Eclectic Joy

I asked whether or not to buy some metallic wedge booties out of my comfort zone. I've worn them all day, most of it spent in a training session. They were very comfortable. The booties got no comments but the lace bomber jacket was much admired. The pants are medium charcoal ponte knits. Too frumpy? What do you think? Should I repeat this outfit? ( 1-3). Are the pants too short for the booties?
Yesterday I tried another version of whiteout with my leather moto and with an old consignment find...cream satin down vest. I was wearing a tank under the blouse in #4, but it must have been pulled up in the photo to see the grinning.
I appreciate knowing your thoughts and ideas for improvement on anything you see here.

We've been traveling some and it's been harder to get photos. Here are a few recents:
1. Whiteout with sized up BR cream skinnies, Gap cable knit, Born metallic sneakers for gym, white watch and cream cashmere scarf. I'm wearing this today and will change into SE Python Petty booties later.
2-4: pink AT cashmere hoody alone, under knit blazer, and with added scarf. It was a bitterly cold day. I'm wearing my chocolate brown leather trousers, chocolate brown EF silk layering tee, and Munro booties.
5-9: my take on Angie's burgundy jeans with tall boots http://youlookfab.com/2013/12/.....ith-boots/
The pink coat in 7-8 is a JCrew consignment find while in Boulder. boots are old brown suede Joan&David.
I'd love to know what you think works best here and your suggestions for improvements. I have used a different jacket this time with the hoodie but it still seems off.