I have never cared about what you wear to our first date, or second, or third for that matter. As long and its not pajamas and its your style and I don't care.
I'm much more interested in reading your body language to see if you like me. Yes fellas, a date with me is all about ME.
I'm thinking about me and I hope you're thinking about me.
I'm filled with anxiety throughout the entire date, I'm thinking more should I get a burger or a house salad?
Not, ew. He wore THOSE shoes with THAT shirt?!
I'm thinking about how close I can get to him without him thinking I'm weird.
Not, MY GOD the plain t-shirt and jeans look was soooo last year!
In fact my favorite part about being a girlfriend is buying you clothes that I like, so your fashion sense is irrelevant to me.
The best judge to a first date is how you make ME feel. If I'm feeling okay when I'm with you then I'm happy even regardless of what you're wearing. And if all goes well, you won't be wearing it very long anyway!