Tan Pocket Square Dressy Outfits: A charcoal vertical striped suit and a white dress shirt are absolute essentials if you're putting together a classic wardrobe that matches up to the highest menswear standards. If not sure as to the footwear, go with a pair of dark brown leather derby shoes.

A charcoal vertical striped suit and a white dress shirt are absolute essentials if you're putting together a classic wardrobe that matches up to the highest menswear standards. If not sure as to the footwear, go with a pair of dark brown leather derby shoes.

Tan Pocket Square Dressy Outfits: Pairing a brown vertical striped suit and a light blue dress shirt is a fail-safe way to inject your styling arsenal with some rugged refinement. On the shoe front, this ensemble pairs nicely with tobacco leather loafers.

Pairing a brown vertical striped suit and a light blue dress shirt is a fail-safe way to inject your styling arsenal with some rugged refinement. On the shoe front, this ensemble pairs nicely with tobacco leather loafers.

Tan Pocket Square Dressy Outfits: This refined combo of a charcoal vertical striped suit and a white dress shirt will hallmark your sartorial skills. Introduce dark brown leather tassel loafers to the mix and ta-da: your ensemble is complete.

This refined combo of a charcoal vertical striped suit and a white dress shirt will hallmark your sartorial skills. Introduce dark brown leather tassel loafers to the mix and ta-da: your ensemble is complete.

Tan Pocket Square Dressy Outfits: This combo of a grey suit and a white dress shirt speaks elegance and class. Does this look feel too classic? Let a pair of dark brown leather double monks jazz things up.

This combo of a grey suit and a white dress shirt speaks elegance and class. Does this look feel too classic? Let a pair of dark brown leather double monks jazz things up.

Tan Pocket Square Dressy Outfits: Marrying a grey wool blazer and grey dress pants will create a classic, masculine silhouette. Introduce dark brown suede loafers to the mix et voila, your ensemble is complete.

Marrying a grey wool blazer and grey dress pants will create a classic, masculine silhouette. Introduce dark brown suede loafers to the mix et voila, your ensemble is complete.