<p>Wow… I was worried I wouldn’t get any advice on this.
Thanks everyone for the suggestions. We have tried some of these, like Gap 1969s, but the 28 32s he has are hanging off him. I’m not sure they make 27s. We have had some luck with Levis, and so far none with American Eagle, but I ordered multiple sizes for Christmas. I will report back if I find any that work really well.</p>