The Fashionable Entrepreneur’s Guide to Dressing for a First Date

Fashionable Entrepreneur's guide to dressing for a first date.

Dating can be a lot of fun, but it can also be stressful. Number one question most guys have is, “What do I wear?” Not to worry, here is the Fashionable Entrepreneur’s guide to dressing for a first date.

Most likely you are going to be doing something fun and casual. Maybe dinner and a movie, maybe go-carting, Maybe hanging out at a club. You want an outfit that is comfortable but is a little more put together than the average guy at the venue. This is what the Fashionable Entrepreneur recommends.

Cashmere Henley Sweater


Straight Leg Jeans


Chelsea Boots

There you have it, the Fashionable Entrepreneur’s guide to dressing for a first date.  Of course, don’t forget to wear your favorite dress socks and a nice pair of underwear and a clean white t-shirt under your sweater and you are good to go.

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