Dressing is important more or less just for a first impression. If you open the door and you have in front of you a pretty lady but her attire just do nothing for you, then it remove some sexual attraction. On the other hand if you dig the attire, it just add a lot to your boner
I remember many encounters when the SP arrived and i would just look at her and think to myself "oh those boooobiiiess !!!"
because she had a stretch tshirt or tank top. I remember way back in 2009 even to this day when i saw Chloe Milan, while she was still at GOF and the agency had me wait like 2H after the initial time of the date. I had a room with view on the street and i spent so many time just watching the street, always hoping for a car to slow down and see her coming out of it. I called multiple time the agency(no cell back then) and they always said "she will be there in xxx time" but anyway at some point she finally arrived, and i saw her getting out of the car, she had a cleavage shirt with a coat on it(it was fall) but that still let show the cleavage. When she arrived at my room i had one of those magic eyes thing and i looked at her trough it, i had to literally wait 10 secs to get back my mojo lol. She was the first SP i had with fake breast(and people knowing me know that i really dig that)
Maybe some could say it was because i was still very new, obviously i was more nervous, more exited, thats like a kid at christmas, so it made the impression bigger and better, but even years later i had similar feeling when the lady arrived in an outfit i really dig.
And yes the oposite is also true, i had SPs that arrived in outfits i was not too fond off, and i still remember how once she got naked the exitation was bigger. Some had really great bodies and all but there cloths didn't do them justice.
I guess why i love so much leggings/jeans andcleavage tshirts/tank top is because it let you get a glimpse of what your gonna get, you see the form and you get exited to see her naked. It show just enough without being skin revealing if i can say.
Anyway its hard to explain, but it does matter what she wears, and as i saaid in previous post you have to also think about the convenience for the SP. For exemple having her dress very elegant and take time for all of this for a 1h meeting would be almost like trolling... lol I guess im lucky to be able to like something that is also very easy and quick to put on.