Help! Can I wear this or do I look silly? *pics*

To be honest, I'm not crazy about the way the top bunches on the sides. But, I LOVE, love, love the pants. You could wear them with anything! Seriously, don't be self-consious, they look great on you! I think they would look so cute Audrey Hepburn style with flats and a turtleneck.
 
The skinnies look great on you but I would wear them with a different shirt, probably a looser shirt. To be completely honest, you are really thin already and appear tall but for some reason the top from the front view emphasizes the hips more than it should, from the side view it looks great.