Authors note: Rapunzel's ex is a random character I made up because I didn't want to make Flynn or Jack her ex lol just wanted to put that out there
Hiccup and his squire Cyrus walked into the Dunbroch's Holiday ball. Hiccup wore his traditional wolf fur cape and Cyrus was wearing the black cloak he would always wear for special occasions. Hiccup hadn't really wanted to come, but as Chief of Berk he was required to make an appearance to satisfy the treaty between Scotland and Berk. Cyrus was a good squire but he was a very serious fellow. He was devoted to Hiccup though, he always focused on his job as a squire to serve and help his chief. However this required breaking the heart of the lovely hand maiden Rapunzel who was best friends with the Princess of Scotland. Cyrus and Rapunzel had begun courting, but he broke it off with her stating his job was more important.
Hiccup walked around the ballroom with Cyrus at his side at all times.
"Do you think if we say hi to the princess or the king we can leave?" Hiccup asked his squire.
"Of course Chief, maybe stay a little longer after that to be courteous but then we should be able to leave," Cyrus replied hoping to leave without running into Rapunzel.
"Haaaaaappppy Hooooolidays!!!" a voice shouted across the room.
The two young men turned around to see the old duke of Denmark being a bit too tipsy. His big chubby face was rosy and red. He walked over to them stumbling on the way there.
"The ol' duke has done it again." Hiccup nudged his squire humorously.
"Well look who it is? It's Hiccup! Chief of Berk! My boy I knew you when you were a baby sucking on your thumb!" The jolly drunk duke exclaimed holding a drink in his hand.
"Nice to see you too Duke," Hiccup chuckled.
The big old man tipped over just a bit too much causing his drink to dribble on the neck of Hiccup's cape.
Hiccup jumped from the coldness of the drink starting to touch the back of his neck.
Cyrus guided the duke quickly off of him and repeatedly asked Hiccup if he was alright.
"It's fine Cyrus just a little champagne, much easier to wash out then dragon saliva." Hiccup said taking off his cape.
"Here sir I insist you take mine." Cyrus said giving him his black cloak.
"You don't have to that Cyrus." Hiccup replied.
"No I insist!" Cyrus exclaimed.
"You're a good squire Cyrus," Hiccup smiled and put the dark cloak on.
"Thank you sir." Cyrus replied.
Meanwhile....
"Why are you crying Rapunzel?" Princess Merida asked her hand maiden Rapunzel in the hallway of the corridor.
"Cyrus is here..." She cried.
"You mean the squire who broke up with you?" Merida asked.
"Yes!" Rapunzel yelled.
"Sorry, just wanted to make sure... Oh Rapunzel I didn't know you were so worked up about this, I would've asked my parents not to invite the chief of Berk here."
"It's too late for that." Rapunzel cried. "He told me his job was more important than our relationship. Then Mavis heard that he's courting a girl back from Berk!"
"Alright where is he? What does he look like?"
Rapunzel looked up with teary eyes "What are you going to do?"