Well, a first date is usually considered very confusing when it comes to what to wear.
Just remember ‘Do your best, but don’t overdo it’.
Look 1-  The Classy Simple Look
Go with a pair of nice denim, a white shirt and a blazer of your choice. Avoid heels that are too high.
Look 2- The Cute Flared Look
Match a flared skirt with a sexy crop top. Have solid colors as a top and patterns in the bottom. You can go heels or no heels.
Look 3- The Hipster Converse Look
You can go wearing a long skirt with a high slit. Converse is a nice addition to this style.
Look 4- The Denim Shorts Look
You can never go wrong with a pair of denim shorts. Especially that they are so in style. Match them with an over sized shirt and flat or heeled boots.