Posted originally on the Archive_of_Our_Own at https://archiveofourown.org/
works/8070361.
  Rating:
      Explicit
  Archive Warning:
      No_Archive_Warnings_Apply, Underage
  Category:
      M/M
  Fandom:
      How_to_Train_Your_Dragon_(Movies), Rise_of_the_Guardians_(2012)
  Relationship:
      Hiccup_Horrendous_Haddock_III/Jack_Frost_(Rise_of_the_Guardians), Hiccup
      Horrendous_Haddock_III_&_Jack_Frost_(Rise_of_the_Guardians)
  Character:
      Hiccup_Horrendous_Haddock_III, Jack_Frost, Jackson_Overland
  Additional Tags:
      Public_Sex, Oral_Sex, Shower_Sex, Public_Blow_Jobs, Ass_Teasing, Hand
      Jobs, Public_Hand_Jobs, Orgasm, Come_Shot, Come_Swallowing, Kissing,
      French_Kissing, Underage_Sex, Caught, Watching_Porn_Together, Mutual
      Masturbation, dragon_dildo, mention_of_stomach_bulging, Sexting,
      dickpics, Mention_of_Bondage, Sibling_Incest, Incest, Overland_twins,
      Threesome, Spitroast, Hiccup_in_the_middle, Sloppy_Seconds, Coming
      Inside, Fucking, Face-Fucking, Body_Worship, Massage, sex_in_the_car,
      Exhibitionism, Inflatable_Buttplug, Double_Penetration, Coming_inside
      together, Lingerie, Crossdressing, Crossdressing_Kink, Come_Sharing, Cum
      Eating, Using_toys_on_each_other
  Stats:
      Published: 2016-09-18 Completed: 2016-11-23 Chapters: 8/8 Words: 17742
****** HiJack Smut Week 2016 ******
by WrC
Summary
     A collection of all 7 days of HiJack Smut Week 2016: 1) trying to
     stay quiet, 2) Watching porn together, 3) sexting, 4) hickeys, 5)
     Threesome Thursday, 6) Double Penetration, 7) is this yours?!. Art
     for day 3 by Syndeh @ tumblr.
Notes
     I apologize in advance if these are slightly below my usual level.
     Due to high time pressure for this week, some days didn't get as much
     attention as I would have liked. Except for day 3 - that day got
     aaaallll the love it needed for sure :3. Because that one has pretty
     art!
     Still, I find all prompts super sexy, and I hope you'll find these
     lovely little fics as hot as I do. Enjoy~
***** Day 1 - Trying To Stay Quiet *****
Chapter Summary
     Hiccup and Jack go camping with Stoick and Gobber... tents are thing
     and sex is loud, so they quickly become rather deprived of physical
     contact. An issue Jack decides to fix in a shower stall.
 
Hiccup frowned at the shower stall. A small shower-head. A push-button to turn
the shower on, probably for a frustratingly short time. An equally small shelf
on the wall for one bottle at most, which made Hiccup wonder whether this was
the motivation between hair-and-body-in-one stuff. A little division with a
hook facing away from the shower, where one might attempt to keep ones clothes
dry. Often with mixed success. But at least the floor was clean, which made the
stall above average on Hiccup’s ‘shower ranking list’.
He slung his towel over the door, but just as he tried to close it, someone
pulled it open again. Before Hiccup could object, Jack had joined him in the
small stall. He locked the door and faced Hiccup with a sly grin.
“ What are you doing?” Hiccup whispered, not wanting to draw attention to them.
“I’m joining you in the shower!” At least his boyfriend had the sense to speak
equally hushed.
“ I can see that,” Hiccup said, rolling his eyes. “And what do you hope to
accomplish?”
“ Aww come on Hic,” Jack whined. “We’ve been on this campsite for a good week
now and I haven’t as much as made out with you due to a severe privacy
problem.”
“We did kiss. In my tent.”
“Barely. You know what I mean.” Jack made a pouty face. “I wanna love you.”
The problem was that Hiccup was still more or less in the closet. As far as
Stoick was concerned, Jack was just Hiccup’s best friend. So two teens, in
love, and overflowing with hormones, spend all day together with an absolute
minimum of physical contact. Consequently, their sexual frustration had
skyrocketed to unknown hights.
The problem with making out in their tent wasn’t with the kissing itself; you
can’t kiss loud enough to wake a heavy sleeper like Stoick. But Hiccup knew
that if they started making out in earnest, it would not end there. Hiccup
always had trouble keeping quiet, and tents were thin. There was no way
Gobber’s snores were loud enough to drown out any sounds that might come from
the boys’ tent. It was a recipe for embarrassment and a very awkward breakfast
at best.
“And you find this cramped stall the right place for that?”
“It’s the most private thing around I’d say. I mean it’s where I jerk off too,
so…” Hiccup gave him a look. “ What? Don’t even try to say that you don’t.”
Jack grabbed the brunet’s hands and the sly smile returned. Hiccup was too slow
to come up with another protest or throw Jack out altogether. The white-haired
teen quickly used his indecisiveness against him and kissed him. The moment
Jack’s lips touched his, Hiccup knew there would be no further objections.
Hiccup kissed back eagerly, opening his mouth to Jack. Their kiss was hungry,
desperate almost, unlike their usual tenderness. Particularly Hiccup, who was
the less experienced of the two, was caught a bit off guard. They rarely kissed
with this kind of intensity.
Jack held Hiccup close, one hand in Hiccup’s hair and the other on his lower
back, slowly rubbing up and down. Hiccup melted into the embrace. He had felt
exactly like Jack – endlessly frustrated at not being able to touch his
boyfriend, and afraid of what his dad would think. But now they were both
shirtless, pressed together in the hot, cramped stall. It was sweaty, and they
couldn’t move much or they’d bump into the walls, and Hiccup couldn’t care
less. Hiccup’s world had collapsed to just Jack. There was nothing more than
the warm arms, the bare torso against his own, the smooth skin under his hands.
Their lips pressed together hard, their tongues hungry. God how he’d missed
that.
Suddenly, Jack broke away. They were panting slightly.
“Weren’t you going to take a shower?”
“Right,” whispered Hiccup back. He took off his swimming shorts. His dick was
already semi-hard. He saw Jack staring at him, and his face started to burn.
Jack hated it when Hiccup felt self-conscious, so he quickly took off his own
trunks, revealing that he too was already turned on big time. He gave Hiccup
another kiss. The teen gasped a little when their dicks touched.
It took a lot of self-control to stop for a moment so Hiccup could take off his
leg. He had to hold on to the wall for support because there was nowhere to
sit. Jack put his leg somewhere safe from the water. They got under the shower
together and Hiccup grabbed onto Jack so he wouldn’t fall over. He directed
Jack’s arm under his armpit and around his back. When he was satisfied with the
stability of his position, he pushed the button to turn the shower on and went
right back to kissing his boyfriend. Again the world was reduced to just the
white-haired boy in his arms, now with the added excitement of two boners
pressed together between them.
The water washed over them as they made out. Jack reached in between them and
slowly stroked both their dicks at the same time. Hiccup moaned softly into the
kiss. When he realized what he was doing, he tensed and cut himself off. Jack
noticed and gave him a questioning look.
“I almost forgot we need to be quiet”, Hiccup whispered into Jack’s shoulder.
The other teen chuckled and squeezed their dicks. Hiccup jerked and breathed
hard through his nose. If it weren’t for Jack, he probably would have fallen
over.
“Jerk!”, he hissed. Jack gave him a peck on the lips.
“Love you too, honey.”
Determined to get back at him, Hiccup assaulted his boyfriend’s neck with
kisses, pecks, and licks. But even when he made a hickey, he got no more than
just a slightly louder breath. One look at Jacks face told Hiccup he was doing
it right though. How did this guy manage to stay so silent?
Jack could probably guess what Hiccup was thinking and smiled. ‘My turn’, he
mouthed. He pulled Hiccup’s foreskin back, exposing the soft pink glans
completely to the chilly water. He then proceeded to rub his thumb over the
sensitive underside of Hiccup’s glans, making the brunet weak in the knees.
Hiccup bit his lip and managed to stay quiet… until Jack rubbed his own uncut
dick at the same spot and used his hand to pleasure the rest of Hiccup’s
twitching member at the same time. The sound Hiccup produced was something
between a keen and a gasp. He clasped a hand over his mouth, eyes wide. God, he
hoped no-one had heard that one.
Jack was obviously holding back laughter. Hiccup gave him an angry look. He
pretended to get back to Jack’s neck, this time extending his administrations
to include licking at his earlobe and nipping at his lips. It was just a
distraction, however. The brunet was slowly sneaking his finger towards Jack’s
entrance, and he wanted it to be a surprise.
His efforts proved successful. Without his boyfriend taking notice, he’d
reached Jack’s asshole. He rubbed his finger over it and pushed gently. He
couldn’t actually go in, but the touching was enough. A soft, surprised ‘ah’
escaped Jack’s lips, and now it was the brunet’s turn to look smug.
Jack smiled and playfully wiggled his butt in Hiccup’s hand, rubbing against
the finger. This was a battle Hiccup wasn’t going to win, and they both knew
it.
The white-haired teen let go of their dicks and slid his hand down to fondle
with Hiccup’s balls. That alone was almost enough to entice a sound from the
brunet again. He pulled Hiccup closer and moved his hips, rubbing their hard
dicks alongside each other. Hiccup was in heaven. Jack’s wet stomach on the
underside, Jack’s hardon pressed against his own… Sadly the plan partially
backfired, for the white-haired teen himself had some trouble staying quiet at
this. That, and Hiccup bit down on his shoulder to keep himself from moaning;
something he’d never done before and Jack somehow found damn hot.
Hiccup gently pushed against this boyfriend and he stopped. He motioned to his
leg; he was getting tired. The fact that he also was about to cum, he didn’t
share. He made the gesture of blowing Jack, who was absolutely delighted. He
couldn’t imagine ever turning down a blowjob from this lovely boy.
Hiccup got down on his knees in front of Jack. He wasn’t really under the
shower anymore, but that was okay. He grabbed onto Jack’s hips and kneaded his
ass. In truth Hiccup was just as impatient as Jack to start sucking, but he
wanted to get back at him first. So he dragged his tongue all over Jack’s
balls. It had been a while since Jack had shaved, but Hiccup didn’t care. Hell,
they already did this before either of them started shaving at all.
When the brunet sucked a testicle into his mouth, a sharp intake of breath was
heard over the clattering water. He let it plop out and lapped at Jack’s sack.
He worked his tongue and buried his mouth in Jack’s crotch till his short brown
pubes tickled at his nose.
Jack couldn’t suppress a whine. Hiccup looked up with innocent eyes but failed
to keep a mischievous little smile from his face. ‘I’m close’, Jack mouthed.
That wasn’t very surprising. Although Jack usually lasted longer on account of
being cut, Hiccup himself had been at the edge just moments ago.
Finally, he took Jack’s hard dick in his mouth. He moved his tongue over the
slit and along the downside of Jack’s dick. Hiccup moaned softy as he went
deeper, yet the white-haired teen remained silent. Hiccup wanted to coax some
more noise from this boy, no matter what. It had become a matter of pride to
break his self-control.
Determined, the brunet went back up, sucking hard. He licked at Jack’s most
sensitive parts and went back down, taking Jack as deep as he could without
gagging. He used his hand to jerk off the part that didn’t fit in his mouth.
One more bob up and down is all Hiccup got before Jack came.
When Hiccup felt the first shot of cum, he let Jack plop free of his mouth. He
continued to jerk him off, letting the cum drip down on the shower floor.
Finally, at long last, Jack made some clearly audible noise.
It was still a held-back groan, but it was a groan nonetheless.
When Jack was finished, Hiccup sucked up and down his dick a few more times,
ignoring the in his opinion unpleasant aftertaste of sperm. Jack tapped his
shoulder and he stood up again, this time he used the wall for support.
“That was awesome”, Jack whispered. He gave Hiccup a quick kiss. “I’ll return
the favour. Try not to alert the entire shower-block, all right?”
They switched position. Jack double-checked that his boyfriend was stable
enough, concerned that he might fall over. The brunet gave him an encouraging
nod.
Unlike Hiccup, Jack had no intention to tease. He wasted no time and went down
on Hiccup’s rock-hard cock, taking almost the entire length. Briefly, he felt
brown, curly hairs tickle at the tip of his nose. When he came back up, he saw
Hiccup with his eyes closed, biting on his fist. Jack smiled and pulled back
Hiccup’s foreskin, lapping around the sensitive head. As expected, there was an
abundance of slightly salty precum. This wouldn’t take long at all.
Hiccup’s soft pants, gasps, and moans were only just covered up by the noise of
the steady stream of water. Keeping the head exposed for maximum pleasure, Jack
rapidly sucked up and down. A few more strokes and a fleeting touch of Hiccup’s
ass was all it took to set him off. Jack swallowed everything. He kept licking
and suckling till the last drop and Hiccup started to go soft again. By then,
the water had long stopped. They’d forgotten to press the button again.
When the brunet came back down to earth, they noticed the water in the
neighboring stall had stopped as well. The sound of someone jerking off was
unmistakable. The boys shared a look and blushed. If they could hear their
neighbour so well when the water was off… he must have been able to hear them
just as clearly. Where they the cause of his arousal? It turned Jack on all
over again.
It was rather evident when their neighbor was done as well, and the water was
turned back on. Both teens finished their own shower (Hiccup still needed to
wash his hair after all) and dried off. The lack of mobility on Hiccup’s end
made it all take a bit longer than it could have, but Jack was patient, acting
as human crutch when needed.
When they finally exit the stall, they expected their partner in crime to be
long gone. Hiccup looked around and confirmed they were indeed alone. No other
stalls were occupied, thank God.
But then he noticed a black-haired guy at the exit of the shower complex. The
teen sees him looking, turns bright red, and runs off.
Jack laughs. “I swear I saw him mouth ‘holy shit’ before he ran off.”
 
 
***** Day 2 - Watching Porn Together *****
Chapter Summary
     Jack finds out he isn't the only one that watched porn despite their
     abundance of sex. So why not watch together?

“Hey Hic?”
“Hmm-hm?”
“We have sex pretty often, right?”
The brunet looked at his boyfriend, arching an eyebrow.
“Ehm… yes, I’d say so? If this is a suggestion to do it right now, I must say
you could have worded it a lot better.”
“No no no, that’s not the point. I just seriously wonder: do you still jerk off
as well?”
Wait, what? Hiccup swallowed and nervously averted his eyes. In and of it’s
own, the fact that he did still jerk off wasn’t that weird - he believed most
people masturbated, relationship or no. He was a bit embarrassed to admit how
often he did it though, in addition to their abundance of sex.
“Yes…”
Jack sighed.
“Thank God I’m not the only one. I thought I was weird for doing it even though
we make love like…” Jack thought for a moment. When he completed the math in
his head, his eyes went wide. “Holy shit we do it at least four times a week.”
“No you can’t be right… wait, yes, you are. Damn.” Hiccup gave Jack a worried
look. “Is that weird? Or worse, does it bore you? Because you totally shouldn’t
say yes just because I-”
“Don’t spew such nonsense”, Jack cut him off. “Boring and sex are two things
that have absolutely nothing in common as far as I’m concerned. I love you and
I love doing it with you.”
“Do you think it’s a lot?”
Jack shrugged. “I don’t care, honestly.”
“I suppose you’re right.” Hiccup nodded and sat closer to Jack, leaning into
his boyfriend comfortably. They watched TV for a while before Jack broached the
topic again.
“How often do you do it though?”
The brunet blushed and hid his face against Jack’s arm, mumbling something the
other didn’t quite get.
“Come on Hic, don’t be embarrassed”, Jack said, laughing. “Tell me!”
Hiccup mumbled again.
“Fine I’ll tell you first then. I usually do it if I’m home alone during the
evening, or when you’re staying the night somewhere without me. Besides that
I’d say once a week.”
Hiccup disengaged his face from Jack’s sleeve. “Do you use anything?”
“Just porn and my hand. Now out with it, you nerd. What about you?”
Again, green eyes couldn’t maintain contact with their blue counterparts.
Hearing Jack did it too didn’t really help much with Hiccup’s embarrassment,
which was mostly focused on the frequency of his masturbation endeavors.
“I cum like… once a day. Sometimes it even happens that I jerked off during my
morning shower and we end up having sex in the evening.”
“Oh wow. Can you, like… cum more than once in a row?”
Hiccup’s cheeks turned an ever darker shade of red.
“It’s been a long time since I did that… but yes I used to.”
“Awesome, we’re totally gonna try that some time soon. ”
“I was even worse back in college. When I had to study for exams, I could
easily do it twice or thrice a day.”
“Same though. I’m just really surprised that you do it even more often than me.
Do you use anything to aid the process?”
Hiccup shrugged. “When I’m absolutely alone I use toys. Otherwise just porn.”
“Of course. The internet is for porn. The internet is for porn!” They both
giggle as Jack proceeds to sing the song. “So grab your dick and double click
for porn, porn, poooooorn!”
“Jack, shut up, the neighbours will hear.”
“They’ve heard worse.”
“And whose fault is that, huh?”
“Hey now, let’s not focus on blaming anyone for anything. Let’s discuss porn
instead.”
“Classy.”
“You know me. What do you like to watch?”
“Really, we’re having this conversation?”
“Not if you don’t want to, buttercup.” Jack held up his hands. “I just wonder
if we look at the same things. Who knows, maybe it’ll reveal a new kink here
and there.”
“Our sex is not kinky enough?”
“That’s not what I said.” Now it was Jack’s turn to blush a little. It was only
yesterday that Hiccup had worn an incredibly sexy, lace thong just for Jack. He
had fucked the brunet while he wore it, and it was one of the hottest things
he’d ever done. It was clear his boyfriend was trying to steer clear of the
topic at hand though, so Jack let it slide. Sort of.
“Let’s try something else then. Let’s watch porn together.”
“What? Why?”
“Because I think it will be totally hot. And we’ll probably end up having sex
anyway, porn or no porn, right?”
Hiccup laughed. He had to admit that was probably true. There was no way he was
going to keep his hands to himself for the rest of the night after this rather
liberating conversation. Maybe even try the double cum thing, since he hadn’t
done anything yet today.
“OK, why not. Bedroom?”
“Puh-lease! When we have a smart-TV in the living room? I wanna enjoy whatever
you pick in it’s full HD glory.”
“Sorry to disappoint you, Jack, but amateur isn’t usually in HD.”
The white-haired man was already closing the curtains, however. He snatched the
keyboard that was synced to the TV from the coffee table and sat back down with
a satisfied sigh. Hiccup didn’t fail to notice that his boyfriend adjusted his
already growing dick in his pants while he offered the keyboard. The brunet
declined, insisting the other went first. Jack then proceeded to put up some
fairly standard Helix studio porn. It was pretty generic gay stuff, but Hiccup
didn’t mind much. Helix had some of the hottest pro’s in the industry.
It wasn’t a full movie, and ten minutes later it was Hiccup’s turn. He was
sporting just a semi-hardon, although he could clearly see Jack was at full
mast.
His porn of choice was just as decent as the previous video. Same studio,
different actor, sweeter voice than before. Hiccup turned the sound down a bit,
just to be sure the neighbours couldn’t hear them. Again, it was a short video
(who even has the subscriptions to watch full length material anyway), and the
keyboard went back to Jack before there was any satisfying closure.
Tired of the generic shit that he didn’t even like all that much, Jack found
some amateur emo videos. It was one of his favourite genres. While a black-
haired boy was getting fucked against the wall, Jack slid his hand in his
jeans, palming his dick. Hiccup noticed. His boner immediately grew to full
size. The porn might not be the hottest in the world for him, seeing Jack like
this was.
By the time the video was over, Jack had his pants on his knees and his dick
out. Hiccup had ditched his jeans, but his boxer briefs were still in place,
showing the clear outline of his cock in the red fabric. He idly rubbed over it
while he looked at Jack’s hard, sexy dick. It was his turn to pick something,
but he didn’t know what to show Jack.
“You’re more getting off from me than the porn. Pick something you really
like.”
“Well…” Hiccup looked away.
“Hiccup, honey, look at me.” Green eyes met bright blue ones with more than a
little reluctance. “We’ve been together for an incredibly long time - which I
still greatly enjoy by the way - and we have seen, touched, and tasted every
inch of each other’s body’s, plus some bodily fluids. There is absolutely
nothing you should be ashamed about. Not with me.” He let the words sink in for
a second. “I proposed this because I think it’d be hot to see what gets you off
when you’re alone. I am curious. But I won’t judge. And if you rather just have
sex at the moment I swear to God I’ll take you right here right now. Your
call.”
“Well… you see… I don’t think you’d like it.”
“Tell me what it is first then.”
“Ehm… one thing I like to see is ehm… extra large dildo’s? Like, dragon dildo’s
and the like? With stomach bulge is even better.”
Jack’s eyes went wide. That’s what Hiccup looked at? Oh boy, this was going to
be quite something.
“Do you… do you just like to see it or, you know…”
“What?”
“Do you want to do that yourself too?”
“Oh God no. That’d hurt like hell. No offense, but I love the fact you’re
average, Jack.”
Jack laughed. “Well, what are you waiting for then? Put it on!”
“Seriously?”
“Yeah, I don’t mind. It’s your thing and if it’s not my turn-on I’ll just watch
you instead.” With a sly smile, he added: “You never fail to turn me on.”
Hiccup kept his eyes to the TV and found a suitable video with great ease. He
must have looked at this one a lot.
The video was pretty much what Jack expected. A hot, slim guy and a long green/
pink dildo. It was rather thick at the tip and impossibly big at the base. And
to Jack’s amazement, most of it went in.
What was more interesting though, was Hiccup’s reaction to it. The brunet had
his dick out. He was stroking himself with long, slow strokes, enveloping the
head with his fist and going all the way down to the base, baring the glans on
every stroke.
Jack had to admit the twink on TV produced the loveliest moans when his stomach
bulged. Yet Hiccup’s little gasp was sweeter still. He squeezed his dick harder
and Jack reached over to cup his balls. At first his boyfriend started, but he
quickly relaxed, opening his legs wider.
“I never thought this would excite you so much,” Jack said when the video was
over. “I’m so curious to see what you’ll put up next. But first…” he looked up
a short clip of his own choosing. “This beauty.”
While a cute, crossdressing twink was drilled into the mattress, the two young
men decided to lend each other a hand while watching. Jack moaned blissfully
when his lover started to rub his thigh and fondle his balls with his free
hand. He could totally get lost in this treatment. The video was over, of
course, before he could.
“Okay, your turn again.”
“How would you feel about some hard spanking?”
“I thought you didn’t like that?”
“Not if I’m being spanked, and I’m too much a softy to spank someone myself.
But vids are… I don’t know. Hot.”
“I won’t question it,” Jack laughed. “But maybe something a bit milder so I
don’t lose my boner.”
Being considerate, the brunet went for something with a jock-strap wearing
bottom that produced lewd sounds while a very long dick was fucked into him.
Jack found it acceptable too, and busied himself with looking at his boyfriend,
occasionally touching his soft sack or licking a nipple. How Jack savoured
those soft sounds his lover produced.
When it was done, Jack’s counterpick involved voyeurism, and again Hiccup gave
him a helping hand.
“Oh shiiiit,” Jack sighed. “Keep going Hiccup. I’m gonna…” Hiccup squeezed
harder and went just a bit faster, barely tracing his fingers over Jack’s balls
at the same time. “I- I’m gonna- OH Hiccup! Aaaaahmnnnnn!”
Hiccup felt the smooth sack contract under his soft administrations. Jack’s
dick started to pump. Thick, white sperm flowed down over his hand, making it
slick and sticky, and a little pool formed on Jack’s stomach.
“Hmmmnn fuuuuuck,” Jack gasped.
When Jack’s moans returned to mere sighs and his cock stopped oozing, Hiccup
bent down. He gave the tip a quick suck, cleaning it off and licking up the
last bits of cum. Jack yelped. He was so much more sensitive than Hiccup after
coming - a fact the brunet liked to abuse from time to time.
“Damn. That was awesome. Shall I suck you off while you look at something?
Doesn’t matter what, I’ll be too busy to see it anyway.” Jack said with a wink.
Jack didn’t see his boyfriend’s choice, but it sounded pretty hard-core. Again
probably something Hiccup would never want to do himself, but somehow found
incredibly hot to watch. Jack just focused on the rock-hard member in his
mouth.
Hiccup came, shooting releasing a load of sperm into Jack’s mouth. His
boyfriend didn’t stop though; not even when all the seed was long gone.
“Fuck Ja-HAaack!” Hiccup groaned and writhed underneath him. “I just came!
AaahhHAAH!”
The mischievous little shit ignored any complaints. Hiccup said he could come
twice, and Jack was dead-set on finding out how big that second load was going
to be.
***** Day 3 - Sexting *****
Chapter Summary
     What do you do when you're apart, missing each other, and kinda
     horny? Exactly. Dickpics.
Chapter Notes
     Amazing art by Syndeh (syndeh.tumblr.com). Seriously, go to his
     tumblr and give him some love!
     It was awesome to collab with you, Syndeh!

J: Hiccup I miss youuuuuuu
Hiccup chuckled at his phone. Not a day went by without Jack telling him how
much he missed him. If international calls weren’t so ridiculously expensive,
Jack would surely call him at least once a day too.
H: I love you too snowflake <3
It wasn’t easy being separated by the entire Atlantic ocean. Hiccup had
followed his ambitions and went to Cambridge University, while Jack stayed
closer to home and got into Berkeley. So now they didn’t only have the chaos of
their first year at college and all the stress that brought with it, but also
the added pain of being very, very far apart.
Regularly skyping and texting each other was the only thing that made it
bearable for Hiccup. He couldn’t share his every moment with Jack like he used
to, but at least they could give each other recaps of their day once every 24
hours. So Jack could still hear about the freshman that poured monster energy
in his coffee during the early morning lecture, and Hiccup still heard what
silly hat the lady in Jack’s street was wearing that day.
J: She was wearing a pink one with flowers today, by the way.
H: Let me guess… Green jacket underneath so it clashes nicely with the hat?
J: You got it. And the flower was orange.
H: Wow. She really must be colourblind, there is no other explanation.
J: Or maybe just blind?
H: *sigh* I miss this. I can’t wait for our skypecall this weekend.
They usually agreed to skype during weekends, when Hiccup could stay up as late
as necessary and Jack could come online early. That way, they had a few hours
they could spend together. The brunet has also fallen asleep while skyping and
watching a movie together on several occasions. One time, he was still within
view of the webcam. Jack had stared at his peaceful, sleeping face for a while,
listening to his soft snores.
J: I think I miss your freckled face most.
J: Or maybe your nose.
J: Or maybe your hair. I have nothing to braid now.
H: Are you going to list my entire body now? XD
J: Most of it anyway. Can’t say I miss your left foot.
H: Don’t you dare
J: Only you miss your left foot
H: ….. -.-;
J: I miss your lips too though. Your touch.
J: Your back with the endless constellations of freckles.
J: Your soft hands.
H: Jack, you’re making me blush >///<
J: Your smooth stomach. Your treasure trail.
H: Jack…
J: And don’t get me started on that ass.
H: I so miss your hands on my ass at the most inappropriate moments.
J: Boy would I like to fly over just for that booty
H: I can’t wait for holiday, I want to hold you again.
J: And fuck each other’s brains out?
H: So romantic
J: You know I’m right :P
He was right. Hiccup was sure that when he came home, Jack would be at the top
of his priority list. They would spend the night together as soon as he was
back, jetlag or not. Probably with pizza and netflix. And then they wouldn’t
last through the opening credits without jumping on top of each other.
Not that their entire relationship was based on sex, of course. But the lack of
it wasn’t pleasant either.
H: How are we going to survive this level of sexual frustration till we see
each other again O.o
H: We’re doomed!
J: Oh thank god I’m not the only thirsty fucker here
H: I would reply with a list of things I miss about you… but then I’d get
unbearably horny.
J: Too late for me.
H: Gdi Jack why do you do this to me xD
J: I miss your dick too.
H: So classy, Jack.
H: I think we’d need an entire week to catch up with all the thoughts I’m
having right now
J: Tell me the best one
H: You tie me up and fuck me?
That was something they’d only done once, not long before Hiccup moved away.
J: Shiiiiiit
J: That was so hot
J: Do you… wanna exchange pics?
H: You mean like phonesex?
J: Well we’re pretty much doing that already. Might as well make it visual.
H: I don’t know…
H: I don’t like the idea of my nudes floating around on KIK
J: How about snapchat. Just install it and I’ll add you.
J: It’ll be hot as hell, trust me
Hiccup gulped. He’d done a lot with Jack, but he’d never exchanged pictures
with him. There was no need, since they saw each other so much, and it wasn’t a
particular fetish of either of them. But now… Hiccup was hard all right, and
seeing some of Jack’s hot body would definitely help him with that. He assumed
Jack felt exactly the same way.
He set up the account. With his heart pounding in his chest, he gave Jack his
username. Soon enough he was looking at Jack’s happy face. His boyfriend was
still in bed, and from the looks of it had a terrible case of bed-hair. Hiccup
sent a smiling selfie back.
J: OK, I’ll start with something more sexy ;)
Hiccup got the picture. The covers were pushed down to just above Jack’s
crotch, showing of his entire torso and stomach. Hiccup gulped and replied with
a similar picture. He was still wearing his pants, but you could clearly see
the outline of his hard dick.
J: Damn that’s hot.
H: Back at ya. Show me more, I’m too damn hard now
Jack sent another snap and Hiccup’s heart skipped a beat. The covers were
entirely gone, Jack’s thick dick held upright in his hand. He was still smooth
all over, save for the little line of hair they both liked so much. The
foreskin was pulled back to show off the soft, pink glans.
Hiccup quickly undid his pants and released his dick. He was hard as a rock.
Already, a drop of precum leaked out. He didn’t really know what to do with his
expression, so he just sort-of smiled.
 

                                  [Hiccup 1]
It was awfully quiet after that. The brunet had expected an instantaneous
reaction from Jack. Had he done something wrong? Did something happen?
J: Holy fucking fuck that’s hot
J: Sorry, late response. I had to recover from that picture
Not long after, Hiccup got a short video where Jack slowly jerked his dick. The
white-haired man moved his hand up and down in a long, deliberate motion, the
head briefly disappearing in his fist. Hiccup replied with a closeup of his
boner taken from below, so his face was visible as well. His boyfriend sent
another video, this time showing both his face and his foreskin sliding over
the moist glans. It had the caption ‘Shiiit so hot’. Jack’s expression was a
huge turn-on for Hiccup, who tried to reply with a video of his own - with
moderate success. Filming at a decent angle and feeling good at the same time
turned out to be more difficult than he’d expected. He decided it would be
better if he stuck with pictures for now.
The brunet was more successful at shooting a picture of his ass, taken upon
Jack’s request. The other responded in kind, of course. Hiccup jerked off hard
while he stared at his boyfriend’s smooth, smoking hot ass. He groaned in
frustration when the picture disappeared again and he was forced to ask for
another.
 

                                   [Jack 1]
‘Use a toy’, Jack’s latest snap read. That was a bit of a surprise, but Hiccup
decided that a vibrator definitely fit his current mood. He rummaged around in
the box under his bed and produced a black, silicone vibrator. Hiccup never
told Jack, but he’d bought this particular one because it was the closest he
could find to Jack’s dick-size and shape.
He lubed it up and fingered his hole in preparation. Lube on your hands and
snapping are a tricky combination at best, so the white-haired teen filled the
silence with pictures. They all looked quite alike - Jack stroking or showing
off his cock with the foreskin peeled back - but Hiccup didn’t mind. It was hot
as hell and he couldn’t get enough of it. Sometimes Jack would send one with a
better view of his smooth-shaved balls, or a closeup of the tip, and Hiccup
would moan and speed up till he was about to cum. Then he’d stop and cool down
until he got the next picture, because no way in hell was he cumming already.
At last, Hiccup pushed the vibrator inside. He closed his eyes and imagined it
was Jack that gently moved into him. Slowly, he slid it in and out for a while,
getting used to the size. Jack - and thus this vibrator - was on the thick
side, so he needed to take his time.
Then he turned it on. Intense pleasure waved through him. He moaned loudly,
arching his back, and pushed the vibrator as deep as it would go.
He wiped one hand clean and made a few pictures for Jack, showing off his
handiwork.
J: Jesus
J: Fuck
J: You’re so sexy
The exchange continued, and Hiccup showed off every bit of himself to Jack. His
precum leaking dick. His balls, drawn close to his body in arousal. His ass
with half of the vibrator sticking out. A short video where he managed to show
the vibrator going in and out of him. His wanton moans. All was sent to Jack.
H: I wish it were you fucking me
J: When you get home, I’m fucking you all night in every position imaginable
Hiccup blushed. Even now, after all this, Jack could still make him blush.
Frankly it was ridiculous.
H: Doggy?
It was his favourite position. Jack had fucked him like that with his hands
tied behind his back the night before he left. He’d been in pure ecstasy.
J: You bet your sassy ass. And Jerk you off while I do it.
H: I’d come way too quickly…
J: Then we just recover and go for round two. All. Fucking. Night.
J: I swear.
H: And in the morning we’ll do it all again, only in reverse
J: You know we would. I’d wake you up with a blowjob
H: Ride me
J: Fuck me good
Lying on his back, the brunet thrust up into his fist, pretending it was Jack.
He filmed it.
J: God yes like that
J: You’d make me cum all over you
Eventually, they ran out of requests and poses to send each other. That didn’t
stop them though. They just repeated the ones they fond hottest, accompanying
their snaps with things like ‘more dick’ or ‘ass pls’, and the occasional ‘fuck
that’s so hot’. They both agreed that pics with face were the biggest turn-on -
Hiccup just loved seeing Jack’s expression when he’s on the edge of coming.
J: I’m close. One more with all of you.
Hiccup obliged, trying hard not to look like a total idiot because of the
vibrator that was still up his ass, giving him continuous pleasure.
 

                                  [Hiccup 2]
J: Check KIK
Hiccup opened the app just as he received a video from Jack. It was captioned
‘so you can look at it more than once’. Apparently Jack didn’t share Hiccup’s
reservations towards using KIK for nudes. The brunet didn’t mind in the
slightest. The video was one of the hottest things he’d ever seen.
Jack had gone through the trouble of setting up his phone to film. He was
jerking off rapidly. His hand was a blur and his foreskin made slick noises.
Hiccup’s name and ‘oh fucks’ spilled from his lips, alternated with the
occasional moan or gasp. And then, he came. His perm shot out, splattering on
his stomach. The blue hoodie was only just held back far enough to avoid the
cum.
 

                                   [Jack 2]
Hiccup groaned. He wanted to show Jack how hot this was, but he didn’t want to
stop watching the video and switch back to snap. Hell, he didn’t even want to
touch his phone, for that meant letting go of either the vibrator or his
leaking dick.
J: How hot was that? ;)
Shit. Jack knew full well how hot that was. Hiccup kept pumping, but he knew
his orgasm was fast approaching. He wanted to cum so bad. But first… he had to
return the favour for Jack.
Filming with one hand, he fucked himself hard with the vibrator. Hiccup let
himself go, not giving a rats ass about what the neighbours might hear. The
apartment was filled with the sticky noises of his vibrator sliding in and out,
accompanied by loud moans and groans. The brunet told his lover how he wished
it was him pounding his ass instead, and how close he was to cumming. Panting,
he let go of the vibrator. He double checked his face wasn’t showing and sent
the video.
He put his phone down again. The moment he touched his dick, he came. His dick
exploded, sending sperm all over his chest and stomach. He gave a low,
satisfied groan as he continued to milk his cock, squeezing out every last
drop. His hand slowly moved up and down as one of his greatest orgasms ever
faded away. The vibrator slipped from his ass and buzzed against his thigh, but
he couldn’t be assed to move.
Back on snap, he got another picture of Jack eating his own cum saying ‘thank
you’.
Still basking in the afterglow of his intense orgasm, he sent a picture of his
own mighty mess.
J: Shame I’m not there to clean it up.
Hiccup wiped a finger through is cum and tasted it. He made a face. Still
awful. How Jack could actually like it remained a mystery to him. But it made
his boyfriends very eager to give blowjobs, so he didn’t complain.
H: I wouldn’t have had this mess to begin with if you were here.
J: Then where would you have cum?
H: Probably your mouth. Maybe your ass?
J: :P
H: I’m gonna go and clean up, brb
J: Same
A while later, the white-haired teen came back online.
J: We should totally do this on Skype sometime, this was soooo hot
J: Hiccup?
J: Did you fall asleep or something?
Hiccup, however, did not respond. It might have been early for Jack, but it was
past midnight in Cambridge. So Hiccup had indeed fallen asleep, clad in only a
clean pair of boxers. His phone vibrated a few more times, but Hiccup kept
snoring softly.
***** Day 4 - Hickeys *****
Chapter Notes
     This is my 'break'-day this week, with just a short little drabble~
     Also, Jock/Nerd because why not.
“Jack, for God’s sake I’m wearing this turtle-neck for a reason.”
Hiccup fake-punched the jock in the shoulder. The boyfriend in question then
proceeded to give him ‘puppy-eyes’.
“But Hiccy, hickeys look so good on you~”
“Oh no you didn’t.”
Jack grinned. “Oh yes I did.”
“Just stop putting them in my neck!”
“But you get all weak in the knees when I kiss your neck, it’s fun. And don’t
tell me you don’t like it.”
“I do,” Hiccup was forced to admit, “but I don’t want friggin hickeys there! No
matter how much it would fit with my name. Anywhere but there!”
“Okay, I'll put them somewhere else.” Jack tried to lift his shirt.
“Oh come on!”
Jack just laughed and hugged Hiccup instead.
“You cute little nerd.”
“Doofus. Besides…” now it was the brunet’s turn to sport a mischievous little
smile. “I know your weakness too.” He gently pushed his hand against Jack’s
crotch. Immediately, something started to stir.
“Point taken, point taken! This is hardly the place for that!”
“Glad you feel the same way.” Hiccup adjusted his clothes again. “Break is
almost over… will we hang out today?”
Jack nodded. “I’ll drop by after practice.”
“Great, see you then.”
Hiccup, being the shorter one, got up on his tiptoes to kiss Jack, who found
that way too and funny waited just a bit longer than necessary before bending
down.
“And be sure to shower well. I don’t like sweaty dick.”
“Love you too, you little sex-devil.”
***** Day 5 - Threesome Thursday *****
Chapter Summary
     Hiccup is on a epic road-trip with the Overland twins. Adorable
     things and sexy sin ensue.
Chapter Notes
     Incest is Wincest, amiright??
     Also, so sorry if there are weird or rushed things in here (or, God's
     forbid, typos). I was short on time for this one >.
 
The landscape swooshed by outside the car window. Hiccup stared out over the
empty countryside, humming a long with Carry On Wayward Son on the radio. They
cruised down Highway 2 with still plenty of miles ahead of them before their
next overnight stop at a motel. Their ‘epic road trip of awesome’, as Jack
referred to this endeavour, had only just begun, but already Hiccup knew he’d
made the right choice when he came along with the Overland twins. Sure, they
could be quite the characters, but that was part of their charm.
“Hey Hiccup?” Jack was sitting behind the passenger seat. He reached forward to
sort-of hug his sort-of boyfriend. Sort-of, because hugging someone from the
backseat was difficult, and neither was exactly sure about their relationship
status. They just kinda were, and Jack nor Hiccup dared ask what exactly.
“Yeah?”
“I ehm… I… do you ehm…”
That was unusual. “You sound tense, Jack. Something wrong?”
“Oh come on just tell him already, you wuss,” Jackson said. “If you don’t I
will!”
“I know I’ve never said it but… well…”
Hiccup was getting thoroughly confused now.
The white-haired teen took a deep breath and his eyes looked everywhere but
Hiccup, even when the brunet tried to turn around a bit in his seat. He looked
like he was struggling to find the right words, something that didn’t happen to
Jack often. Finally, he blurted out: “Do you wanna fool around in the
backseat?”
Jackson laughed so hard Hiccup was afraid they might drive off the road and
crash.
“What that idiot meant to say was a simple ‘I love you’, but that’ll work too I
guess.”
“Oh shut up you jerk,” Jack called at his brother.
He kept laughing, wiping a tear from his eye. “Nothings says ‘I love you’ like
a roadtrip blowjob I suppose.”
The poor green-eyed passenger still didn’t quite catch up. Jack loved him so
they weren’t sort-of boyfriends? Or was this some joke? Did he really want to
get in on while driving? Had everyone gone batshit?
Jackson saw the look on his face and took pity on him.
“Look, Jack is too much of a pussy to come out of the friends-with-benefits-
limbo you guys are in, even though it’s pretty obvious that he can. I had to
help him a little.
“This is your way of helping?” Hiccup asked.
“He would have done the same for me. Now get into that back seat.”
“Whoa whoa whoa hang on a second.” Hiccup held up his hands. “Is this some
team-tagged prank or am I going insane or what?”
“It’s not a prank, Hiccup,” Jack said behind him. He withdrew his hand and the
brunet turned around. The white-haired teen looked honestly distressed and a
bit hurt.
“I… I’m sorry, Jack. I’m so glad I can finally call you my boyfriend in earnest
instead of ‘it’s complicated’. That’s so much better!” He smiled warmly at his
now no longer sort-of-boyfriend but actual full-on lover.
“Oh you guys I’m gonna need a bucket. This is too sweet for me,” Jackson
interrupted. Hiccup ignored him.
“But really,” the green-eyed teen went on. “Fool around on the backseat?” He
arched an eyebrow, but Jack didn’t even look a little bit ashamed.
“What, I panicked okay?”
“We’re in a car with your brother, for crying out loud. It would be downright
unethical to make out and force him to listen to that while driving. Not to
mention awkward as hell for me.”
“Who said I only wanted to make out?” Jack said with a smile Hiccup knew all
too well.
“Although he’s probably equally hot as you on account of you being identical
twins-
“Aww thanks, Hic”
“-I have never seen anything more of him than this.” He motioned to the fully-
clothed brother behind the wheel. “Going that far while he’s here would be
wayyyy too uncomfortable.”
Jackson shrugged. “We have to do something to stay entertained while driving.”
He laughed. “I’ll get my fun while you’re driving.”
Hiccup already knew the twins had fooled around on many an occasion - they’d
taught Hiccup how to kiss together - so he wasn’t surprised by that. But that
they’d want to do it with him there was kinda uncomfortable and hot beyond
measure at the same time.
“Also,” the white-haired teen started. “That’s not entirely true Hiccup…”
“What?”
“You have seen more of Jackson than you might think. Or rather you have felt
more of Jackson, since it was probably dark.”
“What the hell are you talking about?”
Jackson laughed. “Are you gonna tell him or should I?”
“We traded places once when we were about to get started,” Jack admitted.
“I fucked you and sucked you off,” his brother added.
Completely baffled, Hiccup stared out the window, trying to recount all the
times he’d had sex with Jack and figure out which time had been Jackson. They
hadn’t done it often in such darkness that Hiccup wouldn’t have been able to
tell Jackson’s brown hair from his brother’s white, so there weren’t many
options. Still, his mind came up blank.
“Last winter, before Christmas,” Jackson helpfully supplied.
“Holy shit.” Hiccup remembered. Jack had been… different then. “That explained
your more than normal enthusiasm… a bit too rough on my ass, in fact.”
“Sorry about that,” Jackson said sheepishly.
“But damn that was one of the most eager blowjobs I’ve ever gotten. So that was
actually you… I’ll be damned.”
“Glad you’re not mad,” Jack tried.
“Ha in your dreams, asswhipes. That was a total dick move for not telling me.
All the while I was thinking Jackson wasn’t into me like you, Jack. If I’d know
that he was, we would have had so many threesomes by now.”
“Well guess what? We’re on a roadtrip now, the possibilities are endless!”
The brunet laughed. “Yeah, but you guys owe me. You’re gonna make it up to me!”
“All right,” Jack started.
“What is it that you require,” Jackson said.
“I don’t know yet, but I’m sure I can come up with some things the next few
days!”
Hiccup was once again sort-of hugged from behind. “Whatever you want,
buttercup.”
“Oh no you don’t.”
“Cupcake?”
“Just because we’re boyfriends for real now doesn’t mean you get to call me
stupid names.”
“Cup-cup?” Jackson butted in.
“Not you too!”
“Hic-Hic then?”
The brunet screamed in frustration.
“Hiccy?” Jack continued.
The brunet sighed. “Acceptable. But no further than that.”
“I promise. Cross my heart and hope to die.”
Hiccup put his head against the window. “This is going to be a looooong trip.”
Once the twins’ laughter had died out, there were only the lyrics of Free Bird
filling the car. Ronnie Van Zant sang how he couldn’t change and the song
rolled into a guitar solo.
“Are you coming to the backseat or what?”
 
*
 
Jackson briefly stopped at the next opportunity so Hiccup could join the other
twin on the backseat.
“Why are we doing this again in a car? With your brother there?”
“I owe you. You said so yourself. I want to start making it up to you, so…” He
kissed the brunet’s neck. “…if you’ll allow me…” He rubbed his hand over
Hiccup’s crotch, palming the rapidly growing dick. “… I’ll make you feel real
good.”
Hiccup moaned softly. “How can I say no to you like that?”
“And don’t mind me!”Jackson said. He adjusted the rear-view mirror so he could
see the boys properly. “I’ll just sit here with a tent in my pants and try not
to crash.”
“There are worse ways to die than while getting sucked off,” Hiccup mumbled.
Jack laughed and continued to kiss his boyfriend. With deft fingers he freed
the long, uncut cock. The brunet lay back and closed his eyes, letting Jack do
his thing.
With one hand, Jack cupped the smoothly shaved balls, keeping pants out of the
way at the same time. With his other, he slowly stroked Hiccup’s cock. He
stared at the foreskin sliding up and down, endlessly mesmerized.
“Bless your parents for not cutting you,” Jack said. “I love this so much.”
He dipped down, licking and suckling at the tip. Hiccup sighed and put a hand
in Jack’s hair. His boyfriend knew very well how to please him, and he wasted
no time driving him crazy with fingers and tongue alike. The brunet tried to
stay quiet and not moan too loudly on account of Jackson still being there. It
was a bit embarrassing to get all vocal now.
When Jack swirled his tongue around the head a few times, Hiccup couldn’t help
it and moaned anyway. He blushed, because he knew the best was yet to come. He
pushed a bit on Jack’s head, who quickly got the message. The white-haired man
took a breath, relaxed as best he could, and went all the way down. Hiccup’s
balls touched his face, and he held there, swallowing hard and suppressing the
urge to gag.
“Oooooh fuuuuck yes,” Hiccup groaned. Warm. Wet. Soft. Moving. Oh god he could
feel Jack’s throat moving around him. When he came back up, there were sticky
strings of saliva running from the tip to his mouth. He briefly caught his
breath and went right back down. Hiccup gasped and bucked with his hips, even
though he couldn't possibly go any deeper.
Even Jackson was uttering soft curses from the driver’s seat.
“I knew he could suck dick, but I didn’t know he could take that!”
Neither of the boys on the backseat could reply. Jack had his mouth full and
Hiccup was too lost in pleasure to be able to form any kind of words. He
gently, lovingly stroked Jack’s white hair while the teen went to town on his
cock. Up and down he went; sometimes all the way, sometimes staying at the tip
and jerking off the rest.
Jack swallowed everything when Hiccup came. He gave Hic’s dick one more long,
sensual suck up and down and let it plop out of his mouth.
“Shit, that was awesome.”
“Agreed,” Jackson added.
“Thanks,” said Jack.
Hiccup tried to blow Jack, but the position quickly became too much for his
back. So he jerked him off instead. He was still pumping when Jackson warned
them about the upcoming gas station and the boys had to fix their appearance.
After that, Hiccup drove and Jack and Jackson occupied the backseat. Jackson
made sure Hiccup had a good view while he sucked Jack off. After a while the
white-haired twin grabbed his brother’s head and started thrusting upward
rapidly. Hiccup had a very hard time to stay focused on the road as Jack came
vocally, fucking a load into his brother’s mouth. It was even harder when the
twins switched roles and Jackson received a long, loving suck by his twin.
Drivings straight became downright impossible when Jack didn’t swallow all of
Jacksons’ seed but instead made out with him. Two smoking hot twins, making
out, sharing their load, showing tongue so now and again just to fuck with
Hiccup.
They didn’t make it to their overnight target that day.
Instead, they just camped just off the Highway.
As promised, the Overlands put up the tent while Hiccup only had to set-up
their little gas-burner to warm some canned foods. Jackson made a face at the
beans he’d picked, while Hiccup contently nommed on his. He thought it was
pretty good compared to his father’s ‘campsite cooking’. How that man managed
to screw up even the easiest of canned foods was beyond Hiccup.
Jack was having some bread and spicy minced meat balls with chilly sauce.
Jackson stole a bite and coughed.
“I added chilli paste”, his brother pointed out.
“And now you tell me?!” he wheezed. Jack just laughed.
“You better not give anyone a blow job anytime soon,” Hiccup warned. “I’m
pretty sure that shit will burn down there too.”
“So no chilli paste as lube then?”
“Knock yourself out but leave me out of it,” Jackson laughed. His eyes were
still teary from the spiciness.
 
*
 
The rest of the evening was spent talking about nothing in particular and
gazing at the abundance of stars. When Hiccup decided he wanted to go to bed,
both twins followed his example.
However, when they were all undressed and in their sleeping bags, it became
clear they didn’t intend on letting him sleep soon. Jack gently cupped Hiccup’s
face and kissed him. It was a tender, slow kiss, as loving as a kiss could get.
When Jack broke away, Hiccup smiled.
“You really are dead set on making up for that stunt, aren’t you?”
“You bet we are,” Jackson said.
“Jackson can give one hell of a massage,” his brother pointed out. He gave
another little kiss on Hiccup’s cheek. “You interested?”
“Isn’t that weird now we’re boyfriends?” Hiccup interjected.
His white-haired boyfriend shrugged. “I’m here too.” He kissed Hiccup again,
this time deeply and with tongue, but just as loving. “Just lay on your stomach
and enjoy.”
The brunet repositioned his slightly inflated member in his boxer briefs and
lay down on his stomach as instructed. Jackson straddled him, putting his knees
on both sides of Hiccup. His hands were soft and warm on Hiccup’s back.
“Just relax,” Jack whispered in his ear. He gently combed his fingers through
the unruly, brown hair.
All tension quickly left him under Jackson’s deft hands. At some point there
was the sound of a bottle opening and closing, and suddenly Jackson’s hands
were slippery. It was cold at first, but it soon made the massage so much
better. Hiccup melted into his air mattress, completely docile. The brunet twin
slowly worked his way down Hiccup’s back, until he reached his ass. Hiccup
expected him to stop there, but he went right on massaging, pulling down the
red boxer briefs without hesitation. The brunet tensed but Jack kept whispering
in his ear and playing with his hair as if nothing weird was going on. So
Hiccup sighed and surrendered himself. Apparently this wasn’t his first time
with Jackson anyway.
The brown-haired twin pulled the boxers all the way down and tossed them aside.
“Jezus,” he breathed.
“What?” Hiccup demanded, suddenly very insecure about himself. He was lying
there stark naked after all.
“You’re so drop dead gorgeous.”
Hiccup blushed a deep, dark red.
“Jack, you lucky bastard,” Jackson continued. “Just look at that…” He rubbed
his hands all along Hiccup’s back and down to his ass, giving it an
appreciative squeeze. “… so hot.”
“Ehm… thanks?” Hiccup buried his burning face in his sleeping bag. He wasn’t
exactly used to this. Sure, Jack told him he was beautiful. But not like this.
Not with with the same mixture of horniness, hunger, and most of all admiration
like Jackson did. He couldn’t mean every word more right now.
“He’s so right,” Jack mumbled in Hiccup’s ear, making him shiver. “You’re
wonderful. I love you.”
Jackson moved down and started massaging the brunet’s legs, working his way up
from his calves. Hiccup hated his legs. He hated how they were in some poorly
defined state between hairy and smooth. But when he peeked at Jackson, the dork
still wore the same look of admiration.
“All those beautiful freckles,” he whispered.
“Tell me about it,” Jack replied.
Jackson reached the brunet’s upper thighs. With each rub, his fingers got
closer to the back of Hiccup’s sack, and it was driving him crazy. He was so
hard right now. No doubt he was staining the sleeping back underneath him with
precum. When the fingers finally touched him there, he moaned softly. It was
but a fleeting touch, but he wanted so much more. God these boys knew how to
turn him on.
“Sweet mother,” Jackson swore.
“So cute,” Jack agreed. To Hiccup, he whispered: “Don’t hold back. There is no-
one but us around to hear.”
“I want to hear so much more,” said the other teen. He reached further,
caressing more sensitive flesh. Hiccup sighed and lifted his ass a bit. The
brown-haired twin chuckled and reached further, rubbing Hiccup’s entire
package. Hiccup moaned.
Jack instructed him to turn over and left his side. The brunet obliged,
revealing his rock-hard dick to the twins. Another curse from Jackson.
“When does the sexy end? This is just not fair.” Jack licked a nipple and
received a jealous look from his brother. “And oh Lord he has a treasure
trail.” He gently stroked it with his fingers till he bumped into the tip of
Hiccup’s dick. The brunet wanted to hide forever, unable to process the lovely
words, but he had nothing to hide behind.
Soon both twins were lying with their faces next to Hiccup’s crotch. Hands,
mouth, and tongue were everywhere. They were rubbing his stomach and thighs.
Touching his nipples. Gently massaging his balls.
Then there were lips on his balls. A testicle enveloped in the warm wetness of
a mouth. Tongue dragging along his hard, leaking dick. Lapping at the precum at
the head. Some suckling on his glans. A mouth bobbing up and down his shaft.
Every time they touched a new spot, Hiccup would curse or moan or gasp. The
twins were delighted with the evident effect they had on Hiccup.
“He tastes so good too,” one of them said.
“And just the perfect size,” the other agreed.
“So smooth… We’re going to make you feel better than ever before, Hiccup,”
Jackson promised him. Then he pushed a lubed finger up Hiccup’s ass. The brunet
arched his back and gasped, but it was done gently, carefully. Jack moved up to
face Hiccup, peppering him with kisses along the way. And while one brother
prepared his ass for more, the other kept him distracted with loving words and
kisses.
The concept of time was completely lost to Hiccup. All he knew where the sweet
words and tender touches.
“Fuck me,” he said.
“Who?” asked Jack.
It was hard to think. “I don’t care. Either.”
Jack nodded and kissed him. He guided him onto his hands and knees, and Jackson
lined up behind the gorgeous, freckled ass. The brown-haired twin pushed
inside. He went slow, giving Hiccup time to get used to it.
“Ooooooh…” the brunet moaned. “Fuuuck you feel just like Jack.”
“You OK, Hic?” Jack asked. Hiccup looked up, seeing a worried look on his face.
He must have looked as if in pain.
“I’m good. Go slow, but for Gods sake, start fucking me!”
The twin behind him laughed and slowly gyrated his hips, enticing more wanton
sounds. Jack moved in front of Hiccup and offered him his dick. The brunet
sloppily licked all over it. He loved giving blowjobs, but it was hard to focus
in his current state of pleasure.
Jack groaned and pushed his crotch in Hiccup’s face, enjoying the warm wet of
his tongue, while his brother slowly fucked the freckled boy between them.
After a while, Hiccup tapped his boyfriend’s thigh. The white-haired teen moved
back and Hiccup gasped for breath.
“Oh shit, sorry Hic.”
“It’s okay, I love your d-AAAAHHhhmmmn” Right then Jackson had pushed back in a
lot faster than before. “Oh faaaack!”
“Sorry, too much?” Both boys were worried sick, but that was completely
unnecessary.
“Fuck no, do that again!”
Relieved, Jackson pulled out and slammed in even harder. He got a similar
response. He grinned at his brother and started to fuck the brunet in long,
hard thrusts. Slowly out, fast back in.
Jack grinned back. The brunet’s mouth was hanging open. He considered offering
his dick again, but Hiccup beat him to it. He pulled his boyfriend close and
started to suck him off. It turned out to be quite hard to pleasure someone
else while getting fucked so good. But Jack didn’t mind. This was all about
Hiccup and no-one else. Besides, his mouth still felt great regardless of what
Hiccup did. He gently moved his hips in sync with his brother, shallowly
fucking Hiccup’s mouth. It was the right thing to do judging from the sounds
the brunet produced.
Jackson picked up the pace. Pelvis and ass slapped together rapidly. He was
breathing heavy. A few more thrusts, and he was at his limit. With a deep
groan, he buried himself deep inside Hiccup, his balls pushing against the
freckled ass cheeks. Hiccup moaned around Jack as he felt the member inside him
pump and pulse. That was Jackson’s load in his ass. Not Jacks. Jacksons. It was
one of the hottest realizations he’d ever had.
He moved his hips, grinding against the teen behind him throughout his orgasm.
When Jackson was done, he slid in and out a few more times, just to enjoy the
feeling a bit longer. Then he pulled out.
Hiccup whined, but Jack was quick to move. He guided the brunet onto his back,
putting his legs over his shoulders. Jack’s wet cock slid in effortlessly, and
he picked up right where his brother had left off.
“Shit, sloppy seconds,” Jackson whispered. “So hot.”
Jack was too busy to reply. If he did this just right, Hiccup would-
“OOOOOH JACK!” Hiccup screamed. “Aaaaah yes like that! AH!”
Bingo.
Sloppy, slapping sounds filled the tent. Jackson watched breathlessly how his
brother’s dick slid in and out. He realized he must have looked a lot like this
a moment ago… and that was strangely sexy. A bit of cum was leaking from
Hiccup’s ass, and he wiped it away with his fingers, touching Jack in the
process. His brother groaned. Jackson touched him some more.
Hiccup managed a few words. “Uh aaah uh m-make me - oooh - cum!”
Jackson wrapped his hand around Hiccup’s leaking dick. He played with the
foreskin and rubbed the head, jerking him off in sync with his brother’s
thrusts. With just a few strokes, Hiccup exploded, sending cum all over his
stomach.
During his orgasm, Hiccup clenched down, sending Jack over the edge too. His
load was added to his brother’s.
Both rode out their orgasm. Then, Jack collapsed on top of Hiccup. He kissed
his now boyfriend deeply.
“Did you like that?”
“Fuck yes,” Hiccup breathed.
“Are we forgiven now?”
“Hmmm…” the brunet pretended to think. “Not quite. I think I’ll keep you two on
edge for a bit longer.”
***** Day 6 - Double Penetration *****
Chapter Summary
     A continuation of Day 5 - Hiccup is still on a roadtrip with the
     Overland twins. Jack has been a mischievous ass and needs to be
     punished...
Chapter Notes
     A continuation of Day 5, although it is not neccessary to have read
     day 5 per say. I mean... It's not like there is some overarching
     story of any significance x"D Who has time for plot during HiJack
     Smut Week anyway?
     Edit 24/9/2016: Added two lines I'd forgotten. Oops.

“Guys come on this is hardly necessary,” Jack pleaded
“Oh I beg to differ,” his brother said. “If we let you roam free you’ll
probably flood the tent and set our shoes on fire or something. You’ve broken
enough shit today.”
“You’re cursed,” Hiccup added. “And quite frankly also an idiot.”
Together they pulled Jack over to a nearby tree. Jackson held him – not that
Jack was resisting that much – while Hiccup secured his hands to a tree with a
length of rope.
“You have caused enough problems for today,” Hiccup said. “So while we roast
marshmallows you’ll stay over here, safely out of the way.”
They were once again in the middle of pretty much no-where. Again, they hadn’t
reached their overnight destination, this time through an unfortunate
combination of backfired pranks and plain old bad luck on Jack’s side.
“It’s not like I was the cause of our flat tire!”
“No,” Jackson admitted, “but you were the reason I drove off the road in the
first place. And that’s what caused the flat tire. So if you think about it,
you kinda are to blame.”
“Not to mention the mess you caused on the back seat,” the brunet added.
“That bottle was just… broken!”
“You shook the soda on purpose, planning to give it to us. You were just too
stupid to remember which ones were safe and which ones were ticking time bombs
so you opened one yourself!”
“And then at that diner you added a shitload of tabasco hot-sauce to my food
while I was taking a leak! My lips burned for over an hour!”
Jack laughed. “Oh come on that was hilarious! You should have seen your face!”
“Not funny,” Hiccup deadpanned. “The waitress thought he was dying.”
Jack smiled sheepishly. “Sorry… Look, it was just a rough day for all of us.
Why don’t we just set up a little campfire, sit down, have a laugh, and go to
bed?”
“Oh but we will,” Jackson said. “While you are tied up here.”
And with that, they turned their backs on the white-haired twin. Hiccup first
helped Jackson with the tent. He then cleaned up the disaster Jack had left in
the car while Jackson tried to get a fire going. It was already getting late,
but they’d be damned if they didn’t at least roast some marshmallows before
going to bed.
When Hiccup was done with the car, there still was no fire.
“Ehm… Jackson? What are you doing?”
“What does it look like I’m doing? The stupid wood won’t catch though.”
Jackson was doing his best to light a few logs… with a lighter. Just a lighter.
The tiny flame was bravely licking at the big logs of wood - with little
effect. Hiccup couldn’t hold it in and burst out laughing.
“You’ve got to be kidding me!” he howled. “Hahahahaha have you ever made a fire
before? Oh sweet Jezus, thank you that I got to witness this!”
Jackson actually looked a bit hurt. “Well then you do it!”
“I’m sorry. I shouldn’t have trusted you city boys with this.” Still giggling,
Hiccup showed him how to build a proper fire, using kindling and a newspaper to
get it going. Within minutes they had some nice flames going.
“Guuuuys, can you untie me now? Come oooon!”
Hiccup threw a marshmallow in his general direction without even looking up.
Both boys found a suitable stick and set to roasting fluffy, sugary goodness.
It took some skill to get the perfect brown roast on the outside, and near-
liquid awesomeness on the inside, but once you had it down, it was so worth it.
Naturally ‘city boy’ Jackson was less successful that marshmallow-veteran
Hiccup. After one undercooked marshmallow, one lost to the flames, and another
spontaneously combusting while still on the stick, Hiccup took pity on him. He
offered him his own, nicely toasted marshmallow, earning Jackson’s everlasting
gratitude.
The second donated marshmallow, they shared. Hiccup and Jackson exchanged a
look. They were definitely on the same line right now. With a smile tugging at
their lips, they moved closer together.
Closer.
Closer.
Their lips were almost touching. Hiccup opened his mouth…
“Jackson he’s miiiiine!” Jack yelled.
Touchdown. Jackson’s tongue slid past the brunet’s lips. They were kissing,
right in front of Jack. And again, and again, and again. The sweet taste of
marshmallow still lingered and Hiccup hummed in approval.
“Jezus Christ guys get a room! No wait don’t! Untie me first!”
Their tongues danced around each other, exploring. Jackson’s dick might have
felt a lot like Jack’s, but his kissing was definitely different.
He felt Jackson’s hands on his ass, squeezing slightly.
“Hey Hiccup,” Jackson started, breaking away. “How about we fuck while Jack
watches?”
“Can I do you?”
“Sure.” The brown-haired twin fetched the lube from their backpack and tossed
it to Hiccup, who only barely caught it with fumbling fingers. Hand-eye
coordination wasn’t one of his strong suits.
Jackson kissed him again. The brunet snuck a hand into the twin’s pants,
groping his rapidly growing dick. Doing this with Jack - his fucking boyfriend
- watching was already proving to be a huge turn-on.
And it would drive Jack insane. Win-win.
Hiccup dropped to his knees and undid Jackson’s pants, who simultaneously took
off his shirt. The brunet pulled down the tight boxer briefs and a hard, cut
cock bounced free.
“Hiccup noooooo don’t do this to me!”
“This is your punishment, Jack. Take it like a man.” He started to work on
Jackson’s tasty member, slowly licking and sucking. He tried to figure out if
he liked the same things as Jack, and he soon found there were some slight
differences between the twins’ exact preferences. For instance, Jackson
preferred to have his balls massaged harder than the soft, fleeting touches
Jack loved so much. He also liked to be caressed in other places more, like his
stomach or thighs. And most of all, he made more sounds.
The twin grunted and gasped and cursed under his breath. He whispered
encouragement and praise, moaning softly when Hiccup did something particularly
nice. The brunet was worried the guy would all too quickly unload in his mouth.
Thankfully, Jackson had enough stamina for Hiccup to give a thoroughly
satisfying blowjob. Hiccup even got to jerk himself a little while doing it. By
the time he stopped sucking, Jackson still hadn’t come yet and Jack was a
blushing, whimpering mess by the tree.
Instead of preparing Jackson to be fucked, the brunet got a different idea.
“Have you guys ever gone all the way?”
Jack’s head shot up at that, distress in his eyes. Jackson blushed deeply and
scratched his neck.
“Yeah… a few times, actually.”
“What do you guys normally do together?”
“This is awkward… Often we just jerk each other off and give oral. We’re only
so good because we had plenty of practice. 69 is our all-time favourite
position.”
Hiccup couldn’t help but imagine it. His dick twitched, jumping up and down at
the thought.
“And if we’re in the mood, we fuck. We take turns who fucks who, because we
both like giving and taking. But we have to be alone because I tend to get a
bit loud… so it doesn’t happen that often.”
“Let’s fuck him together. At the same time.”
Both twins gaped at him.
“What?”
“Oh no no that will never fit!” Jack protested. “Better leave me tied up and
alone then!”
“How exactly were you planning on doing that, Hic?” Jackson wondered.
“Well we have lots of lube, and I have an inflatable buttplug. We take our
time, stretching him up nice and slow. And then we fuck him together.”
"Wait... you have an inflatable buttplug with you? On our roadtrip?"
"Shut up, Jackson. It's the HiJack Smut Week, don't question it."
Jack’s eyes went wide, but Jackson nodded. Before his brother could protest, he
said: “Get the stuff.”
 
*
 
Jack whined against his brother’s lips as Hiccup squeezed the pump again,
inflating the buttplug a bit more. He slowly moved it a bit, causing Jack to
arch his back and groan.
Jack’s hands were still tied together, but he was no longer stuck to the tree.
The other two made sure he didn’t touch himself though – that was a privilege
only they were allowed. Jack was only going to cum when they wanted him to.
They had done a marvelous job keeping Jack distracted while they slowly
stretched his ass further and further. Fingers touched, hands caressed, tongues
licked and teased, and mouths pleased. Jack had never been this fucking horny
before in his entire fucking life. And with a sex-loving brother like Jackson,
that was quite something.
They had blown or jerked him to the edge of coming multiple times, only to stop
again. Jack had whimpered an whined. His mind was a haze, overcome with
pleasure.
“He’s ready,” Hiccup said.
Jackson lay down on his back and they guided Jack on top of him. Hiccup removed
the buttplug.
“Nnnnmmm.” Jack bit down on his lip, squeezing his eyes shut. Jackson pulled
him down and kissed him deeply while Hiccup lubed up his hardon. He twitched in
anticipation of his brother’s ass.
He aligned his dick and pushed inside easily. Jack yelped. He’d never gone in
this easily before though, that was definitely new. Jack really was stretched
further than ever.
“Damn Hiccup, I think you actually did it.”
“Thanks. I actually do know what I’m doing, you know.”
“I shall never doubt you again.” Jackson thrust up a few times, effortlessly
sliding in all the way. He then repositioned his feet for grip, and rapidly
fucked his brother, who clung on to him for his dear life. His ass slapped
against Jackson’s thighs; his dick was a blur. Jack moaned continuously. He’d
never been fucked so hard before, and it was sooo good!
“Ooooooooh goooooood yes fuuuuck meeee!”
Jack’s dick was leaking, creating a little pool of precum on his brother’s
stomach.
Jackson quickly got out of breath and slowed down again, much to Jack’s dismay.
The white-haired teen was about to protest until he felt Hiccup’s fingers
entering his ass as well. As Hiccup had hoped, the buttplug had done it’s job
stretching. He moved in between Jackson’s legs and positioned himself. Slowly,
he pushed inside.
The feeling was beyond divine.
His dick was squashed tight against Jackson’s, surrounded by Jack’s hot ass. It
was still tight and Jack hissed in pain. Jackson started making out with him
while Hiccup paused, giving him time to adjust.
After a while Jack started to wiggle his butt, his soft mewling going up a
pitch from time to time when it felt particularly intense.
The brunet took that as a sign to push in for the rest of the way. His balls
touched Jackson’s, and the tips of their dicks were pressed together hard.
“Oh my god,” Hiccup gasped in a hoarse voice. He could feel the edges of
Jackson’s glans against his own. His foreskin had slid back, making it one of
the hottest and most intense feelings he’d ever had.
Together, they started to move. It was awkward at first; finding a rhythm that
worked with the two of them was difficult. But eventually they got it down,
Hiccup doing most of the thrusting while Jackson got pleasure from both Jack’s
ass and the dick that was rubbing along his own.
Jack was going crazy in between them. He cursed and groaned and begged for
more.
Hiccup slapped his ass, getting a sweet little yelp.
“You like that? You like being fucked by your brother?”
“Oh god yeeeeeees hiccuuuup!”
“Does it feel good, two dicks inside of you?”
“Yes! Yes! nnnaaaaaaah!”
“Oh gods Jack it’s so tight,” Jackson added. “I feel Hiccup’s dick rubbing
against my own. His dickhead rubs the underside of mine, it’s amazing!”
Hiccup thrust hard and Jackson groaned, his balls slapping against Hiccup’s
harder than he was used to.
The brunet felt his orgasm approach. He thrust with abandon, holding on to
Jack’s hips and fucking him roughly. The white-haired teen was almost screaming
with pleasure.
Grunting, Hiccup came. Jackson could feel Hiccup’s dick pulse, and a new
wetness spread around his own glans. He groaned at the hotness of it and tried
to move more himself, desperate for his own release.
Hiccup wasn’t even done cumming when the other twin joined in, emptying his
balls deep inside his brother.
Panting, they held still for a moment with a mewling Jack in between them.
Hiccup’s dick slipped out, and Jackson felt a trail of sperm trickle down
across his balls. He pulled out too and gently pushed his brother off. There
was a sticky mess on their stomachs - Jack had come while they were pressed
together, fucking.
They washed up with towels and water as best they could, both teens helping
Jack. When they were done, Jackson carried him to their tent and they all
settled in. Jack was in the middle, getting a hug from both Hiccup and Jackson
at the same time.
“That was awesome,” he mumbled. Hiccup kissed his forehead.
“Good. Now try to get some sleep.”
“Though if I can’t walk tomorrow, you guys are totally carrying me everywhere.”
***** Day 7 - Is this yours?! *****
Chapter Summary
     Hiccup finds a very expensive piece of lingerie under the bed of his
     very gay, very hot roommate.
Chapter Notes
See the end of the chapter for notes
 
This was… unexpected. Hiccup just wanted to clean the room. He didn’t want to
be confronted with this kind of information concerning his roommate. Yet here
he was, holding a blue piece of silk trimmed with flowery lace. There was a
fucking little ribbon on the front too. It was the first time he was even
holding silk, and from the feel of it, this must be one hell of an expensive
piece of underwear. Not to mention it was truly, undeniably sexy.
And he’d found it under Jack’s bed while vacuuming.
Honestly, he had not been looking for such personal items. In fact, he would
have rather not known Jack had something like this in the first place. His
roommate was already irresistible enough with his white hair and pale skin;
Hiccup did not need to add one of the sexiest kinks of all time to his
thoughts. It might just start another episode of misery and unrequited
attraction all over again.
Before Hiccup could put it back and try to forget he’d ever seen it, his white-
haired roommate walked in.
A greeting died on Jack’s lips when he saw what Hiccup was holding.
His first thought was ‘holy shit does Hiccup have one too?’ Then he realized
how absurd that thought was, and that this was, in fact, his own piece of
distinctly effeminate lingerie. His heart stopped. With eyes wide as saucers, a
mouth dryer than the Sahara, and cheeks burning bright red, he stood nailed to
the ground.
“Is this yours?” Hiccup asked, blushing equally vigorously.
“N-no,” Jack croaked. “It’s from a girl. Obviously.”
Hiccup arched his eyebrow in that stupidly attractive way of his. He did it
while studying too.
“Jack, you’re gay. We both are.”
“Bi-curious adventure?”
“You described yourself as ‘gayer than Tom Cruise rollerblading in cut-offs’.
Besides, no girl would leave underwear as expensive as this behind.”
Back at the start of the year, Hiccup had felt like he hit the jackpot. His
roommate was funny, smoking hot in a goofy kind of way, and gay! He’d been so
happy when Jack came out to him right away, saying he didn’t want to hide
anything now he was in college. That night had been liberating for both of
them, laying the foundation for a strong friendship, and Hiccup often thought
back on it fondly.
From time to time the brunet could swear there was a sexual tension between
them so dense you could stick a knife in it. His roommate, however, never
responded to the hints Hiccup kept dropping, so he eventually figured it was
just him. He was probably sexually frustrated to such a level that he was
simply imagining things.
Now Jack was in front of him, cheeks dark red, stammering like an idiot, and
Hiccup wondered if he’d just been too subtle with his ‘hints’. Maybe there was
something more.
“W-well I saw you dildo too!” Jack blurted out.
‘Oh shit oh shit abort fuckerdy fuck fuck!’ was roughly Hiccup’s trail of
thought.
“W-what? I-I don’t have a dildo!”
“Yes you do you keep it under your bed! Don’t think I don’t see you take things
into the bathroom with you!”
“Still not a weird kink like ladies underwear!”
Jack’s chest tightened. Was that how Hiccup thought of this? A weird-as-fuck
kink? So much for his hopes to ever become more than friends with the cute
brunet…
Hiccup noticed the sudden sadness and realized he’d struck a nerve.
“Jack… I-”
“No, I get it. You didn’t need to see this.”
Oh sweet Odin Jack looked like a beaten puppy. He was even tearing up a little.
It was like an arrow to the hart for Hiccup.
“I was lying!” He said. The other froze.
“What?”
“I panicked. Your kink i-isn’t weird at all!”
“You’re just saying that to make me feel better.” Jack took the delicate blue
fabric from his hand.
“N-no I’m not! In fact I think it’s…” Hiccup took a deep breath. “It’s sexy. I
think it’s hot when a guys wears this. No joke.”
Jack’s jaw hit the floor. Seriously? His cute roommate shared his fetish?
Unbelievable. This must just be weird dream and he’d wake up any minute now.
“Can I ehm… you know…” Hiccup nervously fidgeted with the hem of his shirt.
“Can I see you wear it?”
Jack pinched himself. He was very much awake. Eye contact was downright
impossible at this point; both boys looked everywhere but at each other. Jack
could feel his dick throb at the thought of wearing his favourite panties…
especially with his roommate watching.
“You’d want that?” He croaked. He glanced at Hiccup’s crotch and saw a much
more defined bulge than usual; it even twitched.
Hiccup nodded. “I-it’d be the hottest thing ever,” he admitted.
Jack gulped nervously and clutched the blue fabric in his fist. He didn’t trust
his voice much, so after a simple ‘okay’, he disappeared into the bathroom to
change.
 
*
 
Jack’s hand remained on the door-handle. His nerves were on fire and his
stomach was filled with bees. Should he go through with this? Or maybe it was
better to put his clothes back on and pretend this never happened. But then he
might never get a chance to get together with Hiccup again, and that would be a
dying shame, but on the other hand, he wasn’t sure if-
“Jack? Are you all right in there?”
That wasn’t a horny, impatient ‘where are you’. That was genuine concern.
Hiccup was concerned about him. One simple question was enough to convey that
Hiccup cared more about Jack than the sexy underwear, even in his undeniable
state of arousal. Jack knew that, if he got dressed again and call the entire
thing off, Hiccup would be fine with that too. They’d play CoD instead. And
that gave him all the confidence he needed.
The door opened… and Hiccup was blown away. It was as if he saw Jack for the
very first time. All pale, smooth skin in stark contrast with the dark blue
panties; the patterns in the lace clearly visible, adoring his stomach and
thighs with elegant flowers. But his posture was hunched, as if trying to hide.
Hiccup tentatively took a step forward.
“You… you are so goddamn beautiful.”
Jack blushed furiously. “I feel overdressed though.”
“Sorry.” Hiccup threw his shirt aside in the blink of an eye. “Oh man I don’t
know where to look. You’re…”
“Scrawny?”
“Fuck no. Drop dead gorgeous more like.” He let his eyes travel from the white
shock of hair, down a positively kissable neck, over a simply perfect chest,
and down a stomach he wanted to touch really badly. “Relax, man. If anyone
could pull off that underwear, it’s you,” Hiccup assured him. “It. Is.
Perfect.”
Jack relaxed a bit, showing more of himself. He moved his hands out of the way,
giving Hiccup a perfect view of his taut crotch. The fabric was stretched
tightly over his erection.
“Can I…”
“Touch me?”
“Kiss you.”
Jack nodded. His lips felt like sandpaper and his tongue was heavy. The bees in
his stomach were in an uproar. But when Hiccup pressed their lips together, all
that disappeared like snow in the sun. Those beautiful lips were soft and
gentle, and the tongue against his was warm and wet and tasted a bit like
chocolate.
The brunet wrapped Jack in his arms, the pale skin warm against his own. He ran
his fingertips from the fluffy white hair down Jack’s back, all the way to the
luxurious silk covering a wonderful, round butt. He let his hands run over the
delicate fabric, squeezing the ass underneath it. Jack hummed into their kiss,
quite content with the attention he was getting.
They broke apart for air, panting slightly. While moving apart, Hiccup pulled
on Jack’s lower lip with his teeth, biting softly. Jack hissed.
“Please don’t do that.”
“Sorry.” Another soft, tender kiss instead. “Better?”
“Much better.”
“Bed?”
Jack nodded and they stumbled to Hiccup’s bed in a mess of kisses and giggles
and soft touches. Jack tripped and fell down onto the bed with an indignant
yelp, leading to more giggles. Hiccup discarded the rest of his clothes,
carelessly tossing them aside. Jack barely got a chance to appreciate the sexy
view of freckled skin and a hard dick pointing upward.
Hiccup lay down next to his roommate and kissed him deeply, slowly.
Experimental, exploring touches. Mapping each other’s bodies. Which spots were
sexiest, which gave the most pleasure, and which were just ticklish?
The brunet thrust his hips, moving against Jack’s hand on his dick. Meanwhile,
he rubbed all along the length of his roommate’s member through the panties,
enticing soft little moans. His fingers traced the contours of the sensitive
flesh, rubbing just a bit harder at the edges of the glans.
“Any other kinks you want to act on?” He asked in a husky voice. “Or shall I
suck you off?”
“Toys,” Jack breathed. “I want to try your toys.”
Hiccup smiled. He sat down on the ground and rummaged in the box under his bed
a bit, looking for the perfect toy for Jack.
“Ah!” he found the vibo-egg. Now all he needed was his masturbator and- ah,
there it was. He showed his picks to Jack for approval. The white-haired teen
answered with a nervous smile and nodded.
“Do you want me to put it in?” Hiccup asked.
“Fuck yes.” Jack, still lying on his back, lifted his legs to his chest. He
pulled the panties down a bit, fully exposing his wonderful ass to Hiccup. The
brunet, still sitting on the floor at the edge of the bed, had a perfect view
of his smoothly shaved, pucked asshole. Instead of just lubing him up, he moved
his face closer. He gently squeezed Jack’s ass cheeks and moved them further
apart. Jack yelped when he felt a warm, wet tongue instead of the cold lubed
finger he’d expected.
“Oh fuck, Hiccup!” He cursed.
The brunet continued to lap at the spread ass in front of him, teasing the
tight muscle with his tongue. So now and again he’d probe at Jack’s entrance,
or move up and lick the back of his balls, dragging hot sighs and moans from
his roommate. Jack was lost in pleasure; his mind was floating on a fluffy pink
cloud in another dimension.
Hiccup used a bit of lube and fingered Jack briefly before pushing the egg
inside. It was a small egg, so it didn’t need much preparation. He turned it on
on the lowest setting and moved it around a bit inside Jack, until he found the
right spot to push it against.
“OOOOoooohmmnn.”
Jup. That’s where the egg should be.
He got back on to the bed with Jack, who lowered his legs again and pulled the
panties back up, once again covering his luscious ass. Hiccup lubed up the
masturbator and slid it around his cock. It was a rather simple thing: a
transparent silicone sleeve with ridges and nobs on the inside. But it felt
good enough, and it was highly stretchable, which was crucial for what he was
about to do.
The brunet pulled down the front of Jack’s blue-laced underwear, letting it
bunch up below his balls. Hiccup was only a little bit jealous of how smooth
this guy was… everywhere. It was no fair.
He lubed up Jack as well and wiped his hand on the sheets. Then he pulled the
sleeve off his dick, straddled Jack, and pressed their slippery erections
together.
“What are you doing?”
Jack immediately got his answer. Hiccup held their dicks snugly together and
slid the sleeve on. Both boys groaned. It was tight. So tight, but at the same
time so damn good. They could feel every ridge, every bump, rubbing along their
lengths.
“Ooooh yesss…”
“Fuuuck, Jack,” Hiccup groaned. He held the sleeve still and started to fuck
it. Their hard, leaking dicks ground together. He almost entirely pulled out
and thrust back in till his glans popped out the top and their balls were
pressed against each other. Everything was sticky. Wet. Soft.
Hiccup turned up the vibrations, setting the egg inside Jack’s ass to maximum.
“Shit!” gasped Jack. “I’m gonna cum!” His voice was the highest pitch Hiccup
had ever heard him produce. He thrust harder, massaging the sleeve as well for
maximum pleasure. With a loud groan, Jack came. Hiccup could feel the dick
pulse and twitch against his own. He pulled the silicone sleeve back a bit
further to expose the tip of Jack’s dick, and cum shot out across his stomach.
The brunet continued to pump when Jack was done, and the other teen writhed and
groaned.
“Hiccup, stop! Aahhh! I’m too sensitive right now!”
Hiccup laughed and got off, gently pulling the silicone sleeve of their dicks.
He saw some sperm was threatening to drip down onto the expensive lace, and he
moved quickly to lick it away.
“Shit that’s hot,” Jack breathed. He pulled the brunet upwards to kiss him.
They made out for a bit until the haze of Jack’s orgasm had cleared and he was
fully back down on earth again. “Shall I suck you off?”
“Yes please.”
Jack pulled the egg out and got in position. Hiccup lay comfortably on his
back, and Jack was sitting on hands and knees perpendicular to the brunet.
Effectively, he was sucking him off from the side, granting his roommate a nice
view of his body and blue-clad ass. Said roommate reached out and just managed
to touch the soft butt while Jack worked on his dick.
He started out kissing and licking all over, lapping at the brunet’s balls
while a small puff of pubes tickled his nose. But Hiccup was already hot and
close to the edge - this was no time for a slow build-up.
“Please, just suck me,” he asked, an undertone of desperation in his voice.
Jack giggled but obliged, taking as much of Hic’s dick as he could without
gagging. He pumped his hand along his shaft in sync with the bobbing of his
head. He went up and down, sucking hard and pleasing with his tongue, giving
extra attention to the sensitive tip. As a cherry on the pie, he pulled up one
of Hiccup’s legs, exposing his ass. With a wet finger, he probed a little,
before pushing the still slippery egg inside.
The brunet gave a wanton moan. He squeezed down on Jack’s ass with one hand and
burried the other in Jack’s white locks. His fervently sucking roommate pushed
the egg deeper, and Hiccup came. He emptied his balls in Jack’s warm, hungry
mouth.
Jack swallowed and came back up again. Hiccup was still basking in the
afterglow, unable to produce more than incoherent sounds, completely at peace
with the entire goddamn universe.
The white-haired teen snuggled up to him and kissed him. Hiccup opened his
mouth and tasted himself, but he didn’t mind. On the contrary; it was rather
hot. The taste of Jack combined with his own sperm… sperm that Jack had just
swallowed most of. He was one lucky man.
“I’m gonna clean up…”
“So quick?”
“Do you know how hard it is to keep these clean? It’s silk!”
Hiccup laughed and watched Jack disappear into the bathroom and turn on the
shower. Only then did he get up himself. He could have followed immediately,
but then he would have missed the view of that beautiful ass.
 
*
 
Jack toweled his hair dry while Hiccup was cleaning the egg with toy-cleaner.
He hugged his roommate from behind, kissing his neck. Hiccup instantly got
goosebumps and he turned his head, trying to protect the ticklish spot. Jack
was unfazed and just licked at his earlobe instead.
“Jaaack,” Hiccup laughed.
The white-haired man hugged his roommate tight, pressing his semi-hard dick
against the bare freckled ass.
“Wanna go for another round?” He whispered. He could see Hiccup blush in the
mirror.
“Do you, ehm…” The brunet hesitated.
“Yes?”
“Do you have something I could wear?”
Jack smiled. “I have a black thong. It would look great on you.”
“God yes,” Hiccup breathed.
“Do you want me to fuck you in it?”
“Maybe you should buy me dinner before we go that far.”
“I’ll buy you dinner tomorrow?”
“Deal.”
Chapter End Notes
     This one gave me so many ideas that I'll write an alternative version
     some time in the near future :x There was just too much that I wanted
     them to do and too little time to write it!
***** Day 7.2 - Is this yours?! Bonus *****
Chapter Summary
     An alternate version of Day 7 because I couldn't choose which one to
     go with. So I did both. Have fun.
Chapter Notes
     "But J., you said you'd upload this within a week of smutweek?"
     Hush, imaginary voice. Just enjoy the alternate version and no such
     difficult questions.

There was a tense silence between the two young men. Hiccup still had the dark
purple fabric in his hand.
“Okay…” Jack started. “So maybe that’s mine.”
Hiccup couldn’t help himself and whispered ‘hot’, followed immediately by an
inward curse. Him and his big mouth.
“What?”
“Nothing.”
“No no, not nothing. You just said ‘hot’ didn’t you?”
“Nope.”
“Yes you did.” Hiccup was a terrible liar at the best of times, let alone
flustered and holding undeniably sexy lingerie.
“No, I didn’t. Honestly.”
“You’re into this too?”
“No. Yes. Fuck.”
“Wow,” Jack breathed. “Although fucking might be a bit abrupt though, you’d
have to buy me dinner first.”
“F-” Hiccup caught himself making the same mistake twice. “Piss off.”
“So, do you you have any yourself,” Jack asked, getting back to the topic at
hand.
“No… I never dared buy one. Thought it wouldn’t suit me.”
“Are you kidding me? You could rock that for sure!”
Another awkward silence, in which Hiccup’s only response was a dark blush at
his roommates praise.
“Do you ehm… want to borrow them? They colour nicely with your dildo.”
“What?” The brunet’s eyes went wide. “How would you know?”
“I saw it lying around sometime, okay. I just had the grace not to say anything
about it.”
“Oh. Well I was gonna put this back and pretend I hadn’t seen anything either,
but you came in.”
“I just have bad timing?”
“That’s a matter of perspective. Cause now it’s out in the open… I could offer
you the use of my toys in exchange? As long as you make sure to clean them
properly after use.”
Now it was Jack’s turn to feel embarrassed again. He hadn’t dared to bring that
up, but the idea had crossed his mind. Together with tons of lewd images with
both him and Hiccup, but that was a different story entirely.
“I’ve ehm… always wanted to try something vibrating?”
Hiccup nodded thoughtfully and went over to his bed, pulling out his box of
toys. He rummaged around in it with Jack looking over his shoulder, whispering
an appreciative ‘damn’. This sexy fucker had about anything. In the brief
moment Jack was looking, he saw handcuffs with a chain, a bright red dildo with
a sizable knot, a vibrator, a smaller transparent dildo, a buttplug with a
fluffy tail, and a bunch of cockrings. Why this guy had never bought lingerie
was beyond Jack. It surely would compliment a collection like this.
Eventually, Hiccup got back up with a toy in each hand and a face redder than a
fire truck.
“I have two you might like. Regular dildo with vibrator and a prostate vibo. I
didn’t know what you were used to uhm… size-wise.”
“I’m used to nothing so I’ll take the smallest one,” Jack admitted. Hiccup
handed him what he’d called the prostate vibrator. It was made of black
silicone and it had a bit of an odd shape. “You just hold onto that pair I
guess,” Jack said, referring to the lingerie his roommate still had.
“There is toy cleaner under the sink. I have condoms too if-”
“Thanks, but I’m good.”
Some more of that patented awkward silence. Neither really knew how to move on
in this conversation, nor how to end it.
“Wanna try it now?” Hiccup blurted out.
“What?”Jack’s mouth fell open at the forwardness of his usually more private
and held-back roommate.
“Sorrynevermindforgetisaidthat.”
“Wait-”
“I shouldn’t have said it. I didn’t mean to make you un-”
“That’d be fucking hot,” Jack interrupted him.
“Shit,” Hiccup cursed. His heart was beating in his throat. This was really
gonna happen. Finally, he was going to see his drop-dead gorgeous roommate
pleasuring himself. “I’ll take a quick shower. Be right back.”
Jack ended up taking a shower after Hiccup as well, and when he came back into
their shared room, the brunet was lying on his bed in nothing but the purple,
lace knickers. They fit him perfectly; the dark colour a stark contrast with
his rather pale, freckled skin. Jack - who as already at half mast when he came
out of the shower - went full-boner instantly. His roommate had his eyes
closed. He was rubbing along the clear contour of his hard dick, obviously
enjoying the sensation of the soft fabric.
“Fuuuuuuck,” the white-haired man swore, upon which Hiccup opened his eyes. He
blushed furiously, but there was nowhere to hide.
Jack, not wanting to embarrass Hiccup by simply staring, dropped his towel and
slipped on a different good-looking piece of lingerie. It was a black thong
with a dark blue lace edge. His hardon didn’t fully fit underneath the small
patch of fabric, so the tip was poking out the top. Jack loved how the edge
rubbed just underneath his glans.
He made sure to bend over way more than necessary, giving Hiccup a good view of
his ass. It would have been hilarious if it wasn’t so hot. He lay down on his
bed and when he saw Hiccup staring, his dick jumped a little, a drop of precum
leaking out the tip.
While Jack put a condom on the toy and lubed it up, Hiccup slipped his dick
from it’s soft, fabric confines. His heart was beating in his throat. Jack was
looking at him. Jack was staring at the body Hiccup himself had never found hot
in any way, and yet there was obvious lust in Jack’s eyes. The intense stare by
the white-haired man made Hiccup even hotter. He resisted the urge to fap
furiously, determined to prolong this as much as he could. He looked at Jack,
taking in every inch of his hot body, while he slowly stroked himself. The
foreskin slid up and down smoothly, making soft slick noises. The pink, moist
head was exposed on every downstroke.
Jack briefly halted his actions in favour of just jerking off while watching
this smoking hot display across of him. He noticed Hiccup didn’t shave like
himself, but rather trimmed things to acceptable levels. It was clean and
practical, very much like Hiccup himself, and Jack decided it was hot as hell;
he wanted to bury his nose in it while sucking off that glorious dick. Did he
mention he had a thing for foreskin too? This auburn boy was his kink jackpot.
Balls showing at the edge of a thong on one bed versus a sack snugly covered in
see-through lace on the other. Jack’s fist pumping slowly versus rapidly moving
fingertips. Soft gasps and moans versus barely held-back groans of pleasure.
Nervous smiles and brief, nervous eye contact.
Jack was going to cum too soon. In a feat of extraordinary self-control that
probably originated in a desire to give Hiccup more of a show, he let go of his
dick. Instead he fumbled with the toy, trying to get it in.
But Jack was nervous, new to the toy, and somehow not comfortable no matter how
he was lying. He was starting to feel embarrassed, and that only made it worse,
but he couldn’t give up either.
Luckily Hiccup took pity and came over.
“Do you need a hand?”
The gorgeous piece of hard meat was now much closer to Jack, and his eyes were
fixed on the clear bulge. A damp spot was forming somewhere to the side, where
the tip of Hiccup’s dick was situated. Jack swallowed hard.
“Do I look that awkward?”
“Yes. Get on your knees and move over.”
Jack did as he was told, getting on his hands and knees and making room for
Hiccup to join him on the bed. The brunet got down behind him and took the
already slippery toy. It almost shot from his hands, initiating some giggles.
He spread Jack’s soft, round ass-cheeks with his hands, admiring the feel of
it. He pulled the thong aside with a thumb.
Jack held his breath in anticipation… and felt a much warmer, much wetter
sensation than he’d expected. He moaned loudly as Hiccup licked his ass again.
And again. And again. God this felt unlike anything he’d ever done before. He’d
always found fingering a bit dull - it didn’t do that much for him and it
wasn’t the most comfortable position. But this. Sweet motherfucking Jezus!
“OOoooooh fucking fuck Hiccuuuup,” Jack moaned. He almost whimpered when
Hiccup’s tongue went in deeper. “You gotta let me do you this to you too, it’s
sooo gooOOOOOHHHAaa! Fuck yes!” He carefully stroked the tip of his dick with
his fingers, trying not to make too much friction lest he came right away.
“You’ll get your chance.” The brunet alternated the rimming with fingering,
reveling in the sounds Jack would make. When his roommate was nice and wet, he
replaced his fingers with the prostrate vibrator. He turned it up to max and
gently pushed it in. When it settled into place, Jack groaned so loudly Hiccup
pitied their neighbours in all directions. The white-haired man sunk down onto
his stomach, lost in pleasure. Smiling, Hiccup lay back himself, rapidly
jerking off. He watched as Jack bucked his hips, trying to fuck the bed for
friction. He eyed the back of Jack’s smoothly shaved sack, and watched how the
balls inside twitched every now and again. Every movement brought new
sensations, leading to new sounds being emitted by Jack.
The brunet’s orgasm was fast approaching. Looking at Jack’s dick like that, he
wanted a load in his mouth. That dick was out of reach though, so he lay on his
back and rolled back as far as he could, putting his legs on either side of his
head. With a few more strokes, warm seed dripped down into his waiting mouth.
Jack had rolled onto his back when he felt Hiccup move - which added yet
another wave of sensation - and he’d seen the whole thing. Hiccup realized Jack
was staring. He swallowed and blushed furiously, not knowing what to say.
The white-haired roommate was still in full-on horny bliss, however, and felt
no embarrassment whatsoever. In fact, the line of cum below Hiccup’s chin
looked incredibly lewd and a tad appealing. Jack got up - which caused the toy
to hit him in yet another way - and moved over. Without hesitation, he licked
the cum from Hiccup’s lip. The brunet opened his mouth in surprise and Jack
took it as an invitation, kissing him deeply.
It didn’t last very long, however, since Jack was on the absolute edge himself.
“Can I…?” Jack gasped against Hiccup’s lips.
“What?” Hiccup had the feeling he knew what Jack wanted, but he wanted to hear
him say it in that horny, husky voice of his.
“Fuck, Hiccup. Can I - hnmnn - cum in your mouth? Please?”
Hiccup grinned and nodded. Jack righted himself, offering his cut dick. The
brunet sucked it in hungrily, humming in approval, and with only a few bobs of
his head, Jack released a large load inside Hiccup’s mouth.
Jack moaned all throughout his orgasm, entangling his hands in his roommate’s
hair. He pumped out several shots of cum while slowly moving in and out of
Hiccup’s warm mouth. The brunet swallowed it all down. When Jack was finally
done, he sat back, his wet member slipping from Hiccup’s mouth. There was a
string of saliva connecting the dick to the soft lips and Jack’s heart skipped
a beat. That was a sight he would never, ever forget.
Hiccup took a deep breath and wiped his mouth. Jack removed the toy and turned
it off with a satisfied sigh. Suddenly completely drained, he flopped down on
his back.
“Wow. That was intense.”
Hiccup crawled up and lay down half next to Jack, half on top of him. He kissed
him, haring the taste of Jack’s come.
“You can say that again.”
 
===============================================================================
 
 
When Jack stepped out of the shower for the second time that day, Hiccup was at
the sink, cleaning the underwear. His precum had stained it.
The white-haired man stood behind him and wrapped his arms around the slightly
smaller brunet. Hiccup giggled when Jack kissed his neck, and he could feel a
half-hard dick pressed in between them.
“So. When do I get to do that to you?”
“Such a Casanova you. Didn’t you say something about buying dinner first?”
“We’ll get dinner tomorrow?”
“Deal.”
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