There's one winning outfit combo that never fails: ankle boots and jeans. It's easy to pull off any time of the year and is a guaranteed way to look stylish. If

you've already been pairing them with a T-shirt and leather jacket but want to rethink new ways to wear them, we have cool outfit suggestions to try.

To get some fresh ideas on how to wear this classic pairing, we turned to fashion insiders to see how they're pairing the wardrobe staples. From cropped tanks and trench coats to sweater-vests with cowboy boots, their cool styling tricks are sure to inspire you to wear the closet basics in new ways. Ahead, see eight ways to wear ankle boots with jeans, according to fashion insiders.