Boots are an absolute must in the wintertime, that goes without saying. They're practical, easy to wear, and downright essential when the temperatures dip below 60. But, every season we get into a little funk when it comes to finding fun, new ways of styling our beloved boots. (After all, wearing your go-to black ankle boots with a pair of skinny jeans and a sweater can feel a tad boring and repetitive after a while.) For this reason, we've turned to our favorite street style stars to get a dose of outfit inspo. Read on to see 30 easy yet stylish ways of wearing your boots this Winter, and shop our favorite picks, too.