June 24 2015 (yes I get it I'm always late this time XD)

Prompt: "I'm crazy about you, and I want you to know that if I had the choice of hangin' out with anyone in the entire world or sitting at home with you, eating pizza and watching a crappy TV show, I'd choose you every time."

Modern AU

...

Hiccup placed his hands on his hips and leaned back as far as he could. As he stretched his back, waiting for the ever satisfying pop, he took a look around him. The aisle of the well-lit grocery store was nearly fully stocked, and only a few products remained in Hiccup's cart to be placed on the shelf. When he finally felt the relief he sought in his back, he kneeled down once more in order to place the cans of sweet corn on the bottom shelf. He glanced over to his right once more to find that Jack, his co-worker, was already placing his last can of the night on the shelf.

Hiccup found Jack to be an interesting character. He would always make the time to pull good hearted jokes on his fellow co-workers, but he never fell behind on his work. He made sure that everyone at the store liked him, and even a few customers knew his name off the top of their heads. The fact that he had snow white hair also didn't hurt his ability to be remembered. Hiccup remembered seeing it for the first time when he had trained the boy only six months ago.

Hiccup hadn't realized he had been gazing into nothingness, only to be snapped back to reality by Jack's voice. Fortunately his eyes had wandered to the can in his hand rather than Jack himself, preventing a potentially awkward situation for Hiccup.

"Hey Hic, want some help?" Jack asked, not even waiting for the answer before he picked up a few cans and started placing them.

"Thanks," Hiccup smiled, returning to work.

"So," Jack asked as he faced the cans he had just placed, "You going to that employee appreciation movie theatre thing tomorrow night?"

"Yeah, I think so," Hiccup responded without looking up. "It sounds like fun. Plus how does one refuse a movie with no crowded cinema? You?"

"Yeah, definitely! I've been excited for it for the past week." The pair quickly finished placing the last of the cans and heading for the clock out machine when Jack added, "So, want to go out to dinner afterwards? You know, just the two of us?"

Hiccup couldn't help but smile. He had lost track of the number of times that Jack had asked him out in the past six months, but at this point it had sort of become like an inside joke between the two of them. They both knew that Jack still actually wanted to do it, and Hiccup being a pansexual wasn't entirely against the idea, he just didn't think that they would make a good couple was all. Besides, he liked having Jack as a friend and a relationship could make things weird very quickly

"Sorry Jack, but no," Hiccup laughed. When he looked over at the boy he saw him chuckle lightly too, but it was what came before that that captured Hiccup's attention. Jack had almost seemed upset at first, saddened by the rejection. Hiccup had never seen that before; normally Jack had just laughed it off as well, or so Hiccup thought. Had Jack really been saddened by each rejection? Before Hiccup could say anything though they had already reached the staff lockers and Jack had left with his things. Hiccup could only watch him walk away.

...

Sure enough, Jack did show at the employee movie night the next day. He and Hiccup sat next to each other, cracking jokes and chit chatting during the movie like the friends they were. When the movie ended they left the theatre, and on the way down the escalator it returned like clockwork.

"So, Hiccup, you sure you don't want to go out to dinner with me?"

Hiccup was about to give his usual no, but when he saw Jack's face droop just in the slightest during his pause, he said something else.

"Jack, why do you want to go out with me?"

Hiccup had never responded with anything other than a 'no' before, much less with a question. It visibly threw Jack off and the teen needed a moment to think about what had just been said before he could answer.

"Uh, because you're cool? And kind? And I like you?" Jack made these statements but they sounded more like questions. Hiccup noticed that he sounded unsure of himself.

"Jack, see? You don't even know why you want to go out with me. I think we're better off as just friends." As they reached the bottom of the escalator Hiccup took a step towards the exit doors, but Jack grabbed his shoulder and pulled him off to the side.

"But I do know why I want to go out with you Hic!" Jack pleaded, and Hiccup had to admit that he hadn't seen this one coming. Jack was really going for it this time.

"Oh? Then tell me."

"Because I'm crazy about you! And I want you to know that if I had the choice of hangin' out with anyone in the entire world or sitting at home with you, eating pizza and watching a crappy TV show, I'd choose you every time." Jack said it with such passion and intensity that Hiccup needed a moment before he could respond.

"You really like me that much?" Hiccup asked, his voice suddenly sounding smaller and shier than he would've liked.

"I do," Jack confirmed, a smile finally gracing his face once more.

"Well," Hiccup smiled, "All you've managed to prove is that you can quote television shows rather well, but fine. Dinner. You ready?"

Jack blushed at the fact that he had been caught using the quote, but Hiccup had just said yes. His smile nearly split his face in half as he grabbed Hiccup's hand and led him out of the theatre. In his excitement, however, Jack was moving a little too fast and Hiccup needed to remind him to slow down.

"Jack, fake leg, remember?"

"Right, sorry," Jack said as he released Hiccup's hand and slowed down. Another light blush came forward, and Jack did his best to shoo it away as fast as he could. They walked for a minute before Jack was surprised to feel Hiccup's hand in his own once more.

"I just said slow down, I never said you had to let go," Hiccup smiled. With that, Jack's smile was back.

...

Hiccup didn't think Jack would have actually gone through all of the trouble to plan it out in advance, especially considering that the odds were more than likely that Hiccup would have turned him down, but sure enough Jack had reservations at a decently nice restaurant. Hiccup looked around as they sat down; he had never been to this place before and the inside was gorgeous. Real wood tables, dark hardwood floors, the chairs were padded and comfortable and there was a small bar off in the corner. It was a bit cramped, the restaurant only being meant to hold about fourty people and nearly every chair being taken, but it was still comfortable.

"This place is amazing," Jack said, returning Hiccup's attention to himself. "I've been here quite a few times."

"How did you find out about it? I've never heard of it before," Hiccup asked as he opened the menu in front of him. The outside was firm and yet somehow soft to the touch, and as read over the first few items he heard a sizzle coming from the open kitchen next to the bar. Whatever they were making it smelled delicious.

"Jack my boy! Welcome back!" Hiccup looked up just in time to see a large man with a white beard come up to Jack and shake his hand. He held back a laugh when he wondered to himself how the only man with a stature that could compare to his father's managed to squeeze himself between the tightly spaced tables, but he returned to his regular composure when he heard his name.

"Hiccup, this is Nicholas St North. He's a good friend of my family and he's the head chef here."

"It's nice to meet you," Hiccup said as he shook the man's hand. Afterwards he thought for sure he had broken a bone in his hand, but he simply returned to his seat. When the man wasn't looking he shook it off, and after speaking to Jack for a few more minutes he bade the pair farewell.

"So that's how I found out about the place," Jack laughed, answering Hiccup's prior question.

Their conversation moved on to the menu and to the movie until the server interrupted to take their order. Even after that though it continued along like nothing had happened. Hiccup had originally been concerned that this would be awkward, that they would run out of things to talk about, but in reality it was just like they were hanging out as friends. It really didn't even feel like a date except for perhaps the location, and again when the bill came.

Jack insisted on paying for the whole thing saying he had been the one to ask Hiccup out, and eventually Hiccup caved. Jack had driven and Hiccup had taken the bus, so Jack offered to drive Hiccup home. As Jack drove the route he had gone several times before to see his friend, the conversation picked back up like it had never stopped. It did stop, however, when Jack pulled into the driveway. There was an air of awkwardness and Hiccup immediately tried to fill it.

"Thanks for dinner. That place was amazing."

"Yeah, North is an amazing chef."

"You really didn't have to pay Jack."

"I know, but I wanted to and I asked you out."

"Alright well next time I'm paying."

"So you're saying that there'll be a next time?" Jack asked, hopeful.

Right after he'd said it Hiccup realized the trap he'd just walked himself into. He had to think quick, but he realized that maybe dating his friend wouldn't be so bad. Jack was a great guy, maybe it could be fun.

"Yes, there will be," Hiccup said with a smile, and Jack couldn't stop himself from hugging the brunet. Hiccup laughed as Jack pulled away, but he didn't move that far. They sat within a few inches of each other, staring into each other's eyes, until after just a moment that distance started to close.

The kiss was fast and simple. A light touch of the lips before both boys pulled away, both of them too busy trying to hide their blush to notice the other's. It only lasted for a moment, but they both wished it could have lasted longer. It could have, but just a few seconds after their blushes subsided Hiccup's mother pulled into the driveway.

"Have a good night Jack," Hiccup said as he opened the door. "I'll see you at work tomorrow?"

"Yeah," Jack smiled. When Hiccup closed the door Jack waved to his mother and reversed out of the driveway. After he put the car in drive and pulled away his fingers made their way up to his lips, touching them gently. They stayed there, resting on his smile, all the way home.