In this one, Hiccup does go through with the dare.

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Hiccup was sat in the library. He would've been in the cafeteria, but he really need to get this essay finished and the cafeteria was not the best place to concentrate. After 15 minutes furiously writing, it seemed the library wasn't the best place to concentrate either. Merida had sat down across from Hiccup. She hadn't said anything yet, but she had started sighing impatiently, obviously wanting Hiccup's attention.

"Merida, please. I really need to get this finished." The Scotsgirl smiled mischievously.

"Finally, the brainiac talks to me."

"Merida…

"No, listen. I dare you to ask Ruff to the prom." The words came out of Merida's mouth so unexpectedly that Hiccup couldn't do much more than stare at her dumbly for a few seconds.

"Ask Ruffnut… to the prom…?" Ruffnut was one of twins. Ruffnut and Tuffnut. They got their names from being… well… not the nicest people you could encounter. No-one remembered what their given names were, but everyone certainly knew of the Nut twins. For some inexplicable reason, Ruffnut had developed a crush on poor Hiccup and even though it wasn't particularly over the top, it still kinda made him uncomfortable.

Merida grinned "Yep!" She said, pure and simply.

"What, are you nuts?" Hiccup exclaimed. Probably a little too loudly, so he lowered his voice. "I'm not going to do that! I don't like her in that way! It would hurt her feelings way too much." The spirited girl grinned even wider as she looked over Hiccup's shoulder, to the library door. The brunette turned to see who Merida had spotted, and saw the other two of their odd group. Merida waved at them, trying to get their attention. Rapunzel and Jack saw them and headed straight their way.

"Hey! So, you dared him yet, Mer?" Jack asked. Merida nodded brightly and Hiccup groaned.

"You came up with this together?" The three smiled and nodded. "Even you, Rapunzel? Urgh, I hate my life." He dropped his head onto the table, giving up. With all three of them, Hiccup would be pressured into going along with the dare. If it had just been one of them, he might have been able to get out of it, but all of them in on it? Not a chance. "I hate you guys."

"Aww, come on, Hiccup! You don't have to make it sound like you're into her! Just say you would like to go as friends." Rapunzel's kind voice made him look up from the table and glare at her. There was a moment of silence as he tried to make them feel uncomfortable and bad about themselves before he threw his hands into the air in defeat.

"Fine! Fine. Anyone have any idea where she is?"

"Next to the big tree on the field. Where she always is." Hiccup grumbled and slowly stood up, packed his things away and began the walk to the field. Jack, Rapunzel and Merida didn't follow straight away, but Hiccup had no doubt that they would follow a little ways behind to make he sure he did go through with it. They would probably laugh about it. The bastards.

It seemed to take him forever to reach Ruffnut. She was with her brother and a couple of their other friends that Hiccup's group had so nicely nicknamed; Snotlout, and Fishlegs. Astrid was sometimes with them, but she had sports practise that day. However, that forever was in fact, only 4 minutes.

"Hey… Ruffnut! How you doing? Do you mind if we talk elsewhere?" The blonde looked at Hiccup and hit her brother before walking away.

"Don't follow me, you dweeb." They walked a little ways from the group, far enough not to be heard, but still pretty close. "What do you want, Hiccup?" The brunette swallowed nervously.

"Well… I was wondering… as you know, prom's coming up soon and I wondered… if you would… ya'know… like to go with me? As a friend! Just as a friend." Ruffnut stared at him, mouth open, wondering if he had gone mad.

"Sure. I mean, I guess. I would love to go with you." She was stammering, which was so out of character for the twin that Hiccup winced slightly. "As a friend, then, nothing more?"

"No! Nothing more. Just friends."

"Cool." The silence between them was awkward.

"Well, this was nice, but I really should be-"

"I should get back to my broth-" They both started talking and stopped in unison, which made the whole conversation that much more awkward.

"I should get back to the library."

"Yeah, see ya Hicccup." Hiccup ran away as fast as he could without actually running. He passed the other three and growled at them.

"I hope you're happy now. I hate you guys." He stormed away without once glancing back. So he didn't see them all laughing at him. But he knew that they most certainly were.