word to explain the look on his face and that was it; drunk

 “You’re so gross” Stiles said and cupped his jaw. He leaned into it nuzzling her palm, turning to kiss her fingers. She looked down to catch the obvious bulge in his shorts. And the big wet spot that was forming.

“I like you. You let me do it.” Derek said and crawled onto the couch, shoving her to lay down along it so he could kneel back between her legs. His bulge was obvious, hard and needy even with the cum starting to stain the front. 

“You can fuck me if you want. I can cum again.” She whispered and Derek shook his head, pulling his shirt off and shoving his shorts down and off. He bared himself, leaving his stained underwear on. His cock was obvious now through the wet fabric, hard and thick. She could go for another round, not wanting to waste a very nice opportunity for a dicking. 

“I don’t want to.” Derek said and laid down, his head laying on her sternum, his weight solid. He was heavy but not heavy enough for her to not be able to breathe. 

He was just warm and his chest hair tickled her nude skin. It felt nice, having him lay on her. She liked it, it was a compression she yearned for on bad days and affection she craved all the time. 

She traced over his back tattoo. Something to do with his family that he hadn’t talked about much. It was pretty against his muscles. She spun her fingers around the swirls, enjoying his content sigh. 

“You’re weird, ya know.” Stiles said and started looking at the bookshelves he had around his tv. She hadn’t spent much time in his apartment other than his bathroom and bedroom, never really taking the time to look over his measly decorations. She looked over the books and a few framed photos, a few knickknacks here and there. 

He grumbled and kissed her stomach, sleepy from the day out and untouched orgasm. She caught sight of something. Something she thought she knew what was but wasn’t sure. 

“Are you bi?” She asked, the little tricolor flag sitting in a cup with an American flag next to it. It was sat next to a legal document of some sort. Derek hummed and turned to look up at her. 

“Yeah but I like girls.” Derek said plainly one of his one hands coming up to cup her breast, just feeling the squish of it. 

“What’s that mean?” Stiles asked, fingers going to his hair, skimming his ears. 

“I like… men. I like getting fucked by guys and giving head and all that. I like having sex with men, getting fucked by men. But I really like girls. They’re just… different… You especially. You smell good and you don’t think it’s weird that I take care of you when you fall asleep after sex and you let me ya know…” Derek said, his eyes flicking down to gesture to what they had just done. He was blushing, a color going to the tips of his ears. Stiles smiled and cocked her head to the side, waiting for him to finish. 

“Shove your face in my pussy and take a sniff?” She asked, finishing what he had been saying. 

“Yeah…. I just like the way you smell. I like touching you. I like the way your skin feels against mine and your hair and your nails and I like that you play with me and you’re not um… I’m big and you’re not- you don’t…” Derek looked away, blushing running down his neck to make him pink. He had this look in his eyes, it made Stiles feel almost sick. She lightly traced his ear down to his fuzzy sideburns. 

“I’m not scared of you Derek. I’m not intimidated by you either.” Stiles said and hummed, guiding his face up to look at her. Puppy eyes looking at her. She leaned down, pulling him up for a kiss before moving to his ear. 

“Because I know what you are.” She whispered, hands rolling up and down his back, nails lightly scratching at him, making him arch into it. 

“What’s that?” He asked, turning towards her face as she kept scratching him up till she cupped his face. 

“A goofy little mutt” She said and squished his cheeks together making his face even cuter when he lit up with a smile. Stiles laughed as he hid his face against her chest. His own hands came up to poke at her sides and pits, tickling her. 

It was just nice. Smelly, sweaty, and nice. 

---

“Do you miss sleeping with men?” Stiles asked as she took a break from her homework on her laptop, sitting back on the couch she looked over at Derek. He looked nice, wearing nothing but a pair of worn jeans reading a novel. Derek’s eyebrows scrunched together, thinking as he slipped the bracelet he used as a bookmark in between the pages. He looked over at her. 

“I miss being fucked, the feeling of being full. But I don’t feel like I need it. Why?” He asked and Stiles looked up at the ceiling arms stretching over the back of the couch. 

“I could fuck you. Get a strap on and a dildo. I’ve been thinking about it.” Stiles said and felt her face warm up as she remembered the… research she’d been doing. It was hot, thinking about driving Derek crazy like he drives her wild. Derek looked at her, eyes big in surprise. 

“I have a um… you could just buy the harness.” He said and looked back at his book, face turning red. Stiles smiled and moved to the other end of the couch, crawling over the cushions to be closer to him. 

“You have a what? Do you have a toy? Show me, show me right now. Show me or I’ll never stop asking, I’ll never leave you alone.” She bothered, interests peaked as Derek’s face went red. The man turned to look at her book landing on the coffee table. 

“You have toys.” He said and Stiles rolled her eyes sitting on the couch with her arms crossed. 

“I know. I use them. Frequently. I showed them to you, it’s only fair you show me yours.” She argued and Derek picked at his hands for a second before standing up. Stiles watched him go into the bedroom, dig around under the bed for a second, giving her a great view of his ass up in the air, and return with a black shoe box. 

“Secretive.” She said as she looked at the black box with black duct tape covering all the openings. Derek shoved the box at her and sat back down, looking away from her with a pout on his face, arms crossing over his chest. Stiles looked at the box and looked back up at him before opening it. 

“I appreciate you showing me Derek, I want you to know that.” She said sincerely and Derek looked back at her, nodding a bit, arms falling into his lap. 

She flicked the lip open and looked at the few objects inside. A modest clear silicone dildo, a simple black cock ring, and black vibrating masturbater. Stiles picked up the dildo, looking at the length and girth. It wasn’t too short, maybe a good six inches long and appropriately thick. It was textured like a real cock but lacked any of the realistic colors. The cock ring gave her one too many ideas. And the masturbator… well she didn’t know anything about it other than it went on a dick and had buttons. 

“You use this?” She asked, quiet and gentle and held the toy out, fingers feeling the rubbery inside. Derek nodded, taking it and running his fingers over the rim of the toy. 

“It vibrates and gets warm. Sometimes I use it to get out of my head. I don’t use them often, especially now that we’re together.” Derek explained and handed the toy back and Stiles put it back in the box and nodded. She closed the lid and handed it back to the man. 

“I think I want a blue one.” Stiles said and went back to her laptop, going back to typing like Derek hadn’t just shown her his secrets. 

“Blue what?” Derek asked as he held his box between his hands. He stood, heading to the bedroom to hide it away again. Stiles hummed and looked up at him, a light smile on her face. 

“A blue harness. To match my nice lingerie set.” Stiles said and smiled widely at the look on Derek’s face. She noticed the bulge in his jeans as he took a minute in the bedroom to calm down. 

She had the perfect harness saved. A nice faux leather in a matching navy blue like her lingerie set. 

 

--

Derek looked great. It was a Saturday. He had the day off, all day to prepare and make his head right. He was washed clean, inside and out, his face was shaved, and the bed was done up in a black sheet with only a blanket folded at the edge, and his hole was stretched and wet with lube. 

Stiles took her time getting excited. They ate a nice light dinner, made out on the couch till Derek was sucking on her chest, rutting against her leg. 

“Bedroom. Let me treat you.” Stiles had said and brought Derek into the bedroom. She pushed her thin plaid pants off, leaving her nude to her peach colored panties. She sat Derek on the bed, nude and warm, and told him to get opened up while she showered, grabbing her clothes and harness before heading to the bathroom. 

She wore her navy set, the stockings clipped onto the garter belt, the panties snug and lacey, and the bra was cupless, accentuating her chest nicely. The harness was trouble though. The buckles and straps and there were parts that went to her thighs and she just got tangled. 

“Derek? I know I’m ruining the mood but I can’t get this on. I don't get it.” She said as she slunk back into the bedroom, leather in hand. Derek just smiled, wiping his wet fingers on a towel that had been set nearby and took the harness. 

He took care in getting it over her feet and up to lie on her hips. He took his toy, threading it through the ring, and fastening the straps snugly. He looked at her, cock hard against his stomach, eyes dead on her as he leaned forward to kiss the tip of the silicone cock. 

“That’s hot. C’mon, up on the bed. You got ready?” Stiles asked as she watched Derek position himself on the bed, center of the mattress, up on his forearms, knees spread, ass up in the air. She could see the hair there was wet and shiny with lube. Derek held out the bottle of lube for her to take. 

“Yeah, just… just put it in. Please” Derek said, breathless and voice needy. Stiles smiled, something burned through her, something nasty and starved. She crawled up behind him, enjoying the weight and swing of the cock between her legs. It was strange, sure, but she could definitely get used to it. 

She knelt behind him, needing to stay up on her knees to be the right height. His cock was hard where it hung down, his hole was slick and relaxed. She indulged her curiosities and reached out with two fingers to press on the dark furl. Derek gave a breathy moan as her fingers easily sank into him. She pushed them in further till her hand was pressed against him and her fingers were fully engulfed. It was different from what she felt when she fingered herself. Everything was so smooth and tight and warm in a new way. She pulled her fingers back, spreading them to see the skin stretch around them. Derek moaned, his hands grabbing into the sheet. 

“Stiles please, I need it” Derek begged, looking over his shoulder to catch her eyes. Stiles smiled and pulled her fingers away, she would have time to explore more. But for now she just grabbed the lube and put a decent amount on the dildo, coating it. It was a little mesmerizing to watch her hand stroke a cock attached to her, how the harness pulled her hips with each stroke. 

She finally pulled her hand away, drying it on a towel and moved so the tip was pressed against his hole. She grabbed his hips, muscle giving way under her fingers. She took a breath and watched Derek breath and relax himself. 

She pressed forward, eyes widening as she watched the silicone disappear into Derek’s body, the shaft stretching him farther than her fingers could. She watched until the toy was completely into him, taking a minute to let him adjust and to let herself savor the way his breathing had picked up, his hands grabbing at the bed. 

“Okay?” She asked quietly, forcing the words to form in her mouth. She watched Derek shake his head, take a few deep breaths, and relax down. He let his head fall to the bed, back arching deeper. Stiles rolled her hips forward, her clit pressing against the base of the toy through her underwear. She needed the friction, the sight of Derek presenting, beautiful full ass on display. She understood why he went so wild when she let him take her from the back. The view was fucking amazing. 

Derek moaned as the toy dug into his good spot. He finally nodded, rocking against her for a moment before Stiles was pulling back. She tried to get a good rhythm, tried to do what she’d read about. But Derek was pulling back and forth in her grasp, his hips moving faster and faster. 

“Good boy Derek, take what you need.” Stiles finally said as she laid against his back, holding still as he worked himself on her cock, rocking back and forth roughly. She tried to thrust forward as he came back, the sound of their skin colliding echoing in the empty space of the bedroom. Derek wasn’t letting out his usual deep moans, he was letting out whines. High, creaking noises, cries that ripped themselves from his throat. 

“I’m so close, fuck Stiles, I’m so close” Derek finally said, eyes cracking open, turning his head to look at Stiles. She leaned down pressing their lips together as she got a good grip on his hips once again, getting up on her knees. 

She fucked into him quickly, rough motions that she thought would have hurt her but Derek… Derek was moaning, arms reaching out to grab at the headboard, desperate as his thighs shook. He cried out, a scream that was torn from his chest in a way that had Stiles dizzy with want. His body shook, tears rolling down his face. 

She stopped, keeping the toy buried inside but stilled. Derek took a few trembling breaths, reached back to lightly smack her hip. 

“Done… done” Derek slurred out, holding still for her to pull out. He flopped over onto his side, avoiding the puddle of cum. He looked dazed, eyes wide but unfocused, blush running from his ears down his chest, bonelessly relaxed. 

Stiles took the harness off, unbuckling the straps and kicking it away. She shoved her fingers under the band of her panties, quick circles rolling over her clit. She was so turned on, Derek’s sounds fresh in her mind. She was quick to finish, the orgasm sparkling around her nicely. 

She laid down next to him, sighing contentedly. Derek rolled over to look at her, his hand coming up to her short hair, gently running through it. 

“I liked that.” He said and Stiles hummed and nodded. 

“Me too. Next time you can eat me out before we do all that. Earn it.” She said and noted the whimper that the last words caused. Derek nodded and cuddled up to her, toeing the blanket up enough to pull over them both.

Under the warm blanket, Derek snoring softly against her chest, Stiles realized something. Making her wake up Derek, pulling him up to speak against his lips between kisses. 

“Are you my dog?” She asked and Derek, sleepy and orgasm loose, just nodded and licked at her neck, laying back down against her. 

“You didn’t get to see all my secret boxes.” He whispered, making a laugh bubble up in Stiles’s throat. 

What a weird man. Hot. 




Notes:

???? And we thinks it what????

Notes:

Bark bark bark I write this ship however I want bark bark bark