Stiles woke first the next morning, slowly steadying his breath. Toned and tanned arms wound around his middle and were squeezing tighter and tighter. Derek was holding on tight as if Stiles were a teddy bear that just might run off in his sleep. Struggling, he managed to turn over in his arms, coming face to face with the man. It would be their last day, they’d be on the road soon and Stiles could say he was sad. He was actually having fun once he got past the initial shock of things, he’d come to enjoy their weekend.
It was while he watched Derek sleep, shirt gone, and muscle on display, that he decides now is honestly as good a time as any. This moment was never going to be something he could plan down to the T, or something that would go down without some sort of hitch. Instead of trying to break free from Derek’s tightening grip Stiles begins burying himself deeper and deeper into Derek’s chest. Just close enough that his lips could latch on to his neck. It was soft at first, stray kisses finding their way across Derek’s tan skin. It was when Derek hadn’t stirred, not even a bit, that he start slowly sucking a red mark at the junction where his neck meets his everything else.
It did the trick because it was in that moment Derek’s arms wound around him even tighter. A groan rumbled from the pit of his chest and he turned his head up giving Stiles more of a canvas to work with “What time is it?” he rasped out.
“9:45” Stiles whispered back. He was trying to be bold, he was going to be bold. His kisses wandered from the mans neck, to his chest until one by one he slowly led a trail down Derek’s belly. He isn’t sure if his boyfriend thought he was just being playful but Derek paid no mind, he just let Stiles go on as if he were just being silly. Even going as far as to reach for the nightstand to check his phone for emails.
It was now or never, he could only pray it went even slightly well.
Stiles was sure not even Derek had time to register what was happening before he pulled the oblivious man from his boxers and down into his mouth “Shit” Derek spat. Something grazed passed the boys head and on to the floor with a thud, and he assumed Derek’s phone had slipped out of his hands and found a new home on the floor. Stiles was truthful with himself; he was out of his element, it’s not like he had much practice with this, just thought about it a lot. Becoming overzealous he began to cough when the length hit the back of his throat and he was pulling off to use his hand for a bit.
Pace yourself kid
After a few deep breaths he began again. Wrapping his soaked lips around the tip keeping it there for seconds at a time before moving down further and further finding a pace that fit him. He’d seen Derek naked before but it was still much more than he thought finally having his mouth there. Derek tasted like sweat and strawberries oddly enough but what was even more odd was how much he liked it. Like he could sit there with his mouth on him and his hands stroking him all day. Above him Stiles figured the man was enjoying himself, his body moved with every rough breath he took and his feet were on either side of him curling and digging into the mattress despite his injury.
A hand was quickly buried in his hair as he became more confident bobbing his head just a bit faster, taking him down a bit farther with each stroke of his mouth. Just when he’d gotten the hang of it Derek was jerking him away and rushing to catch his breath “Stiles, please…you have…have to stop”
For the first time since he started Stiles threw the blanket from his head and came face to face with a blushing, debauched Derek. He wiped at his mouth as his eyes darted around trying to assess the situation “I-I’m so sorry, what did I do wrong I-“
Derek, with an impressive swiftness wrapped an arm around Stiles’ middle and flipped them so that he was on top and looking down at the other “Nothing. You did absolutely nothing wrong. I just wasn’t going to last much longer if you stayed down there” Stiles’ pout was kissed away, and Derek took his turn lipping and sucking Stiles’ neck red. A hand snuck past the elastic of his bright red boxers until Derek was wrapped around him a tugging achingly slow.
The young virgins eyes had began to uncontrollably drift close as he was basking in the feeling when the hotel phone rang, hitting his ears loudly and scaring him from whatever hypnotic spell Derek so quickly had over him. And the idiot actually stretched and tried to answer it, but Derek wasn’t stopping by any means.
The few words he was able to get out came in huffs “Derek—god—Derek the phone”
“Stiles, I don’t care about the phone”
He disregarded him and answered it anyways, trying and failing to hold it straight against his ear “H-Hello?”
“Hi sir, just giving you a call from the front desk. I wa nted to inform you that check-out will be at 11″
“Yes. I uh…would it maybe be okay to—can we maybe get a-a later check out?” Stiles struggled to find the words and sound composed all at once. Derek was taking him apart slowly and teasingly.
Obviously fed up Derek was swiping the phone from Stiles’ trembling fingers and spoke “Hi, can you charge the room for one more day?…mmhmm… the card on file is fine… great…” Stiles listened as the employee had barely been able to show his gratitude before Derek was moving the phone from his fingers to the night stand and leaving it off the hook.
“Hey, where you going?” Derek had done all that just to jump up and leave Stiles in the bed alone. He lay there when no response came and waited for the man to come back to him again “What’s that?”
Derek answered by settling it on the night stand. Stiles registered the lubricant bottle before eyeing Derek with playful suspicion. He only shrugged before settling himself back atop of Stiles “I brought it just in case. I mean a guy could be hopeful” Stiles just laugh fondly before bringing Derek’s own lips to his own. They laid there, just kissing, and Stiles swore he could get lost just doing that and nothing else. But he knew there would be more to come as he heard the top of the bottle click open. Not once did Derek stop their lips from moving as he worked the liquid onto his own fingers and under the blanket.
It was cold at first and Stiles jumped when Derek’s finger touched him. But he soon relaxed into it, nervously waiting for the sting to come. But instead he just kept the digit there circling it around and teasing Stiles and turning him on more. The man just continued on torturing him as he began to grind his body against Stiles’ own, spreading his leaking pre-cum between the two.
“I hope you aren’t expecting me to beg” Stiles pulled away and smiled as he stared into Derek’s pupil blown eyes “We both know how stubborn I can be”
The laugh was small as he spoke softly “I don’t want to hurt you”
“Well it has to happen at some point”
“Pushy bastard” Derek’s head fell to Stiles sweat clad shoulder as he slowly began to push. And all at once the breath was leaving Stiles body, because wow did it sting indeed. He felt full and overwhelmed and at the same time like it was never going to feel good.
But like everything else the pain passed and Stiles was rubbing circles into his boyfriends back encouraging him to continue. He pulled it out only to the tip just to slowly let it disappear again, adding more and more each time and each time bringing Stiles a new burst of pleasure. Derek whispered something about more that Stiles couldn’t quite register, all he knows was that there was a second finger and the burn was back, until it wasn’t, and it felt good again.
Stiles felt so close to the edge and they hadn’t even reached the big finale yet “We can stop, I don’t mind just finish off like this”
“Derek. Please. It’s ok” He kissed Stiles deeply before wrapping his hand and the remainder of the lube around himself.
The heat beneath him began to rise as Derek lined the two up, and latched their lips together and he began his first push up to Stiles. Just like before he went slowly, taking his time and cues from Stiles to continue and to stop. He wasn’t sure Derek hadn’t made it too far when Stiles sucked in a breath and dug his nail into his boyfriend praying he didn’t draw blood “Does that feel okay?” Derek asked, his eyebrows furrowed together in worry.
“Not at the moment no” the man just looked more defeated. And Stiles had the terrible inkling that he was about to suggest they stop. He spoke quickly and encouraged Derek’s head down “Just…Just kiss me” He reached up to meet him half way plunging his tongue in, bumping it against Derek’s own. It was sloppy and intense and every kind of wonderful lying there with lips gliding together. When the uncomfortableness subsided again he’d splayed his hand across Derek’s damp ass pushing him to continue. He did so cautiously. Stopping when Stiles said when and kissing him through it all. Until he finally bottomed out. Stiles felt sparks shooting off throughout his body as Derek hit something that had never been touched before.
He tested a thrust, clearly not giving it his all just yet. The feeling took him by surprise at first Derek was there, then he wasn’t, then filling him up all over again. The first few times it didn’t feel good but at the same time Stiles knew he didn’t want him to stop. And Derek didn’t. His hips got smoother and smoother gliding effortlessly as he slowly slid in and out of Stiles until there was deep rooted moan leaving Stiles lips “Better?” Derek asked smugly.
“Much” Stiles managed as an answer, wrapping himself around Derek even more. And it was. Pleasure took over almost instantly once the pain left. Stiles was scared he wouldn’t be able to hold on much longer. The way Derek would tease him never fully entering all the way, whispering sweet nothings into his ear as his large hands roamed his body stroking whatever strip of flesh he could get his hands on.
It was almost as if all Derek needed to hear was the sound of Stiles’ moans and groans of pleasure to let loose his inhibitions. He thrusted up into to Stiles with abandon, beads of sweat leaving his body and dropping down onto his partner beneath him. Stiles found his hands pinned above his head as Derek became more erratic, keening into his ears.
Stiles’ mind goes blank when he finally finishes. His ears ring and his body goes limp and the only thing he really focuses on is trying to breathe and even that falters. His mouth is dry, his eyes are wired shut and his orgasm is pulsing through his body leaving him feeling warm and lively all over.
Derek is wiping them both down with a wet cloth when he comes to again. He curses himself for missing Derek when he finished, but he’s sure that wouldn’t be his only chance to witness it. He holds him in his arms after that. Neither of them chancing the act of moving.
“I’m going to assume that that was ok” Stiles whispered trying to hide his embarrassment in tracing mindlessly on Derek’s abs.
“I’m pretty sure you were there too. That was way better than ‘ok’ like ok times infinity”
Stiles looked up at him, his eyes glossy as he tried to read Derek’s face “You mean that? I mean you aren’t just-“
“Stiles stop. It was beyond good. And we’ve got an entire extra day together. As soon as you can move again we can try it in the shower” he winked.
As promised 11:30 came the next day, Stiles and Derek were downstairs with their bags packed and ready to go. He’d been leaning against the car, responding to Scott and Isaac’s many texts about him staying later than expected when there was a tap on his shoulder “Hey. It was Stiles right?”
“Um, yeah. Braden” It was the girl from the jacuzzi, she was alone this time and still clad in her lime green bathing suit, presumably heading to the pool to traumatize another couple.
“I thought you guys were supposed to leave yesterday?”
He scratched at the back of his neck as he tried to decide how to explain things without sounding like he was a liar. He really wasn’t “We were, but decided to stay an extra day”
“I can see why, it’s a very beautiful place. So what are you two doing we should grab lunch”
“Oh I’m just waiting for Derek, he was moving so fast and left a bag upstairs” he explained, pointing to where Derek was rushing, as best he could with his fading limp, over to them.
“He is a tall drink of water isn’t he?” Braeden leaned over to whisper.
Stiles smiled brightly never taking his eyes off of him “That he is”
“Well, nice seeing you again” She excused herself before Derek made it over.
They both slipped into the car, Stiles getting comfortable until it would be his turn to drive “What did she want?” Derek questioned nodding his head over to where she’d walk off.
“Just saying hello”
Derek shrugged, leaving it at that. He reached over, pecking Stiles’ lips just cause before he started the car “Home we go”
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