Disclaimer: I do not own HTTYD, RoTG, Tangled, Frozen or any other character that ends up in here. I only own my OC's, if any end up in here.

Tangled Up With Cupid

Chapter Two; Getting Over A Broken Heart

It was embarrassing to say that most of her final two classes, Rapunzel had spent it writing out notes. And not notes towards anything the teachers were teaching, but rather notes on helping Jack and Hiccup get girlfriends.

If you were to peek over the girl's shoulder and look to her notes, you'd catch at the top the bold words written out 'Plans to get Hiccup and Jack girlfriends!'

The rest of her notes were written out in cursive swirls, even her i's dotted with hearts. She's really set on planning this out, to the point where she has only caught maybe half of what the teacher has said so far. She's got her phone ducked on her lap, her green eyes glancing down every now and then as he types out 'dating websites.' the the browser she's pulled up.

Hopefully, she'll be able to locate some local single female's on one of these sites.

Google gives her about 218,000,000 results. Which, really is a lot to scroll through, so she decides to jot down the few names that sound alright ot her. eHarmony is the first one, because she remembers seeing commercials often on TV. The couples usually seem happy and content. There's also OkCupid, which just sounds adorable.

Scrolling through three more pages, she figures these two choices, plus that Match website should work for now. Under the websites written on her notepad, she puts down 'make a profile for Hiccup and Jack.'

Alright.. Actually, scratch that out. She'd get into so much trouble if she was caught. But really, what's the chance that Hiccup or Jack would go to either of those sites? Or finding that someone's already made accounts for them?

They'd forgive her right, if she found matches? Maybe she could tell the girl that she's trying to help them find girlfriends. The girl could understand right?

Ugh, maybe making them accounts on a dating website wouldn't go well. She'd be risking her friendships in the attempt to find her friends a new relationship, and so she crossed the websites off on the paper. There's just too many flaws into that idea, and she just can't see a wide chance on getting a positive outcome to that choice.

She's back to the beginning, and with a sigh she exits out of the internet on her phone.

. . . .

Whoever had decided it was a great idea to give students gym as a final class for the day, must get a good laugh out of the students that go through that torture. Hiccup is only halfway through the second lap around the track, and he's taking in gasping breaths for air. The gym teacher is being lazy, and had decided to allow the kids to do whatever they wanted.

Well, more like left them the decision to play basket ball or jog around the track.

Most of the male students have chosen to play football, which Hiccup had opted out of. While jogging wasn't any better of a choice, he'd rather that then join the other boys. It would only end up in someone tossing the ball his way, just to watch in amusement as he got tackled by boy's ten times his size.

He's not alone though, all of the girl's have also stuck to jogging, and even a few boys. But they either have friends to join them, or they actually have more energy than Hiccup to do more laps before they started to get exhausted. He can't really be blamed for his terrible attempt at easily breathing and running, his asthma keeps him from doing much, and he's too proud to request a note from his doctor.

Which, sure.. That choice might come back to bite him in the ass, but he'll deal with that when it happens.

Stopping to catch his breath, he leaned over, resting his hands on his knees. He could hear his loud gym teacher from where he leaned against the chain link fence, yelling at him to get moving again. He wasn't going to listen, screw that, he'd rather catch his breath then end up passing out before he could even get the second lap finished.

There's the approach of footsteps, but he doesn't look up, knowing they'll just run past him.

"Haddock! Get a move on!"

It's very tempting to flip his teacher the bird, but he holds back. He's not going to get detention, not for something as dumb as flipping off his gym teacher. Besides, he's got a very good record of not getting detention and keeping high grades, he's not going to soil it because his gym teacher likes to be an asshole.

Slowly rising until he's standing straight, he arches his chest until his back gives a satisfying pop. The foot steps are getting closer, and he waits for the other student to run past him. It's a little surprising though when the other person stops next to him, and he recognizes the white haired teen known as Jack Overland. He's only talked to the other once or twice, through their mutual friendship with Rapunzel.

"Might wanna get going, I think steams about to burst from his ears." Jack says with a chuckle, nodding over to where their teacher is located.

Hiccup risks a glance over to the older male, his hands raised over his head as if questioning why Hiccup is still just standing there. Rolling his eyes, Hiccup gives a groan as he kicks off the ground, continuing his jog. With a grin, Jack joins him.

"So, I heard you and Astrid broke up."

"Either Rapunzel told you, or word really does get around fast."

"Yeah, Punz told me. But ya know, Snotlout also hasn't shut up about it since he found out." Jack told him, and both teens looked towards the boy mentioned.

Scott 'Snotlout' Jorgenson has recently made a touchdown, and is now doing some strange dance. It's a lot of throwing his arms about as if hitting someone, followed by the chanting of 'Snotlout, Snotlout, oy oy oy!'

Hiccup can't say that he's surprised Snotlout is already talking about it. It was painfully obvious that he was about as head over heels for Astrid as Hiccup was. The only difference between Hiccup and Snotlout though, was that Snot's interest wad for all the wrong reasons. Because they were both popular, because they were both better looking, Snotlout felt that was reason enough the two should date.

So, he'd been stuck into a phase of denial once he found out Astrid was dating Hiccup.

And the news hadn't stopped him at all from still trying to get her, flirting with her when she had a boyfriend. He'd invite her over to his house in front of Hiccup, or he'd attempt to get her alone so he could hit on her. He had even used a freshman named Gustav to slip really bad poetry into her locker.

Hiccup feels that fire light up in his stomach, that jealousy that's always surged through him. There's no point he should be getting jealous though, Astrid's made it pretty obvious that there was no chance of them getting back together. But he's still got a hold on a last thread of hope, that maybe somewhere along the way, they'll realize their mistakes and try again.

"Well, there are always other fish in the sea." Jack states with a shrug, reaching over to pat Hiccup's shoulder.

"Please, don't tell me you're helping Rapunzel find me a girlfriend." Hiccup groans.

"Pft, I need to find myself a girlfriend before I go looking for someone else."

Hiccup's eyebrow raises, surprised that someone like Jack Overland is single. He saw the girl he was hanging out with last week, and it just seems too soon that they're over. But the more shocking part to it is, that the white haired teen doesn't have a line of girl's trying to get with him. He's a good looking guy, pale complex and bright blue eyes.

And unlike Hiccup, he knows how to get people to like him.

"Well, like you said. There's other fish in the sea."

Giving a snort as his words were given back to him, Jack gives him a small parting wave before he starts jogging faster. Hiccup watches him go, leaving the auburn haired boy alone to his thoughts. Green eyes trail over the back of the male, taking the way the back of his shirt fluttered a little as the cold air blew past him.

How can he be fine out in this weather in only a t-shirt and jeans?

. . . .

The silence of the home wasn't unsettling, not for Hiccup who was use to the house being deathly quiet for most of the day. He was an only child, his parents never seeming to have the time or the want for another child. But that was fine with Hiccup, he'd seen some of the things that happened between siblings. There was the young age of fighting over toys, tattling on each other for every small thing, not to mention how vicious the fighting got when they got older.

Though he sometimes wished for the company of a sibling, especially now when he could no longer go to his ex girlfriend to talk about - well - her. And while his mother would have gladly given him a comforting shoulder to lean against, she'd found herself more busy with her job.

He took a glance around the empty home, the magazines and bills stacked neatly onto the coffee table in the living room, the dishes already cleaned and put away. No matter how busy work was, Valka Haddock always found time to tidy up the home before she left.

Running a hand through his hair, Hiccup went to retrieve a pack of poptarts from the kitchen, taking a glance to the calender. He gave a grimace, taking notice to how Valka had marked Valentine's Day with the words 'dinner at Astrid's'. Well, that plan was destroyed now. He was not looking forward to seeing the face of heart break when he told her about him and Astrid.

But hey, at least that opened up a lot of free time for the teen. He could..

Uh..

Opening the packet, he rolled his eyes as he took a bite. He supposed he could return to playing World of Warcraft, he'd been missing out on raiding with Fishleg's and his hunter still needed a lot of gear. He could also finish the in progress artwork that gathered in a folder tucked well hidden away on his laptop, not wanting anyone to see the stuff he'd been working on.

He also now had plenty of time to actually hang out with his parents, as lame as that probably sounded. He could question his mother about the animals at the zoo, and last he heard, The Walking Dead would be returning soon. Him and his father could settle down for a catch up marathon, discuss what they thought would happen next.

Honestly, he could do a lot of things now that he was single and didn't have a girlfriend to take up his time.

Stepping into his room, he turned the switch by his door, allowing a little light to filter the room. His eyes glanced over to the cage tucked away into the corner of his room, seeing neither of the creatures kept inside. He was sure by now Toothless would be awake, but he was a little curious on how the newest addition was taking to their new habitat.

Setting his poptarts down onto his nightstand, Hiccup walked over to stand by the cage. He could see a small furry head peeking out from a dark green pouch kept inside, smiling when little Toothless pulled himself further out at the sight of his owner.

"Hey bud," Hiccup greeted, carefully opening the door to the cage.

Reaching inside, he gently stroked his finger against the small head of the sugar glider. Big eyes closed, the creature pulling itself onto the boy's hand. Pulling his hand out, Hiccup allowed the animal to climb it's way up to his shoulder.

Toothless had been a gift from his parents, Valka bringing the little guy home one night after work. He was such a small thing when Hiccup had first laid eyes on him, and that had been two years ago. They'd gotten a lot of bonding done over the time, especially when Hiccup had free time away from Astrid. They had bonded so close that Toothless usually enjoyed curling himself up in Hiccup's pocket while the boy went to school.

But the school halls weren't always the safest, and Hiccup was always afraid the little guy would get hurt. So he had to leave Toothless home, especially now with the addition of Stormfly.

Astrid had enjoyed meeting Toothless, to the point where the little one would sometimes slip into her pocket at school. So, when Valka had questioned Hiccup what he was getting the blonde for Valentine's day, he had asked her if she knew anyone giving away a baby sugar glider.

He'd kept Stormfly a secret from the female, and now with the breakup, he was unsure if he should still offer the sugar glider to her. But then again, Stormfly had already started bonding quickly with Toothless and Hiccup.

Leaving the door open in case Stormfly woke up and wanted out to explore, Hiccup moved to sit down on his bed. He carefully lay back against the sheets, hearing the small sniffles coming from Toothless as the creature moved himself to Hiccup's chest, a small nose pressing against the underside of his jaw. Bringing his hand up, the boy stroked two fingers down the animals back.

"What should I do Toothless? I don't think it'd be fair to you and Stormfly now to separate you guys. Plus what is Astrid going to say when I tell her about Stormfly? We had agreed on no gifts.. But I - ugh."

He groaned, bringing his arm up to press it against his eyes.

Maybe that was why Astrid agreed on them not buying each other gifts, but than again, they'd been dating for years. She'd went over that rule their first Valentine's day together, when he had asked her (after stumbling over his words and maybe failed attempts.) what to get her.

Really though.. I had been almost four years together, how was it she could so easily throw away a relationship that had lasted so long?

'Hiccup, it's not that I don't love you.. But I just don't feel like you feel the same way I do.'

What the hell had she mean't about that? He had been the one who asked her, he'd been the one who'd had a crush on her since the day she had protected him from some bullies when they were only in Elementary School. Their parents always teased the two of them, cracking jokes about how it seemed as if they had been married since they were 10.

He didn't feel the same way she did? That was a load of bullshit.

Toothless sat up a little on his chest, tiny eyes meeting Hiccup's green one's. The small nose twitched, head tilting to the side as if registering what it was Hiccup had said. Sighing, Hiccup brushed hair out of his face.

"I'd say women are difficult, but i think it only applies to Astrid. I don't think dad ever had any difficulties like this with mom." he muttered to Toothless.

Maybe he should go to his father, see if maybe he'd have some words to give Hiccup. How happy he'd be to see his son actually coming to him for advice, and not only that, but for advice about a girl!

He could just imagine how that conversation would go right now. It'd be his father telling him all about how he 'woo'd' his mother back in the day, and then his mother smiling and piping up with a few added comments to his fathers story. Yeah, no, he'd go to his father last for advice. But that still didn't help his situation, and he was half tempted to ask Rapunzel for either Flynn or Jack's numbers.

If anyone could maybe help him with girl troubles, it had to be those two.

Cupping Toothless in his hands, Hiccup rolled so that he was laying on his side. He could feel Toothless' little claws as he clung to the front of his shirt, but the little guy moved to snuggle himself up against his human's chest.

Letting his eyes close, Hiccup took in a deep breath. The break up was only a few days fresh, but it felt like he'd been going through his pain called heart break forever. Maybe it was because Astrid had been his first love, or that she'd been the only one for him since Elementary School. Either way, he had to say that heartbreak sucked.

He missed the long phone calls he'd have with the blonde female, how they'd stay up till 4 in the morning just talking about random things. The way he felt her hand fit perfectly in his. How she'd grab onto the back of his head and pull him down for a kiss, because he was always too shy to kiss her in public.

The first night she had told him she loved him, and how he felt as if nothing could knock him down from his high.

The vibrations coming from his phone in his pocket was what tore him away from his thoughts, though there was a hope in him that it would be Astrid trying to reach him. A frown came to his face though when he saw a text message from Rapunzel, and tossed the phone to rest on the edge of the bed. He didn't want to talk to anyone right now, not unless it was his ex girlfriend.

I'm so glad you guys seem to be enjoying this one!

Also, I'm not all that well knowledgeable on sugar gliders, I've seen a few videos and I've read up a little on them just to help a little with this. I've just recently found myself really addicted to them, and I wanted to bring Toothless in but not as a cat or a dog or a person. So I figured I'd bring him out as one of these adorable little critters.

Kigen Dawn - Pitch will be in here, but he'll actually be a character I want us to like in this one. And yeah, we'll have a bit of a run in with Dagur later. I actually have a funny plan I want to use with Dagur.