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The Course Of True Love Never Did Run Smooth.

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Original prompt - Omega Jensen (15-18) has an appointment with his doctor Alpha Jared (who is also his crush and neighbour). It's just a routine check up, to get things looked at 'down there'. Jensen is incredibly shy and very much a blushing virgin and the thought of the doctor poking around down there has him really nervous. He's embarrassed because the doctor will know he's a virgin, and at his age he really shouldn't be (everybody at school is having no-knotting sex). So to save face, he comes up with a plan, the night before he's going to hook himself up to a fucking machine to make it look like he's been having regular sex.

Jared is trying his best to be a professional but his blood his boiling. Clearly his Jensen is having sex with some asshole alpha who doesn't care enough to make a claim or even scent the kid. Jensen should know better, even without knotting this could lead to unplanned pregnancy, or an STD. What's he thinking! Jared should have staked his claim on Jensen, when he first moved into the neighbourhood and first saw the gorgeous boy playing with his sister in the front yard. But Jared thought it would be best to wait, give the kid a chance to grow up a bit, have some fun without having an 'old man' at home to rush back to. Now it looks like he lost his chance.

Misunderstandings, confessions, claiming, mates for life, schmoop, happy ending. :)

For the sake of this fic, omegas don't come into heat until they're mated, so they can consent to casual sex, it has nothing to do with being an omega and their biology etc.

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A/N - it's still a WIP, but I've nearly finished it. There's more posted on the kink meme, but if you want to read it here, I'll be transferring the rest over soon enough. Hope you guys like it; I haven't posted anything non-anon in absolutely ages... :-/. Hopefully, it's okay.


The Course Of True Love Never Did Run Smooth.


'Oh, Jensen, honey, I've booked you an appointment with Dr. Padalecki tomorrow morning,' Jensen's mom called after him as he made his way up to bed.


Jensen stopped dead in his tracks, sure he'd heard that wrongly. Praying that he had.


'Jen, did you hear me? Your appointment's at seven thirty; Dr. Padalecki's going in specially so you don't have to miss any school,' his mother continued and Jensen felt his stomach turn over...oh God, he was gonna be sick. He hadn't had an appointment with Dr. Padalecki in years, not since his 'status check' when they'd told him that he was an Omega and Dr. Padalecki had explained to him exactly what that meant...which had probably been the most uncomfortable half an hour of Jensen's life and he'd been very careful never to have the situation repeated.


The thing was Dr. Padalecki, Jared, was Jensen's next door neighbour. His older, Alpha, drop dead gorgeous, next door neighbour who Jensen had had a crush for as long as he could remember. It was bad enough that he had to walk past the guy's house every day on his way to the bus stop, when, no matter how fast Jensen hurried past, Jared always managed to catch him and turn him into a bumbling idiot.


Just last week, Jared had flashed him that huge dimpled smile through his front window and Jensen had been so dazzled, so eager to return it, that he'd somehow managed to trip over his own feet and end up face down on Jared's lawn. Of course, Jared had been great about it which had just made it all so much worse. He'd rushed outside and hauled Jensen back up onto his feet, one handed no less because the guy was built like a fucking tank, all bulging muscles and miles and miles of tanned skin. Then, God...then he'd started patting Jensen down, running his big, strong hands all over Jensen's body, and it had taken every ounce of will power Jensen had to stumble away from him. His dreams about Jared were already vivid enough without the actual knowledge of Jared's hands on him...of his firm touch...of his gentle fingers.


Anyway, that had been a relatively good day, compared to some of the others; Christ, Jensen tried not to think about the day Jared had moved in. That had been too cringe worthy to even put into words.


So, yeah, the idea of being stuck in a room with the Alpha wasn't all that appealing.


'What? Why?' he said quickly, retracing his steps down the staircase.


'Because you're nearly eighteen, Jensen, and you haven't had a check up in almost two years,' his mom replied, not looking up from her magazine as if what she was telling Jensen was nothing. As if she hadn't just set her son up for a half hour of utter humiliation in less than ten hours.


'Well...well,' Jensen stammered, shuffling closer to the sofa his mom was sitting on, 'can't I see Dr. Cortese instead...or...or...Dr. Collins?'


That earned him a puzzled look and Jensen fought desperately to keep the blush off his cheeks. 'Don't be silly, Jensen, Dr. Padalecki's a great doctor and he's doing us all a big favour seeing you so early. Now go on up to bed so you're not tired in the morning.'


'But, mom...'


'Now, Jensen.'


And that was that, obviously.


With a scowl, Jensen whirled round and stormed back upstairs. It wasn't until he was in his room again that he realised just how embarrassing this appointment was going to be. A check up would mean...Jared would check...


Oh, God...


Jensen darted across his room to his bedside table and threw open the bottom drawer. 'Where is it? Where is it?' he hissed under his breath as he searched through the sea of old shirts and pants that didn't fit him anymore. 'Thank God,' he breathed when his fingers finally brushed up against cool plastic.


Quickly checking over his shoulder to make sure his door was closed, Jensen pulled out the slender pink shaft - fucking pink, as if owning a dildo wasn't embarrassing enough, Chris had to buy him a pink one. Chris had laughed for ten minutes straight when Jensen had unwrapped his 'gift' on his sixteenth birthday. Obviously, it hadn't helped that Jensen had somehow managed to poke himself in the eye with the damn thing in his haste to hide it from his mom in the next room.


That had been nearly two years ago now, but Jensen had never quite been able to bring himself to use it; the thought of his mom, or worse his brother, somehow catching him with it had always scared him enough that the dildo had remained buried beneath layers and layers of clothes in a drawer no one else ever looked in.


But, Jensen had an emergency.


He couldn't go to Jared's office tomorrow as a virgin, or looking like a virgin anyway - he was eighteen next week, for Christ's sake. He was pretty sure Jared already thought he was a loser; he couldn't possibly have the man thinking he was a virgin as well. Everyone at school was already having sex, and Jensen wasn't about to let Jared find out that he was the only freak who wasn't. That would just be too pathetic.


So the dildo - God, he could feel himself blushing just thinking about what he was going to do with it - really was the only solution. Mind made up, Jensen got to his feet, walked over to his bedroom door and flicked the lock, making sure to jiggle the handle a couple of times to make sure it was actually locked. Then he turned back to his bed and stared down at the sheets, then at the dildo in his hand, then back at the sheets, not really sure what to do next. He'd thought about this a couple of times, maybe fantasised about it once or twice too, but now that he was going to actually do it, he wasn't all that certain how to.


Naked. He was sure being naked was the first step, so he quickly whipped his shirt over his head and threw it into his laundry basket before pushing his pants and boxers down. Right. One step down. He stepped out of the clothes pooled at the ankles and moved back towards the bed, not stopping until he was kneeling on the mattress.


Okay...okay...what was the best way for him do this? He thought about it for a moment, thinking back to all the porn he'd watched over the years, and decided that on his back would probably be best.


He'd seen Omegas do this a bunch of times on his computer, their legs spread wide, thighs shaking, heads thrown back as they fucked themselves open for their Alpha. A shudder went through Jensen as he settled on his back...the thought of Jar...his Alpha standing over him, watching him do this...watching him get himself ready...fuck...


Jensen flushed and quickly grabbed the bottle of lube he kept in his top drawer. No need to hide that from his mom; he was a teenage boy, of course he jerked off. But this was the first time the lube was going anywhere near his ass. He knew it was weird that he'd never done this before, was sure all the other Omegas in his year had, but he'd never quite had the guts to try it. It had to hurt, didn't it? And Jensen was pretty sure that nothing could feel good enough to make having something shoved up his ass worth it.


But then he remembered how those Omega porn stars had moaned and writhed and begged their Alphas to fuck them. He remembered all the times he'd watched Jared sunbathing from his bedroom window, stared at where the man's tight speedo had barely been able to contain what Jared had hidden beneath it, and he remembered how his mouth had watered at the sight. So, yeah, it would've been a lie to say that he'd never thought about Jared bursting into his room, slamming him down on the bed - against the wall, over his desk, on the floor - and pushing that huge...fucking ginormous...cock into him. Jensen groaned, his own cock hardening as the images took shape in his head, and he hurriedly squirted a dollop of lube into his hand and reached down to stroke himself. He closed his eyes, letting Jared's face fill his mind, as he slid his fist up and down his hardening length.


Pleasure zinged up his spine at the touch, making his back arch and his toes curl against the bedsheets, and he let himself get lost in his favourite fantasy.


Jared was standing in the corner of his room, his eyes dark and hungry, his hands curled tightly into fists at his sides like he was having trouble keeping them off Jensen. 'Touch yourself,' Jared ordered, the words echoing in Jensen's head, and Jensen stroked himself faster. 'No, not there.' Jensen's hand slowed, his earlier nerves coming back full force, but he quickly pushed them away - his Alpha had given him a order, dammit - and gave Jared a shaky nod.


He fumbled for the lube he'd dropped onto the bed next to him, unwilling to open his eyes and break the fantasy, and squeezed some more of it onto his fingers. 'Do it.' Jensen whimpered at the low growl of Jared's voice and reached down, ghosting his fingers over his hole. It felt good, surprisingly good actually, and he quickly pushed his index finger against his entrance, letting the tip slip inside. 'More, Jensen...come on, baby, push it all the way in. Get yourself ready for me.'


Nodding again, Jensen pushed forward, not stopping until his finger was fully inside. It felt weird, and a little painful, but not nearly painful enough to make him want to stop. He waited a few moments for the burn to lessen, then started to move his finger; that hurt a little more but one glance over at Jared, at his Alpha's heated gaze, was enough to have Jensen's skin pebbling with goosebumps and his finger moving faster...harder...


He felt hot all over, his stomach tight, his chest and neck flushed and filmed with sweat - the image of Jared standing there watching him touch himself like this...watching him work himself open...god...


Moaning deep in his chest, Jensen let his legs fall open further and eased a second finger in beside the first. He barely had time to notice the added burn before Jared was kneeling by his bed and leaning over him. This close, Jensen could feel the Alpha's breath on his cheek...could smell his strong Alpha scent. He turned his face towards Jared's, panting slightly as he continued to finger himself, and waited for his next instruction.


Jared licked his lips, his eyes darting down from Jensen's face to where his fingers were thrusting in and out of his ass and back up again. 'Harder, baby...deeper.' Jensen eagerly obeyed, pushing his fingers in harder, faster, twisting them slightly...


His eyes snapped open, his breath hitching on a startled gasp, as white hot pleasure blazed through his entire body.


'Fuck,' he whispered, staring up at his ceiling, chest heaving, two fingers still buried in his ass, and his Jared fantasy utterly shattered.


This was what he'd been missing? Jesus Christ...and if it felt this good with just his fingers, Jensen could only imagine how amazing it would feel with someone else's fingers up there...someone with really big hands and really long, skilled fingers...someone who would inevitably have a really huge co-


Jensen quickly reached over for the pink dildo on the bedside table; it might not be exactly what he was craving - barely even half the size of what he really wanted - but it was all he had. Biting his lip, he pulled out his fingers and replaced them with the dildo, his breath hitching slightly as he shoved it all the way inside. It was wider than his fingers, longer too, filling him up in a way his fingers would never have been able to, touching places his fingers would never have been able to reach. It felt more real too, even with his hand clutching the end of it...this way, it was almost there really was someone else there with him, touching him, pressing inside of him.


When he closed his eyes again, he wasn't at all surprised at what his mind conjured up. was always Jared. But this time, the Alpha wasn't standing by the bed; he wasn't just watching Jensen touch himself like he always did in Jensen's fantasies. No, this time Jared was on top of him, his arms bracketing Jensen's head, his face barely an inch from Jensen's and...he was...he was inside him.


Staring down at him, his dark eyes locked on Jensen's face, Jared pulled out and thrust back inside. Jensen gasped, his head slamming back into the pillow so hard he saw stars - the feel of Jared's skin against his, the feel of Jared inside him, the feel of Jared all around him just too fucking much - and he could barely catch his breath as Jared slammed into him again and again and again. It felt so good, so goddamn perfect, Jensen hardly even noticed Jared changing the angles of his thrusts until the Alpha's cock brushed against that place and Jensen's whole body arched off the bed like he'd been electrocuted.


'There?' Jared panted, sounding almost as breathless as Jensen felt.


Jensen couldn't do anything but nod, one hand coming up to grip Jared's shoulder, as Jared pounded into that place over and over till Jensen couldn't take any more. 'I'm gonna...fuck...Jared...I'm gonna...'


'Do it, Jen, come for me.'


Jensen shook his head, not wanting this to end...not yet...not ever.


'It's okay, come on, baby...let go...'


And that was it. His knees tightened round Jared's hips, his fingers digging into Jared's shoulder, as he came between them with a choked off cry.


When Jensen opened his eyes a few moments later, pleasure still dancing across his skin, he couldn't help the way his gaze quickly darted around the room looking for...someone. It was stupid, he knew it was, and when he came up with nothing, like he'd known he would, he slammed his fist into the mattress in frustration and grit his teeth. He was such a fucking idiot. It was just that...that it had felt so much more real than all the other fantasies he'd had.


But it hadn't been. Jared wasn't there - of course he fucking wasn't - and Jensen felt like a fool for having got so caught up in his fantasy. That wasn't exactly going to help with his embarrassment tomorrow. Shaking his head, he slowly eased the dildo out of his ass, wincing slightly as it came free, and got up and went into his bathroom.




He stumbled to a stop as he caught sight of himself in the mirror, a blush quickly rising to his cheeks; he looked a mess. Completely and utterly debauched. His hair was sticking up in all directions, his lips looked red and swollen and his stomach was striped with come. And despite his embarrassment, he felt a smile curl his lips - if only Jared could see him now...there was no way the man would think he was a virgin.


Feeling a little better - so what if he'd gotten caught up in his head, people did that all that time...that's what fantasies were for, right? - Jensen picked up a wash cloth and quickly scrubbed the come off his stomach and cock before reaching round to his backside. But just before the cloth touched his skin, he stopped. Maybe he should leave himself a little dirty...'cause a bit of lube was probably normal if his boyfriend was fucking him on a nightly basis, wasn't it? Yeah, that made sense. So with a nod, Jensen washed out the cloth and hung it back on the sink. Maybe he'd finger himself a little when he woke up too...couldn't hurt to be extra thorough about this. And it wasn't like that was going to be a chore or anything.


On his way back to his bed, he tripped over something on the floor. Cursing, he looked down and picked up Chris' shirt - he never quite understood how Chris somehow always managed to leave something at his house every fucking time he stayed over - before walking over to toss it into his wardrobe. Just as he was about to throw it in, though, an idea hit him.


No...he really shouldn't...he really, really shouldn' would totally sell the idea that he had a boyfriend. So before he could talk himself out of it, he quickly scrubbed Chris' shirt all over his bare chest then tossed it into the wardrobe. Chris would never know, not that Jensen thought he'd care even if he did, and if Jensen was going to do this, he might as well go the whole hog.


That done, Jensen climbed back into bed, his ass feeling slightly sore and weirdly loose against the sheets. He couldn't help but smile, though, as he stared up at his ceiling - maybe, just this once, he wasn't going to make a complete fool of himself in front of Jared after all.