lucky-
i think your jumper/skirt might look really lovely with something loose and romantic actually...
something like the TAO spring stuff...
...
very pirate=y...
Looks really cute, softie, I like that. What is the back of that jumper like--does it criss cross?
It's so great that you're getting a lot of use out of that IM blouse....it can be hard to find those things that are basic enough for layering, but still interesting enough to work on their own.
Personally, I would wear the jumper exactly as it's shown in the pic, with a long sleeved button down ...but definitely put your hair up, maybe in a ponytail or something?