x1 Bottle of red potion (looks old and underused; he bought it a long time ago and just sips at it despite the gross flavor.)
x1 Empty bottle (slightly cracked.)
x2 Knight Academy issued swords (one is well loved, the hilt and blade showing signs of constant use, while the other is fairly new.)
x1 Light blue sheath (shows sign of wear and tear.)
x1 Wooden shield (battered and old with many battle scars, as well as Pipit's own additions with paint.)
x3 Knight Academy tunics (in yellow! but only one, well loved hat.)
x3 Sets of... the rest of his Knight Academy outfit.
x1 Pair of boots (scuffed and like the rest, well loved.)
x20 Rupees, all green.
x1 Loftwing tail feather (about as long as the trunk, in a brilliant gold color with black detailing. From his Loftwing.)
x2 Sketchbooks, one completely filled with sketches of Skyloft, Loftwings and surface birds, the other barely used.
x3 Sketching pencils, one the size of a thumb due to use. Also, an eraser or two.
x2 Sets of "civilian" clothing; shirt, obi-like sash, baggy pants, the like.
xSome underwear because duh. Also yes they're yellow.
x1 Loftwing belt (usually worn around the necks of Loftwings to provide grip for the rider. It's decorated and well used.)
x1 Small book on and about Loftwings and surface birds; it looks like it was fairly recently written.

The rest of the trunk is filled with small bird feathers and the down of both Loftwings and Chirri. And of course everything smells like birds.