I'm very much a default-mode person when it comes to my everyday makeup: I go for the same brushes, the same shadow colors, the same liner, the same gloss. Just because...it's easy, I suppose. I love playing with makeup, but I also usually have fifteen minutes to get out the door, so I generally just stick with what I know works.

A few days ago, though, I shot an extremely cool collaboration with a beauty brand I've been a major fan of for years (I'll share as soon as I'm allowed; so excited), and the looks we put together (not pictured here) were very out-of-the-box for me. And taking a moment to play reminded me: oh. I like experimenting with makeup.

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In this video: five easy looks for chilly days (most take about thirty seconds), and pretty much every hat in my wardrobe, from the (I think) rather fabulous to the completely ridiculous.

On me: Steve Madden Yerba boots; Black Rivet jacket.

I’ve written extensively about my problems with wintertime dryness, but seriously: if I could just go ahead and marinate in a vat of oil for the next couple of months, that would be great.

My lifelong battle with alligator-ish tendencies has, however, had the happy effect of giving me more than one solution (and product suggestion) for combating the extreme dehydration of hair, skin and nails that often pops up during the wintry months.