<p>I am a girl but I wore a uniform for 12 straight years. </p>
<p>With the belt thing seriously have him keep a spare in his locker or something. I got detention once and it was because I completely forgot to grab a belt that morning. I could usually hide it but that morning my Biology teacher decided to do a uniform check and I was busted. </p>
<p>My high school had a pretty similar dress code. Khaki pants with green polos (while seniors wore a special color. My year they choose a Barney purple.) in the fall/spring while the winter was khaki pants with white button down (guys wear ties) and a blazer. Blazers were the worst. </p>
<p>Sperrys were extremely popular at my school. Most people wore the tan versions but got away with different versions of the shoes. Sperrys are a little on the preppy side for me but they were comfortable and were a better option. </p>
<p>Put your name on everything. Everyone will have some of the same things and your kid will probably misplace it at some point. At my high school people’s blazers were stolen frequently and they were costly to replace (around $75 for a poorly constructed and made with bad fabric).</p>