I'm so confused!!!

Ok, I'm working with a limited budget and a non-traditional kilt here, sooo...

For a non-traditional look, both dress and casual...with my black UK mocker...

... for casual dress... I can wear black hose with some non-shiny black leather lace-ups, open collar dress shirt (my choice of color), with or without a black blazer.

... for evening dress... white hose (with or without flashes?), dress (polished) shoes, button up a white shirt and add tie, ...and I'm still trying to figure out a jacket choice.

Am I on the right track?