Wrangler Boys 2-7 Relaxed Fit No 22 Jean, Stone Dark Denim, 3T Regular

A whisper-soft angora sweater features cute cap sleeves and rhinestone buttons at the shoulder for vintage charm.

Add a casual edge to his look with these fresh plaid shirts from Greendog.

Even though it will be a long time before he's in school, he can stay classy in one of these varsity jackets from First Impressions.

Faux pearl detailing on the mary jane strap gives a luxurious look

Smooth and soft leather upper

Lightly padded footbed helps provide comfort

Lightweight and flexible rubber outsole