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

AN: Insert some older brother figure Bunny? Excuse any typos in this, writing some of it via tablet because my PC is being a muttonhead.

Tangled Up With Cupid

Chapter Four; Not Looking Forward To This

Tuesday is one of those rare nights, where both Haddock adults are home to have a decent dinner as a family.

Hiccup is shocked that both of his parents are there to join him for dinner, but he doesn't let that ruin any mood. He's glad to be spending some time with the two of them. He's cooked dinner, giving his mother and father some bonding time alone. Now it's the three of them - well - the three of them, plus their surprise house guest.

The teen that's sitting across from Hiccup is familiar, he's seen the other kid around the halls a few times. He's pretty sure he's a close friend of Jack's, and he's also a volunteer over at the Zoo. He's come over to drop off some papers for Valka, and the woman is too kind to not offer him to stay for dinner.

As much as Hiccup would like to be bothered that this kid is kind of ruining the family vibe, he doesn't care right now. It focuses the attention off of him, off the fact that at some point, he's going to have to tell his parents that they won't be having dinner at Astrid's. That he'll have to explain to them the reason why his girlfriend has broken up with him.

Because he's still not even sure why she broke up with him, because her reason just screams bullshit.

"Val told me you might be volunteering in the summer,"

Hiccup looks up from his food, looking at the boy with the thick Australian accent. What's his name again? Oh yeah, Aster. He transferred over last year, and Snotlout picked on him a lot because of his accent. Though that quickly stopped when the foreigner stood up for himself.

"Yeah, I'll have a lot of spare time so I figured, why not lend a hand." Hiccup answers with a shrug.

Aster smiles, nodding his head. His hair reminds Hiccup of slate, and it's long, pulled back into a high ponytail. He sometimes reminds Hiccup of a character he's seen in an anime. Though he'd never voice that though, not only would it show just how much of a geek he is, but he's worried that the older male would probably hit him or something for making a comment like that.

"You should help him convince Astrid to volunteer." Valka offered with a smile, looking over to Aster.

Hiccup swallowed a little too early, slamming his fork down as he started coughing. Valka blinked, reaching over to pat her son's back. Aster seemed unsure to answer the woman, his green eyes watching the younger teen. His eyes returned to his food once Hiccup calmed down, a shaky freckled hand grabbing his glass and chugging down the water inside.

"Mom, really, you've asked her every time you see her. Either she'll come, or she won't."

"I know, I just really would like to see her there if she has the time. I rarely get to see her now, what with the hours they give me."

'Yeah, well now you're going to see her less..' Hiccup added to himself, rolling his eyes. He felt Aster's eyes on him, and he really hoped that the other teen wouldn't bring up to his mother the fact that him and Astrid have broken up. Glancing up from his plate, his eyes catch Aster's, before the older teen looks away. Sighing, Hiccup can only hope that this dinner gets done quickly. He'll go to the sanctuary of his bedroom, let Toothless and Stormfly out since he knows they'll be awake by the time he's done.

He'll keep his mind clear of Astrid, or at least attempt to.

Luckily the subject has moved away from his ex girlfriend, Valka's questioning Aster on his life. She's smiling and nodding, even Stoick pipes into the conversation to ask a few questions. If it weren't for the fact that Aster is more of an acquaintance than a friend, Hiccup could almost think his parents treat the other kid like another child.

And while, sure, the part of him that's so use to being an only child and getting attention when he was a kid is screaming. But still, it keeps the attention away from the news he is not looking forward to delivering.

Aster offers to help him with the dishes once everyone's done eating. The teens are left alone, and aside from the running water and Aster setting the dishes to the side to dry, the room is quiet. Hiccup doesn't look at the other male, busy scrubbing down the dishes before handing them over. Aster is also quiet, but Hiccup doesn't really see that as a strange thing. He doesn't know him well, he could always be this quiet around people.

"So, I suppose they know nothing about you and Astrid?"

Hiccup's eyes widen, hands catching the edge of the plate he's got before he can drop it to the floor. Looking up, he catches the other teens eyes again.

"Ah.. Not yet, no." Hiccup answers.

Nodding his head, Aster takes the plate from Hiccup. "Are you planning on telling them?"

Hiccup opens his mouth, before letting it close. Reaching into the soapy water, he picks up a fork, distracting himself to wash it. Sure, he's planning on telling them. He's just.. Not sure when he wants to tell them. Besides, there's always time to try and win her back, right?

"It's none of my business, but Val talks a lot about you at the Zoo. I don't think she'll be that upset when she finds out that you two broke up." Aster gives a small chuckle, pausing, the cup in his hand hovering over the drying rack. "If anything, I think she'd try to set you up with any available single our age at the Zoo."

Hiccup gives a snort, shaking his head. "Yeah, because Rapunzel isn't already trying to set me up with any available single at school."

"I thought there was some weird girl searching vibe coming from Rapunzel." Aster teases, relieved that the room doesn't seem tense and that Hiccup seems to be relaxing with him there.

"She tried setting me up with Ruffnut the other day," Hiccup informs him, turning the water off.

"No offense mate, but I might have mistaken you for the girl in the relationship if you dated her."

"Thanks." Hiccup answers in an emotionless tone.

"I said no offense.." Aster snickers.

"Right now, I just want to try and fix whatever went wrong between me and Astrid.. If I can't do that," Hiccup sighs, shrugging his shoulders. "Maybe I'll just get a few cats and grow old and alone."

Aster nods, giving a small smile. Drying his hands, he let's them slide into the pockets of his jeans. The room is quiet now without the water or dishes to fill out the silence, and the older teen doesn't want to go and disturb Mr. and Mrs. Haddock. He shifts a little, trying to find something else to say. He wants to try and form a bond with Hiccup, because he knows the kid probably needs a friend now with the absence of his girlfriend.

"How about a tiger?" he asks.

Hiccup is confused, raising an eyebrow as he looks to Aster. The other teen clears his throat, moving to sit himself down at the table. Hiccup watches him, leaning his hip against the counter.

"I'm sure you're already going to be busy with the new sugar glider, and cats can be a bit of a handful. Especially a lot of them, if that is your goal." Aster states, probably taking the other teens words a little too seriously. Hiccup doesn't cut him off though, letting him continue. "But, if fixing your relationship with Astrid doesn't work, we have a tiger cub right now at the Zoo, I can't recall what happened to the mother. But the thing is an orphan,"

Aster left the option there, watching the way Hiccup's eyes had widened at the words said. His mother hadn't told him anything about them taking in a tiger cub, and honestly, the offer Aster seemed to give sounded really tempting.

"Could I come in and see it.. Tomorrow?"

"How about I bring the little guy here?"

"Ah, yeah.. Yeah, that'd be fine." Hiccup gives a smile, nodding his head.

Giving a chuckle at how quickly he seems to have caught the boys attention away from Astrid, Aster pulls himself to his feet. He probably shouldn't over stay his welcome, and he wants to contact his boss before he just takes the cub out without a word.

He ruffles up Hiccup's hair, the teen giving him a grimace and pushing his hand away. The two leave the room, finding Hiccup's parents lounging in the living room. Stoick has turned on some Viking documentary, which is not surprising at all to Hiccup. Valka looks up, an envelope held in her hand. She rises to hug Aster before he leaves, and Stoick takes his eyes off the screen for only a minute before he's drawn back to it.

It's a little disappointing to watch Aster go, especially because he's the only real company he's had his age in awhile. Astrid last being over when she broke up with him.

God.. Why is he thinking about her again?

Standing in the doorway, Hiccup watches the older teen climb into his vehicle. He gives a small wave, before the car is pulling out of his driveway. Once Aster's car is no longer in sight, Hiccup departs for his room. Toothless and Stormfly are alert once he walks into the room. He moves over to the cage, Toothless quickly latching onto his human.

Stormfly keeps her distance for a little though. She shuffles out of the cage, springing and landing on the bed. She's attentive to the scents and sounds, nose twitching as she looks about the room.

Toothless makes himself comfortable on Hiccup's head, nuzzling his little face into auburn hair. Hiccup's watching Stormfly, keeping track of where she is. His phone vibrates in his pocket, his hand fishing it out. Stormfly's attention has directed towards the noise, big eyes watching Hiccup pull his phone loose. Rapunzel's sent him a text.

Come to the Snuggly Duckling tomorrow night.

He's a little confused, texting her back a simple 'why?' Because he doesn't understand why he has to go to the Snuggly Duckling, it's never interested him before. Most of the guys there are his dad's size, or covered in piercings and tattoos.

Just come Hiccup!

Sighing, he moves to sit, being mindful of not sitting on Stormfly. The sugar glider pulls herself onto his lap though, sniffing and checking out his pocket. Toothless peeks at her from his perch on Hiccup's head, but doesn't move from the spot. Sending Rapunzel a reply, Hiccup lays back on his bed. The movement jostled the critter on his head, while Stormfly seems unaffected.

"I got a bad feeling about this." He voices.

. . . .

"Jack's cheating!"

"I don't know how I can cheat in Mario Kart," the older teen mutters, glancing over to the female on his left. His blue eyes catch brown ones, before he's focused back on the game. "I got that red shell fair and square."

"I call cheating." the dark haired boy on the couch agrees, mostly because he wants to stay on his girlfriend's good side.

"See, even Jamie says you're cheating." the girl sitting next to Jack tells him.

"That's because Jamie is hoping to get some action from you, which is never going to happen as long as I'm alive."

Jamie blushes bright red at the words that come from the white haired teen, he begins to stutter, trying to inform Jack that that was not why he had agreed with Emma. Jack ignores him though, he's too busy trying to get through the final lap when Emma's beginning to catch up to him. That red turtle shell only slowed her down for so long, and she's aiming for the win.

A small blonde girl lounges next to Jamie on the couch, stretching her leg out to nudge her brother's side with her toes. His brown eyes leave the siblings, looking to meet his sister's eyes.

"What does Jack mean, you getting some action from Emma?" she questions.

Jamie's face goes even red, now having to find a way to clarify what Jack said, without telling his 10 year old sister what exactly it is Jack mean't. His brown eyes glare at Jack, who is grinning, fingers jabbing at buttons on his controller as the racer on the screen gets closer to the finish line.

Jack ends up winning, which only earns more exclaims that he's cheated from his sister. Reaching over, he pulls the girl to his side, wrapping an arm around her shoulders and digging his knuckles into her head. She cries out, hands trying to pry his hand away from her head. Jamie moves off the couch, tackling Jack and rescuing the dark haired girl from the noogie.

"Dog pile on Jack!" the blonde female calls out, diving off the couch and landing on the two boys.

Emma's busy fixing her hair, but she giggles as she watches her boyfriend and his sister, Sophie. Jack groans, trying to push both of the kids off of him. Once the two have finally removed themselves, Jack tries to catch his breath, laying on the floor as he listens to the pounding of his heart beat. Jamie moves over to sit next to Emma, fingers shyly reaching over to take hold of her hand.

"Emma told me you and your girlfriend broke up." Jamie brings up, earning a sharp glare from the dark haired female.

"Well, I suppose that means I can continue my planned marriage to your sister." Jack teases, looking over to Sophie.

The girl blushes, ducking her head to hide her face behind a curtain of blonde locks. Jamie reaches over to shove Jack's shoulder, his bottom lip pouting out a bit at the thought of his closest friend and his sister getting married. While sure, if they weren't years apart, and if he wasn't with Emma, he would have liked the thought of Jack becoming his brother in law. But now it would have only ruined his possible chances of marrying Emma.

"Sophie could do so much better." Emma states, sticking her tongue out.

"You wound me, sister," Jack says with mock hurt, placing his hand over his heart.

Loud footsteps were heard outside the room, all eyes turned towards the door. Emma smiled, and the Bennett kids relaxed at the friendly face of Mr. Overland as he looked inside. He smiled when his eyes landed on the four kids.

"Jack's not being bad, is he?" he asked, raising an eyebrow.

"Just cheating," Emma said, looking to Jack. "Again."

"You can't cheat in Mario Kart!"

Mr. Overland gave a laugh, shaking his head as his children argued. His eyes settled on Jamie and Sophie, "Your mom just called, she'll be picking you guys up in 20 minutes."

Sophie gave out a loud 'aw!' while Jamie nodded his head. He laced his fingers together with Emma's, which brought a smile to the Overland's father as he watched how his daughter turned to look at Jamie, smiling as she held his hand tighter. His brown eyes meeting Jack's blue ones, he gave his son a smile, before leaving the kids to spend a bit more time alone.

While Jack wanted to continue to point out that there was no possible way to cheat in Mario Kart, he was stopped when his phone vibrated in his pocket. Pulling it out, he raised an eyebrow when he saw Flynn's name on the screen.

Come to the Snuggly Duckling tomorrow night.

'The Snuggly Duckling?' Jack thought, sending the same question in a message back to his friend. He'd seen the place a few times, it was usually loud and full of large men. Not to mention that it was usually on the news for another fight or something. Why would Flynn want him to go there?

Don't worry about it, just come.

Jack sighed, brushing his fingers through his bangs before nodding. He figured he'd go, see what it was that Flynn wanted him to go there for. He thought back to something Hiccup Haddock had said the other day, something about Rapunzel trying to set the freckled teen up. Was she trying to do the same thing with Jack?

Shrugging his shoulders, he turned his attention to Emma and Jamie. "Race me before you leave," he challenged Jamie.

"You're on!" Jamie agrees with a grin, taking the controller that Emma had dejectedly dropped after she lost.

. . . .

Wednesday practically flew by for both Hiccup and Jack. The day started pretty normal, going to school and lasting through classes. They chatted with their own group of friends, Jack teasing Aster, and the older teen getting more and more pissed. Luckily Anna was there to act as a counselor, and butted in before their fighting got any louder.

For Hiccup, it was more of trying to get some rekindled feeling back between him and Astrid. He greeted her in the hallway, walking with her to any classes that the two of them had together. They even stopped to lean against each other, sharing a laugh when Snotlout got his jacket caught in his locker, fingers frantically trying to get the locker open. It didn't help that Ruffnut and Tuffnut yelled numbers at him, making him mess up his combination multiple times.

The broken couple even sat together at lunch, and while she laughed and smiled with him, she never made any motions that maybe, just maybe, his attempts might be working.

Weirdly enough, sometimes Hiccup caught himself searching in the halls, as if he were looking for someone. He stopped when green eyes landed on a familiar boy with white hair, and a smile would come to his face when he'd watch Jack tell a joke to his friends. He wasn't sure why he kept doing it, and he'd shake his head to clear his mind, focusing on what he wanted to do.

When Flynn was nearby, he'd watch the two males. He'd notice how Hiccup searched out Jack without knowing it, or how Jack would glance at Hiccup when the freckled teen wasn't aware. It was like he could see something forming, that no one else could see.

But it could have been his eyes messing with him, and so that's why he didn't bring it up to Rapunzel.

School went by quickly, and soon Flynn found himself being pulled into the Snuggly Duckling. The place wasn't full yet, but Rapunzel had sent a certain time to everyone she'd invited. She tugged Flynn over towards a table, where a small timer had been set in the center.

"We'll be sitting here, timing everyone." She informed him.

"Won't Jack and Hiccup get suspicious?"

"Hm.. You're right." Rapunzel pursed her lips, picking up the timer. "Oh! How about we say we're testing out some samples? We could bring out a different snack or something every 15 minutes?" she suggested, big green eyes looking at her boyfriend.

"I don't know, wouldn't it be weird that everyone's switching tables every 15 minutes too?" he questioned.

Rapunzel gave out a large sigh, slumping down into a seat. Maybe she should have thought this over a bit, but she just wanted to help her friends. She'd gone through the effort to make them profiles on those dating websites, she'd even invited a bunch of people over. This was suppose to be something fun, and something to help everyone get into the romantic mood.

"Hey, hey. Leave it to me, I'll find something to say." Flynn spoke up, regretting his words as soon as they had left his mouth.

Why would he say that? God, now he was going to have to find some reason that they had invited Jack and Hiccup over here. Something that wasn't stupid and.. Didn't make it obvious that his girlfriend was trying to hook their friends up. Rapunzel blinked, looking at him.

"Really?"

"Of course."

He smiled at her, though on the inside he was screaming at himself. Because he wanted to make his girlfriend happy, because he hated seeing her beat herself up, that was why he was doing this. Because he loved Rapunzel, and that was why he was doing this. Picking up the timer, he looked over to the clock hanging on the wall.

He had about two hours to find a reason.

Yep, this chapter was suppose to come out sooner.. Anyways, I already have a few choices in mind. But is there anyone you guys would like to see in the blind date chapter?

Aangelik - Haha, I don't know if you could say I write quickly. Sometimes I get stuck and it takes me a bit to get stuff written out. But I try to at least have two chapters out a week, while giving it a decent space between each so that those who might be busy with school, or can't have easy access to the internet, don't have a bunch of chapters piled up and have to kind of play the catch up game.

(Not to mention that lately I've started playing Flappy Bird, and I keep distracting myself to beat my brother's best score..)