It depends on where you come from, I guess. I have lived at or near the beach in Socal for over 20 years now. All my friends wear shorts, year round. I can TRY to glam up for weddings, funerals, special Thanksgiving and Christmas events, but it's just not me.
As such, I just tend to be very casual. And I like my girls to feel the same. It was that way in the 90's in Vegas and now the young guys are all glammed up and look like fools IMO.
If am taking a provider to dinner, I will look sharp and expect the same in return. Otherwise, I want to see how they normally look when out and about and ask them to dress down to that standard. I want them to feel as comfortable as they can.
You girls are generally more pretty than most, so why attract the extra attention? I know some guys are into it, but I am shy and don't like attention.
Some girls like high heels...really! And I am of course cool with that. But if they just showed up with sneakers or scandals and jeans and T-shirt, I would be cool with that also. I want my companion to be comfortable. Whatever works.
A provider walked about a half mile in high heels to my room in Vegas and she said her feet hurt. Opportunity. I gave her a foot message and it helped the whole session work. It goes both ways sometimes
I had a provider show up at my place with a T shirt with holes in it and covered with cat hair. That was how she is. Took the clothes off, took a mutual shower and we fucked very hard! .
I did have a provider come to my room and I was just wearing underwear (because I was pissed about a cancel!) and she said that it would have been nice to peel my clothes off. I guess it goes both ways :-