Win $1K To Spend On A Fresh New Denim Collection

Every year, when the weather cools down and the initial charm of fall fizzles out, we find ourselves in a bit of a sartorial slump. Where we once reveled in living in our jeans, boots, and sweaters, after the umpteenth wear, our go-to outfit combos start to feel a little less exciting.

Since we know the feeling all too well (and recognize the warning signs), we decided to get a jump on seasonal outfit fatigue with a little help from Liverpool — the wear-with-anything denim brand we're quickly becoming obsessed with. Together with some of our choice Insta style stars, we're breaking down five winning recipes for denim looks that'll carry you through the next months (and beyond) without a mid-season crisis. The best part? Once you've got these fall looks on lock, you can enter here to score $1,000 to put towards your favorite pieces from the collection. Think: chic, structured moto jackets and forever-staple skinny jeans. Three lucky winners will be chosen, so don't forget to spread the news. Your new style lineup awaits.