I’d say get something a bit more slimmer, like a darted tip and wear it casually with a casual button-down collared shirt. Jacket not necessary.
A menswear blog on finding your personal style, written by Kiyoshi Martinez.
I work at Khaki's of Carmel and live in the Monterey Bay area. Formerly from Chicago.
E-mail me, I'm fairly nice: firstname.lastname@example.org