1) I was thinking the cloak over jeans, sneakers, and a t-shirt, to be honest! Nahollo tends to wear jeans and a t-shirt in greys and desaturated colors (no deep-dyed crazy colors here! Just the sort of faded blue of old jeans)
2) Nah, the wings are just kind of there. When I say wings/cloak thing I mean that he can make them appear/disappear at will and usually does so as a set. And yes, one set of wings is correct!