Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/589599.
  Rating:
      Explicit
  Archive Warning:
      Underage
  Category:
      M/M
  Fandom:
      Supernatural_RPF
  Relationship:
      Jensen_Ackles/Jared_Padalecki
  Additional Tags:
      dub-con, Blackmail, bottom!Jensen, cross-dressing, Lap_Sex, High_school
      age_-_18
  Collections:
      Sinful_Desire
  Stats:
      Published: 2012-12-11 Words: 4211
****** Between a Rock and a Perfectly Hard Place. ******
by Saltandburnboys
Summary
     Jared couldn’t let such a great opportunity pass him by, right?
Notes
     Disclaimer- Clearly this is an AU story; none of this ever happened.
     I do not own any of the actors in this story, especially not Jared or
     Jensen, they all belong to themselves. Jared and Jensen are not in a
     relationship, have never been and have no desire to be in a
     relationship; they are both happily married and not to each other
     which is awesome for both of them. No money was made from this story.
     Based on the spn-hardcore.livejournal.com ‘Virginity/First Time’ Meme
     prompt from last year:
      
     Everyone at highschool knows Jensen, the captain of the football
     team. The boys want to be like him and the girls and even a few boys
     want to date him. And everybody knows that he is a kinky bastard who
     fucks everything with a heartbeat.
     Jared is the captain of the debating club and...not so well known. He
     has a crush on Jensen since he first saw him but knows that he will
     never have a chance. It´s not that Jensen is mean to him, it´s simply
     that Jensen doesn´t know that Jared exists. And then Jared finds
     something out that changes everything. Somehow he discovers Jensen is
     still a virgin.
      
     Jared who over the years got more and more frustrated and thinks that
     Jensen is a tease uses this knowledge to blackmail Jensen in his
     house over the weekend while his parents are away. There the
     frustration and his pent-up sexual desire takes over. He forces
     Jensen to undress in front of him, forces him to wear panties and to
     stroke himself. The entire time he threats Jensen with exposure of
     his secret, his virginity.
      
     What no one of them has expected is that Jensen gets off on the
     cross-dressing and Jared ordering him around. Things get out of
     control...
      
     A/N: Never written cross-dressing before but I saw this and I just
     couldn’t resist (and virgin!Jensen is really my bread and butter
     so…). This was really fun to write; thanks for somersault_j and her
     post containing links to all the different memes – I was looking
     through the hardcore prompts from there and found this little gem.
      
     This is probably really crap because I wrote it at like three in the
     morning after doing a load of beta-ing and I’m not very good at
     writing porn at the best of times but…I’m just gonna post it anyway.
     I can always take it down again if you guys hate it!!! J
      
     There is an abundant use of the words ‘Perfect’ and ‘Beautiful’ in
     this story – it’s a theme, alright, not just lazy writing! ;-P
Between_a_Rock_and_a_Perfectly_Hard_Place.
 
Jared hated him.  Jared really hated him.
 
Jensen Fucking Ackles, with his perfect face and his perfect body and his
perfect fucking everything.  The guy had been only been at Jefferson High for
six months, and already the entire student body (and half the faculty)
worshipped the very ground he walked on.  While Jared, who’d been in this
godforsaken place since he was twelve and had taken the school Debate Team to
state every year he’d been Captain, was a fucking nobody. 
 
‘You know, you’d better hope the wind doesn’t change right now,’ Sandy said as
she dropped down next to him, her lunch tray clattering loudly on the table,
‘So who are we glaring a…oh right, of course.’
 
‘I just don’t get it,’ Jared hissed, his voice full of venom, as he watched
Danneel Harris, the Head Cheerleader and widely acknowledged hottest girl in
school, climb onto Jensen’s lap, ‘He’s not thathot and he’s not even that good
at football; I bet he blew Coach Morgan to get Team Captain.  Everyone knows
he’s a whore.’
 
Jared heard Sandy’s harsh inhale and struggled not to blush; that had been
pretty low, even for him.  Not only was Jensen a good football player and a
great team Captain, Coach Morgan would never touch any of his boys like that –
he was a straight shooter all the way and Jared knew that.  ‘Sorry,’ he
muttered. 
 
But…it wasn’t entirely beyond the realm of possibility that Jensen had blown
some of the other teachers in the school because, cruel as it might be to say,
Jensen was a slut.  The guy had never denied it, and while he never exactly
bragged about his conquests like some of the guys on the squad, everybody
seemed to know about it.  His torrid affair with his married 35 year old
neighbour, the orgy on his class ski trip and the real reason he’d left his old
school - getting caught with your pants around your ankles, bent over your
headmaster’s desk, while he spanked you with a ruler apparently pissed some
parents off…who knew - were all stories everyone had heard before Jensen had
even gotten through his first day.
 
All of it added to Jensen’s ‘cool guy’ persona and the boy could have his pick
of anyone in school.  It was weird; had Jensen not been so damn good looking,
Jared was positive that he wouldn’t have been revered as some sort of Sex God;
no, he would just have been labelled the whore that he was.  Jensen didn’t do
girlfriends or boyfriends, hadn’t had one since he’d joined Jefferson High, but
it was pretty common knowledge that the guy had slept with over half the school
already.  Each lucky student made sure that everybody knew about their night
with Jensen Ackles.
 
Jared wasn’t sure who he hated more - Jensen with his perfect fucking
everything or all those people who’d had fucking perfect Jensen.
 
****
 
Well, that had gone a lot better than Jared had expected; he’d just met up with
Coach Morgan to talk about him trying out for basketball Captain next year. 
Jared had really shot up over the summer, clocking in at nearly 6 foot 5” now,
and the extensive hours he’d spent at the gym had definitely started to pay
off.  He knew that basketball Captain would look awesome on his college
applications and he was eager to get in there before someone else snatched up
the position. 
 
Jared was walking through the locker room on his way back from the field when
he heard voices. 
 
‘I just don’t get it.  You pretty much own this school, you could have anyone
you want and you’re not gonna take advantage of that?’
 
Jared didn’t recognise the guy’s voice; he was sure that he didn’t go to
Jefferson High, so what the hell was he doing in their locker room?
 
‘God, Chris, would you just give it a rest?  I told you; I don’t just wanna
fuck some random person so that I can say I’ve done it, I…I want it to be
special, okay.’
 
No.  Fucking.  Way…
 
Jared’s mouth dropped open in shock because that had sounded an awful lot like
Jensen Ackles but…but whoever had said that was obviously a virgin and Jensen
Ackles was no fucking virgin.
 
‘Awww, Jenny ain’t that sweet.’  The man let out a muffled laugh and Jared
guessed that Jensen had just thrown a towel at him. 
 
‘Shut up, man.  You’re such an asshole; I don’t even know why we’re still
friends.  Should’ve left you behind in Texas.’  Jensen grumbled as he slammed
his locker shut.
 
Jared listened to them walk to the door as the other boy, Chris, chuckled,
‘Nah, you love me.  I’m like the big brother you never wanted.’ As soon as he
heard the door open, Jared craned his neck around the side of the lockers to
get a good look at the two guys because he had to be sure.
 
And fuck! It was Jensen.  Jensen Ackles was a fucking virgin and Jared was
pretty sure that he didn’t want anyone to know about it.  Jared smiled, a plan
forming in his mind, as he hitched his bag higher on his shoulder and made his
way to the door.  Perfect. 
 
****
 
‘So, Jensen, that was a great game, you’re pretty damn fast,’ Jared drawled as
he came round the lockers.  Jensen had nothing but a towel wrapped around his
waist, and Jared let his eyes linger on the boy’s lightly muscled chest and
broadening shoulders for a moment…God, he was pretty. 
 
Jensen looked up at him, a smile on his face, ‘Yeah?  Thanks, man.  Need to be
fast or Coach’ll kick my ass.  Besides, I don’t think anyone was watching me
today; Welling was on fire, right?’ 
 
Jared was a little thrown by that; he’d kind of expected Jensen to just nod and
maybe make some asshole comment about how awesome he was, not talk about some
other guy on the team.  He didn’t really know what to say so he just carried on
with his original plan – it wasn’t that difficult, he’d been practising it for
two days straight.  ‘Right.  Look, I just wanted to talk to you about
something, maybe get your advice on it.’ 
 
Jensen frowned for a moment before he nodded, ‘What is it, Jared?’
 
Huh, maybe Jensen did know who Jared was after all.  ‘Well, there’s this guy I
know and he’s, like, really popular and there’s all these rumours about him
being some sort of sex fiend.’ Jensen’s frown deepened, ‘Only, I found out the
other day that none of it’s true and he’s actually a fucking virgin.’  Jensen
blanched and his frown was replaced by a look of abject horror, but that didn’t
stop Jared; he was going to get what he wanted once and for all, ‘And I just
don’t think it’s right, him lying to everyone, you know.  I think I should tell
someone.  What do you think, Jen-sen?’
 
Jensen swallowed, sitting down shakily on the bench, ‘I don’t…what do…I…’
 
Jared took a seat next to him, his jacket brushing against Jensen’s bare arm,
‘Come to my house tonight, Jen, and we’ll see if you can convince me not to
tell everyone what a phoney you are.’ 
 
Jared didn’t wait for an answer; he just got up and left the locker room,
leaving Jensen alone on the bench.
 
There was no doubt in his mind that Jensen would come to his house that night.
 
****
 
Jared was so keyed up he didn’t know what to do with himself.  He was going to
have Jensen Ackles in his house, willing to do everything and anything he
wanted.   And God, how he wanted.
 
Jared jumped when the bell finally rang, and he forced himself to walk calmly
to open the door.  Jensen stood on the doorstep, his eyes looking everywhere
but at Jared, and Jared took a moment just to look over the boy in front of
him; Jensen was wearing a loose pair of black jeans, a grey t-shirt, a plaid
over-shirt, and a bulky leather jacket.  Jared didn’t need a psychology degree
to know that the boy was using the clothes as a shield, as an extra layer of
protection against whatever Jared was going to make him do.  ‘Come on in,
Jensen,’ Jared said, stepping back to let Jensen walk into the house. 
 
Jensen marched straight into the living room and turned to face Jared, his
shoulders tense and his arms crossed, ‘Look, Jared, I don’t know what you’re
playing at or what you want, but you should know that your GPA is higher than
mine so getting me to do your homework probably isn’t gonna do you any favours.
 And I don’t have any influence over who gets onto the football team, if that’s
what you’re after, so…’
 
Jensen stood there awkwardly, obviously expecting Jared to send him on his way
now, but poor, naive, innocent Jensen clearly had no idea what Jared really
wanted from him.  Things that had absolutely nothing to do with school. 
 
Jared crossed the room, aware of Jensen’s eyes following his every movement,
and sat down on the couch.  It wasn’t until he was seated that he looked up at
Jensen and said, ‘Strip.’  Jensen flinched at the order, and Jared watched the
confusion cloud the boy’s face for a moment before he finally realised what
Jared wanted.  Jensen paled, and he gaped at Jared like he couldn’t believe
this was happening…but it was. 
 
Jared just waited, watching as Jensen weighed his options.  If he didn’t do
what Jared said, Jared would out him to everyone, not only as a virgin but also
as a liar – he’d look like a desperate loser and the rest of his high school
career would be a nightmare.  He’d Hprobably lose his Captaincy of the football
team as well, when none of the guys would work with him, and Jared knew that
Jensen was relying on a football scholarship to get into Stanford.
 
Jared gave a mental cheer as he watched the resignation pass over Jensen’s too
pretty face.  Jensen’s shaking hands reached up to his leather jacket and
pushed it off his shoulders onto the floor. The over-shirt went next, and
Jensen hesitated only for a second before pulling his t-shirt off too and
letting it drop to the ground with the rest of his clothes.  The slowness, the
nerves, the virginal flush rushing to Jensen’s cheeks made for the sexiest
strip tease Jared had ever seen.  Even if Jensen hadn’t intended it to be. 
 
Jared let his knees fall open to make room for his rapidly swelling cock, as
the boy’s trembling hands moved to the button of his jeans.  Jensen bit his lip
and looked down at Jared, his eyes pleading, but Jared just directed his gaze
to where Jensen’s hands rested on his jeans - the message clear.  Dropping his
eyes to the floor again, Jensen unbuttoned his jeans and let them fall off his
hips. 
 
The boxers went next.
 
Finally, Jensen stood in front of Jared in all his glory and it was, indeed, a
sight to behold.  He’d caught glimpses of Jensen’s body in the locker room of
course, but everyone knew that looking too long at other guys in the showers
was just asking trouble.  Here, though…here, Jared could look for as long as he
wanted.
 
Jensen was undeniably beautiful; Jared had never thought of a guy as beautiful
before he’d met Jensen, but it was true.  The boy’s face was flawless - strong
jaw, pale, unblemished skin, full plush mouth, high cheekbones and bright green
eyes that burned right into Jared’s soul whenever the other boy looked at him. 
And it wasn’t just his face.  Jensen’s body was nothing to be sniffed at
either; the guy was tall, around six foot, and lean, with slim hips and a
toned, washboard stomach.  And while that made Jensen taller and fitter than
most of the guys at their school, it still meant he was more than a head
shorter than Jared, and lacked the muscle definition Jared possessed.  Jared
couldn’t help but think how small and vulnerable Jensen looked standing there,
completely naked and hunched in on himself.  Jared almost wanted to laugh at
the way the boy was using his hands to cover himself up; as if that would stop
Jared from seeing what Jensen had hidden down there.
 
‘Let me see, Jensen.’  Jensen walked forward, not even offering the token
protest that Jared had expected, and stopped in front of Jared.  Jared took
hold of Jensen’s hands and the boy didn’t resist as he pushed them away,
revealing the soft cock that had been hidden behind them.  Unsurprisingly, it
was perfectly proportional, long and thick, but Jared felt a small tug of pride
knowing that his was larger.  Jared released one of Jensen’s hands to reach
behind the pillow next to him and pull out his present – he’d bought them
especially for Jensen. 
 
Jensen’s eyes widened when Jared pushed the panties into his hands, but Jared
didn’t miss the way the boy’s cock twitched, hardening slightly, as his fingers
touched the satin.  Interesting.  ‘Jared…I don’t…?’
 
‘Put them on, Jenny,’ Jared ordered as he relaxed back into the couch, resting
his arms along the back.  Jensen just stood there, staring at the frilly, pink
panties in his hands. ‘Or I could just ring up Tom and tell him all about that
interesting conversation I overheard in…’
 
Jensen pulled on the panties so fast that he almost fell over in his haste to
get them on.  And fucking hell…Jared had never thought he’d be into something
like this; he’d bought the panties to humiliate Jensen more than anything else,
but damn did they look fucking sexy on the guy.  The flush on Jensen’s cheeks
darkened as he stood with his arms folded across his chest, his eyes avoiding
Jared’s completely. 
 
And Jared could see why; little Jenny was half hard in his panties, his cock
already tenting the satin slightly.  So maybe Jared wasn’t the only one getting
off on Jensen wearing them. 
 
‘You like those, baby?’ Jared asked, his voice rough and low in a way he’d
never heard it before.  ‘Why don’t you put your hand down there, play with that
little cock of yours?’
 
Jared nearly came in his pants when Jensen immediately followed the order, the
boy dipping his hand into the panties and gripping his cock.  ‘No, play with it
over the panties, Jen; wanna see you get them all wet and sticky.’  Jensen
pulled his hand out of the panties and gripped his dick through the silky
material just like Jared had told him to.  As he worked his hand over his
hardening shaft, Jensen’s head fell back, exposing the long line of his throat
to Jared.  Christ, Jared wanted nothing more than to walk right over there and
lick a strip up that perfect neck, kiss his way along Jensen’s jaw, pull the
boy’s ear lobe into his mouth and suck on it until Jensen came. 
 
But he was enjoying this game too much for that; he liked giving Jensen orders,
and he liked watching the other boy follow them even more.  Jensen was still
fondling himself through the panties when Jared managed to drag his eyes away
from the boy’s neck, and Jared could tell the boy was close to shooting his
load.  ‘Come here, Jensen.’  It took a moment for Jensen to react to Jared’s
words, obviously too lost in chasing his own pleasure, but after a few moments,
the boy’s hand stilled.  It didn’t move away, though, just stayed cupping his
hard cock through the flimsy material.  ‘Come here.’  Jared repeated and, just
like before, Jensen immediately made his way over to Jared.  Jared pulled his
knees together and patted his knee, ‘Hop on, baby.’
 
Jared saw something flash in Jensen’s eyes and he thought that maybe Jensen had
finally reached his limit and was going to refuse; he was pleasantly surprised,
therefore, when the boy climbed into his lap, without any further prompting,
and settled on his thighs.  His hand still cradling his cock.  Jared reached
forwards and grabbed both of Jensen’s hands and placed them on his own
shoulders. 
 
‘You know, Jen, I’m starting to think that you like me telling you what to do. 
Is that true, baby?’  Jensen squirmed on Jared’s lap, his breath coming in
short, hard pants, ‘Do you like giving up control to me, Jen?’ He reached up
and grabbed Jensen by the back of the neck, pulling the boy down until his ear
was barely an inch from Jared’s lips,  ‘Do you like the fact that I’m bigger
and stronger than you, that I could hold you down and fuck you so hard you’d be
leaking my come for days.’  Jensen jerked in his hold and for a second Jared
thought that the boy was pulling away from him, but then he felt Jensen’s come
splash on his shirt. 
 
Jensen slumped forwards, his face buried in Jared’s neck, his breath warm
against Jared’s skin.  Fuck, that was hot.  Jared was hard enough to cut glass
and he still had a pliant, beautiful Jensen in his arms.  Jared tucked his hand
between them and ran his fingers through the come on Jensen’s stomach, coating
them completely, before reaching round behind Jensen.  He carefully used his
other hand to pull the panties aside before touching his come covered index
finger to Jensen’s virgin hole.
 
Jensen flinched at the touch, his body arching away from Jared’s finger, but
Jared just turned his head, pressed a kiss to Jensen’s temple and whispered,
‘shhh,’ as he pushed his finger inside.  It was hot, scorching, and so fucking
tight that Jared felt dizzy at the mere thought of how it would feel around his
dick.  Unlike Jensen, Jared wasn’t a virgin, he’d screwed a couple of girls
from their year but none of them had been as tight as Jensen. 
 
He pushed his finger in a little further, stopping when he felt Jensen clench
down.  ‘Relax, baby,’ he murmured against Jensen’s skin and the boy did,
following Jared’s orders so prettily, so perfectly.  It wasn’t long before
Jared had three fingers in Jensen’s hole, the slick noise of him pumping them
in and out adding to soft, little gasps Jensen made every time Jared’s fingers
grazed his prostate.  Jensen was hard again, the head of his cock peeking out
from the top of the panties, his body grinding down unconsciously on Jared’s
fingers.  And Jared couldn’t wait any longer; three fingers would just have to
be enough because if Jared didn’t get inside Jensen soon, then he was gonna
blow his load before they’d even gotten to the actual fucking.  And that was so
not happening.     
 
The little, choked off whimper Jensen made when Jared pulled out his fingers
was almost enough to have Jared shooting but he quickly clamped a hand down on
his cock to stop himself.  Once he was sure he had himself back under control,
Jared let go and raised his hand to Jensen’s face, tilting the other boy’s head
up and looking into his eyes.  Jensen looked a little dazed, his pupils blown
wide with lust and his lips swollen and red and Jared was pretty sure he’d
never seen anything more beautiful in his whole life.  He was starting to think
that one time with Jensen was just not going to be enough…hell, a hundred times
with Jensen probably wouldn’t be enough to slake his lust for the other boy. 
‘You okay, baby?’ Jared asked, his thumb rubbing tenderly over Jensen’s jaw and
he was surprised that he actually meant it; he needed to know that Jensen was
alright. 
 
Instead of replying, Jensen swooped down and caught Jared’s lips in a kiss, and
that was all the answer Jared needed.  Letting his hand wander to the back of
Jensen’s head, Jared held him in place as he pushed his tongue into the boy’s
mouth, licking possessively inside.  Jared let his tongue play against Jensen’s
as he reached back round Jensen and drew the panties aside again.
 
Jensen pulled back immediately, looking a little more lucid now that Jared
wasn’t inside him and a lot more scared as his lubed hole was exposed, and
Jared didn’t hesitate before pushing his finger back in as a distraction. 
Jensen’s eyes fluttered closed, his mouth going slack, as Jared worked his
finger in and out of Jensen’s hole again, ‘That feels good doesn’t it, baby?’ 
He pressed a finger into Jensen’s prostate and the boy let out a deep, guttural
moan that sent a thrill of heat through Jared’s body, ‘Gonna feel even better
in a minute.’  Jared used his other hand to grasp Jensen’s hip and guide the
boy onto his knees; Jensen went without complaint, clearly too distracted by
what Jared was doing in his ass to figure out where Jared was taking this. 
 
Before Jensen could catch on, Jared withdrew his finger and pulled Jensen down
onto his cock.  Jensen cried out, his hands tightening almost painfully on
Jared’s shoulders as his eyes flew open.  That had probably hurt; Jensen was
incredibly tight and Jared was more than proportional in size, but Jared was
pleased to see that the other boy was still hard, his cheeks flushed with
arousal and his plush bottom lip caught between his teeth as he stared down at
Jared. 
 
And if Jared had thought Jensen was perfect before, it was nothing compared to
how perfect he looked sat on Jared’s lap, hard and weeping in a pair of satin
panties while his ass fit snugly around Jared’s cock.  Jared’s thumbs stroked
soothing circles into Jensen’s hip bones.  ‘Now, Jen, you’re gonna lift
yourself up,’ he pushed gently at Jensen’s hips so the boy would understand
what he was staying, ‘then drop yourself back down.  You understand?’  Jensen
stared at him for a moment before nodding. 
 
Jensen’s thighs shook as he raised himself up, the slow drag against Jared’s
cock the best kind of tease, and let out a long, dirty moan as he dropped
himself back down.  Jensen had barely settled on Jared’s thighs before he was
lifting himself up again, his eyes now closed, and dropping back down.  Jared
watched in near awe as Jensen picked up the pace, sliding up and down Jared’s
cock like he was made for it, and all too soon Jared felt his orgasm building
at the bottom of his spine.  ‘Come on, ride me, baby, ride me,’ he urged,
gripping Jensen’s hips and pushing him to go faster. 
 
And Jensen did.  Taking one hand off Jared’s shoulder, Jensen placed it on the
arm of the sofa as he changed the angle of his body slightly and rode Jared
even harder.  If the litany of breathy ‘Oh God’s and curses that spewed from
Jensen mouth was anything to go by, the new position was working for him as
well as it was working for Jared.
 
It wasn’t until Jared was on the very verge of coming that he pulled Jensen
again and whispered in his ear, ‘Come for me.’  Jensen screamed, his cry
muffled by Jared’s neck, as he coated both their stomachs and the panties in
come for the second time that night.  Jared let out a curse of his own as
Jensen’s ass tightened around his cock, pushing him over the edge into probably
the hardest orgasm he’d ever had. 
 
Once Jared had gotten his breath back and was able to think clearly again, he
brought his arms up around Jensen’s shoulders and pulled the other boy against
his body.  It wasn’t until Jared spoke that he realised that Jensen had passed
out and was sleeping against his chest.  He couldn’t help but smile as he
lifted the boy off his cock and lay him down on the sofa.  Jared quickly ran to
the bathroom, grabbed a washcloth, and wandered back to wipe himself and Jensen
down.    
 
He stared at the soiled panties encasing Jensen’s now soft cock.  He bit his
lip, completely torn as to what to do next, before reaching a decision and
walking over to his school bag.  He grabbed what he needed and strode back over
to the couch before slowly taking the come covered pink panties off Jensen and
sliding a pair of black lacy ones on in their place. 
 
Heck, he had all night, right?  Jensen must have known that when he’d come to
Jared’s house, even if he hadn’t known what Jared had intended to do with the
time.  Besides, Jared was pretty sure Jensen wasn’t going to be all that
opposed to a couple more rounds.  Jared had a whole backpack full of panties
he’d bought specially for Jensen, and maybe next time he’d even let Jensen
choose which pair he wanted to wear.  He glanced down at the naked boy lying
unconscious on his couch, revelling in the thrill of power that ran through him
at the sight…maybe not. 
 
 
Thanks for reading; hope you guys enjoyed it!! J
 
xx

 
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