JEANS
Affordable: Levis straight or boot cut ($70)
High-end: Earnest Sewn Hutch 224 Martin ($255)
Heavy guys should steer clear of skinny jeans. (Same rule applies for short dudes.) And all guys should try to match their shoes to their pants. “If you’re going with a narrow leg, wear a narrow shoe; a boot cut requires a heavier shoe or — you guessed it — a boot,” Thomas says. “At the moment, straight leg is in style, but boot cut will normally work with most body types.”