Here come the big chunky sweaters! If you don't want to be swimming in a sea of oversized, shapeless outfits all fall and winter, try pairing your big ol' sweater with a skinny ankle jean and short bootie. If you can't see some skin at the top of your bootie, roll your skinny jeans just enough for a sliver of skin to peek through. We've got a ton of great ankle jeans at SearchByInseam.com right now. You'll find them in all lengths, colors, and price ranges. Here are a few of my favorites, all under $100: Banana Republic Black Skinny Ankle Jean, Blank Denim Skinny Jeans in Gray, and Blank Denim Ripped Skinny Jeans.