Sweater from the Gap
1) MAKE SURE THE SWEATSHIRT OR SWEATER FITS.
Just because the sweatshirt is super warm and comfy doesn't mean that you need to wear it in an extra- large when you are a small.
2) Try not to wear ALL black.
I always recommend wearing a least a pop of color. If you're trying something more fashion forward your tights could be a bold color.
3) Invest in a good coat.
You most likely will be wearing this coat a lot, so make sure it fits perfectly. (hint visit your tailor).
What do you wear when it gets cold?
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