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“This is not funny! I’ve joked about it enough but now it’s real?! That thing’s gonna kill me if I don’t lose my virginity?!” Stiles shouted.
Scott was out of town. Not that he wanted to have sex with his best friend, but he was the only one Stiles could think of if he had to beg for a favor. But Derek’s building was right there. Fuck.
Stiles ran toward the loft.
Derek was working out. Pullups with weights around his waist, then one armed pushups then holding the weight to his chest for sit ups. A typical workout for him. He’d done a ten mile run that morning.
Pounding on the door came faintly through the music Derek was playing, and he huffed at the interruption. He carried the weight down towards the door but dropped it to the side when he saw who it was.
Stiles, of all people. Begging to have sex with him?
“Wait, what the hell to you mean it’s fuck-or-die?” Derek asked.
“I mean that witch cursed me! See!” Stiles held out his wrist. There was an hourglass or infinity symbol on the inside and the sand was transferring from one to the other. “She said something about too many times joking about something. This is what I’ve joked about way too many times! C’mon, Derek! You gotta help me. Sex me up, right now!”
“How—but—why me?” Derek stammered. How many times had he imagined sleeping with Stiles and now here he was demanding it?
“You’re the closest! I don’t know exactly how long I have! Drop your pants, man!” Stiles was unfastening his own pants and, after hopping around on one foot to get his shoes off, quickly was naked from the waist down.
Derek was frozen. He couldn’t believe what was happening. It had to be a joke, right?
Stiles stood there half naked and made a rolling motion with his hands.
“Gonna need you to pick up the pace, Der,” he said. “Get on board! The death train is leaving the station—I need your help here!”
Derek shook himself free from his fog. Stiles had long, pale legs and his cock swung softly.
Jesus, he was seing Stiles’ cock.
“Lube,” Derek said.
Stiles shrugged in an exaggerated way.
“We need lube. I’m not gonna hurt you, Stiles.”
“Fine! Tell me you have some!”
Derek felt his ears heat. “Yeah, upstairs—wait!”
Stiles had made a dash for the spiral staircase.
Derek followed more slowly, unable to believe he was doing this.
Stiles ran to the nightstand and started tearing through it, looking for lube.
Derek thumped his way up the stairs, apparently in no hurry to save his life.
“In the box under the bed. I’ll get—“
Stiles pulled the shoe box out and ripped the lid off getting it open.
“Stiles! No!”
Stiles couldn’t believe what he was seeing. There were all kinds of sex toys in the box.
Whatever. He needed lube.
He grabbed the pump bottle nestled to one side and threw it at Derek, who looked furious.
“C’mon! Let’s do this!” Stiles cried.
“We’re gonna talk about privacy and listening after, Stiles,” Derek said, pointing a finger at him.
Derek realized as he said it that he’d decided to go ahead with this insanity.
He stepped forward and put one hand on Stiles’ sweaty face. The boy must’ve run here. And ohmygod he smelled good. Like gingerbread or lavender or some incredible mix of both. Like he always did, but heightened.
He leaned in to kiss Stiles.
“We don’t have time for that, just do it!” Stiles yelled. Derek shook his head.
“Look at the mark. We have time. Wouldn’t you rather maybe enjoy this a little?” Derek said.
Stiles stared at him for a long moment. Derek began to be afraid that Stiles would somehow change his mind, then Stiles lunged forward and kissed him, hard. It was all tongue and teeth and Derek kissed back, pulling Stiles against himself and feeling as the boy’s cock shifted and grew hard. His own wouldn’t be far behind.
Derek tossed the lube onto the bed and wrapped his arms around Stiles. He ran them up under Stiles’ shirt and tried to lift it. Stiles grabbed at Derek’s back, drawing closer and preventing him from removing the shirt. Mentally shrugging, though regretful he wouldn’t get to see all of Stiles’ skin, Derek just enjoyed running his hands over what he could.
“Which-which way?” Derek asked against Stiles’ mouth. “You wanna top me?”
“We better do both,” Stiles said, pulling back a little. His face flushed with red spots on his cheeks. “Make sure it counts. Can we?”
Derek shivered in anticipation. “Yes—god yes.”
Derek pushed Stiles toward the bed, whipping off his sweatpants and underwear then climbing onto it with Stiles. He skimmed his hands around without looking and snatched up the lube. A few pumps and Derek slid his hand around Stiles’ cock, slicking him up. Stiles’ eyes rolled back and he whined. God he was beautiful.
Derek wiped the rest of the lube on his own ass and moved to straddle Stiles’ hips. Stiles’ hands tentatively reached for Derek’s chest and Derek nodded.
“Yeah—Stiles, touch me.”
The exploring hands grew bold and Derek shuddered at the look of concentration on Stiles’ face as he ran his hands from Derek’s stomach up to his collarbones and back.
Derek reached back to take Stiles’ cock in hand to line it up and Stiles cupped Derek’s face and pulled him down into a kiss.
Stiles cried out into Derek’s mouth as Derek slowly sank down onto him. Derek reveled in the slight burn as he filled himself up just the way he’d dreamed of. He sat against Stiles’ pelvis and opened his eyes, breaking the kiss but remaining a breath away from Stiles’ mouth.
Stiles stared up at him, brow furrowed, mouth slack.
“There you go, Stiles. You feel so good. Tell me when I can move,” Derek murmured.
Stiles nodded rapidly. “Just, god—just give me a second. I’m about to come,” Stiles gasped out.
Derek smiled. “You like it, huh?” He clenched on Stiles and the boy shuddered.
“Fuck yeah, you’re so hot inside. Derek, oh—Derek,” Stiles moaned his name and Derek smiled. It sounded so good, hearing Stiles’ voice sounding utterly wrecked. Stiles bit his lip and furrowed his brow. He took a shuddering breath then nodded, looking up at Derek. “I think you can move. I’m not, um, probably not gonna last—ah!”
Derek rose up on his knees and slowly sank back down. Stiles’ eyes rolled back in his head as he cried out.
“God, Stiles, yeah,” Derek groaned. He rose and lowered again, and Stiles gasped and stared at him. “You gonna come for me? Gonna come in me?”
Stiles gave a dry sob and nodded.
Derek raised himself slightly and held there, nodding to Stiles, who immediately started thrusting up. One—two—three times and Stiles came with a shout. His body arched under Derek and Derek stared down at him, trying to memorize every nuance of the moment. Stiles in extremis was the most beautiful thing he had ever seen.
Derek slid off of him and laid down beside him, letting Stiles catch his breath.
“Derek, that was—I just—“ Stiles fell silent.
Derek smiled. He waited but Stiles seemed unable to continue.
“Hmm. Must’ve been good ‘cause you’re speechless. Never thought I’d see the day,” Derek teased. Stiles gave a shaky laugh and turned his head to look at him.
Stiles studied Derek’s face and stared deep into his eyes. What a perfect experience. “You gonna return the favor?” Stiles asked quietly when his breathing had returned to normal.
Derek shifted his hip and Stiles could feel his hard dick against his hip. “Yeah, if you’re still up for it,” Derek said.
“Am I ever!” Stiles rolled over, pushing Derek onto his back and moving on top of him. He looked down at the gorgeous face below him and grinned. Maybe this would lead to them doing this again… Stiles kissed him.
“You smell like sex and contentment,” Derek said quietly. “It’s a good combination.”
Stiles tweaked Derek’s nose. “Your ‘wolfy smell thing,” he said, laughing. “Now where’s that lube?” He could feel the hardness against his belly and he was eager to try bottoming.
“I’m gonna prep you,” Derek said, rolling them over and grabbing the lube.
“You didn’t, ah, prep. Kinda just mounted up and went to town,” Stiles said, his blush getting deeper.
“That’s ‘cause I, uh. I didn’t need it.”
Derek’s face was red. Not just his ears like usual when he got embarrassed but his whole face. Stiles’ mouth dropped open when the pieces fell into place. The sex toys. Derek not needing to prepare. Holy shitballs! Derek used toys on himself.
The images that raced through Stiles’ mind made his dick give a halfhearted twitch and when the thought stuck in his mind of Derek kneeling naked riding a fucking dildo, he started getting hard again no matter the few short minutes since he came.
“Well, then do it, what are you waiting for?” Stiles said, his voice tight. He licked his lips and spread his thighs. The hunger in Derek’s eyes was palpable, and he rose up and knee walked over Stiles’ leg to settle between them.
A couple of pumps of lube and Derek reached for him.
“I was gonna ask if you’re sure but it’s quite apparent you are,” Derek said.
Stiles was pretty relaxed after his orgasm so it wasn’t more than a minute of Derek massaging his hole before Derek pressed a finger inside. It felt weird, but Derek used his other hand to start stroking his extra-sensitive dick and Stiles quickly forgot the weirdness.
“Ah, Derek, god I’m so—ngh—yeah,” Stiles mumbled.
Derek started to work a second finger in and the stretch was unmistakable. Stiles whined brokenly and shifted.
“It’s okay, Stiles. Just relax for me,” Derek said, continuing to leisurely stroke Stiles.
It didn’t take too long for the burning ache of the stretch to ease as Stiles focused back on the handjob he was receiving.
“That’s it, good job, just relax,” Derek whispered. The praise made Stiles feel hot all over.
“C’mon, I’m ready. Derek, I want you in me, give it to me,” Stiles babbled. “Need to feel you on top of me, c’mon.”
Derek withdrew his fingers and grasped Stiles at the waist. “Turn over, Stiles. You’re ready, let’s do this.”
Stiles obeyed and heard the pump of the lube again, then felt a warm, blunt pressure against his ass. God it felt huge. No way it could fit, it would split him open and—
“Shh, you’re okay. Not gonna hurt you. Could never hurt you, Stiles. Just relax,” Derek said softly.
Stiles let out a shaky breath and let himself go slack. The pressure increased and he gasped when the head slid in. There was a sharp pain in his wrist and he suddenly knew the curse was broken. That seemed all he needed to abandon himself to this experience.
“Oooh, Derek, yeah, I’m ready, do it, do it,” Stiles moaned.
The slide of Derek’s dick into him felt like the most perfect thing ever, and Stiles groaned loudly.
Derek slid back out and in again, then started a slow, careful rhythm.
Stiles pushed up onto his hands and shoved back to meet the next thrust. He looked over his shoulder and met the surprised look from Derek.
“Do it, I said. Give it to me. C’mon, Derek, I want it, fuck me,” Stiles egged him on and then the air was punched out of his lungs by the next thrust.
Derek growled and dropped onto Stiles, putting his hands next to where Stiles gripped the sheets, and he humped hard.
Stiles felt grunt after grunt pushed out of himself and he grew dizzy with the pure, animal power of Derek.
Sweat slicked between their bodies and Stiles moved one hand to rest atop Derek’s, squeezing hard as their bodies slapped together.
Derek's body moved and suddenly he was jerking Stiles off too, and Stiles cried out at the completely overwhelming sensation.
“Derek! Der—Derek! Fuck!” Stiles shouted, simultaneously trying to fuck back on Derek’s dick and forward into his hand. His spastic writhing broke the rhythm and Derek snarled.
“Don’t fuck this up, let me do it, let me—“ Derek ordered. He sped up his thrusts, drilling into Stiles, and Stiles tried to just relax and let Derek take care of all of it.
Once he surrendered to Derek, Stiles hung his head and moaned as he was fucked six ways from Sunday.
Eventually Derek’s hips stuttered and Stiles could feel him swell bigger then start to pulse inside him. Derek was coming. Derek was coming inside him, and Stiles called out to him, “Yes, yes, Derek, yes!”
Derek sped his hand on Stiles’ dick, and Stiles lost the ability to form words and just wailed long and high as he came, hearing Derek groan and feeling him pull out even as Stiles finished spurting all over the bed. His ass clenched on nothing and he shuddered and collapsed.
Derek lay heavy on top of him and together they gasped and trembled through aftershocks.
Derek kissed the back of Stiles’ neck and rolled off him to sprawl beside him. He was already starting to worry that Stiles might regret this experience when Stiles shifted and put his head on Derek’s chest, throwing an arm and a leg across Derek’s body. Derek squeezed Stiles’ waist and kissed the top of his head.
They laid together quietly, their breath slowing, heartbeats returning to normal.
“You think that broke the curse?” Derek finally asked.
Stiles lifted his hand and turned his wrist toward Derek. “I felt it when you—when we, when your—in, um. It broke, yeah.” Stiles looked up at him with those beautiful brown eyes, and Derek wanted to smile, to reassure him, something. But as glad as he was that Stiles was safe now, he dreaded the awkwardness that was creeping in.
“Thank you,” Stiles said quietly.
Derek cleared his throat. “Of course. I’d—I’d do anything for you.”
Stiles’ eyes widened. “And thanks for making it, like, amazing, too.”
Derek did smile then. “Anything.”
Stiles stared for a long moment then stretched up and kissed Derek gently. Derek tightened his arm around Stiles, trying to soak in every moment, every sensation in case he never got to do this again.
“We should shower,” Stiles said. He rolled away and stood.
Derek’s heart gave a sharp pang. It was over. Something he’d dreamed about for longer than he cared to admit, and it was finished.
“You can go first. I need to wash the sheets,” Derek said. He could hear how gruff his voice sounded and he didn’t want to alienate Stiles, but he couldn’t bear to look at him. He stood and started pulling the linens off the bed.
“Derek,” Stiles’ voice was soft and Derek was sure he heard pity in it. God, what a clusterfuck.
“Really, Stiles. You go first.”
“Derek,” Stiles sounded exasperated. Derek kept pulling at the sheets.
“Derek!” He was nearly shouting now.
Derek sighed, schooled his expression and turned.
Stiles reached his hand out and shook it impatiently.
Derek tilted his head in question. He tried not to hope.
Huffing, Stiles stomped back and snatched the sheets from him and threw them on the bed. Then he grabbed Derek’s hand and pulled him towards the bathroom.
“…together?” Derek asked.
Stiles looked back at him and smiled. “Together.”
Derek’s heart soared. Maybe… He could live with maybe.
“You know you’re gonna have to take your shirt off in the shower,” Derek blurted.
Stiles kept smiling and nodded. “I think I can do that now.”