Michelle, I echo Angie's suggestion of undoing the top few buttons on the red tunic and wearing a really nice camisole underneath. I often have to do this with button downs because they fit me everywhere but the bust.
Turns out I am taking a sick day, so I have some time to do vicarious shopping. I don't think any of the pins I linked to earlier are quite in line with what you and Angie said. Following those revised guidelines (something with a bit of black, preferably in a silkier fabric and with some edge), here are my new recommendations:
1). This is sort of controlled chaos. It's constructed of layers of black and white silk fabric, cut out in rounds that decrease in size with every layer. The fabrics themselves have a bit of sass, and then the center is embellished with black and white yarn. The black is thin strands standing out from the center, and the white is little puffy balls. The overall effect is messy but structured.
http://www.etsy.com/listing/44.....lack-white
2). This is another folded origami style pin in black and white silk. It's got a very dimensional six-petaled shape in black and white, with the white fabric on the outside and the black on the inside of each petal. In the center is a white plastic pearl pin with flower stamens radiating out. It's clean and streamlined, but in my opinion has a bit of a mod vibe going for it.
http://www.etsy.com/listing/40.....shi-flower
3). This one is not silk, but it is sassy. It's a flower pin made from a black zipper with silver teeth. The zipper has been folded in such a way that it resembles a mum or a dahlia, with the exposed zipper teeth forming the outside edge of each petal, and the zipper pull in the center. These are also available with brass teeth.
http://www.etsy.com/listing/49.....lver-teeth
4). This one has a more delicate feel. It's made from some kind of light, semi-sheer ivory fabric and folded in a rose or cabbage rose style. The edges forming the petal edges have been frayed a bit which adds textural interest. The flower is then embellished at one side with a bit of netting (think millinery, or wedding veil), and then two kinds of feathers. There are black ostrich feathers which are thin and long, and then black and white striped feathers which are shorter and wider than the ostrich. For some reason, I can just see this one with its feathers worn over a chanel jacket. Somewhere the two things got associated in my mind.
http://www.etsy.com/listing/51.....-accessory
5). This one has a very classic with a twist feel to it for me, but you'd have to get the seller to convert the backing to a pin backing. It's another folded origami style black and white silk flower. This one has extra depth and interest because there are three layers of folding in each petal, and because the outermost layer is a black and white patterned shibori fabric with a black background and white rectangle shapes that remind me of cell walls. The second layer is a black silk, and the innermost layer is a white silk. In the center is a black Swarovski pearl.
http://www.etsy.com/listing/48.....shi-french
6). This one is also not silk, but its colors echo the jacket so well that I included it. It's a felted wool flower with a simple round scalloped shape and lots of layers for depth. The background is black, but it has these veins of white running through that remind me of the tweed in the jacket. It has some lovely small pearlescent beads in the center surrounding a larger freshwater pearl.
http://www.etsy.com/listing/19.....and-felted
I didn't find anything like this, but I could also see a simpler flower looking smashing with an old-fashioned cameo at the center.
Maybe if any of these sound interesting, we can put it to a vote.
I'm going back to bed!