Oh dear Hiccup what have you been up to ?! << He's been making outfits again XD
For me I would imagine after Hiccup and Toothless became chefs / alfas toothless had a good day but Hiccups day was filled with stress from it seemed like 100s of problems ( most from the twins and Snotlout ) and even with 2 ice blocks him head was still in pain so when it was time to go to bed he just went over to Toothless and lad down with him and when Toothless let him knowing the day he's had Hiccup just said " Thanks bud " and then they both fall a sleep. What do you think ?