In the year 2044, time travel has not yet been invented but in 30 years it will have been. When the mob wants to get rid of someone, they will send their target into the past where a looper, a hired gun, like Joe is waiting to mop up. Joe is getting rich and life is good until the day the mob decides to close the loop, sending back Joe's future self for assassination.

As the son of a Viking leader on the cusp of manhood, shy Hiccup Horrendous Haddock III faces a rite of passage: he must kill a dragon to prove his warrior mettle. But after downing a feared dragon, he realizes that he no longer wants to destroy it, and instead befriends the beast – which he names Toothless – much to the chagrin of his warrior father.