Combining a slimmer, more tailored cut with rugged construction, the Dockers Alpha Khaki ($68+) ups the chino ante. Offered in 12 colors, the heavier-weight pant is a closet essential for the Fall. And just like your favorite pair of jeans, these get better with age.

The photos above (even more photos on the iPad), shot by Cass Bird, are set at Blind Barber, a barbershop and bar in New York known for being stalwart proponents of one of man’s greatest eras, the roaring twenties. It’s must-visit if you’re in need of a haircut, boost of manliness or both.

Buy Now: $68+