The Relaxed Pair
• 8-inch inseam
• Cotton drawcord ties at the elasticized waist, finished with a faux fly and split-seam openings at the hem
• Angled front pockets and oversized back patch pockets
• The longer inseam and boxier fit give it a more relaxed feel
$44.99 / $22.49 by Gap Factory
The Preppy Pair
• 6-inch inseam
• Collegiate Polo “P” and crossed oars embroidered at the hem
• Elastic waist with a buttoned closure, zip fly and buttoned back pockets
• The tailored silhouette has a more dressy fit and feel
$115 / $84.99 by Polo Ralph Lauren
The Vintage-Inspired Pair
• 7-inch inseam
• The fabric, a lightweight cotton with 2% Spandex, has a soft feel, but is incredibly durable
• Two front slash pockets and two back welt pockets
• These have an old-school fit and feel, finished with a stretchy drawstring waist—not too casual, but not too dressy
$88 by Flint and Tinder