I've already written this chapter because, well, I am literally in the middle of exams (so of course I start writing a fic oh dear) and I don't know how often I'll be able to post. But I decided I would post it, in the vague hope people would be interested and this may keep me motivated to actually, well, finish it, because originally this was going to be a oneshot...and then it wasn't. Ahaha...
Anyway, quick disclaimer of I don't own either of these movies etc.

Jack awoke to something sharp on his chest. He sprang upright, looking around for what could possibly be an attacker, only to find…
"Toothless?" Jack prodded the cat to receive an upset mewl. "Where's Hiccup?" Toothless hopped off of Jack to stalk over and scratch at the bathroom door. "Oh. Well, I'd feed you but I don't know what you eat…" He looked down at the box where the three other kittens lay. Toothless must have slept with them for the rest of the night, as there as a large dent in the blankets which all the kittens seemed to curve around. It was quite amusing to see, and would have made a great picture. Jack yawned, deciding he was indeed of some caffeine. He sighed when he realised he'd slept in the same clothes (again) and plonked his way into the kitchen, managing to catch his rather gangly body on every surface as he did so; all the sharp corners of tables and chairs. He put his crappy, too-noisy-for-the-morning kettle on, and leaned against the work surface with his eyes half shut. They reopened however, when Hiccup stepped out of the bathroom.
"Wow, good morning sleeping beauty." He remarked, smirking at Jack's state. "I take it you're not a morning person."
"I take it you are one." Jack grumbled as a reply. Hiccup smiled, and picked Toothless up to cradle him ('or was it her?' Jack mentally questioned), cooing at the rather large Bombay cat.
"When you've got a cat, you understand. If you take a kitten, you certainly will."
"Well you upset Toothless by leaving him outside the bathroom, you made him so sad he just had to wake me up. You've hurt him Hiccup, I hope you're happy." Hiccup laughed, knowing the only reason Jack was trying to make him feel guilty was because he was annoyed at being awake. Luckily, the kettle finished boiling, so Jack could get some coffee to redeem his hopelessly grumpy morning self. He poured Hiccup a cup too, and they perched on the two kitchen stools.
"So what do you want to do? I'm not sure I have anything I could feed cats with…" Jack trailed off, looking aimlessly around the kitchen. "I'm obviously not saying I want to throw you out of course," he continued, "but I'm rather aware that these kittens haven't had anything to eat yet. We could go to the store I guess, or you could just take them or something…"
Hiccup pondered over this, debating as to how much cat food he had at home. "Well, I could probably do with picking up some more to be honest. And if you don't mind, I might need a hand getting them there…?"
Jack smiled again at the idea of having company for a little longer. "Yeah, sure!" I mean, if anything I can take my bike over to the store later to pick stuff up. "
"Oh cool you ride a motorbike?" Hiccup's eyes widened and Jack puffed up, pleased at the interest.
"Yeah! I got it a while ago, my pride and joy. It's in the garages at the bottom of the building. I would have offered to take you home on it, but I'm not fond of riding in the rain."
"Yeah, it's really dangerous isn't it?" Hiccup's look was pretty much one of admiration, wishing he could ride a bike like Jack's but knowing it probably wouldn't end well with his clumsiness.
"Yeah, not too keen on the accidents that could happen you know? I've seen some pretty nasty injuries due to riding, so even I'm careful I guess." Jack finished his coffee whilst Hiccup sipped his, and motioned for the boy to carry on whilst he stepped out to get changed. He switched yesterday's clothes with a similar set- but new black jeans that hugged his legs, and a shirt instead of a t-shirt underneath his hoodie. He had a quick wash too, but didn't even bother trying to tame his hair, which always had a habit of sticking up at odd ends. When he turned around, Hiccup was standing in the doorway holding up the mug questioningly.
"Where shall I put this? Also, why is your hair so brilliantly white, and not brittle from like, bleach?" Hiccup asked curiously.
"Ehh, leave it on the side. And it's not really bleached- for some reason I went grey at like 17 or 18, and I lightened it a little when I was a bit older to get a nicer whiter colour and I've left it since. Apparently it's a family thing, to go grey early." Jack shrugged, he wasn't that bothered by it- most thought that he'd just died it so few asked. "Anyway, we should head off soon, I can hear them crying so they're probably hungry." He said, gesturing in the direction of the kittens.
"Sure!" replied Hiccup from the kitchen as he cleared the rest up. He joined Jack in the living room, who was playing with the kittens. Hiccup smiled at the rather adorable scene, with Jack sprawled out and poking his head into the box to press his nose up against the furry little blobs. He giggled as Jack picked one up to hold it in front of his face and bounce up and down in little bobs- the expression on the cats face was brilliant, but the pouting expression on Jack's was priceless. "I wish I had a camera to take a photo of you too like that." Hiccup joked, reaching down to shove his stuff back into his rucksack.
"Front pocket of my rucksack. Make sure you take it on my good side." Jack nodded to his rucksack, smirking.
"Really?" Jack nodded in reply. Hiccup shook his head and pulled out the rather impressive camera. After figuring out how to turn it on, it was on fully auto so he didn't need to fiddle with it and aimed at Jack. "Say cheese!" The 'click' of the shutter made the little kitten jump a bit and Jack smiled.
"Thanks." He smiled, and helped collect all of his stuff. "Have you got everything?"
"Yeah, I didn't have much on me anyway."
"Okay, cool. I've got another box around here somewhere, so you can take Toothless and a kitten in one, and I'll take the others in this one." When they had sorted everything out, Jack made sure everything was turned off and sorted before locking up the place. "Okay, so we'll take them to yours, feed them and make sure they're OK and then if you look after them, I'll run back and grab some supplies?"
"Are you sure you're okay with that? I mean, it's out of your way…"
"Hiccup. So far I have offered to have you sleep over, said I will take care of a kitten and offered to show you around. Have none of these signs pointed out I am a non-working, lonely person who has nothing to do with their time?" Jack pointed out light heartedly. Hiccup grinned bashfully.
"Okay, okay. Yeah that's totally fine, let's get a move on before it rains again…" He glanced up at the ominous sky that always seemed to loom over the city and headed down the stairs and out the block.

In about half an hour, they reached Hiccup's apartment, including a quick coffee stop for Jack on the way (to which Hiccup mumbled "Coffee addict." Under his breath) and so it was that Jack was perched at Hiccup's (remarkably more clean than his own) kitchen table, watching three little kittens munch on some food.
"Okay, there's a different type of food for kittens apparently." Hiccup strolled in, laptop in hand, and sat down opposite Jack to click away. He turned the screen round to face Jack and pointed in particular to one type. "This is the one you should get, and if you pick up this one-" Hiccup gestured to a type for adult cats too, "I'll pay you back on Toothless' behalf. Do I owe you anything for last night?"
"Don't be silly, you don't owe me anything. I'm glad for the company."
"Well at least let me pay for the cat food?" Hiccup's expression made Jack laugh- the guy had an awful conscience.
"Okay, as long as you stop making that face." He teased. "I can go now, and I'll come straight back here so we can sort everything out."
"That works." Hiccup agreed, scribbling notes on to a sticky pad and handing it to Jack. "Here's what you need to get, and on this other note is what you should get if you take one of them later."
"Thanks!" Jack stood up, checking he head everything and then going over to say bye to the kittens. He picked up the white eared one to hold up to his face again and rub his nose into the fur. "I'll be back soon, try not to miss me too much okay? I'll be quick as a bunny!" He grinned, and handed the kitten to Hiccup.
"You really like this one, don't you?" He asked, gently scratching behind it's ears.
"Yep. It's too cute." Jack grinned, going over to unlock the door. "Okay, I'll be back soon as long as I remember the way, that is."
"Oh- um, do you want my number in case you get lost?" Hiccup suggested awkwardly, looking down shyly.
"That's a good idea, I don't have the best memory in the world." Jack laughed, passing his phone over for Hiccup to punch in his number. "Thanks, back soon!"

When Jack reached the bottom of the stairs, he let out a sigh. 'Wow,' he thought, 'I think I've legitimately just made a friend.' Containing his glee, and the urge to run and tell North, he speed walked the 20 or so minutes without the coffee break back to his apartment to grab his bike.
Jack loved riding through the streets, the bike gave him a sense of freedom; it was like he was flying along against the cars, body hunched to stay streamlined the wind guiding him, filling his clothes with air. He stopped on the way back to grab his 'biker' jacket- a brown leather coat with various buckles that was thick to keep his clothes from flying everywhere and keep him warm, but still the feel of just the wind through his hair increased the rush of adrenaline. He wore his helmet though, a proper biker one because he didn't really want to risk any injuries. Not whilst travelling in the busy London streets or on the motor way at 70 mph, not even on the calmer back streets where he lived.
Reaching the supermarket, he locked his bike and pulled off his helmet, and headed inside with a basket to pick up everything he needed. 10 minutes later and he was done with all the necessities and of course, an extra pizza or two and a tub of ice cream, because his favourite cold desert was on offer. He managed to squeeze it all in either has backpack or the storage space in the back of his bike, and pulled out his phone to call Hiccup. After the fourth call or so, the boy finally picked up.
"Jack? Is that you?" Jack considered replying, but then decided to prank the other somewhat, so he put on a low, gravelly voice and masked the phone slightly.
"Hello Hiccup. Don't ask how I got this number. If you value the life of your dear cat-" He was interrupted by spluttered laughing.
"Jack! Jeez, you had me going for a minute then."
"Really? Awe man, what gave it away?" He joked back, smiling. "Okay, I have the stuff, so I should be over soon, just ringing to let you know. And also, be a dear and put the kettle on? Black, no sugar!" He hung up before Hiccup could give him a sarcastic reply and smiled. Slinging his leg over the bike, he revved the engine and made off down the streets towards the vague direction he remembered Hiccup's place was in, hoping the ice cream wouldn't melt before he got there (which resulted to him keeping as close to the speed limit as he dared). It didn't take long at all by bike of course, and once he found somewhere he deemed safe enough to leave it, and pulled out the stuff and made his way up the stairs, knocking on Hiccup's door.
"You know, I ought not to let you in after you prank called me." Came the teasing voice from the other side.
"Hiccup, please, I have ice cream here and I'm worried it's going to melt. 911, I repeat, melting ice cream emergency!" Jack exclaimed, knocking against the door again to prove his point. He could hear the laughter from the otherside, and when the scratched old door was swung open, he was greeted by a giggling Hiccup.
"Okay drama queen, freezer's that way." Hiccup took the bags of extra cat food and litter and cat blankets and toys and whatever else he' brought so Jack could race through. "Why did you buy ice cream? It's freezing!" He walked into the kitchen to find Jack already eating some out the tub. The white haired male's shoulders shrugged as he ate it with an impressive speed.
"I really bloody like ice cream." Jack said it with such seriousness that Hiccup didn't doubt him, but it still made him laugh.
"Really?! I hadn't noticed! Don't eat too much or you'll puke." Hiccup commented sarcastically. Jack's reply was a scoff of disbelief.
"Mr Hiccup, my good sir, do not mistake me for someone with a light stomach. Now, did I smell coffee?" He set down the tub, although Hiccup grabbed it to put in the freezer, and slurped at the coffee that was pressed into his hands eagerly. Hiccup rolled his eyes at Jack, realizing the guy he'd met was quite the character.
"So Jack, I thought I could show you what you'll need to do with the kitten? I mean, you won't be able to take it home for a while as they've recognised Toothless as their mother or whatever, but maybe in a month or even less it'll be totally fine."
"That would be useful, thanks. Oh yeah, I was going to ask about that- So is Toothless actually a girl or…?" Jack asked Hiccup, watching the sleeping cat in the corner of his eye.
"Ahaha, no, turns out Toothless is still, well, male. So I'm guessing that he found these kittens, and seeing as he's such a sop, had to take care of them. I don't know whose they are, but we can't leave them, and they've already got to be a couple of days old I guess." Jack crouched down near them as Hiccup talked, stroking each of them affectionately.
"D'you reckon they had… more siblings?" Jack asked quietly, a sad look taking over his face. Hiccup sighed, and looked down.
"Even if they did… natural selection and all, I doubt all of them would have made it anyway. But we'll look after these ones right? So it won't be so bad." Hiccup crouched down next to Jack and smiled, which was returned by the white haired male too. "I can already guess which one you'd like!"
"Aha, well look at the cutie." Jack held up the white eared kitten again, who was undoubtedly his favourite. "We should name them!" Jack exclaimed, excited by the idea.
"Aha, okay I guess!" Hiccup grinned, watching Jack's enthusiasm and smiling at how young it made him look. "You can name that one, I'll name this one."
Jack spent quite a while pondering over names until he thought of one he liked. "I want something cool…exotic, maybe." Deciding he'd wait a while to pick something more suitable, he turned to Hiccup. "Any ideas?"
"Well… I might give one of these to my friend Astrid, and she always said if she had a pet she'd call it Stormfly…" He shrugged, looking at them. The other two were plain black, although their fur flashed red-brown in the light.
"That's a cool name." Jack agreed. "You're keeping the other aren't you?"
"Probably. I hate giving kittens away, at least Astrid will look after them I guess."
"I'd ask around my friends, but North, Sandy and Tooth have really busy jobs, and well… Bunny has, well, bunnies."
"Your friends have weird names." Hiccup laughed.
"You can't talk! Hiccup? Astrid? Where does that even originate from?" Jack retorted.
"Ah, it's an old tradition. My Dad was big on Viking heritage and all-"
"Viking? You? No offense, but…" Jack smirked at the other.
"Hey! I am full Viking, look at this muscular…muscles!" Hiccup tried to make himself appear larger and clenched his muscles. At this, Jack almost lost his balance on kneeling as he roared with laughter. Shortly, Hiccup joined in, and the cackled for a few minutes.
"Ahh…that was good, I haven't laughed that much in a while."
"Evidently you don't get out much then, it wasn't even that funny!" Hiccup giggled back.
"I told you, I am a loner with a capital L" Jack said, still catching his breath from laughing. Hiccup patted him on the back.
"Well, you can't be worse than me. We can both be bad together." He said, smiling. "Besides, if we meet each other's friends- that's like doubling the amount of friends we have!"
"Hiccup, you clever sod, this is a brilliant plan!"
"'Scheme: Make ourselves cooler people' is under progress" Hiccup gestured in the air as Jack snickered. There was a silence for a while, although it wasn't really a silence as the companionable noise of purring kept them content. After a pause, Jack stood up to reach into one of the bags he'd brought and held up a pizza.
"Hungry?"
"Definitely."
"Great." Jack went to put it on, and returned to sit in Hiccup's lounge to gaze around whilst waiting.
Hiccup's apartment was about the same size as Jack's, but he actually used the bedroom by the looks of it. The layout was pretty similar as it was a standard common layout in the architecture of the apartments around here, with a bathroom, a kitchen, a living room that led on to the bedroom. In Jack's opinion, Hiccup had lied when he had said it was a mess, sure there were things on the floor- clothes scattered around, books left open and paper, lots and lots of paper- but in Jack's opinion the place was pretty neat. Picking up a few of the pieces near him, he curiously gazed at sketches of dragons and other mystical creatures.
"Did you draw these?"
"Hm, what? Ah, um, yeah…aha" Hiccup looked a little embarrassed and Jack flashed him an honest smile.
"They're incredibly, really. No, shh, don't protest- look at this detail! And the designs! It's amazing." It wasn't an expression, it was a statement; and Hiccup could feel his ears warming a little at the praise. Luckily for him however, the timer went off to announce food, which caused a grin to light up on Jack's face. They congregated at the table, or at least, Hiccup sat at the table whilst Jack perched on a counter, and consumed (or in Jack's case- practically inhaled) the pizza.
"So, like, I was thinking, you know how you were looking for a job? I can totally take you down to North's and ask him to give you one. He runs a café near hear, not far from my place, and he's always looking for part-timers."
"Really? That would be great!" Hiccup grinned, his eyes shining with gratitude for the other. Jack laughed, and held his hands up a little.
"Seriously, no biggie. Oh, and you can meet Bunny too, he works there. Sandy sometimes does, depending on how busy he is."
"I would totally owe you one, thank you so much!"
"If it's that important to you, you can make me a free coffee once you get the job." Jack teased.
"Ahahaha. Very funny. Anyway, I'll go show you what you need to get for the kitten-"
"-And then I need to clear off, because I know I have work to do and I bet you do too." Jack finished, smirking. Hiccup's answering sigh was a confirmation to his guess- that they were both lazy and left their work to the last minute. "Well, if you meet with me at that bridge when classes are over, I'll take you to go meet North if you want." Jack slipped easily off the counter and headed back into the living room, following Hiccup.
"Okay. I've saved your number now, so I'll text you if anything comes up etc."
"You saved it? No fun Hiccup, how am I going to prank call you now?!" Jack pouted at the brunette, who smirked evilly in return.
"I've only known you a day, and I already know you too well Jack! Okay, I'll show you what you need…"