I would highly suggest taking on avi challenges, even if you don't actually wear the results because it's not your style. That's what I do, I have a small collection of contest entries that go past the limitations of what I actually enjoy wearing.
I would also suggest layering different vests together, if you're fond of them. The regular vest you have and the business vest work well together to look as if you have a nice little edge. Lets you bring in a dash more color to the chest, it's very nice.