I’ll help out, @PhotographerMom:
One of my favorite CC posts EVER was posted by @D’yerMaker years ago on a thread regarding jackets for boys (I’m still wiping away tears):
And, yeah, the ironing thing isn’t going to happen.
You might enjoy a previous thread on this topic (my comment is from there):
http://talk.collegeconfidential.com/prep-school-parents/1885822-formal-dress-for-boys-how-much-to-buy-p1.html