Re: Theo
You realize this is like asking those people with a billion kids to choose their five favortes, right?
1)A patchwork newsboy cap that is fairly simple, but one of the first he ever made and important for sentimental reasons. 2) A feathered Mardi Gras hat that he made in just a few hours for an impromptu trip to New Orleans. Who cares if it wasn't actually Mardi Gras when he went? 3) His red top hat...except his would be silk, not wool. 4) A very festive tube-hat. 5) His super classy white fedora with the gold sequin band. Worn every time he feels the need to be super classy.
...keep in mind this list will change whenever I see a new had depending on what he's been making in his free time!