Most Helpful Guy
The only clothing I find offputting on a date is something she feels uncomfortable in, and wishes she hadn't worn (eg a skirt so short she spends all evening howking it down, and having to contort her legs to preserve any modesty). I want her to be relaxed, comfortable and to have a good time. If she makes herself feel awkward the whole thing can be a bit difficult to retrieve.
The most important accessory she can wear is a smile.