Comments on How to Dress for a Casual Night Out - Men

As a standard rule, one should always ensure their shirt is tucked neatly into the trousers. It was once seen to be trendy and ultra casual to leave your shirt hanging out, this no longer applies. The only exception would be shirts that are intentionally tailored to support a high waist cut.

As a standard rule, one should always ensure their shirt is tucked neatly into the trousers. It was once seen to be trendy and ultra casual to leave your shirt hanging out, this no longer applies. The only exception would be shirts that are intentionally tailored to support a high waist cut.

Your friends look at your face, your enemies look at your shoes. Get the best shoes you can afford.

Your friends look at your face, your enemies look at your shoes. Get the best shoes you can afford.

Pleats may be less casual, but they don't look good on anyone. Avoid pleats at all cost.

Socks should match your pants and shoes should should match your belt, always.

Don't just check for dirt under your fingernails. Remove it if you find it!!

Dressing in layers may look good in some parts of the world, but in the hot, muggy, tropical climate of the Florida Keys, you'll look dumb. Try a good-quality tropical shirt that's not overdone (with flowers or fish), along with pressed shorts or slacks.

Socks should match your pants and shoes should should match your belt, always.

Pleats may be less casual, but they don't look good on anyone. Avoid pleats at all cost.