Personally, in those long ago days when I was dating, I preferred the woman to wear something classy and conservative.

Something sexy please 😏

Times change. Years ago, when my wife and I were dating, she always wore a dress or skirt unless we were picnicking or doing something outdoors. I can't remember the last time I saw my teenage granddaughter in a dress.

What are your options? What is it your doing for the date?

Casual jeans is good

It depends on how the date should end. The outfit you wear can be a signal. For only talking i would wear casual clothes like pants and shirt. If i want the guy between my legs a revealing outfit may help.

You?

Whatever makes you feel good about yourself, it will be contagious. But wear shoes you can in incase it goes badly

If need more personal opinion, dm me

depends on what expectations you have and signals you want to give off

Something comfy like a romper or a summer dress

Depends on where you're going

Nothing lol