[ A dress shirt is a regular type of clothing... If he feels stuffy in one, Weiss would. . . honestly be judging. There's a reason why Weiss didn't have a high opinion of Sun when they first met. While a big factor of it was because he was a Faunus and was clearly not to be trusted at the time, he certainly looked very uncivilised (harsh) by having his shirt open the whole time.

No, she did not think the washboard abs were attractive. ]

Hold on to that shirt of yours, especially if you don't have a lot of chips to spare. The free clothes that come from this place are very tacky.

[ Just like that "I'm in my slut era" shirt from before... Fortunately, she's done with that phase of wearing free clothes, because she purchased some new ones as soon as she got out of the room she woke up in. While she'd much rather be in her usual battle gear, it's not like there's any reason for her to fight just yet, so she's just been spending most of her days in casual dresses in this place. Just like now. ]

Let's head back down soon. I'm plenty relaxed as is.

[ No, she does not ask about him, but he had a bunch to eat. If he wants to sit down and relax a little longer, she won't mind, but she might go down ahead just so she can move around and do something else. Eat and run mentality ]