The Pegged Leg
I apologise for taking liberty with the topic headline but what the heck... Who in their right mind is gonna have a custom pair of cotton chinos made up? I guess someone who can swing $500 for the labor and $20 for the material. The days of Steve Martin's fur lined sink and Tom Ford's $3,000 cotton suits are over. However, find a good alteration's tailor and you can do wonders.
I learned a long time ago that $10 (more like $20 today) to the right tailor could turn a baggy pair of fatigue or cammie trousers into a physique flattering base while adding length at the same time. Pretty much all the Army cared about was your haircut and whether you broke starch. Go the extra mile with tailored fatigues and you were a shoe in for Soldier of the Year. OK, I'm exaggerating a little but not much as any veteran can attest.
Take the same idea to baggy chinos, throw $20 to Mr Peppino who practices his affordable craft across the street from Bloomingdale's in NYC and one can walk away with the same effect. Not Soldier of the Month but a leaner figure made taller through the illusion of longer legs due to the narrow trouser opening. Here, it's seven inches. They were 10.5 inches before Peppino pinned them.
When the tailor pins your chinos he takes into consideration your basic shape and pins accordingly. This way the tailoring really is custom to you. For a lousy $20. How can you go wrong? You don't have to fly to NYC for Mr Peppino. A good local tailor should run about the same. It makes a huge difference with very little investment.