Jack didn't know if he was blessed or cursed. On one hand, here he was sitting in his best friend/crush's bedroom, on said boy's bed, preparing for a sleepover. On the other hand, he has to share a bed with his crush and try to survive the night and the morning.

"Jack are you even watching the movie?" Hiccup asked bring Jack out of his little mind rant.

"Uhh yea. Yes I'm listening" he lied hoping that Hiccup bought it. Of course he didn't. That's what happens when you know someone long enough. The can see right through your lies.

"Jack what movie are we watching?"Hiccup questioned him raising one eyebrow. Jack bit his lip in thought as he tried to not look at the TV and give away that he didn't know.

"Shrek...I think"he stated hesitantly. He received a sigh in return. 'Guess that was wrong' Jack's mind stated.

"No jack that was like two movies ago." Hiccup said as he gave Jack a look.

"Oh...oops." Jack winced.

There was a moment of silent in which both boys just sat there awkwardly. Jack was kind of ashamed of his lack of attention. He was suppose to be having a great time with his crush and here he was ignoring him. He hoped Hiccup didn't take offense to it or anything. Jack didn't want to seem rude.

"Do you even want to watch movies?" Hiccup asked

'Yea it distracts me from you' Jack thought. Of course that isn't what he said. H didn't have he guys to say that out loud.

"Nah maybe we could just talk? Or sleep?" Jack suggested

"I'm not tired yet...are you?" Hiccup questioned. If Jack was tired he wouldn't keep him up.

"No I'm not tired." Jack responded playing with his fingers in his lap.

"Okay so talking it is then." Hiccup said as he turned to grab the remote off of his nightstand. Quickly turning the T.V. off he turned back around to face Jack.

Jack just layed backward so that he was laying on his back. He looked over to Hiccup and felt a light blush dust over his cheeks.

"What do you wanna talk about?" Jack asked. Hiccup just shrugged in response.

" I'm open for suggestions." he replied and looked to Jack to see if he had come up with anything.

Jack was thinking about a topic. A topic that he has been putting off for a whole year now. He thought it over for a few more minutes till he came to a conclusion. He was going to confess.

"Hiccup-" Jack started and grabbed his hand to get the boys full attention.

A ring interrupted Jack before he could continue. Hiccup turned his gaze away from Jack and toward his phone. Unnoticed to the two boys their hands were still connected.

"It's Astrid, she wants to FaceTime us. Is that okay?" Hiccup asked turning back to Jack for a answer.

"Yea." He replied watching as Hiccup swiped his phone and Astrid's face appeared.

"Hey idiots how is the sleepover going?" She asked as soon as her face popped up on the screen.

"It's going good so far. How about your night?" Hiccup asked smiling at the familiar face.

"Yea you must be pretty bored if you are calling us as a source of entertainment." Jack added.

"Yea I'm pretty desperate at the moment, hence why I'm talking to you." She said as Jack put on an offended look. Both Astrid and Hiccup laughed at his reaction.

"Anyway I was just checking in on you two." She continued after there little laughing fit. The boys were about to respond until Astrid's eyes caught sight of their still connected hands and she completely Beamed.

"Oh my god! You two are going out! Why didn't you tell me?! Who made the first move?! Where you trying to keep it a secret because the holding hands isn't really subtle. I mean Jack do you know how long I had to last hearing Hiccup go on and on about you-" Astrid continued to rant totally oblivious to the two wide eyed boys on her screen, whose hands were now disconnected.

Jack and Hiccup continued to sit there stiffly blushing like mad and sneaking looks at each other ever so often. Astrid finally stopped ranting and looked at the boys. She looked confused for a second.

"Ummm you two are going out...right?" Astrid hesitantly asked.

Her answer was a frightened looking Hiccup and a shocked looking Jack, which actually said a lot since she knew them well. She blushed and dread filled her for what she just said.

"You two aren't going out are you?" She asked. Hiccup face palmed as Jack gave a slow head shake. There was a long period of silence before Astrid talked again.

"Well obviously you two need to talk so i'll just go." Before anyone could argue she hung up on room was silent for a good minute neither knew what to say. Finally it was once again broken.

"So you like me." Jack stated tapping his foot on the floor. There was a pause before he got an answer.

"Yup." Hiccup said with a sigh.

"Were you going to tell me?"Jack looked at him as he asked. He saw the blush on his best friend's cheeks grows a darker shade of red. He got a shrug in response.

"Would you be interested in going out?" He asked instead hoping for a more verbal answer this time. He got a shocked stare instead. Hiccup just looked at him in surprise and caution. He wasn't sure if this was just another joke or prank Jack liked to pull.

"Hello? Earth to Hiccup." Jack tried when Hiccup gave no response.

"You mean it? Like your not kidding? This isn't a joke?" Hiccup asked hesitantly.

"Of course not! That would be terrible." Jack responded. Hiccup beamed at him and Jack felt his heart tighten. The next thing he knew Hiccup was on him wrapping him in a hug and kissing him. They pulled away from the kiss after they deemed air essential to live.

"We can stay up late, swappin' manly stories, and in the morning...I'm makin' waffles!" Hiccup beamed at him. Jack laughed at his new boyfriend.

"A shriek quote really? Is it because I wasn't paying attention during the movies?" Jack asked with a smile plastered on his face.

"Maybe, maybe not" Hiccup responded with his own goofy smile.

"Well I don't know about the rest but waffles sound great." Jack smiled and kissed Hiccup scrolled his eyes but kisses back.