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1. Hiccup's guide in embarrassing yourself enough to get a boyfriend by CloudiSpadeandAce

   Fandoms: How to Train Your Dragon (Animated Movies), Rise of the Guardians (2012)  

   • Not Rated
   • No Archive Warnings Apply
   • M/M
   • Complete Work

   17 Oct 2026

   Tags

   • No Archive Warnings Apply
   • Hiccup Horrendous Haddock III/Jack Frost (Guardians of Childhood)
   • Hiccup Horrendous Haddock III
   • Jack Frost (Guardians of Childhood)
   • Toothless (How to Train Your Dragon)
   • Tuffnut Thorston
   • Ruffnut Thorston
   • silly boy shenanigans
   • POV Hiccup Horrendous Haddock III
   • i want to pelt them with rocks
   • Fluff and Humor
   • Mating Dances
   • Hiccup Horrendous Haddock III & Toothless Friendship
   • No beta we die like stoick
   • Toothless is a literal wingman
   • Tuffnut and Ruffnut are also wingman/woman
   • Jack Frost is a victim of the crazy

   Summary

   Hiccup made a grand mistake by trying to play matchmaker with Toothless and The Light Fury, cause now Toothless is worried that Hiccup's idea of dragon mating dances wouldn't work on the other fury- and had basically threatened Hiccup into trying said mating dances himself.

   Unfortunately for Hiccup, Toothless wanted it as authentic as possible so of course the poor victim of Hiccup's "advances" is none other than Jack Frost, Hiccup's "millions of miles out of my league" crush.

   oh and the Thorsten twins decided to help their poor fishbone friend with his romantic endeavor- so his chances are down in Hel.

   Language:

   English

   Words:

   1,537

   Chapters:

   1/1

   Comments:

   3

   Kudos:

   81

   Bookmarks:

   12

   Hits:

   269