Search Results: inexperienced

So I'm doing a language exchange thing with this guy. And I'm thinking he might be interested in more. I wouldn't be opposed to that either and have always quite enjoyed spending time with him. We always meet at 5 pm and he would usually want a beer or wine. Last time (our second time) I suggested we continued to grabbing a bite followed by some beer and ended up talking until almost midnight. After that he seemed to be more interested (lingering looks, texting the next morning with a more enthusiastic tone, etc).

Context: we're both older, I'm 32 and he's 40. But I'm so inexperienced in dating and have been chubby all my life, so not used to guys finding me attractive either. I'm a tight jeans and loose shirt type of woman, but I've been wearing some tops that showed a bit of skin, like tops with cutouts or the smallest bit of cleavage. But I know that the nature of the meeting is (as of now) still a friendly and casual thing, so I don't know.

What kind of clothing do you think is appropriate for this context?
** Please no unsolicited comments about weight, etc.