Author's Note: Thanks for the reviews, folks! Sorry it's taken me so long to get this chapter up - been uber bogged down with by little ficlets and real world stuff. Feel free to leave a review, they make me smile! *M rated chapter*

"Not trying to inflate your stupid ego," Stiles started, wiping his mouth with the back of his hand and lying down beside Derek. "But you've got a seriously nice dick."

"Thanks? I guess?"

Stiles gave a snort of laughter and started toying with the fly of his jeans. "So, look, these jeans are verging on uncomfortably tight without a hard on; can I take them off now?"

"Yes?" Derek replied with a frown. "Why are you asking my permission?"

"Because it's your place and I thought you might want me to go now." Stiles replied, popping the button of his pants and shimmying out of them, dropping them to the floor beside the bed.

"You don't want to go though."

"No, no I really don't." Stiles replied with a lopsided smile as he wormed his way under Derek's comforter. "What I really want right now is to have sex with you. If you're, uh, up for it, that is."

Derek rolled his eyes, deciding he wasn't going to address that particular lame attempt at a pun. "Why wouldn't I be?"

"Because you said you only sleep with people you're in a relationship with."

Derek didn't reply, biting his bottom lip while he thought that remark over; he was pretty certain that if he said that he'd actually quite like to be in a relationship with him, Stiles would bolt and he wouldn't see him again. Although he'd definitely be lying if he said he didn't want to have sex with him, relationship or not.

"Making an exception then?" Stiles asked with a smile. "I'm so flattered."

"Something like that."

Stiles grinned, laying one hand on Derek's shoulder and pulling him closer and kissing him lazily, hand straying up into his hair. Derek slipped his arm around Stiles, sliding his hand down his back until his fingers were nudging at the waistband of his boxers. Taking a deep breath, he slipped his hand under the elastic, grabbing hold of Stiles' ass cheek and squeezing lightly. Stiles moaned obscenely, pressing up against him, his hardening cock brushing against Derek's hip; he squeezed slightly harder in response, earning another moan from Stiles.

He tipped his head back, letting Stiles kiss his way down his neck, his eyes opening wide in surprise when Stiles bit him. He growled low in his throat, glaring at Stiles and receiving a smirk in return; Stiles was clearly unconcerned by the challenge. So, biting. That was new. He definitely wasn't complaining though; the scrape of Stiles' teeth against his throat was making him shiver deliciously.

As Stiles worked his way lower, licking across the hollow of his throat, he blurted out the question that had been plaguing him since the night had taken this unexpected turn; "How many people have you slept with?"

"I'm clean if that's what you're asking. I'm not stupid, I get tested and I don't fuck without protection."

"Not what I was asking. Couldn't catch anything if you weren't clean." Derek shrugged. "I wanted to know."

"Look buddy, if I'm giving you my magic number, I at least get to know what yours is in return." Stiles grumbled, poking Derek in the ribs.

"Three."

"Not buying it."

"It's not for you to buy, Stiles. I've slept with three people, that's the truth. How about you?"

"But you – well, you look like you."

"How many?"

"Nine guys, three girls."

"You prefer sleeping with guys?" Derek asked, rolling onto his side and propping himself up on his elbow.

"I'm not overly choosy." Stiles shrugged. "More a case of guys seem to be more willing to sleep with me than girls are." He watched Derek for a moment, before shuffling closer to him and pulling him into a kiss. "You want to though, right?"

"Want to what?"

"Have sex with me." Stiles kept his hand around the back of Derek's neck, stroking the sensitive skin behind his ear.

Derek swallowed, watching Stiles intently before nodding once. "Yes."

Stiles gave him a smug smile, pulling him back down into a filthy kiss and running his hand down Derek's back, fingernails dragging over his skin. Derek moaned into his mouth, grabbing hold of Stiles' upper arm and pulling him, none too delicately, closer. Stiles dug his fingernails into his lower back, arching his hips up off the bed, seeking contact, the comforter between them preventing him from rubbing up against Derek. Derek growled, shoving the comforter down to the foot of the bed and reaching down to rub Stiles' cock through his underwear, grinning when he heard Stiles gasp loudly at the contact.

Feeling encouraged by the noises Stiles was making, he slipped his hand below the waistband of Stiles' boxers, wrapping his hand loosely around his cock and jacking him slowly, the way he liked. Stiles apparently, didn't like, and made a pathetic whining noise, trying to fuck up into Derek's hand.

"You're trying to torture me, aren't you?" He asked breathily. "Is this your way of getting me back for being insanely annoying? Are you trying to slow hand job me to death?"

"Are you trying to talk me to death?" Derek asked, shifting his weight slightly and pushing Stiles' hip down against the bed with his elbow to stop him from moving.

"You're an asshole." Stiles muttered.

"Probably."

Stiles gave a short laugh, tilting his head back and biting his bottom lip as Derek continued stroking his dick, his skin flushing.

"I...um, haven't got any condoms." Derek muttered after a while. "Haven't needed any for a while."

"Lube and no condoms?" Stiles grinned, cocking an eyebrow. "That says a lot about what you get up to in your spare time."

"Fuck you."

"Yes please." Stiles smirked, running his hand through his hair and chewing on his bottom lip in contemplation. "So, you can't catch anything, right? So basically you're clean as well? Can't pass any nasties on to me?"

"I guess. Are you that bothered? You already blew me without using anything."

"Blow jobs are different."Stiles told him with a wave of his hand.

"Not really. You can still catch stuff."

"Whatever. I get tested, I'm clean. Look, I'll be honest, I've been wanting to have sex with you since I was sixteen. I'm not really going to let the fact that you're like the worst boy scout ever interfere with that."

"Boy scout?"

"Be prepared and all that." Stiles grinned, running his hand lightly over Derek's stomach. "And I've always kind of wondered if it feels different without, I'm just not stupid enough to try it with random people I meet at parties or in bars."

Derek shrugged, rolling over and digging around in the bedside table until he found the half empty bottle of lube, ignoring the smirk Stiles gave him. Whatever. What he did in his own time and what got him off wasn't exactly any of Stiles' business. He dropped the lube on the bed and turned his attention back to licking his way into Stiles' mouth, enjoying the whimpering noises he was making. He was feeling odd, as though someone had flipped a switch inside of him that was letting his more dominant side show, the side he'd felt he had to keep hidden in the past. He reached for Stiles' wrists again, pinning him against the mattress and kissing him roughly until they were both gasping for breath.

"You do know what to do, right?" Stiles asked, waggling his eyebrows as Derek let go of him and picked up the lube. "With your fingers."

"I'm familiar with the concept." Derek replied with a small smile, his cheeks flushing slightly. Stiles returned his smile with what could only be described as a leer.

"Now that's something I'd like to see."

Derek ignored that, tapping Stiles on the hip until he lifted his ass of the bed so he could yank off his underwear before promptly throwing it across the room. Stiles gave him a ridiculously pleased smile, a smile that radiated 'hurry up, I've been waiting for this for a long time'. Or maybe, Derek thought, he was just projecting. Because he'd been waiting for this for a long time too. He settled himself between Stiles' legs, pushing at his inner thigh until he opened them wider and popped the cap on the lube, squeezing a healthy dollop out onto his fingers and rubbing them together to warm it up slightly. Stiles smiled again, nodding encouragingly as Derek reached for his cock, giving him a few cursory tugs before letting his hand stray further down, brushing over his balls and circling his entrance teasingly with the pad of his thumb.

Stiles whined again, making a ' get on with it' hand gesture as he bit his bottom lip. Derek hesitated, looking down at Stiles. He was feeling torn; part of him wanted to be lying back down to kiss Stiles while he fingered him, wanting to feel Stiles pressed up against him while another part of him wanted to be sat exactly where he was right now, watching his fingers disappear inside of Stiles' ass.

Stiles settled his little dilemma by lifting his head of the bed and glaring at him. "I swear to God, Derek, if you don't get a fucking move on, I'm going to kick you in the head." Derek scoffed at him, moving his free hand to Stiles' thigh as he shifted slightly, as though he were about to follow through on that promise.

"Kick me and I won't fuck you." Derek said quietly, tightening his grip on Stiles' thigh and digging his nails in just enough to make Stiles swear under his breath. He took advantage of Stiles' momentary distractedness to slowly push in with his index finger, smiling when Stiles swore again, louder this time.

"'Bout time." He murmured as Derek worked his finger in and out, leaning down to press a kiss against Stiles' stomach before dragging his tongue up the underside of Stiles' cock, which had softened slightly while they had been talking. He tried to mimic what Stiles had done to him earlier, hoping that he was making a passable attempt at a blow job and that the phrase "at least you're pretty" wouldn't crop up at any point. Stiles clearly didn't disapprove, moaning loudly and tangling his hand into Derek's hair.

"More." Stiles demanded, wriggling around slightly and pushing back against Derek's hand.

"You sure?" Derek asked, scowling when Stiles lifted his head of the pillow and scoffed at him. Apparently Stiles was sure, and he wriggled around on the bed, pushing down against Derek's hand as if to prove it. Derek rolled his eyes and grabbed for the lube again, smearing more of the thick liquid over his fingers before pushing back inside of Stiles, enjoying the way his muscles tightened around his fingers.

Before long, he was up to three fingers, crooking them upwards every couple of thrusts and enjoying the way Stiles swore when he did so. He wrapped his free hand around Stiles' cock and stroking him slowly, mostly to stop Stiles from doing it himself. The angry noise Stiles made when he batted his hand away had amused him and he was almost hoping that Stiles would try and reach for his dick again so he could hear the sound again.

"We're going to do this, then?" Derek asked uncertainly, rubbing his thumb over the head of Stiles' dick. "Have sex?"

"Don't look so concerned." Stiles smiled drowsily, biting his lip as Derek continued to slowly fuck his fingers into him. "You've had sex before."

"Yeah..."

"So what's the big deal?"

"It's not the sex." Derek muttered. "It's the fact that it's sex with you. Feels like kind of a big deal. Like I keep saying, I've liked you for a long time."

Stiles pursed his lips and rolled his eyes. "Are you going to get all weird after? Because if you are, you might as well stop what you're doing right now."

"Don't want to." Derek huffed, leaning down and kissing him into silence, or as near to silence as Stiles was likely to get.

"So hurry up and fuck me then." Stiles grinned, pushing back against Derek's fingers. "Unless you're planning on just fingering me all night. Because I think you're seriously overestimating how much prep I need. I passed 'ready for Derek's cock' quite a while ago."

Derek frowned at him, withdrawing his fingers and wiping them carelessly on the sheet before reaching for the lube again. Stiles gave him an easy smile before shuffling up the bed and flipping onto his stomach. Derek rolled off the bed, slipping out of his sweats before rejoining Stiles on the bed.

"Like that?" Derek asked, squirting lube onto the palm of his hand and slicking his cock with it. "You sure?"

"Oh my fucking God." Stiles grumbled, twisting his head until he could see Derek. "Yes I'm sure. I was sure fifteen minutes ago when you were freaking out at the idea of fingerfucking me. I was sure when I was sucking your dick. I was sure when I came up here with you even though you still seriously piss me off. Would you please just get on with it. With the fucking."

Derek made an angry huffing noise in the back of his throat, grabbing hold of Stiles' hips and dragging him up onto his knees. Stiles laughed happily, letting Derek position him how he wanted him, dropping his head onto his folded arms and waggling his ass impatiently. Derek shook his head and smiled, smacking Stiles lightly on the ass with the hand that wasn't still covered in lube.

"Kinky." Stiles teased; Derek grabbed hold of him again, keeping one hand wrapped around the base of his dick to keep himself steady as he slowly pushed into Stiles, enjoying the guttural moaning sound Stiles made when he finally bottomed out.

"God you feel good." Derek muttered, digging his fingers into Stiles' hips as he pulled out slightly before thrusting back in.

"Right back at cha." Stiles murmured, rocking back against Derek and moaning again, his face still buried against his arms. He kept this up for a few minutes, speeding up or thrusting harder whenever Stiles asked. As much as he was enjoying it, enjoying the vaguely pornographic moans Stiles was making, it still wasn't quite enough and felt too much like the frankly mechanical sex he used to have with Jenna. He didn't want that with Stiles, didn't want this to just be some perfunctory fuck. He wanted Stiles closer and leant forward, wrapping his arm around Stiles chest and pulled him upwards, smirking slightly when Stiles flailed slightly.

Stiles swore loudly as Derek dragged him up into a kneeling position, his arm wrapped tightly around his shoulders, exerting a slight pressure on his throat. He splayed his other hand out low on Stiles' abdomen, swatting Stiles' hand away when he tried to wrap his hand around his leaking cock.

"Asshole." Stiles grumbled, reaching back and yanking hard on Derek's hair.

Derek smirked, mouthing at the back of his neck and tightening his hold on Stiles' shoulders, putting slightly more pressure on his throat and making Stiles moan loudly as he thrust up into him.

"You close?" Derek asked, dragging his teeth across the back of Stiles' shoulder as he snapped his hips upwards; he definitely was, which surprised him, considering how little time had passed since he'd come in Stiles' mouth. For all the snarking and complaining Stiles had been doing, he didn't just want to blow his load and leave Stiles to finish himself off.

"Why? Want to make it super romantic and come at the same time as me?" Stiles ground out. Derek bit down harder on his shoulder and wrapped his hand tightly around his cock, hearing Stiles' plaintive little whine when he didn't immediately move it. "Bastard."

"Are you close?" Derek asked again, slightly more forcefully; he didn't really need to ask as he could hear Stiles' heart rate climbing, could feel the way his cock was twitching and leaking in his hand as Stiles tried to fuck up into it, seeking the friction he needed to push him over the edge. Stiles nodded, twisting his head and upper body as much as he could so he could kiss Derek, biting at his bottom lip until he started moving his hand.

Derek could feel his orgasm starting to pool low in his belly and began thrusting harder into Stiles, jerking his cock roughly as he did so. Stiles was muttering and cursing under his breath, the room starting to fill with the heady scent of his come as Derek's firm strokes of his cock brought him closer.

"Fuck!" Stiles stuttered, spilling hot over Derek's fist as he came. "Fuck."

He heard himself moaning Stiles' name as he pressed his forehead between his shoulder blades as he came suddenly, pushing up hard into Stiles as his muscles tensed around his cock.

Derek loosened his grip on Stiles' cock slightly, continuing to stroke him slowly until he shuddered and grabbed hold of his arm to stop him.

"You OK?" Derek asked as he let go of Stiles' shoulders and pulled out. Stiles flopped bonelessly down onto the bed, turning his head to the side to look up at Derek.

"So that was definitely worth the wait." He smiled.

Derek laughed shortly, wiping sweat from his forehead with the back of his hand and moving to one side to let Stiles' sprawl out on the bed. He nudged Stiles further over to one side of the bed, before lying down beside him and dragging the comforter up over both of them.

"This is OK, right?"

"Sure, just don't go making it weird and leaking your new found feelings all over me." Stiles yawned, burying his face against the pillow. Derek snorted, draping his arm over his face and trying to ignore his brain telling him to roll over and pull Stiles closer to him. He was pretty sure that would count as 'leaking feelings' all over him.