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in: Dating, Featured, Style, Style & Grooming, Visual Guides

• Last updated: September 22, 2020

What to Wear on a First Date: Your 60 Second Visual Guide (Spring/Summer Edition)

The Go-To: Sports Coat + Jeans/Khakis. Lighter weight cotton sport coat. While, light-colored, or checked button-down shirt. Wear a stylish accessory like a watch or pocket square. Dark denim jeans or khakis. Dark brown leather lace-up shoes with rounded toe. Always dress in layers. If it gets chilly, you can offer your date your coat. Fingernails cleaned and trimmed. The More Casual Date. Well-fitting polo shirt or casual button down shirt. Get your hair cut the week before the date and don’t try something new with it for your date. Go with your usual routine. Choose your shoes carefully – they say a lot about you and women always notice them. Canvas shoes or top-siders. Dark denim jeans or khakis. Field watch.

Illustration by Ted Slampyak

The go-to: sports coat+jeans/khakis

– Lighter weight cotton sport coat.

– White light-colored, or checked button-down shirt.

– Wear a stylish accessory like a watch or pocket square.

– Fingernails cleaned and trimmed.

– Always dress in layers. If it gets chilly, you can offer your date your coat.

The more casual date

– Well-fitting polo shirt or casual button-down shirt.

– Get your hair cut the week before the date and don’t try something new with it for your date. Go with your usual routine.

– Field watch.

– Dark denim jeans or khakis.

– Choose your shoes carefully — they say a lot about you and women always notice them.

– Canvas shoes or Top-siders.

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Have any other first date style tips? Share them with us in the comments!

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