There are certain styles that transcend age and era. Nick Blake, owner and operator of Desmonds, created three similar looks for three generations.
Opting for a more casual version of the classic button-down, the "hangin out" shirts by johnnie-O offer a more comfortable way to look and feel great. Paired with quality denim and genuine leather, men of any decade can pull off this sophisticated, yet functional, style.
"Hangin Out" Button-Down Shirts, johnnie-O, $98-$115
Denim, 34 Heritage, $165
Denim, Liverpool, $89
Leathers, Scully and Missani, $475-$525