Here's the low down on getting your shirts tailored. They HAVE to be skin tight or you'll look like a chump. Actually, to be cool, you gotta' have your nipples showing.
This guy's cool. You get really nice nipple definition through a well tailored shirt.
People who don't get their shirts tailored skin-tight look plain silly. For example, FEC sported this shirt that is just waaaaay too big on him. Everyone knows that your nips gotta' be showing. Some commentors reminded him that his shirt needs to see a tailor, and I TOTALLY agree with them.
via Unabashedly Prep
Valet says you don't have to tip your tailor but I follow the rule, "if you can see your nips, then tip."