A zucchetto is a cleric's skullcap. People wore zoot suits during the 1930s and 1940s.
Zshirt
Zoot suit (popular in the 1940s) and zucchetto (cleric's skullcap) are articles of clothing. They begin with the letter z.
Zebra striped shirt, Zipper boots, Zip-up jacket...
Zoot suit.
zebra skin
zipper
zigzag
You wear a zipper on your pants, jacket and other things. A zipper is the answer.
Something that you wear that starts with the letter I is: "I'm with Stupid" T-shirt Irish Skirt
You can wear an apron.
zebra,zucchini,
zipper