Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/6015100.
  Rating:
      Explicit
  Archive Warning:
      Choose_Not_To_Use_Archive_Warnings, Underage
  Category:
      M/M
  Fandom:
      Real_Person_Fiction, British_Actor_RPF, Game_of_Thrones_RPF, A_Song_of
      Ice_and_Fire_&_Related_Fandoms
  Relationship:
      Dean-Charles_Chapman/Isaac_Hempstead-Wright
  Character:
      Isaac_Hempstead-Wright, Dean-Charles_Chapman
  Additional Tags:
      Smut, Explicit_Sexual_Content, Underage_Sex, Anal_Sex, Oral_Sex, Sexual
      Content, Anal, Consensual_Underage_Sex
  Stats:
      Published: 2016-02-15 Chapters: 2/2 Words: 2234
****** Valentine's Day with Isaac ******
by AlienCarnivore
Summary
     It's Valentine's Day, and neither Dean nor Isaac have anybody to
     spend it with...except each other.
Notes
     Tumblr link: https://www.tumblr.com/blog/aliencarnivore
     It's been too long since I wrote anything, so I thought I'd write
     something for Valentine's Day. I hope any readers enjoy this! Please
     leave Kudos if you did!
***** The First Time *****
It was Valentine’s Day, and Dean was lonely. He had the house to himself the
entire day and most of his friends were out with their girlfriends. They had
all told him with big grins on their faces about how they were going to go
someplace private with their girls and fuck them senseless. Dean figured they
didn’t mean to hurt him, but their words cut deep. His previous girlfriends
hadn’t lasted very long in the past, for one reason or another. He had gotten
laid before, and while that was always fun, he missed the happiness of having a
significant other in his life.
Luckily, Isaac felt the same way. He too hadn’t had the best luck with girls in
the past. Like Dean, though, he had hooked up with girls in the past, and would
do so every once in a while. Both boys were sexually active and experienced,
yet neither seemed to be too good at maintaining relationships. They were great
in bed, though. Or on the couch or in the car. Wherever they got laid, they
were pretty good at it.
There was a secret that they kept from everybody, though. Sometimes the two
would hook up with each other instead of a girl. Their first time together was
in a motel room together after hanging out in Spain. Dean was feeling horny one
day and bought a box of condoms and lube from a sex shop. He had nobody to
release his sexual tensions with besides Isaac. The thought of having sex with
another boy had never occurred to him before that night, and the thought was
mutual with Isaac. However, being alone with the handsome teen with his
hormones racing helped one thing lead to another.
The two had spoken about their fun day and joked with each other as they so
often did. The two had consented to experimenting with each other. They had
already seen each other in nothing but boxer briefs and had worn each other’s
clothes. Isaac had stepped out of the bathroom after a shower with a towel
wrapped around his waist, and Dean couldn’t handle it anymore. He had removed
the towel from Isaac’s waist and sucked his dick right then and there, pushing
Isaac up against the wall, making a loud thump. The length made him gag at
times, but he had furiously sucked Isaac off and swallowed as much of his seed
as he could, wiping up the rest. Feeling he needed to give Dean something in
return, he offered him his ass.
After preparing Isaac’s hole with the lube and fingering him for a while, Dean
put on the condom and entered his friend, with Isaac on the bed with his legs
in the air, his ass presented to Dean. Bottoming out took quite a while as
Isaac’s ass stretched to accommodate Dean’s thickness. Dean felt horrible
causing his friend pain, but he had rubbed circles on his legs and whispered
reassurances to him, despite wanting to just pound the shit out of him. He had
started out very slowly, rocking his hips gently in and out, Isaac clawing the
sheets and biting his lip, working through the pain. He had to stop several
times because he could tell Isaac wasn’t enjoying it at all and was in too much
pain.
Eventually, his ass adjusted to Dean’s thick length and Dean was able to start
moving continuously, stroking Isaac’s cock in time with his thrusts. He watched
Isaac’s face as he fucked into him, his head thrown back and his mouth open
wide as Dean went back and forth. The tightness of Isaac’s ass and his
horniness made it so Dean didn’t last as long as he could have, but he lasted
long enough to jerk Isaac off, getting cum all over his hand as the rest shot
onto Isaac’s chest, coating one of his nipples. Dean managed to break out into
a slight sweat before pushing into Isaac as far as he could go as he filled up
the condom with his seed. He removed the condom, tied the end in a knot, and
threw it in the trash as he went and grabbed a towel to wipe Isaac down with,
considering Isaac was just lying on the bed breathing heavily, staring at the
ceiling.
Dean crawled up on the bed, naked as the day he was born, and wiped the cum off
of his chest, asking if he was alright. Isaac had only been able to turn his
head and nod, trying to catch his breath, which Dean thought was amusing
considering he was the one that did all the work. He smiled at his friend and
Isaac smiled back, and Dean threw the towel in the bathroom before crawling
into Isaac’s bed, cuddling into him, tangling his legs with Isaac’s, resting
his head in the crook of Isaac’s neck. The two enjoyed the feeling of the
other’s naked body before drifting off to sleep.
Now, in his house alone on Valentine’s Day, Dean shook his head as he
remembered one of the best nights of his life. He felt his cock pressing
against the fabric of his jeans and sighed to himself. As much as he wanted to
just jerk off and get some release, he was hoping he could get something even
better and have Isaac come over. Dean was never short on condoms and he had a
bottle of lube in one of his bedroom drawers. He figured Isaac would want to
use a condom and fuck Dean as well, so he had made sure he was clean before
texting Isaac.
It turned out Isaac wasn’t far from his house and was practically doing nothing
as well, and also wanted to get laid, so Dean told him he had condoms and lube
at his house to which Isaac responded with a “;)”, causing Dean to chuckle.
He texted Isaac saying, “Just come in when you get here, I’ll be in my room
with everything laid out. You can go first. Just don’t take too long, I need to
fuck somebody ASAP.”
With Isaac acknowledging the text, Dean headed upstairs and into his room,
laying out the condoms and lube on the dresser before removing his shirt,
socks, and jeans, letting his cock get some release as it strained against his
boxer briefs.
All he had to now was wait.
***** Realizations *****
Chapter Summary
     Isaac arrives at Dean's house and the two engage in some very lusty
     intercourse.
Chapter Notes
     Please let me know if you liked this story either on here or on my
     Tumblr, which can be found here: https://www.tumblr.com/blog/
     aliencarnivore
It seemed like hours of waiting for Dean before he heard Isaac open the front
door of his house and head upstairs to his room. Dean had been pacing
restlessly, his boner not suffering whatsoever, the 6 inches straining
painfully against his boxer briefs.
Isaac opened the bedroom door and Dean immediately dropped his boxer briefs,
exclaiming, “About fucking time! Everything’s on the dresser.” He turned away
and Isaac got a nice view of Dean’s ass as he headed towards his bed. Dean
leaned over onto it, exposing his ass and Isaac got a nice view of his puckered
hole in the process.
“Holy shit, Dean, you have no shame, do you?” Isaac asked, removing his
clothing, desperately trying to free his growing boner. His was only a little
longer than Dean’s, but he liked to tease his friend that he was better in bed
because of it, which usually ended in Dean playfully punching his arm, blushing
adorably.
“Shut up and get on with it, I need some release,” Dean ordered, turning back
around and spreading his legs.
Once he was as naked as Dean, Isaac headed over to the dresser and picked up
one of the condoms and the bottle of lube. He tossed the condom on the bed
beside Dean and opened the bottle, pouring the slick liquid onto his fingers.
Before he pressed them to Dean’s hole, he took a second to appreciate how nice
of an ass Dean had, putting his free hand on one of the cheeks, giving it a
slight squeeze. Nice and firm, just the way he remembered it.
Before Dean could complain about his stalling, Isaac pressed a lubed finger to
Dean’s hole and pushed it inside, immediately working on loosening him up. Dean
shivered from the feeling, but moaned when Isaac curled his finger to probe
Dean’s prostate.
“More, dammit, more,” Dean pleaded, hanging his head down, his arms beginning
to shake in pleasure as they held him in the doggy style position.
Isaac obliged, adding a second finger, working both of them in and out, his
cock leaking pre-cum. He was tempted to just thrust into Dean then and there,
but Dean requested that they always use condoms when engaging in these
activities. It was his body, so Isaac respected the request. Isaac had
convinced Dean to unload his cum into him once, and as good as it felt for both
of them, Dean had said that he would prefer if that was a one-time thing as he
wanted to be safe when having sex with him. Isaac made his disapproval known,
and Dean said they could do it on rare occasions. It seemed this wasn’t one of
those occasions, though.
Isaac added a third finger, spreading him as much as he could, before Dean told
him he was ready. He went to reach over for the condom when Dean surprised him,
saying, “Fuck it, just leave it. I have some shirts I never wear that we can
use to clean up.”
Dean’s words made Isaac’s cock pulse, and he hurriedly lubed up his cock
thoroughly and grabbed onto Dean’s hips. He spread them some more and gently
guided himself in, the tightness and warmth enveloping him. Without the added
layer of a condom, the feeling was indescribable. Isaac started panting as he
worked on bottoming out in Dean, biting his lip and rubbing circles in Dean’s
hips with his thumbs.
“Fuck, Isaac,” Dean managed, giving Isaac’s length a squeeze. “Do it. Now.
Please.”
Isaac needed no further encouragement, sliding his length back out before going
back in, starting out slow before building up a nice rhythm that would leave
his balls touching the lube leaking out of Dean as he thrust in and back out.
He knew where to aim to find Dean’s prostrate by now, so after a couple minutes
of just going in and out, he worked on nailing his friend’s sweet spot, causing
Dean to let out a cute yelp. Isaac didn’t hold back after that.
He began thrusting in as hard and fast as he was able, which was impressive for
someone his age. He jabbed against Dean’s sweet spot again and again, palms
beginning to sweat from forcefully pressing against the sides of Dean’s hips.
He reached down for Dean’s throat and forced his head back, wrapping a hand
around his Adam’s apple and giving it a slight squeeze, leaving Dean short of
breath for half a second before reaching down with his other hand and beginning
to stroke Dean’s cock.
“Oh shit, I’m gonna…fuck!” Dean yelped, as his cock pulsed in Isaac’s hand,
getting Isaac’s hand and the sheets covered with his hot seed as it came out in
large spurts that left Dean feeling dazed, completely blissed out.
Isaac put his cum-soaked hands on Dean’s hips and pushed Dean onto the bed so
he was on his stomach with Isaac above him, pounding into his ass relentlessly.
A minute or so later, breaking out in a sweat and feeling very short on breath,
Isaac dug a hand into one of Dean’s shoulders as he experienced a very powerful
orgasm, unloading his cum into Dean’s bowels, spurt after spurt erupting out of
his cock.
“Oh my god,” Isaac panted, removing his cock from Dean’s ass, squirting his
last few drops onto his cheeks before collapsing onto the bed beside Dean,
panting heavily, getting Dean’s sheets messier as his cock pressed against the
fabric.
After a while, Dean rolled onto his side and put a hand on Isaac’s shoulder,
shaking him. “You good, man? That was fucking incredible. You’re amazing.”
Giving a couple more deep breaths, Isaac turned his head and gave a quick nod,
sweat dripping down his face. Dean ran a hand through Isaac’s hair.
“Shit, dude, you’re soaked. Since you’re too lazy to, I’ll get us some
washcloths. Fuck the shirts.” He stood up and sighed when he saw the mess on
his sheets, before noticing the stickiness around his cock, thighs, and ass, as
Isaac’s seed started to drip out of him. “You had a nice load there, didn’t
you?” Dean teased, before turning to hurriedly get some washcloths.
After cleaning up as much as he could, Dean shooed Isaac off his bed as he took
the sheets and put them in the laundry room. Afterwards, the two sat on his
bed, putting on their clothes.
“Don’t worry about me, man, you did more than enough to satisfy me,” Dean said,
smiling at his friend. Isaac chuckled and they found themselves staring deep
into each other’s gorgeous eyes for a bit.
Isaac licked his lips and leaned forward slowly, very hesitantly, almost scared
of what might happen. Dean was just lost in Isaac’s eyes, appreciating what he
had in his life, before he realized what Isaac was doing.
“Fuck it,” Dean said, closing the gap between them, crashing his lips on
Isaac’s.
Both had a feeling that wouldn’t be the last kiss they shared.
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