It's mentioned in Brave but rarely comes up in fanfiction.
Artistic License History: A source of friction for those who know their history is the fact that the Scottish and Vikings, Merida and Hiccup's respective cultures, were notorious for warring with each other. Some artists and writers put him in his colonial outfit to avoid this trope. Jack's blue hoodie also contrasts with the older period outfits of the other three. This is why the "Hiccup, Merida and Rapunzel are Guardians and therefore immortal" plot became so popular. Jack was said to have existed for three hundred years, so he was human during the early 18th century. Brave and How to Train Your Dragon roughly take place in the 10th to 12th century, Tangled is in the 1800s while Rise of the Guardians is set in the modern day. 
Based on the timeframes of the original movies, it would technically be impossible for half of the characters to meet. Amazon Brigade: Rapunzel, Merida, Astrid, and Tooth, on occasion. (It helps that Rapunzel and Eugene have a cameo in Frozen.) Sometimes Frozen is added to the mix, making it Rise of the Brave Tangled Frozen Dragons. It kicked off big on Tumblr in late 2012/early 2013, and has gained a sizable fanbase in and of itself. Also known as The Big Four, ROTBTD is the crossover of the popular movies Tangled, Brave, How to Train Your Dragon, and Rise of the Guardians. Or, what happens when Friendly Fandoms goes to the next logical extreme and becomes a fandom in and of itself. That is, until the Internet got a hold of them. None of them existed in the same universe. If these four ever met, it would be the beginning of something wonderful. And one was a reckless winter spirit who only wanted someone to believe in him. One was a hot-blooded princess who wished to escape the confines of royal life. One was a dreaming girl, locked in a tower, who yearned to know of the world outside. One was a young Viking with a draconic best friend and a talent for not fitting in. Once upon a time, there were four teenagers who all wanted something more.
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