There are many drawbacks to shopping for clothes online, from questions about quality, to issues with sizing, to the fact you have to think about that crap just because your mom isn't Internet-savvy enough to shop for clothes online. Thankfully, the sartorial minds behind lauded 'net "catalog" Two Inch Cuffs just launched The Cuff Shop, loaded with meticulously curated goods all chosen for "exceptional quality, craftsmanship, and style", and repping brands like Ruell & Ray and Metsa, though considering Omar Minaya was supposed to be the smartest dude in the clubhouse, their high IQ society can't be that selective.
Shirts: The slim-fit b-downs from TX's Hamilton 1883 are inspired by "old-school oilmen" (and come in tasteful shades of white, blue, and wheat), lightweight slub crewneck tees come from Farm Tactics, and there's even a TIC-exclusive chambray work shirt from Fischer, who're grandmasters of covering your chesst.
Kicks: Particularly classy Sebago topsiders sit side-by-side with lambskin-lined, suede chukkas from Prajaa, handmade in Indonesia by at-risk-teenagers-turned-shoe-artisans, which you shouldn't D.A.R.E. joke about... 'cause you can't top that one.
Accessories: NY's Graham Withers sent over some plaid neckties, webbing belts come from Archival Clothing, and leather wallets/card cases are "produced faithfully and meticulously... to last a lifetime" by Truman, which your mother will certainly approve of considering she "digs" his style.